The tale of a rough and rowdy boy out of control who finally drove his desperate mother to trick and outsmart him, with the help of her friend, and showed him a future of living life as the opposite sex and along the way to learn a better way to be.
By AshleyTS
All Rights Reserved.
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Jessie was a friend, As she's watching me with those eyes, You know, I wish that I had Jessie as a girl, How'd she become a woman like that? |
"I can't do this anymore," Amanda cried on the way home. Jessie, her 13 year old son, was uncontrollable. She had no idea where he went or what time he was coming home.
"How did I mess up so horribly?"
"You didn't mess up dear," Susan countered. "He is just like his father. It is in his genes. I am not going to see another life wasted though. When we get home I need to show you something. It is something I have been thinking a lot about and something I have been doing hours and hours of research on...and I think it is our solution."
Jessie sat impatiently in the principal's office. He knew his chances were running out since his behavior record at school was anything but perfect. After just 3 months of school in the 9th grade, Jessie had been in 3 fights, had been caught ditching out after lunch a half dozen times and had complaints filed on him from the girls in the school for inappropriate behavior. He sat back and awaited the arrival of his mom and grandma. The thought of being expelled did not bother him much and, as a matter of fact, the promise of not having to attend school was thrilling! He knew his mom and grandma were at their wits end with him as well and hopefully they would give up on trying to change him and just let him be. No school...no supervision...just being able to do whatever he wanted whenever he wanted...now that would be the life!
Amanda and Susan came storming into the principal’s office to find Jessie sitting there arms crossed with a smug look on his face. Amanda knew that office all too well. She had been there countless times over the last couple years and was almost numb to the fact that she was called in yet again. What did he do this time? Steal, start a fight, touch a girl inappropriately or make a rude comment? The possibilities were endless! Jessie was on the same fast track as his father and at this rate he was going to end up in jail or dead...those were the options. His father was spending the last 5 years of his 15 years sentence for burglary and aggravated assault. Although Jessie only saw his father once a month, his father's influence transcended the prison walls and directly affected his life. Being a trouble maker was "cool".
Amanda tuned out as the principal rattled on about how Jessie was picking on a girl and how that girl's boyfriend intervened to top him.Consequently, the boyfriend ended up feeling the blunt of Jessie's anger and was sent to the nurse's office with a broken nose and bloody lip. She had given up hope. Perhaps Jessie was a lost cause. How did she fail as a mom? The stress his actions caused in her life were overwhelming and she could not take another day.
Susan, on the other hand, had seen this all dozens of years before when she was being called into the principal's office when Jessie's dad was his age. She knew all too well the road that laid ahead for him. Pretty soon it would be the police department...the courtroom...the guilty verdicts. Susan knew as Jessie's grandma that something had to be done. She was not going
to sit back again and hope for the best...there had to be some kind of intervention!
The principal suspended Jessie for 1 week with a final warning that one more...just one more incident will mean expulsion. No more chances! Jessie shuffled out of the office with a skip in his step. No one was going to control him! He was his own man and everyone else could go to hell. "Later dudes!" Jessie proclaimed as he disappeared into the hallways and out of the school.
"I can't do this anymore," Amanda cried on the way home. Jessie, her 13 year old son, was uncontrollable. She had no idea where he went or what time he was coming home.
"How did I mess up so horribly?"
"You didn't mess up dear," Susan countered. "He is just like his father. It is in his genes. I am not going to see another life wasted though. When we get home I need to show you something. It is something I have been thinking a lot about and something I have been doing hours and hours of research on...and I think it is our solution."
"I am ready for anything mom...anything," Amanda exhaustedly replied.
"That's ridiculous! It's the craziest, dumbest thing I have ever heard of!"Amanda shouted.
Susan's idea it turned out was extreme to say the least. She had been consulting an experimental program introduced to soften troublesome males. It ranged from lowering testosterone levels to mellow them in mild cases to complete feminization of body and mind in "lost causes". According to the consultation and scores Susan received for Jessie, he was off the charts and would require "complete feminization" to function as a worthwhile member of society.
"Amanda dear, you said it yourself that Jessie is a lost cause. It is 6pm and he has not come home yet. He could be dead or in jail for all we know. Extreme situations require extreme measures. Would you rather have a son who is in jail by the time he is out of high school? A son who has no respect or love for his mom or anyone else? A son who has no future? Or would you rather have a daughter who functions as a successful member of society? Give it some time dear...think about this one."
Amanda was taken aback by all this new information. Her son becoming a girl? The thought was absurd...but what options did she have? She had already tried counseling, punishment, threats...nothing worked. Just then Jessie came storming into the house with a new skateboard in his hand.
"Where did you get that skateboard?" Amanda asked.
"That's none of your business mom! Why do women have to be so damn nosey? I'm going up to my room."
The lack of respect, the theft, the grim future...there were no options. No options save one...could it possibly work? What could the family lose?
"Susan, I have made up my mind."
Jessie was different. It may not have been a huge change but there was a definite difference. "I think I may like the new Jessie," Amanda exuberantly told her mom.
"Before you go to school, I need you to take this pill. It has all of your regular vitamins you take to build your strong body but in one pill."
"Why the heck is it pink? Ha, pink is for sissies and girls...but I guess if it saves me from all those other pills...ok, give it to me. Freakin pink pill...whoever made that needs some help." With that Jessie was off to school.
The second part of the program began immediately as well. It involved a little pink pill which contained intense levels of female hormones. These would soften and feminize his outside appearance which would help him transition his life.
"When do we start mom?" Amanda asked. "I slipped the anti-resistance pill in the Dr Pepper he is drinking right now dear...we start immediately."
Was this the right thing to do? Amanda wondered again...second guessing herself. She walked into her son’s bedroom along with Susan and there he was just sitting by his computer looking a little dazed. "Are you ok Jessie?" Amanda asked.
"I feel great mom. I'm just a little light headed is all."
"Can you listen to this cd for me Jessie. It has some music on it I think you may like?" What a pathetic way to convince him to put on those headphones...there was no way he was going for it. She awaited his foul mouthed reply.
"Sure mom, I'll listen to it. I love new music."
A bit stunned Amanda gave her son the headphones. As the cd began playing he closed his eyes and drifted into sleep. "I guess we wait and see what happens," Susan said as the two let Jessie be.
The next morning Jessie came into the kitchen early for a change. In fact, he was constantly late and usually had to miss breakfast. "Good morning mom...grandma," Jessie cheerfully said.
Taken a bit aback, the two women happily replied. "How are you feeling today?" Amanda asked her son.
"I feel great mom. It is weird though cause I slept in my clothes last night. I haven't felt this energized in a long time though."
Jessie was different. It may not have been a huge change but there was a definite difference. "I think I may like the new Jessie," Amanda exuberantly told her mom.
"Before you go to school, I need you to take this pill. It has all of your regular vitamins you take to build your strong body but in one pill."
"Why the heck is it pink? Ha, pink is for sissies and girls...but I guess if it saves me from all those other pills...ok, give it to me. Freakin pink pill...whoever made that needs some help." With that Jessie was off to school.
"Amanda, this is just the start. The future is getting brighter by the moment dear."
Jessie's slipped into his routine quite easily. He would listen to his audio tapes at bedtime and take his pink pill like clockwork in the morning. Other than his slightly changed demeanor, however, little changes were noticeable. He still had an attitude which had mellowed a bit, but the ladies had hoped for more improvement and change after these last two weeks.
Then one night as Jessie was taking a shower he couldn't help but notice the hair on his body. He knew it had been there for a year now but all of sudden it seemed to scream at him. He ignored it at first and continued washing his hair. As soon as he opened his eyes though there it was...hair everywhere...on his arms, on his legs! He hopped out of the shower and grabbed his mom's razor from the bath tub. "This will work," he thought as he headed back to the shower. He hurriedly shaved all the hair off his arms and legs until he was smooth all over. "How did I go so long being comfortable with all that hair???"
When Jessie came down for breakfast the next morning the women could only stare...or try not to stare. He was wearing his usual attire of cargo shorts and a t-shirt, but where he had dark hair on his arms and legs before, now he had none. "Honey, if you shave your legs you really should use some gel or else you will end up with nasty razor burns like that." Susan advised Jessie.
"Whatever...my hair was pissing me off so I...um, well I just shaved it off...I not some girl so I wouldn't know how to shave my legs right."
Amanda replied, "You know Jessie, lots of men shave their bodies. Look at swimmers for instance. It's nothing to be ashamed of. You should do it right though like grandma said. Shaving gel really helps and we really should put some lotion on those legs to help with that razor burn."
"They are kind of sore now that you mention it." With that Susan ran to the bathroom and grabbed "Flowering Fields" lotion...it was after all the most feminine smelling lotion she could find. "Here Jessie, rub this all over."
Jessie squeezed out the lotion as it perfume engulfed the air. The ladies waited to see what his response would be...would he throw such a feminine fragrance and storm out? "This smells nice...what is that smell? I don't know but it's pretty cool." So off he went to school with a smooth if somewhat cut up body and smelly oh so pretty.
"See dear, the program is working"
"Yeah mom, but it just takes some getting used to seeing my son not acting like my son."
"Your son acting like your son is a nightmare dear. What we have here is an answer to our prayers...embrace it Amanda...embrace it."
"What the hell did you do to your legs dude? And what the hell is that smell? Dude, you smell like a girl!" Jason exclaimed.
Jason was Jessie's best friend since first grade and they were two peas in a pod...troublemakers extraordinaire.
"I don't...I, I..." Jessie didn't know what to say. Why did he shave his legs? Why did he smell like a girl? He went numb and started to panic...
"Just drop it Jason ok?"
"Dude you're acting weird, don't tell me your turning into a fag on me."
"No idiot, I'm not...just drop it ok. I had a bad day." With that Jason left his unanswered questions unanswered, but what the hell was Jessie thinking going around school with shaved legs and even worse smelling like a chick?
"Come on dude, let's get that shit washed off!" Jason said as he pulled Jessie into the locker room and had him shower before school. "Next time smell that crap before you put it on your body."
"Yeah...I will, for sure," Jessie replied but still wondered what was so wrong with the way he smelled. Jason was probably just upset that he didn't share his lotion with him. Why are boys so petty like that he wondered?
As Jessie stood to his feet though something welled up inside him and he found himself fighting back tears.
"Come on Jessie...come on you wuss!" Jason taunted him.
Jessie couldn't fight it...the tears welled up and he began crying.
"Oh hell no! You're crying dude? What a freakin sissy!" Jason exclaimed.
Panic engulfed Jessie as he ran away bawling uncontrollably.
"It was fine. Jason was acting kind of weird but then again when isn't he? Haha. Ok, I'm going up to my room mom, I think I'm getting sick or something."
"Why dear, what's wrong?" Amanda asked.
"I wasn't my normal self in PE today. I got tired really quick and I wasn't as fast as I normally am. I usually run rings around those other chumps but I couldn't keep up today."
"You may just need to relax for a day or so sweetie, and then you'll be up to speed again," Amanda assured him.
With that Jessie went to his room and relaxed. He took off his shirt like he normally did while he worked out and got ready to lift some weights. Something didn't feel right...he should be wearing something over his chest...it's not right to walk around without a shirt on is it? With that Jessie put on his wife beater t-shirt and picked up his dumbbells to work his biceps.
"Damn have these things gotten heavier?" Did mom or grandma play a joke on him? What was his regular lifting weight a couple weeks ago seemed awfully heavy right now. Jessie convinced himself that it was due to his not feeling well and dismissed it.
The next morning Jessie went in to take his shower only to find that his normal Axe shampoo and conditioner were missing. In their place was Herbal Essencia shampoo and conditioner.
"What the hell?" he thought. This was girly shampoo. What the hell was his mom thinking? She has definitely lost it! Haha. The flowers on the label do look interesting though...much more inviting than his old black colored shampoo. Marketing is important he thought. And the smell...wow, this stuff smells amazing! It smells even better than his leg lotion! With that, he proceeded to wash his hair and condition it. His hair felt fantastic. He had neglected his hair in the past. It was shoulder length and he relished the "dirty" look. Somehow that did not interest him any longer. His bar of soap had vanished as well only to be replaced by lavender scented body wash that was accompanied by a peach colored poofy looking thing. Another great smell! He lathered himself up all over and cherished his time in the shower.
"Who bought the new shower stuff?" Jessie asked at breakfast.
"I did. I thought you might like something new...you have been using that other brand for a while now. What do you think?" Susan asked expecting and irate boy.
"First of all I like the whole packaging of it with all the pretty flowers and colors...and the smell is amazing...good job ladies." With that he finished breakfast and headed to school.
"It's working mom! It's really working! Did you hear that....'pretty'. He is becoming so adorable!" Amanda exclaimed. She was beginning to feel a great weight lifting off her shoulders. "He is indeed blossoming. Yes indeed."
Jessie was a different boy for sure. His troublemaking at school had minimized to almost non-existence. Jason on the other hand didn't know what to think of his best friend. He smelled like a chick and wasn't into ditching out anymore or picking fights.
"What the hell is up with you bro? You smell like a fag and you are beginning to act like one too!"
With that Jason pushed Jessie in an effort to rile him up to his old self. To Jason's surprise Jessie flew backwards and fell down. Jessie was a pretty solid dude who normally would have held his ground and not fallen. Jessie brushed himself off and got up. He was gonna put Jason in his place right quick. As Jessie stood to his feet though something welled up inside him and he found himself fighting back tears.
"Come on Jessie...come on you wuss!" Jason taunted him.
Jessie couldn't fight it...the tears welled up and he began crying.
"Oh hell no! You're crying dude? What a freakin sissy!" Jason exclaimed.
Panic engulfed Jessie as he ran away bawling uncontrollably. He ran into the Men's room and into a stall where he tried to compose himself. Why the hell was he crying? He never cried. He tried to calm himself down but every time he thought about what happened he would tear up again. He knew he couldn't be late for class or else he would be expelled so he composed himself and waved his hands to dry his tears and blotted his eyes with tissue. He avoided Jason for the rest of the day.
When Jessie got home he told his mom the whole story of how Jason pushed him and called him names. Amanda sympathized with him and told him that boys sometimes say and do mean things that they don't really mean. "My chest really hurts where he pushed me though. It better not bruise," Jessie said as he teared up once more.
"Take off you shirt and let me take a look," Amanda asked.
Jessie removed his shirt and pointed to where he was hit. Amanda's eyes were not focused on his bruise but they were instead drawn to the two small lumps protruding from Jessie's chest. "Is this sensitive?" she said as she gently poked the soft flesh. It was barely noticeable but where his chest had been tone and muscular before, it was now soft with a slight mound under each nipple.
"Ouch! He must have got me good."
Amanda carefully studied her son's body. He has lost some muscle tone. No wonder he wasn't able to keep up with the other boys in gym. "Honey, does your chest irritate you at all? I can see your bruise but I'm talking about your...ummm nipple area."
"Yeah mom, I think it was the fabric of my shirt today. It was rubbing my chest to the point that it felt kind of raw. Damn, it even looks like my chest swelled up a little." With that his mom told him to sit still as she left the room.
"He's developing breasts mom!" Amanda exclaimed.
"Are you sure? You saw them?" Susan asked.
"Yes mom, he is definitely budding! What should I do?"
"Dear, remember how you felt when you were first developing? You need to give him some body cream and a nice, soft, delicate top to wear. Good thing I am prepared for this honey."
With that Susan went into her closet and pulled out a suitcase full of girl's clothing. She carefully pulled out a plain white yet somewhat frilly camisole. It had pencil thin spaghetti straps which led into two triangles of satin which blossomed out into the body of the garment. A small pattern of lace ran it's way over the outside of the "breast" area and along the bottom of the garment.
"There is no way he will wear that Susan."
"Oh, I think you should give it a try."
Amanda entered Jessie's room with the camisole tightly bunched in her hands. "Now honey, I looked all around for something to help with your chest and I found a couple things. First we need to rub some of this cream on your sensitive areas. It will help with the pain and itching."
Jessie took a small amount of the cream and gently rubbed it into both nipples and, to Amada's amusement, his bruise. His chest felt instantly better with the cool moist lotion applied.
"Now dear, I looked all around the house and all I could find were rough fabrics on your shirts. We need to keep that swelling down, so I grabbed the softest top I could find." She gently unraveled the feminine camisole and presented it to Jessie.
"No way mom! No freakin' way am I gonna wear that? Imagine if the guys at school saw me wearing that...they'd kill me!"
"Jessie, do you want your swelling to get worse? Nobody is asking you to wear it outside. This is a temporary solution until your swelling goes down. Now please won't you just try it on? Really, it's not that bad. I think you will like how gentle it feels."
Jessie really wanted to say no. He wasn't some sissy who enjoyed wearing girls clothes. His chest was very sensitive though and he did not want it to get worse. The camisole did look very delicate and comfortable as well. "Ok, give me the top. You better not laugh!" With that, he slipped the camisole over his head and let it gently slip into place. "Ok, I have to admit it does very a lot better against my chest. I don't look ridiculous do I mom?"
Amanda tried to hold back her astonishment. "No Jessie, you look fine. It fits you very well actually."
Jessie enjoyed the compliment. Amanda took a deep breath as she looked at her son. There he was wearing a very feminine camisole, smelling very feminine and sporting two small mounds on his chest. This was all happening so fast. What was next?
In the restroom Jessie gingerly lifted his shirt. His chest was still very sensitive and his t-shirt felt like sandpaper on his nipples.
"Damn, I bruised ya pretty good on the shoulder, haha! Dude, what's wrong with your chest?" Jason was proud of the bruise he dealt Jessie, but he was fixated on Jessie's chest.
"Your nipples look freakin red and swollen. Do you have an infection or something?" Jason asked.
With that, Jessie groggily went into his bathroom, sat down and peed. It struck him a bit odd that he was sitting to pee. After all, he couldn't ever remember sitting down before to go to the bathroom. On the other hand, he couldn't think of a really great reason why he shouldn't sit since it did feel more proper than standing.
"I'm a horrible aim anyways," he laughed to himself.
After he finished, Jessie tore off a pat of toilet paper and wiped himself. He took another nice shower...he really did enjoy his time in the shower more now with all those nice smelling soaps and shampoos.
As he was washing himself with his body sponge he was again reminded of just how sore he was. Sure, his chest was sore and to top that off he had that weird swelling. What the heck could that be? A rash, allergy, infection? Who knows?
"Good thing mom has that top I can wear to help. Without that I'd be in trouble," he thought. Jessie felt a bit awful for how he had been treating his mom. She really wasn't that bad.
"Man, my butt and the sides of my hips are sore like crazy too," Jessie thought.
He really must have hit the ground hard yesterday. He'll get his revenge against Jason for what he did...just wait...ahhh the sweet smell of revenge. On further thought, Jason did seem a bit more intimidating than ever...maybe he will just give him the silent treatment for a bit...that'll show him! Haha.
Jessie grabbed a pair of his underwear, his favorite cargo shorts and a t-shirt. As he pulled on his underwear he noticed that they were quite a bit tighter than he remembered. His sore lower section did nothing to help either. Wow, that was a little uncomfortable. He put on his cargo shorts with the hope that his soreness would subside in a while and put on his t-shirt. "I gotta take it easy on my chest today cause I can't really wear mom's top outside. I mean it is a little too girly."
"Hey mom, hey grandma."
"Hello Jessie, how are you today? You look well rested," Grandma replied. She immediately noticed a small change in Jessie's physical appearance. It wasn't huge, but he looked softer...perhaps more delicately built.
"Jason came by this morning looking for you. He said he felt bad about pushing you the other day. He wants you to call him sweety."
"I don't know grandma. He was being a jerk yesterday," Jessie replied. Jason was a huge putz for pushing him, but he did come by to apologize which was sweet of him
Jessie thought. Maybe he would cave in and reconcile. With that, Jessie called Jason and they met at the downtown mall.
"Dude, I'm sorry for pushing you yesterday and calling you names. We've been friends forever and I don't want to jeopardize that for anything," Jason emphatically said.
"Hey, it's cool. I just haven't been feeling very well and I've been kind of on edge I think."
The boys then gave each other their usual slap on the hand then knuckle punch... "Ouch, that hurt like crazy!" Jessie thought.
His eyes welled up lightly with tears not from the pain, but from the thoughtful way that Jason apologized. Jessie quickly composed himself before Jason saw.
"I gotta ask you though, why the freakin flowery smelling stuff?" Jason begged for an answer.
"I don't know...I ran out of my usual stuff and this is all we had in the house."
"Ok dude, I guess I can live with it until your mom buys some new stuff."
"You might get used to the smell. It doesn't even smell strange to me anymore. You trashed me yesterday though Jason. I must have landed wrong because my chest hurts and my ass hurts...I still owe ya for that one! Haha," Jessie teased.
"Yeah? I didn't push you that hard. Maybe I just caught you off guard. Did I leave a mark? Haha! Let me see," Jason replied.
Jessie was a little apprehensive about lifting his shirt in a public place. It wouldn't be right to show his upper section while there were lots of people around.
"I'll show you in the bathroom if you want to see."
"Dude, who cares...what are you afraid of scaring all the girls away with your white chest? Haha. Ok, I must have got ya good...let's go," Jason joked.
In the restroom Jessie gingerly lifted his shirt. His chest was still very sensitive and his t-shirt felt like sandpaper on his nipples.
"Damn, I bruised ya pretty good on the shoulder, haha! Dude, what's wrong with your chest?" Jason was proud of the bruise he dealt Jessie, but he was fixated on Jessie's chest.
"Your nipples look freakin red and swollen. Do you have an infection or something?" Jason asked.
"I don't know. They have been really sore and everything I wear seems to irritate them. My mom said that it might be our detergent or something."
"You should get that checked out dude," Jason suggested with concern.
With that Jessie pulled down his shirt feeling a bit embarrassed and the boys spent a couple hours at the mall. Jason didn't know what was up with Jessie but something was definitely not right. He wasn't his normal self and he even looked kind of different. Jason wondered if Jessie maybe was telling the truth and really not feeling well. He decided to take it easy on his friend until he felt up to par again.
Jessie returned home that evening almost in tears.
"What wrong honey?" Amanda asked as she saw the distress in Jessie's face.
"Did you get into it with Jason again?"
"No mom, Jason was so sweet today. He apologized and we hung out at the mall for while then got some lunch," Jason replied.
Sweet? Did her son just call his best friend sweet? Oh my, that word was never even remotely been associated in his gallery before.
"It's my chest. It is so sore and it hurts so badly! Mom I think it's infected," Jason said with a quivering lip. The tears began to well up again and he found himself bawling in front of his mom.
"Oh Sweety, come here!" Amanda sympathetically responded as she hugged him and comforted him as he let out his tears. She thought to herself how her rough and aggressive son was now becoming so fragile and emotional. She felt a warmth grow in her...her son actually needed her now and cherished having her hold him. She cracked a warm smile and rubbed her son's back.
"Can I see you chest Jessie?"
"Ok mom."
Jessie carefully removed his top and exposed his two swollen nipples. They were bright red from being rubbed raw from his shirt and could it be that they looked a bit more swollen?
"Oh honey, why didn't you wear the top I gave you?" Susan questioned.
"Cause I didn't think it would be ok to wear outside the house. It had some girly looking stuff on it," Jessie replied with a trembly voice from being so upset.
"Why cause it has lace on it? Jessie dear, lots of men wear lace. You've seen the history books. George Washington, our first president wore ruffly shirts and such. Men's fashion has changed as well dear. I've seen men wear more delicate materials so I think you are overreacting."
"I guess you may be right. I didn't think of it like that. I did see InSync perform in some cool clothes like that a while back as well...not that I watched them or anything," Jessie agreed.
"Besides that Jessie, your nipples look raw. Your chest isn't going to get any better unless you take care of it. Now let's get some cream on it and put you back in your camisole...err special top."
Amanda helped Jessie apply his cream to his irritated chest and slipped his camisole back on him. He did have to admit that his chest felt a lot better now. He was stupid for not wearing it under his t-shirt today. Mom was right, he was sure that lots of me had tops similar to his. He was such an over reactor sometimes. Besides, he kind of liked that little bit of lace. His pajama tops were often dull and boring and ALWAYS the same. The lace gave his wardrobe a bit of flair or something.
With that he put on his headphone to listen to his favorite "CD" and drifted off to sleep.
"Why don't you try it on yourself Jessie? If you practice on yourself you will be much better next time I need my nails done," Amanda said amusingly.
"No way mom! Only girls and sissies paint their nails. It would be the end of me if anyone saw me with pink nails," Jessie said firmly.
Amanda thought it was quite funny that Jessie had such low opinions of girls and sissies seeing that he was sitting there is a rather feminine lacy camisole with two small bumps on his chest.
Jessie flipped to the football game and quickly caught up on what was going on. For some reason though, he couldn't get into the game. He decided to flip the channels some more...soccer, tough man, nothing seemed to attract his interest today. He flipped the channels some more and landed on America Next Top Model.
"What the hell." He thought. "Nothing better on."
He had flipped by this show numerous times before and could not stomach a minute of it, but something drew him to it suddenly. He found himself admiring the women on the show. They were so pretty and graceful...the way they talked, the way they moved...elegance to its extreme. Look at Tyra. She is such a role model. She has it all....beauty, brains and talent.
"Those girls must be under so much stress to make it to the next round," Amanda stated as she walked into the room.
"Oh...hey mom." Jessie quickly changed the channel. "I wasn't really watching that...it was just a commercial break on the other channel is all."
"It's OK Sweety, you can watch the model show if you want...or how about you let me watch it since I enjoy it and we can turn to your sports in a minute?"
"I guess I can bear letting you watch Top Model...but only until my show comes back on ok?" Jessie layed down the rules.
With that Amanda changed the channel back to Top Model. She saw the look in Jessie's eyes...he loved the show.
"Those women are really pretty aren't they?" Amanda asked her son.
"Yeah mom. I really like the way that they move and their makeup looks so interesting."
Amanda had brought out her nail kit with some polish and she began filing her fingernails. She saw that Jessie took short glances at her and what she was doing.
"Nail maintenance is very important Jessie. It says a lot about who you are as a person. Neatly manicured nails are a sign of a well put together person. Let me see your nails." Amanda asked her son.
"Nah, it's ok mom. I'm not trying to impress anyone," Jessie countered.
"Oh come on chicken, let me see your nails," Amanda dared him.
"I'm not chicken. Just don't do anything weird to them."
Amanda gently grasped Jessie's hand and looked at his nails. They were slightly long for a boy and were actually pretty clean. She showed him how to maintain his cuticles and file off and round off his nails. He was very interested and she could tell. He was just becoming so darn cute!
"There ya go. See how much nicer they look?" Amanda asked. "If I saw you my first impression would be that you really had your act together."
"You think so? They do look nice I guess."
Amanda continued unto her toenails and began painting them a rosy colored hue.
"Wanna try painting my toenails Jessie?" Amanda asked after seeing interest in his eyes.
"Umm, I'm a horrible painter haha. Only if you want your entire toes to be pink."
"Go ahead...give it a try. If you mess it up we can always remove it with polish remover."
With that, Amanda lovingly showed Jessie how to properly use the brush and apply the polish. He was awkward at first but after a couple minutes he was getting the hang of it. The focus on his face was amusing she thought. He was so intent on doing it right. She wondered if he realized how much more feminine he had become...did it register at all to him?
After he had finished her toenails, she invited him to do her fingernails. He quickly accepted and did a fine job on her hands.
"Why don't you try it on yourself Jessie? If you practice on yourself you will be much better next time I need my nails done," Amanda said amusingly.
"No way mom! Only girls and sissies paint their nails. It would be the end of me if anyone saw me with pink nails," Jessie said firmly.
Amanda thought it was quite funny that Jessie had such low opinions of girls and sissies seeing that he was sitting there is a rather feminine lacy camisole with two small bumps on his chest.
"Oh come on Jessie. Who on earth is going to see you? Just do your toenails. I mean, when is the last time you went outside without shoes on...ummm, never. The only way you get better at something is by doing it over and over. I won't tell anyone and I know grandma won't either. Besides that, if it freaks you out too much you can just remove it. Not a problem."
His mom made a lot of sense lately. He didn't want his nails painted but he really did want to master the art of painting nails. It would be for the sake of mastering his new interest...yeah...that's the ticket!
"Okay mom, give me the polish. You'll see how good I am...all it takes is a little practice. I will master this in no time."
Jessie practiced painting his nails the pretty rose hue several times. Each time he would finish, he would use the cotton balls soaked in polish remover to clean the nails, and then paint them again. Amanda found it utterly enjoyable to see how intent he was on the task at hand. He was getting very good at it she admitted to herself with a smirk.
"Take that mom!" Jessie announced proudly as he dangled his toes in front of her.
They were beautiful. He had painted them to perfection. Pretty in pink was never quite as apparent as it was at this moment. With his shaven legs and his very feminine looking toenails, Jessie looked adorable.
"Wow, look at you Jessie! Those look magnificent! OK, I have to admit I'm a bit surprised. I wasn't sure if you could do it, but you did."
Amanda leaned over and gave Jessie a big hug and a kiss on the cheek. Jessie couldn't remember a time when he was so proud of impressing his mom.
He told his mom that he would let his nails dry and then remove the polish, but something gave her the feeling that the polish would stay on. She could see the gleam and sense of accomplishment in his eyes.
"How is your chest feeling today honey?" Amanda asked.
"I rubbed some cream on it today, but it is still really sensitive. My top feels good on it though but I think that they are still swelling up though.
Amanda asked Jessie to lift his top and they indeed were continuing to swell. He was definitely budding. Each nipple was slightly raised and the pink area around each nipple had grown to the size of a nickel. The nipples themselves jutted out somewhat, showing some sensitivity to the cold air.
"Yes they are still swollen sweety. Sometimes infections and rashes take a while to go away. The best thing you can do is just be gentle and be sure to wear soft fabrics over your chest. I will get you some more that you can wear under your regular shirts okay?" Amanda assured him.
"Okay mom. I promise to take it easy on my chest. I just want the sensitivity to go away is all. If you buy me some new undershirts though could you buy me some bigger underwear? My briefs are getting really tight and it doesn't help that I'm sore all over so that the tight tension kills me when it digs into my hips and butt."
"Getting a little out of shape sweety?" Mom teased.
"Whatever!" Jessie playfully fought back. "I haven't been feeling very well lately so I have been skipping my exercises."
"I have that packet of larger underwear I bought on accident a while back still in your drawer. Did you try those on?"
"Yeah mom I did. They fit well on my hips but around my waist they didn't. The elastic was too big and loose. I think they were a defect. I want my underwear to be like how it used to...snug around my hips and snug around my waist but not overly tight," Jessie said matter-of-factly.
"Ok, I will look into that too. Underwear tops and bottoms...got it! Anything else your majesty?" Amanda added jokingly.
"That will be all, haha!"
Jessie's pajama bottoms were loose and she had a hard time telling if his hips and waist had grown to more feminine proportions. They must have though. Why else would his underwear fit too tight in the ass and hips and too loose on the waist? She lovingly admired her son as he sat in front of the TV and finished watching his fashion show. His nails really did look lovely as did his whole outlook on life recently. Ok Amanda, time to go shopping!
"So we are in luck Jessie. I found some tops for you to wear under your shirts. They should fit tight so that no one can tell they are there and yet they are very soft which will help with your swollen chest. I also found you some underwear that should fit you better. Here's the fun part though...I was lucky enough to find them in matching colors. I know how you liked your old underwear to be in different, cool colors so I think you may like these," Amanda explained hoping Jessie would be fine with his new undergarments.
She knew that he did like his underwear in different cool colors meaning he liked black, grey, navy blue, and forest green. What would his take be on these softer colors? Would he accept wearing panties?
"That is wonderful dear," Susan replied, "He is progressing as we had hoped. All that anger, mischief, and all around bad attitude is giving way to a beautiful, blossoming child."
"I just had the best time with him since...well, since I can remember. We actually bonded which is something I had all but given up on," Amanda gushed with pride.
"His proportions have changed mom. His hips have grown too big for his underwear and I'm wondering how much longer his pants will fit him. The only thing that is saving him a little time there I think is the fact that he likes his pants baggy. I told him I would buy him some more camisoles and some underwear that would fit."
"Oh dear, I have just what he needs," replied Susan as she pulled open her drawer which contained an ever growing collection of girls clothing. "These will be perfect for him. There are 5 sets in all and I just think he will be tickled pink with them."
Susan handed Amanda 5 packages of camisole/panty sets each in matching colors. The colors included lavender, powder blue, peach, pink, and yellow. The packages read "Fruit of the Loom Just for Girl's Cotton Camisole and Panty Set".
"Mom, these are great! I think I had better open the packages though, since I am not sure if he wants to put on anything with the words "Girl" or "Panty" on it just yet, hehe! These are very soft and should ease the sensitivity in his chest nicely," Susan said as she lavished over the delicate fabrics.
They were quite lovely indeed with spaghetti straps on the tops which led to the top which was stretchy cotton that would cling to Jessie's chest. The camisoles looked as if they would end just above the belly button and had a very thin lace weave across the bottom matching the color of the top.
The panties were so pretty she thought. They were low rise with thin lace weaving around the band on top and around the leg holes.
Jessie went up to his room after the show was over and sat on his bed admiring his nails. Man, he had outdone himself! Picasso eat your heart out!
As he sat on his bed reading through Hot Rod magazine he was suddenly reminded of his favorite pastime...masturbating to the hot girls of the magazine. He thought to himself that it had been quite a while since he had pleasured himself to the scantily clad girls of the car magazine. With that, he walked over to his bedroom door and quietly locked it. There would be no unwanted interruptions here. He went to the bathroom to grab a handful of toilet paper and positioned himself properly on his bed. It had been long enough that he knew this would be a great load. Why was it that he had forgotten about masturbating for at least two weeks
now? It was so unlike him he thought. Oh well, this session will make up for lost time, haha!
He turned to page 32...Heather, the car model, was wearing a tight black top which accentuated her full breasts and left little for the imagination. Her shorts were black as well and made out of a thin nylon material that clung to her curvaceous rear end. He began stroking himself...this was gonna be good!
A minute passed and he could not get fully hard. What the heck?
He focused more intently on the girl...she really was stunning. He stroked harder yet and disappointingly still could not get fully hard. Intent on not giving up, Jessie stroked faster and faster until he could feel his orgasm coming. The big eruption was about to happen...hard penis or not. He tensed up but the hard, spurting release of white fluid did not happen as expected. Sure the release was there...in fact it was incredible, but it was different.
His semi hard penis did not spurt out a thick, white fluid. It instead released a watery, clear liquid that oozed out in one single steady stream through a rubbery shaft.
"What the heck was that??" Jessie thought.
Just then Jessie heard a knock on his door.
"Sweety, it's mom. Can I come it?"
"Ummmm, give me a minute ok? I'm in the bathroom." Jessie nervously replied as he ran to the toilet and flushed his watery tissue down. He composed himself and unlocked the door.
"So we are in luck Jessie. I found some tops for you to wear under your shirts. They should fit tight so that no one can tell they are there and yet they are very soft which will help with your swollen chest. I also found you some underwear that should fit you better. Here's the fun part though...I was lucky enough to find them in matching colors. I know how you liked your old underwear to be in different, cool colors so I think you may like these," Amanda explained hoping Jessie would be fine with his new undergarments.
She knew that he did like his underwear in different cool colors meaning he liked black, grey, navy blue, and forest green. What would his take be on these softer colors? Would he accept wearing panties?
Amanda laid out the garments on his bed. Jessie held up the tops, and then picked up a pair of the panties.
"Mom, where is the fly on these?" Jessie questioned.
"Honey, there are no fly's on these underwear. Because of your shape I could not find your regular underwear in your size proportions. Think of these as "speedos type" underwear. You know...the kind that MEN wear that are professional swimmers?" Amanda was so proud of how quick she was on her response...professional swimmers ha!
"Yeah, I know what you mean mom. That guy who won all those gold medals and stuff...he wears these kind of underwear?"
"Yes dear. All those pro swimmers wear speedos that don't have a fly. Maybe we could fit you back into your old type of underwear if you worked out some," Amanda teased.
"Yeah, you've got a point. I really do need to get in shape. I never remembered my butt being so dang big. I am however going to be wearing underwear made for only the fastest of swimmers in the world, haha!" Jessie joked as he continued to inspect his new underwear.
Jessie got off the bed and gave his mom a big hug.
"Thanks for buying me new underwear so quickly mom. My old stuff was so uncomfortable. I hope this new stuff fits me better."
Amanda was touched by his gratitude and surprised he did not mention the feminine colors.
"You're welcome son. That's what moms are for after all. Try them on and let me know how they fit and feel. If you like them I will get more and if you are worried about your rear end getting too big then I think I can help with that too. I have some great exercise tapes that will slim down those problem areas in no time. Just let me know when your serious and we'll see if you can keep up with me and grandma haha," Amanda challenged her son playfully.
"I may take you up on that offer. I think I can keep up haha. I did run rings around you when it came to painting nails...I may have to put you two in your place with exercise as well."
With that, Amanda let Jessie be alone to try on his new intimates in the privacy of his room.
Ashley reached out and grabbed Jessie's nipples and twisted them hard. She was a bit taken aback as she found his nipples to be larger and easier to grab than she had expected them to be.
"OOOWWWWWW!!!!" Jessie screamed at the top of his lungs. He buckled over in pain as he eyes immediately filled with tears. "That freaking hurt!!!" He yelled as he rubbed his aching chest and wiped away the tears as they flowed from his eyes.
"Dang, are you faking it Jessie? I didn't twist them that hard." Ashley wasn't sure what to think of his extreme reaction.
"No I'm not faking it! I told you that my chest has been super sensitive. That really hurt!"
"What the heck. Let's try these bad boys on and see if they fit."
Jessie stripped down and looked at the selection of underwear in front of him. The logical choice, he thought, would have to be the pink set since his nails were a similar color.
"You are a fashion stud," he thought to himself.
He slipped his right foot into the pink panties and then his left. He slid them up his legs and over his hips until they were snugly encasing his ever rounding butt. He thought to himself how great these new underwear fit him. "Mom nailed this one." He thought as his ran his fingers over the pretty lace that fashioned the band of the panties. Something didn't feel quite right about this he thought but his excitement over proper fitting garments superseded those thoughts.
"Well, they are a little lower cut than my old underwear but they are sooo comfortable!" Jessie proclaimed as he relished the delicate, soft cotton fabric.
Next he gently put on the pink camisole being careful not to brush his sensitive nipples. The top fit very snugly and came to an end just above his belly button. Once again, he was amazed at how soft and very comfortable the material was.
"How come I never had mom buy me underwear like this before? This top reminds me a bit of my wife-beater t-shirts."
With that, Jessie put on some sweat pants and shoes and headed to the bathroom to pee. As he was sitting on the toilet he thought to himself that flys on underwear are silly anyways. Who needs a fly when you pull your underwear down to pee? It just seemed like an unnecessary thing. Who thought of putting flys on underwear anyways? Haha!
Jessie headed downstairs.
"Hey mom...grandma. Mom, the underwear fits crazy good and the colors are cool. I'm gonna go see if Jason is doing anything. I'll be back around 5."
Both Amanda and Susan just stared at Jessie in a little disbelief. There he was in his raggy shoes, worn out sweat pants and a very feminine pink camisole with tiny lace stitching and spaghetti straps. Was his chest larger or did it just seem that way since the camisole was so tight? In any case, the snug fabric definitely showcased his budding femininity.
"Ummm, Jess dear" Susan said, carefully choosing her words, "Although that top looks very nice on you, it is an undergarment which means that you should wear a shirt over it."
"Oh, I was just figuring that it was like one of my v-necks or white undershirts that I could wear outside if I wanted," Jessie answered a bit confused.
"Not with these new tops Jessie. These are meant only to wear under your clothes. Why don't you go put a shirt over it and then you can go play. You do look great in pink though Sweety."
"Thanks grandma. It matches my toenails."
Jessie put on one of his t-shirts and headed to Jason's house a couple blocks away.
Amanda and Susan were in awe of what had just happened. "Susan, he was going to go out of the house like that. We need to be careful because he is not aware of what is happening to his body. I'm not sure if I want him going to school like that. I'm afraid for his safety mom." The two thought about the ramifications of what was going on and how to handle the quick changes that were occurring in Jessie's life.
Jessie, in the meantime, was ready to chill with his buddy. He knocked on Jason's door only to have his pretty 15 year old sister answer the door.
"Ummm, is Jason home?"
"Nope, he went out with some of his friends. He'll be back later. Hey Jessie, what is different about you? Did you change your hairstyle or put on weight or something?" Ashley asked, noting that he looked a little different than she remembered although she never paid much attention to that rotten boy. He had always been so cruel to her and her friends. She found it rather funny that Jason ditched him to hang out with some other friends...the little punk deserved it.
"I haven't been feeling great lately is all." Jessie replied. He was a little offended that Jason didn't call and invite him anywhere. "I think I have an allergy or something cause my chest has gotten real sensitive lately."
"Really. Well that sucks for you. Hey, you remember when I was younger and I told you how my chest was sore and sensitive? You remember what you did?" Ashley asked in a rather mean tone.
"Uh, no. What did I do? Maybe it would help for me too," Jessie answered.
With that, Ashley reached out and grabbed Jessie's nipples and twisted them hard. She was a bit taken aback as she found his nipples to be larger and easier to grab than she had expected them to be.
"OOOWWWWWW!!!!" Jessie screamed at the top of his lungs. He buckled over in pain as he eyes immediately filled with tears. "That freaking hurt!!!" He yelled as he rubbed his aching chest and wiped away the tears as they flowed from his eyes.
"Dang, are you faking it Jessie? I didn't twist them that hard." Ashley wasn't sure what to think of his extreme reaction.
"No I'm not faking it! I told you that my chest has been super sensitive. That really hurt!"
Ashley could see the genuine pain in Jessie's tearful eyes and for a moment she felt awful about what she had done. He deserved it though didn't he? Sure he did. He was a thorn in her side for as long as she had known him. Her thoughts, however, were drawn once again to just how much flesh she had grabbed.
"Jessie, I'm sorry. I didn't realize how much you were actually hurting. Ummm, can I see your chest? Maybe I can give you something to help with the pain," Ashley asked hoping to see what the heck was up with his chest.
Jessie never did like Ashley. She was part of the "popular" crowd and he was more of the outcast troublemaker. She did seem genuinely concerned though and he thought that another opinion of what was going on with his chest couldn't hurt.
"Ok Ashley, but you have to promise not to pinch or hit or do anything else to me Ok?"
"Ok Jessie...I promise."
Jessie lifted his shirt and took it off exposing his pink camisole top as Ashley's jaw dropped.
"What are you wearing Jessie??? Where did you get that???" she asked in a surprised tone.
"My mom gave me this top to wear until my swelling goes down. It helps with my sensitivity. Why?" Jessie pondered her odd question.
Ashley quickly came to the realization that something odd was definitely up. Look at him. He's standing there wearing a top that she probably had in her underwear drawer and he was completely oblivious. Should she say something? Did his mom finally lose it? Who cares? Jessie obviously was getting what was coming to him and he did look awfully cute standing there in that pink top.
There was something else though...something very odd indeed about the top...or more specifically the two bumps pushing through.
"Jessie, lift you camisole and let me see your chest," Ashley asked.
Camisole? Why did she call his top a camisole? Girls always had such weird terms for things. Jessie lifted his top to display exactly why he needed his soft undershirt. Ashley's eyes grew big as she witnessed two small mounds on either side of his chest. They were breasts...or budding breasts to be exact, but they were definitely not supposed to be on a boy's chest.
"Who knows about those bumps Jessie?"
"Just my mom and grandma...Jason saw them and now you."
Jessie's mom and grandma must be up to this Ashley thought. Dang! They must really be fed up hehe! Well she certainly wasn't going to interfere with their plans. Maybe this is just what Jessie needs to stop being such a jerk.
"Well Jessie, I had the same problem with my chest a couple years ago so I sympathize with what you are going through and I'm sorry for twisting your nipples."
"It's Ok. I guess I was kind of mean to you in the past. Did you have an allergic reaction or infection too? How long was it until the pain and swelling went away?" Jessie asked. Perhaps she could shed some light on what was wrong with him.
"Well...ummm, one day there was just some sensitivity on my chest and two small bumps developed shortly after. My mom had me wear tops like you are wearing to help. The pain and irritation stopped a few weeks after so just take it easy and it should mellow," Ashley carefully explained. That kept it vague enough she thought.
"Cool, so mom was right about the top then. How about the swelling? Did your chest go back to normal?"
"Well, you could say that my chest ended up like any "normal" girl's so yes, it did become normal."
"Good news then!" Jessie replied. It was awesome to meet someone who had been through a similar situation as he was going through. Her chest turned out normal so he had high hopes that his would too.
Why was Ashley looking at him so weird he thought? She had this odd smirk on her face which made him a little uncomfortable. He pulled his camisole down and put his shirt back on.
"Thanks for all the great information Ashley. You are cooler than I thought. Do you mind if I call you if I have any more questions?"
"Not at all Jessie. I would really like to see what happens with your chest so stop by any time. Are you rubbing it with cream every day? That's important cause your skin is stretching," Ashley advised the clueless boy.
"Yep, everyday. Well, I'm gonna head back home I guess since Jason isn't here, but I‘ll see you later."
"Bye bye cutie."
As Jessie headed back home he reflected on what Ashley had said. It was a relief to speak to someone who had the same symptoms as he had and to see that it was only temporary. He would just have to stick it out and be careful and he would be back to his old self in no time.
"I talked to Ashley, Jason's sister today and guess what? She had the same sensitivity and swelling like I am having. She said that it would only last for a little while then I would be normal again. If you want to keep me out of school though, I'm not gonna argue, haha!" Jason replied being more than happy to skip out on school.
Amanda and Susan were taken aback.
"Ashley saw you??? With your top off??? What did she say?" Amanda questioned...her heart pounding. What if Ashley turned them in? Is this illegal?
"Hey all. Smells good!" Jessie exclaimed.
"Oh hi dear. Have a seat...you're just in time," Amanda said as she placed a bowl of aromatic spaghetti in front of her sweet child. "We need to talk Jessie. It's about school."
"Oh yeah, I promise I haven't started any more trouble mom," Jessie said defending himself out of instinct.
"It's not that Sweety, it's just that with your 'infection' and all we think it's best that you stay away from others until you're better. You wouldn't want this to spread to any of your friends would you?" Mom asked trying to tug on his emotions.
"No mom, I wouldn't. I talked to Ashley, Jason's sister today and guess what? She had the same sensitivity and swelling like I am having. She said that it would only last for a little while then I would be normal again. If you want to keep me out of school though, I'm not gonna argue, haha!" Jason replied being more than happy to skip out on school.
Amanda and Susan were taken aback.
"Ashley saw you??? With your top off??? What did she say?" Amanda questioned...her heart pounding. What if Ashley turned them in? Is this illegal?
"She was sooo sweet mom. She told me all about how her chest was swollen like mine and how everything turned out fine. She really put me at ease although she did have a smirk on her face most of the time. She seemed surprised at my undershirt at first which was odd. I mean, what's so dang weird about a boy wearing an undershirt? After that though, she was very cool and said that she would be around for any advice or guidance that I need."
"Oh, that's wonderful. I was hoping she would be supportive," Amanda said in a very relieved sigh. Ashley probably would be happy to see Jessie "the Menace" softened up a bit she thought. Another ally would be a welcome addition too.
The three ate their dinner as Jessie explained the rest of what went on at Ashley's house.
He always thought of Ashley as just another hot cheerleader who would never take a second glance at him, but he was finding out that she was so much more. He could see himself hanging out with her and just doing stuff...maybe watching a movie or just sitting around talking.
Just then, Jessie dropped a meatball on himself. It started on the middle of his shirt and bounced unto his pants splattering all over his right leg.
"Crap!" Jessie exclaimed as his clothes were soiled by the killer meatball.
"Oh dear," Susan said, "You need to get out of those clothes immediately. My great grandmother's pasta sauce will most definitely stain those clothes."
"Ok, I will be back in a couple minutes," Jessie said as he got up to run to his room for a fresh set of clothes.
"Oh no...hold up Jessie," his mom countered, "you are not putting on a new set of clothes this late. Go into the laundry room, take off your clothes and put them in the laundry. I will get you something to wear."
Jessie headed into the laundry room as Amanda ran to her bathroom and grabbed her bath robe. It was a light cotton material that was peach in color. It had sleeves that ended just under the elbow and the bottom landed about knee length. Other than a little flowery embroidery on the left side and the feminine cut to the design it was pretty unisex.
Amanda knocked on the laundry door. "Can I come in?"
"No mom! I'm in my underwear," Jessie proclaimed.
"It's ok dear...all your parts are covered silly."
With that Jessie opened the door. Amanda tried to keep a poker face as she saw what looked somewhat like her son. His body had changed substantially in the last weeks. He stood there in his camisole and panty set looking very much more like a young girl than a boy. His chest had not changed much since she had seen it last but the two bumps protruded in a way that signaled nothing else but the onset of blossoming breasts. His pretty pink panties look so lovely on his feminine looking rear end. Their low cut really clung three quarters of the way up his hips. He was developing female curves in all the right places. Wow! He even had a waistline.
"Stop staring at me mom!" Jessie said in an embarrassed tone.
"Sorry sweety. I love your new underwear though and it does look like it fits you very well. I grabbed a robe out of my room for you to wear. I figured you were going to take a shower later so you can wear this in the meantime."
Jessie grabbed the robe without complaint and put it on complimenting the flowers on the chest which was music to Amanda's ears.
It looked great on him as you could see a hint of pink camisole peeking through the top.
Jessie grabbed his dinner and finished eating it in the family room with his mom and grandma. A Top Model repeat was on that he had not seen so he became entranced in his new favorite show as he sat on the floor munching on his dinner..
Amanda sat down behind him a started playing with his hair. She noticed how much softer it had become; probably from the hormones and his better upkeep on it lately. She took her brush from the adjoining table and started combing it out. His hair had gotten longer and fell just beyond shoulder length.
Jessie loved the way it felt being brushed. The prongs of the hair brush gliding across his scalp...the gentle tug of the hairs. Intent on, relishing every moment of his show he zoned out of all the fuss going on with his hair. He felt his mom's fingers on his head as they pulled his hair first from the left, then from the right and then back again. He felt a sense of tightness beginning on the top back of his head which moved downwards. He could feel his mom's hands working very quickly as it almost felt like she was tying knots on his head. Finally, as the tightness finished up at the bottom of his head he felt his mom twist something and felt a soft fabric brush against his neck.
Once commercial break came Jessie's attention was drawn to his head. He reached up to see where the tightness came from and his hands met firmly woven hair. Surprised he moved his hands down his head finding no loose hairs...they were all tightly formed together. When he got to the bottom he felt a fuzzy, feathery soft fabric wrapped around the end of his tied hair.
"What the heck? What did you do to my hair mom?"
"Sorry, I was bored so I just decided to play with it. Why don't you go check it out? It looks like those rapper's hairstyles...what do they call that? Cornrows? Braids?" Amanda calmly suggested smirking a little at her son's very feminine French braid held together with a frilly white scrunchie.
Jessie got up and ran to the bathroom and looked at his hairstyle in the mirror. His hair looked like Snoops he thought! Very cool mom, very cool! The band used to tie it was a little much, but it did feel so lovely brushing against the back of his neck. Mom was full of surprises lately. "Maybe she isn't as lame as I thought she was," Jessie concluded. "I love it Mom!" Jessie exclaimed as he re-entered the family room. "Can I keep it like this?"
"Sure sweety but you'll have to undo the braids to take a shower, but I can braid it again tomorrow if you want," Amanda offered as Susan looked on with a big grin on her face.
Excited about his newfound hairstyle, Jessie finished watching his show and headed up to take a shower. He admired his hairdo for a few minutes more in the bathroom mirror. He loved the way the braids inter-lapped and how his hair was pulled away from his face and ears. "I wonder if mom would let me keep the hair band?" he thought as he had grown fond of its
soft fabric.
Alas, though, he unraveled his hair and took off his robe. He gently took off his camisole, pulled down his panties and hopped into the shower. As he lathered up his body with the sweet smelling body wash he noticed that his legs were still very smooth. It had been a couple weeks and he saw no sign of any hair. That was good news he thought. Who wants to shave their legs all the time haha. As he ran his sponge gently over his chest he noticed that it wasn't quite as sensitive as it had been days earlier. This was a great relief to Jessie. Ashley was right...this was only a temporary thing and he would be back to normal in no time. As he carefully prodded his two mounds he noticed that the swelling had not gone down at all. In fact, his two bumps seemed a bit larger than before.
"It's ok," he thought, "if the sensitivity had decreased, then the swelling will go down next."
During his "examination" Jessie discovered that his nipples had become sensitive in a somewhat different way. Where there once was pain, now there was something that felt good...very good! He turned off the shower and began carefully rubbing his nipples. They quickly jutted out and hardened which he felt was a little strange but was too caught up in the moment to care. Wow! This felt so intense...so incredible! He continued to rub and caress his swollen nipples and felt something very sexual building up inside of him. As the rubbing got more intense, so did the feeling that he was building towards a peak. Her continued caressing his nipples until he could not take it any more. Suddenly his body felt a huge orgasmic release that sent shivers up and down his spine. His knees buckled as he had to grab a handrail to hold himself up. He looked down
at his penis and noticed that he was cumming...or well, sort of cumming. His penis was not erect at all. It was still soft and small but was oozing that same clear, watery liquid that he had seen yesterday. It poured down his leg in one steady stream without any spasms by his penis.
"What just happened???" he asked himself. That was definitely not normal by any stretch of the imagination. It did, however, feel absolutely incredible! After a minute of reflection he came to a realization. Heck, if he had two ways to pleasure himself instead of just one, then more power to him.
Jessie rinsed himself off, put on his pajamas and finished the night listening to his cd.
"Those are tights Jessie. The kind you see wrestlers wear...I thought you might want to have the whole outfit, so I splurged and got you them," his mom offered.
"Cool! Why don't they have openings in the bottom of the legs though?"
"That's the way they are designed. You don't notice it with wrestlers cause they usually wear boots....and no, I'm not buying you the boots too."
"I guess I will take what I can get. I'll be right back!"
Jessie ran upstairs with his new workout gear. This was pretty cool...he wondered how jealous Jason would be when he saw these?
"It's Ok honey, go back to sleep...you're not going back to school until that infection goes down," she calmly explained to Jessie, who had woken up. He laid his head back down and drifted again off to sleep.
Amanda eyed her son as he slept. He looked so peaceful, and dare she say happy? Although the idea of changing him into a female was extreme on all scales, she felt that this was the only solution to his troubles. She wondered, however, how he could be so oblivious to the changes that were occurring to his body. Those cd's must have one powerful message in them.
She looked over his body as he had his covers kicked off. He laid on his side and she could clearly see a change in almost every aspect of his body makeup. His arms looked thinner. Where there used to be a bulge of bicep, there was only a straight line. As she moved down, she could see those two small forming breasts pushing out his lavender camisole top. His waist curved inwards slightly...not much, but she could see that it wouldn't be long before an hourglass formed. His hips and backside had grown noticeably and there was a soft curve from the top of his legs to his knees that was most definitely beautiful. He still insisted on wearing those baggy sweat pants to bed to her dismay. Her curiosity got the best of her as she carefully pulled the elastic of his sweats to see if he had on the matching set to his camisole. To her delight she found the lacy band of his lavender panties caressing his growing behind.
"Look at those darling toes," she thought as she admired their rosy polish.
She glanced at his face, which seemed to get prettier and prettier. It had become a little more delicate she thought. Looking at him she could see the girl coming out, as the boy was being pushed further and further away. She let him rest.
Jessie woke up three hours later. Wow, what a sleep! He got out of bed and went to the bathroom to pee. As he sat there he wiggled his pretty toes and built his ego up a bit for the fantastic job he did on them. He wiped and stood up pulling his panties over his hips first, then following with his sweats.
He hopped downstairs to see what the ladies where doing.
"Whoa, looks like Mr. Sleepyhead finally decided to get up," Susan joked.
"Yeah, I guess I was really tired. How's the workout going?" Jessie asked.
His mom and grandma were doing a workout to their favorite video. He remembered how that woman on that tape used to make him so
horny...perhaps he should sit and watch for a while? Haha.
"Why don't you join us Jessie?" His mom asked and jokingly added, "You are looking a little pudgy lately."
"I really should work out. It has been weeks since I lifted weights or did anything physical in that case. Do you really think that workout tape will help me though?" Jessie asked. He didn't see any men in the video, which caused some concern...he wasn't gonna work out to some exercise made for girls, haha.
"Oh Jessie sweety, this tape will absolutely help with your 'new' problem areas. Your dad used to try some of these routines, so don't think it's just for women ok?" Amanda convincingly countered.
"Alright, I really do want to get rid of some of my weight gain, so let's do it. Move over ladies!"
Jessie jumped in the middle of the women and started to follow the routine.
"Whoah, hold on there! You need to put on some workout clothes first. Especially with aerobic exercise, it is important to wear the proper gear. I bought you something to wear...here...open the bag," Amanda replied to her son, as she handed him a plastic bag with the logo Danskin on it.
Jessie opened the bag and pulled out what looked like a woman's one piece swimsuit. It was black and stretchy.
"What the heck is this? It looks like what the woman on the video is wearing!" he said, quite surprised.
"Sweety, I bought you that for a couple reasons, ok? First, it is not just for women. You really should pay more attention Jessie.
Professional wrestlers wear the same thing...think about it for a minute."
You are good Amanda...real good.
"Yeah, I suppose they do wear them, but they don't cover up the whole chest do they?" Jessie argued back.
"No, they don't. That's the other reason I bought it for you. With your swollen chest area, you will need some tight support to keep it from getting sore. This outfit is perfect...and besides, I got it in black so that you would look cool. Those pro wrestlers don't have swellings like you do, now do they?"
"No, I guess not. Black is my favorite color too. What if I get all excited though and body slam you?" Jessie joked.
"I may have to put you in a sleeper hold then," Grandma added.
Jessie noticed something else in the bag. It was another stretchy thing. They looked like a white pair of pants for a midget, only there where no openings for the legs to slip through.
"Those are tights Jessie. The kind you see wrestlers wear...I thought you might want to have the whole outfit, so I splurged and got you them," his mom offered.
"Cool! Why don't they have openings in the bottom of the legs though?"
"That's the way they are designed. You don't notice it with wrestlers cause they usually wear boots....and no, I'm not buying you the boots too."
"I guess I will take what I can get. I'll be right back!"
Jessie ran upstairs with his new workout gear. This was pretty cool...he wondered how jealous Jason would be when he saw these? He took off his sweat pants and looked at his new clothes. Hmmm, the tights probably should go on first. He located the tag and figured it would be in back.
As he stood there he raised his right leg and attempted to put the tights on like a pair of pants. "Dang, these things are tight!" he thought. "How in the world do you put these on?" Try as he might, he could not his leg to fit through the stretchy fabric.
"Mom, how the heck do you put those tights on? I think you got them too small!" Jessie yelled out his bedroom door.
"Roll the legs up one at a time bunching them up in your hand. Then put one foot in and then the other and pull them up. Try sitting down to get started," she replied with a giggle, remembering when she was a little girl and what a struggle it was with tights.
Jessie sat on the bed and began scrunching up the right leg of the tights until he had the entire leg fabric bunched up to the end. He bent his right knee and slipped his foot into the fabric. He uncoiled the white clingy material until it reached his knee. Aha! He was unto something here!
He repeated with his left leg. He pondered his next move as the tights encased his lower legs at knee level. He decided to stand
up and started with the right leg by unraveling the material. He moved on to the left, then the right, then the left again. He saw the light at the end of the tunnel as the tights reached crotch level. He pulled them snugly up and around his waist. Victory!
He admired how nice his legs looked in encased in the white fabric. It was like a second skin. The material was thick, but you could see through it slightly. He noticed that his pink toes were still visible in a muted way, but looked very nice under the white haze.
After that ordeal the rest should be a breeze, he thought. He took off his camisole and looked at the leotard. "This one's easy." Standing, he slipped his right foot through, then his left. He pulled the one piece garment up around his waist, then his chest, as he put his arms through the spaghetti straps. He adjusted the leotard, pulling it up to a perfect fit. He could see why his mom recommended it as it kept his swollen chest snugly protected.
Jessie excitedly ran downstairs to show off his new workout gear. He did an effeminate twirl and posed in a rather girlish gait with his arms on his hips.
"Do I look like I'm ready for wrestle mania???" Jessie proudly asked.
Wrestle mania...HA! Maybe as a pretty ring girl the ladies thought. There stood Jessie in a girl's black dance leotard with white tights. The firm fit of the fabric showed off the curves of a pubescent girl who was on her way to womanhood. His breasts where very apparent and looked like two cherries poking through the giving leotard. His hips gently and most femininely curved out slightly, then gradually rounded out at the leg. He looked positively adorable...like a pretty ballerina.
"Oops Sweety," Susan said in an amused tone. "You should take off your underwear when you put on your workout gear. We can see you underwear dear."
Sure enough the women had to restrain their giggles as they could see Jessie's panties through the tights, since the leotard was of a higher cut. Sarah remembered when her daughter first took ballet lessons and had the same problem.
"Go upstairs and take care of that dear," Susan asked holding back her sheer amusement.
Jessie ran upstairs and quickly switched out of his panties and soon reappeared in the living room. The tights were not much of a challenge this time.
"Much better Jessie. Would you like me to braid your hair first? It would be a good idea to keep it out of your face," Amanda asked.
"Yes! Do it like you did it last night mom."
Amanda had Jessie kneel as she quickly did his hair up in a French braid and secured it with a white scrunchie.
"There ya go...now let's get started!"
Amanda started the tape and the three spent the next 45 minutes sweating to high cardio aerobics. Jessie was having a hard time keeping up with the ladies, to his embarrassment. What had happened to his strength and stamina? Not only was he looking more out of shape, but he felt weaker. To add insult to injury, his swollen chest seemed to have a mind of its own...was it jiggling a little?!? He couldn't wait until it went back to normal again.
After the workout Jessie was beat. He couldn't remember a time when he was pushed so hard. It's funny though because he remembered doing much more strenuous workouts in the past and never being this exhausted. It's as if he had lost all his strength.
"How did you like the workout Jessie? Harder than you thought, isn't it? Maybe a little more practice and you will be able to keep up with the girls," Amanda teased as she headed to the kitchen for some lemonade.
"I have to give you credit...it was tougher than I imagined...much tougher," Jessie replied as his sat down on the couch with his legs splayed out.
"Something doesn't feel right," he thought. He felt uncomfortable all of a sudden. It isn't right to sit with your legs apart is it? The proper thing to do is keep them together right? The thoughts engulfed his mind and he quickly sat up and crossed his right leg over his left. "Much better...I can be so crude sometimes, haha." he thought.
Amanda returned from the kitchen with lemonade for the gang. She noticed how girlishly Jessie was sitting on the couch...he had such nice posture lately. She saw him blankly rubbing his nylon clad legs as he sat talking to his grandma, who was so fond of him as of late.
"How do you like the tights Jessie?" Amanda asked.
"I really like them mom. They are like pants, but you don't feel them. Plus they show off my great legs...watch out ladies, Jessie 'the Demolisher' is here! Haha," Jessie joked.
The women found it very amusing that he felt he was the epitome of masculinity, when in fact he appeared more feminine than either one of them.
"Well, you know you can wear them any time. They are not just for workouts. Tights would probably help minimize your weight gain until you lose the pounds too. They hold everything snugly together. You don't want the girls to think you're letting yourself go now do ya?" Amanda asked.
"Good idea mom. I think I may give them a try until I can get back to my former self. Aren't they a little too heavy and hot to wear on a warm day though?"
"Don't worry Jessie, I'll go shopping. They come in lighter materials. They make them so light and airy that you may not even realize you have them on. At the same time though, they will provide the support you are looking for," Amanda explained.
She took a second and pictured Jessie running around in pantyhose. He was becoming so girly lately that she unknowingly imagined a skirt on him instead of shorts.
"Oh boy," Amanda thought, "maybe he is ready for a nightgown...maybe."
"What the hell are you wearing?!?" Jason asked in a standoffish, shocked way. His best buddy was fully clad in a girl's leotard and tights with his hair braided and tied with a frilly scrunchie.
"It's my new workout outfit...pretty cool huh? My mom could tell your mom where she bought it if you want one too," Jessie generously offered his friend.
"No way wierdo! You look like a freakin' girl dude! Are you going gay or what? I mean look at your hair! Did you flippin' pad your chest too, you homo?"
"No Jason...I...ummm," Jessie felt the tears begin to well up. He couldn't understand why his friend was being so mean.
Knock Knock Knock. Someone was at the door.
Jessie was beat from his workout but pried himself off the couch to answer the door since the ladies were upstairs.
Jessie sauntered over to the door and swung it open. It was his buddy Jason. Jessie was a little hurt that Jason went out with some friends without inviting him, but he was willing to let it slide.
"Jason, what's up? Hey I stopped by yesterday to visit but you weren't home. You wanna do something today?" Jessie asked his best friend.
"What the hell are you wearing?!?" Jason asked in a standoffish, shocked way. His best buddy was fully clad in a girl's leotard and tights with his hair braided and tied with a frilly scrunchie.
"It's my new workout outfit...pretty cool huh? My mom could tell your mom where she bought it if you want one too," Jessie generously offered his friend.
"No way wierdo! You look like a freakin' girl dude! Are you going gay or what? I mean look at your hair! Did you flippin' pad your chest too, you homo?"
"No Jason...I...ummm," Jessie felt the tears begin to well up. He couldn't understand why his friend was being so mean. "I...I...I hate you!"
Jessie slammed the door shut and ran upstairs to his room collapsing on his bed with his face in the pillow.
His mom heard the commotion and ran to Jessie's room to see what was the matter. She entered the room to find the boy (or a loose interpretation of a boy) hysterically crying lying curled up in the fetal position hugging his pillow.
"Oh sweetie what happened? Are you ok?"
"Jason..uh..came..uh..by..uh..and," Jessie could not get the words out as he was sobbing so uncontrollably.
Amanda was surprised at how Jessie's voice seemed higher than usual. It must be because he was crying so very much.
"Calm down Jessie dear. You have yourself all worked up. Come here and give me a hug sweetie."
With that Jessie sat up and hugged his caring mother. She embraced his for several minutes until he calmed down enough to talk.
"Let me wiped those pretty eyes Jessie" Amanda said as she reached for a tissue to blot the tears. "Now what happened?"
Jessie collected himself enough to explain what happened. Amanda was amazed at how iron clad the CD's were working. Jessie was fully brain washed and did not understand why Jason was so put off by him. In addition, his voice was a full octave higher and sounded like a teenage girls...it must be because he is still wound up she thought.
"Jason has a lot of growing up to do Jessie. In my opinion he was jealous of your new outfit and decided to make fun of you since he didn't have one. I think you should stay away from that kid. Boys can be so mean sometimes," Amanda offered her opinion.
Wow, mom really did make a lot of sense. He would have let Jason borrow his workout gear if he would have been nice, but now forget it! She was right...why did boys have to be so mean?
"Jason is so insensitive and I don't even want to speak to him again. Thanks for making me feel better mom," Jessie said as he gave her another big hug.
"That's what I'm here for beautiful," Amanda responded noticing that Jessie didn't mind being called pretty or beautiful. "How is your chest feeling?"
"It's feeling better mom. It doesn't hurt as much but it's still pretty swollen."
"Can I look at it dear?"
Jessie agreed and pulled the spaghetti straps from his leotard down to expose his budding chest. Amanda noticed that his breasts had grown a bit since the last time she saw them. The nipples were big and definitely belonged on a girl. The chill of the room cause them to stand on end which Amanda found amusing. The mounds themselves protruded softly from his chest about an inch and there was no mistaking that he had a nice set of breasts in the making.
"Can I touch them?" Amanda asked.
"Ok, but be careful mom."
Amanda ran her hand softly over his small boobs. She pressed lightly and felt their soft giving flesh. His skin felt incredibly soft and reminded her of when he was a baby.
"They are beautiful," she mumbled.
"What mom?"
"Oh nothing dear. You chest seems to be more swollen than before. You have been rubbing cream on it every day right?"
"Yes, every day and I have been careful not to irritate it either," Jason replied. He was being very cautious with his new developments.
"Ok sweetie, I'm just concerned that if they swell any more that we may have to provide some support." With that statement she let the subject go.
"Do you feel better now Jessie?"
"Yeah, I'm still upset with how Jason treated me though. I never used to care so much what other people thought but now I seem to."
"That's a good thing dear...never be afraid to show your emotions. I've got an idea. How about I take you somewhere? I think it will cheer you up sweetie," Amanda offered.
"Cool! I'll change and be right down."
Several minutes later Jessie met his mom downstairs. It was a sight to see as Jessie still had his hair braided with the cute scrunchie holding it in place. He looked like an androgynous teen that still resembled his former self but was the scale had tilted in favor of a girl over a boy. If it weren't for his boy's clothes he would have passed as a girl without issue.
His voice was still that of a girls and he was completely calm now. He was utterly unaware that he was now speaking in a soft, high pitched feminine tone. He sounded so beautiful and tender.
Amanda took her son out to eat lunch and then it was time for his surprise.
"Jessie, since you showed me up the other day on nail painting skills I thought I'd show you some real pros and see what you thought. Let's go in," Amanda said in a challenging way and she guided him into a "Fancy Nails" nail salon.
"Whoa mom, I don't think so. Nail salons are for women...was that the surprise?" Jessie asked. He was a little let down but at the same time he was intrigued by the thought of learning how professionals paint nails.
"Sweety, you are so close minded some of the time. Why don't you look at the 3rd booth down?"
Jessie spied a man who was getting a manicure. He was surprised and felt a great weight lifted off his shoulders. Here was a man who looked like a normal dude getting his nails manicured. It didn't click in Jessie's head though that this man was getting a "male" manicure which consisted of some cleaning and a clear coat of polish. The way his brain had been wired lately led him to believe that nail polish was acceptable for men...even colored polish!
"Wow mom...ok, let's go in! I want to see what they do different from me."
"Ok, I say we get a pedicure first then we can get our hands done. You are not going to believe how great an experience this is. I took you dad to get a pedicure once and he was in heaven."
"Cool! Thanks mom."
The Vietnamese women showed the two to the chairs which had a warm bath at the base to put your feet in.
"Ok lady take off shoes and put feet in" One of the women explained using broken English. Jessie assumed that when she said "lady" she was referring to his mom. In reality, the woman did not have a strong grasp of the English language and meant to say "ladies".
Jessie took off his shoes and socks but unbeknownst to his mom, he had kept his tights on because he liked the way they felt.
"You take off pantyhose first. Bathroom in far back of shop," the Vietnamese woman instructed.
"They're not pantyhose...they are tights. Duh! I'll be back." Jessie shook his head and laughed at the woman. What was wrong with her...had she ever seen a boy wearing pantyhose before? Of course not! Why would she think he was wearing pantyhose??? That's just retarded. It must be the language barrier he thought. She must have meant tights.
Jessie's mom blushed as she realized her son kept on his tights. "He must really enjoy the feel," she thought.
The Vietnamese woman was used to teenage girls with a bit of attitude. She brushed it off like a pro.
Jessie returned a minute later with his tights rolled up in his hand. He placed them in his shoes with his socks and sat on the comfy chair. He placed his nails in the swirling water bath and boy did it feel good. It was like a spa for your feet!
The Vietnamese women pampered and scrubbed the mom and son's feet as the two relaxed in their plush chairs. Jessie's rose colored polish was removed and his nails were rounded off and pedicured.
"You want color?" the woman asked.
"Um, do I mom?"
"Of course sweety."
"Ok, color...you pick," Jessie replied.
The woman returned with a bottle of "strawberry frost" and proceeded to coat his toenails.
Amanda found it so cute how Jessie was completely entranced by the woman and her nail painting skills.
"Mom, did you see how fast she was...and she didn't make any mistakes!"
Jessie held up his pretty toes to showcase them to his mother. He sounded so feminine with his higher voice! His toes looked beautiful with their medium red color that had an iridescent shine.
The Vietnamese woman then took Jessie over to the table and began working on his fingernails. "Dang, I didn't realize I let my nails get so long" Jessie thought.
His mom could see how enthusiastic her son was to have his fingernails done. It was like he was a sponge absorbing all of her tricks and techniques.
"Same color as toes?" the woman asked.
Jessie was a little hesitant but soon realized it was Ok since he saw that man get his fingernails done.
"Same color yes."
A few minutes later he was done and was instructed to sit on the couch and wait for his nails to dry along with his mom.
"So what do you think Jess?" his mom asked.
"I love it mom! The pedicure felt so relaxing and just look at my fingernails!" Jessie proudly displayed his strawberry colored nails to his loving mother. They did look amazing especially since his hands had become so delicate.
"Your nails look very pretty dear. Sweetie, why did you keep your tights on after your workout?" Amanda inquired.
"Well, you said that they would help keep me looking trimmer...and, I kinda like the way they feel. They make my legs feel really nice I guess. Is that not right?" Jessie replied.
"Oh cutie, it is perfectly fine. Like I said, I'm going to get your different kinds of "tights" and I'm sure you will love them all. There are even some that are the same color as your skin...the are called 'Nudes'. You can wear them and unless someone gets real close it's hard to tell if you have them on, but they still provide that great feel."
"Awesome mom. I have to admit though that I was really embarrassed when that woman said I was wearing pantyhose. She's just lucky she is a woman. If that was a guy, I would have leveled him. Why the heck would she even begin to think I would be wearing pantyhose? Do I look like a sissy? Haha! Duh?!?" Jessie asked as he was still offended by the woman's comment.
Amanda looked at her son up and down as he sat on the couch. Let's see...French braided hair with a pretty scrunchie, 'strawberry frost' colored finger and toenails, a camisole and panties under his boy clothes, two bumps on his chest and a widening ass...not to mention the distinctly feminine voice suddenly. Hmmm, yeah, why would the woman think he would be wearing pantyhose? Amanda smirked and held back a giggle.
"She just got confused. She obviously meant tights sweetie. Ok, I think our nails are dry. Let's pay and get out of here...I can only take so much of that paint smell."
Jessie and his mom grabbed their belongings and put on their shoes.
"You put pantyhose back on if you want. Polish is dry," the Vietnamese woman said as she noticed Jessie holding the tights in his hand.
Jessie just rolled his eyes and laughed along with his mom.
"I'll let it slide mom...I know she meant tights."
Ashley had to choose her words wisely she thought. Jessie looked so delicate and fragile sitting there with his knees together and hands gently overlapping each other.
"Well they don't make too many things to deal with your problem. There is something that works wonders but you may be opposed. The only thing I can think of that would help is a training bra. It would be perfect for you."
"Oh hell no! What are you insane?!? I'm not some sissy who walks around in girl's underwear for thrills." Jessie was upset. Perhaps a burst of energy from his male side needed to come out for a fight...even if it was a losing battle!
Jessie was thrilled with the way his nails looked. To think that he was so egotistical about how well he painted nails haha. Those women really taught him a lesson or two. As he admired his strawberry shimmery nails he wondered why black was always his favorite color. He began to realize that black was pretty boring. Colors like strawberry red, lavender and pink were so much more fun and pretty he thought.
"Look at my nails grandma!" Jessie proudly proclaimed.
"Wow sweetie, those look very pretty. I'm a little jealous I didn't get mine done too." Susan replied noting how much he sounded like a girl now. Amanda was right, his voice had changed.
Just then the phone rang.
"It's for you Jessie. It's Jason's sister Ashley."
Jessie picked up the phone.
"Hey, what's up Ashley?"
"Oh, I wanted to speak with Jessie," Ashley replied wondering who the girl on the other line was.
"This is him silly. What's new?" Jason answered finding it funny that Ashley didn't think it was him. She knew he was the only guy in the house.
"Jessie? Your voice sounds different. I didn't think it was you."
"Really? I'm still the same as I've ever been." Jason wondered about his new friend a little.
"Okay", she replied. His voice must have changed like his body is. "I was just calling to see how you were feeling. Jason told me he was by earlier and from the sound of it he was pretty rude."
"Yeah, I don't know what's gotten into him lately, but he was very mean to me." Jessie said as he choked up a bit.
"Oh, don't get upset Jessie. He'll grow up one of these days. Hey do you mind if I come over? I'd like to see how your doing."
"Sure, come on over."
Jessie was thrilled that Ashley was coming over. He found himself really wanting her to like him as a friend. It wasn't how he normally felt about her. He always found her very attractive and teased her a lot because she ignored him. Now, however, he didn't seem to get the same butterflies in his stomach when he thought of her.
Ashley soon arrived and was confronted by Jessie's mother. Amanda was visibly concerned and explained what was happening with Jessie and the reasons behind the changes.
"I'm not a bad mom Ashley; I just had to do something to curb Jessie's destructive ways." Amanda tearfully said.
"I totally understand. Look, I wouldn't be over here if it was the same old Jessie. I am here cause I actually can tolerate him now. If there is anything I can do to help just let me know...I think its kind of fun too," Amanda sympathetically replied.
Amanda felt a big weight lifted off her back. Ashley was on her side. This could be a great thing for Jessie.
"There is one thing I think Jessie needs..."
Ashley headed up to Jessie's room and knocked on the door. Jessie opened and invited her in. He was wearing jeans and a t-shirt which were masculine enough. It was the red toenails and fingernails he sported that softened him up. His hair looked so cute she thought. Wow, he had changed quite noticeably since she last saw him. His features seemed more feminine and he moved a bit more elegantly.
"My oh my, look at your nails...I love that color Jess."
"Thanks, I had them done today. My mom treated me to it. "
Ashley was amazed at how his voice had changed. He no longer sounded male in the slightest as his voice had a high feminine pitch to it. She wondered what else had changed.
"So how have you been Jessie? You look good." Amanda wondered how Jessie could be so oblivious to all the changes.
"I've been alright. Your brother is a big jerk though. If he was jealous of my workout outfit he could have just asked and I would have let him burrow it," Jessie said with a quivering voice. He was still very hurt by how Jason treated him earlier and it showed. His eyes welled up with tears as he choked on his words a bit.
"Oh Jessie honey, my brother is a punk. That's why he doesn't have too many friends. I wish he could start being nice like you have." Ashley replied. "Can I see your outfit?"
Jessie pulled out his workout gear and proudly presented it.
She held up his black leotard which was identical to one she used to wear when she was in dance. The white tights were classic. She smirked as she imagined Jessie wearing the outfit and offering it to her brother. No wonder her brother got pissed...what boy wants to wear a girl's outfit?
"Yeah, Jason must be really jealous that he doesn't have an outfit like that to do exercise in." Ashley said trying to keep a straight face but failing miserably. Jessie wondered why she laughed when she said that but left it alone.
"I like your hair Jessie. Did you do that or your mom?" she asked looking at his French braid.
"Mom did it. I'm not good at doing that stuff."
"We should go out and get our hair done soon. There are lots of great styles and your hair is the perfect length to where you can play around a bit."
"Cool. I think I could use a new hairstyle. Something more gangsta, haha!" Jessie replied thinking that his hair was already pretty street.
"Yeah, more gansta homie haha," Ashley teased. "So what's up with the chest?"
Jessie's face saddened again.
"It's still swollen. It doesn't hurt anymore but the two bumps keep getting bigger," he said as he lifted his shirt and camisole.
Ashley was amazed at how pretty and pert his boobies looked as they sat on his chest. Jessie was ready for a training bra for sure she thought. She wondered how much she could push the envelope here.
"Your chest looks the same as mine did Jessie. Don't worry...I know exactly how you feel. You really should give your chest some better support though. You may start jiggling and that could get uncomfortable and even painful."
Jessie felt better once Ashley told him that she had the same swelling. It was so much more comforting knowing that someone he knew had the same reaction or infection that caused the swollen bumps. She turned out fine so he was confident he would too.
"My mom said the same thing today about providing support. I have no idea what she meant though," Jessie replied.
Ashley had to choose her words wisely she thought. Jessie looked so delicate and fragile sitting there with his knees together and hands gently overlapping each other.
"Well they don't make too many things to deal with your problem. There is something that works wonders but you may be opposed. The only thing I can think of that would help is a training bra. It would be perfect for you."
"Oh hell no! What are you insane?!? I'm not some sissy who walks around in girl's underwear for thrills." Jessie was upset. Perhaps a burst of energy from his male side needed to come out for a fight...even if it was a losing battle!
"Look honey, you have swelling issues. If you don't provide some support then it's just gonna get worse. I had the same issues as you remember??? I'm not just making this up. When my chest began swelling like yours my mom got me a training bra and believe me it helped." Ashley said keeping her fingers crossed that she was convincing enough.
"You wore a training bra and you got better?"
"Yes Jessie. I'm perfectly normal now aren't I? You will be too if you would listen to me sometimes," Ashley joked.
She made sense Jessie thought. She had been through what he is going through right now. He should listen to her if he wants to be normal again. Sure, bras are for girls but Ashley wore one not because she is a girl, but because she had bumps on her chest...bumps like his. He looked at her and saw that she was right...she was normal now. To be his old self again he would have to wear a bra...at least until his chest got better.
"Well you make sense Ashley. I guess it wouldn't kill me to wear a bra for a little bit."
"Good boy. Your mom actually bought you one. Would you like me to show you how to use it? It's pretty easy once you get the hang of it."
"Okay, go get it...I'll try it out."
Jessie was so lucky to have Ashley as a friend.
She was right. Ashley knew what she was talking about from her past experiences. If he was going to get better he would have to follow the same path as she.
"Yeah, I agree with you Ashley. I don't look dumb though do I?" Jessie asked being a little self conscious.
"You look fantastic babe. Why don't you put your shirt back on and see how you like it?"
Jessie put his t-shirt back on and looked down at his shirt. It was a little odd because he could see the two distinct bumps pushing out through his shirt very clearly now. They were perfectly formed and protruded slightly. Something in the back of his head told him that there was something not quite right about this but he couldn't place it. "It's probably nothing," he thought.
Ashley entered the room carrying a white piece of material.
"Okay Jessie, take off your shirt and I'll help you get this thing fitted right."
Jessie was a little reluctant but did as his new friend instructed. He had lost most of his muscle mass and looked downright dainty.
"Alright Jessie, hold your arms out in front of you."
Jessie held his arms out and Ashley slid the strap openings through and fastened the clamp behind his back.
"I'm surprised your mom didn't get you a front clasp. They are much easier especially in the beginning. That's Ok though, you'll just have to practice a bit. Now the most important thing is to be sure that you have your bra fitted correctly. I think I read somewhere that 85% of all women do not have properly fitted bras…err, not that I'm comparing you to a woman or anything. I'm just saying that it is essential in order to provide the best support and the most comfort. Now let's adjust the straps." Ashley said as she worked the buckles on the straps until she felt the fit was perfect.
"OK, now you want to make sure that your…uhh…chest is held adequately in the cups of the bra so let me show you what you do."
Ashley reached into the right cup of Jessie's bra and grabbed his blossoming flesh with her hand and gently lifted the softness to sit nicely in the cup. She was surprised at the amount of breast she grabbed. She then repeated with the left.
"You want to make sure you are not being pinched and that your swollen chest is riding in the cups. Plus it looks better. How does it feel?"
Jessie took a second to take in the whole situation.
"Wow, it's completely different than wearing the undershirt. My chest feels a little constricted but at the same time I like the sense of support I feel. Because it was so swollen lately, my chest would jiggle a bit when I ran of turned quickly but now it feels controlled."
Jessie was excited about his new garment and how it seemed to lessen all the effects of his growing chest. He was excited that is until he looked in the mirror.
"Dang Ashley, I don't know. Do you see how this makes my chest stand out more? I wanted to keep it hidden but this bra pushes it up and out!"
Jessie was right Ashley thought to herself. The bra definitely molded his mounds into something very attractive and definitely feminine. She was fast on her feet though and fired back.
"Jessie dear, you need support right? You need to minimize the jiggling right? You want to keep your chest protected and restricted right? Those are all things that this bra does. Unfortunately bras also push and lift the chest to make it look more attractive. I think it's a small price to pay and the pluses far outweigh the minuses. Besides, you think it makes your chest stick out just because you're not used to it. It really doesn't look bad at all. What do you think?"
She was right. Ashley knew what she was talking about from her past experiences. If he was going to get better he would have to follow the same path as she.
"Yeah, I agree with you Ashley. I don't look dumb though do I?" Jessie asked being a little self conscious.
"You look fantastic babe. Why don't you put your shirt back on and see how you like it?"
Jessie put his t-shirt back on and looked down at his shirt. It was a little odd because he could see the two distinct bumps pushing out through his shirt very clearly now. They were perfectly formed and protruded slightly. Something in the back of his head told him that there was something not quite right about this but he couldn't place it. "It's probably nothing," he thought.
"It feels better under my shirt than the other tops did. My stomach gets to breathe a bit."
"Well I think you look great and you can't even tell you are wearing a bra so don't get a complex. I'm going to get out of here but we need to get together soon and do something. I'll leave it up to you Jessie. You decide what we do and I'll tag along Ok?"
"I'll call you then and we'll hang out. You know something…I think I don't even care about hanging with Jason anymore. His sister is far cooler!"
Ashley gave Jessie a hug and left. She was surprised at his progress and planned on picking a bone with her lovely brother when she got home.
Jessie sat in his room for a bit watching some TV. He had grown fond lately of Hanna Montanah. She always had such cool clothes on and he liked the different ways she styled her hair.
His mom came home a while later and entered his room. She noticed his pointed chest immediately as he sat there. Wow his boobs were emerging and the bra held them out there for the world to see. They weren't large but there was no doubt that they were breasts.
"Did Ashley leave?"
"Yep, she bailed about an hour ago mom."
"Did you two have fun? What did you do? You know I probably shouldn't let you two alone together haha. She's a very pretty girl." Amanda teased.
"Yeah she is. We just talked about stuff and she kind of helped me put on the bra you bought me."
"Oh yeah? Well congratulations I guess. I hope that doesn't embarrass you. I can't even tell you have it on." Amanda intently lied. She could see the outline of the straps as well as the clasp indented in his shirt.
"It feels good mom. I think it is restrictive enough to keep my chest from swelling up anymore so I'm excited."
"Good sweetie. I'm proud of you for taking this step. Come give me a hug"
Jessie got up and hugged his mom. They had grown so close over the last month that a tear misted his eye. As Amanda hugged Jessie she traced her fingers over his back feeling the bra that now snugly encompassed her son's torso. He was well on his way both emotionally and physically.
"Honey, I bought you some stuff at the store. I think you'll like it"
"I think it's just cause your not used to wearing a nightgown and the pantyhose may be feeling different than the tights. How do you like your pantyhose anyway?" Amanda asked trying to change the subject.
"I was a little hesitant mom but I absolutely love them! It's almost like I'm not wearing anything. I like the feeling of the air flowing under my nightgown also. It feels cool especially when I do this."
Just then Jessie twirled around quickly several time as his nightgown ballooned up from the airflow.
"Wow, look at you. Maybe you should be taking up dancing," the ladies amused at his performance.
Amanda handed her son the bag noticing his curiosity.
Jessie pulled out some of the contents. He noticed three bras with underwear attached in matching colors.
"Matching bras and underwear mom?"
"Yes dear, I was lucky to find some underwear that came with the bras so that you match." Amanda replied as she made little attempt to hide the bra and panty sets. In Jessie's state of mind she knew she would not have to explain too much.
She wondered how he did not connect the dots and figure out that he was indeed wearing panties. The new sets she bought were unmistakably feminine with lacy ruffle around the legs and little flowers at the top.
"I like the way they look mom…pink, light blue and yellow."
Jessie reached into the bag and pulled out 4 packages. He looked at the front and noticed a woman's lower half encased in nylon. He read the header on each package which said "Hillard and Hanes Pantyhose". The packages read "Nude", "Suntan", "Black" and "White". He also noticed labels that said "sandal foot" and "sheer to waist".
"Mom, I wanted tights not pantyhose. Girls wear pantyhose and I'm not a girl so forget about it. Take them back and get me tights."
"Sweetie, these are the tights I was telling you about." His mom countered, "Pantyhose are just a name for tights which have thinner material. Remember what I said about wearing these and having no-one notice? Don't get turned off by the name Jessie, if you don't love them we can take them back. My feelings won't be hurt but at least try them on Ok?"
Jessie thought about her offer. He knew he was opposed to wearing pantyhose cause boys don't wear pantyhose, but they did look lighter than his heavy tights. The colors were cool too and if no one could tell he was wearing them then what difference did it make.
"Ok mom, I'll try them on at least, but if I don't like them I'm not gonna wear them." Jessie stated adamantly. "What does the sandal foot and sheer to waist mean?"
"Well the sandal foot does not have the re-enforced toe and it is designed for you to wear with open toed shoes. Then you can show off your pretty toenails. Sheer to waist means that there is not a control top panty to pull you in as much on top. You wear sheer to waist when you have on clothes that show a lot of upper leg. If you were to wear the control top pair I got you with shorter shorts people would be able to see the darker shade from the control top and that's not attractive."
"Wow, that's a lot of information mom"
"There's a lot to know dear. There's one more thing in the bag" said Amanda.
Jessie pulled out a pink charmeuse silk garment that had spaghetti straps like his camisole tops but was much longer. It had tiny lace stitching around the triangles that would cover the chest and a slit on the sides of the bottom of the garment. He held it up to himself and noticed that it extended down to just below his knees.
"Mom, what's this? It's way too long for me. How am I going to tuck this into my pants?" Jessie questioned..
"Oh dear, it is not supposed to be worn under your clothes. I bought this for you to wear to bed. Since you love wearing your tights so much I figured you didn't need pajama bottoms. The tights or pantyhose are fine for you to wear but would get too hot if you also wore pajama bottoms. At the same time, nylon is see through and I don't think you want to be walking around with your underwear showing through dear." Amanda joked.
"You can wear the 'nightgown' to bed and it will cover up everything that needs to be covered up but at the same time it will keep you cool. What do you think?"
His mom made sense. It would get uncomfortable wearing his tights under the pajama bottoms. He could just wear a top, underwear and tights but he would be too embarrassing if his undies showed through. At least the long garment would cover that up.
"OK, I'll try that on also. Dang, your gonna spoil me mom!" Jessie stated feeling like he was king for the day.
Amanda left the room and let her son explore his new clothes. Nightgown today…dresses tomorrow she wondered?
Jessie looked over his new clothes. He felt a somewhat awkwardness and slight embarrassment as he looked over all the frilly, lacy items. Something felt "off" about this whole situation but he couldn't place it. Maybe it was just the fact that he hadn't had any new clothes for a while and was feeling a bit overwhelmed.
"Well, I might as well try some of these on before I go down to eat."
Jessie decided that he would try on the pink bra and panty set and the sheer to waist nude pantyhose.
He stripped out of his clothes and undid his bra. As he put on the pink bra he tried to retrace the steps that Ashley had shown him. Fasten the clamp…adjust the straps…pull the flesh to sit in the cups. That wasn't so bad he thought. He noticed the dainty flower sewn into the center of the bra and found himself amazed at the detail. He also was a little taken aback by how the bra molded his two mounds into two round globes that jiggled lightly when he moved. It was only a matter of time before he was
back to normal and he just had to deal with it for now.
He pulled on the panties next. These were a bit lower cut than his last pair and they also had a flower stitched into the top center.
Jessie pulled the pantyhose out of the package and wadded them up. He slid them up his legs and pulled the panty over his hips and waist. He looked at himself in the door mirror and admired how nice his legs looked in the pantyhose. His mom was right. He loved how delicate and light the nylon felt compared to his tights. He held up the package and compared his legs to the woman's on the label. He struck the same pose as her with his right leg bent slightly crossing his left.
"Dang Jessie, you have pretty nice looking legs," he said to himself. "She ain't got anything on me!"
He was oblivious that he just compared himself to a picture of a woman's legs in pantyhose. He was pretty proud of the fact that he looked pretty darn good though. He also saw that with the thinner material he could clearly see his panties through the nylon.
Next was the nightgown. He stepped into the garment and began pulling it up. About halfway it got very tight and he could not bring it any further. It was stuck around his curvy hips. "What the heck? I gotta work out some more."
He pulled the garment down and instead lifted it over his head and slipped it down around his body. It fell just below his knees.
"That's better" he thought. He did a little twirl and relished the air flowing underneath and between his legs.
Jessie once again looked in the mirror and beheld something very strange. It was him but he looked different. Something was not as it should be. He was trying to figure it out when he noticed that his bra straps were visible. Was that right?
"Hey mom!" Jessie yelled down. "Do I wear a bra with my nightgown?"
"No dear," Amanda replied with a little giggle, "you don't need to wear the bra to bed."
Jessie removed the bra and laid it on the bed. He went downstairs to eat.
"My My My don't we look all comfortable," Susan stated as she beheld her grandson.
"Mom bought me some new clothes so of course I had to try them on."
"Oh dear, you better be careful walking around barefoot in your pantyhose. You don't want to get a snag and believe me it happens easy with such delicate nylon," Susan advised Jessie. "Amanda, did you buy Jessie any slippers? He is going to get a run in his pantyhose in no time if he keeps walking around without protection."
"I forgot. Here Jessie, you can burrow my slippers until I buy you some," Amanda replied as she handed Jessie her soft white slippers.
"Thanks mom. Does something not look right about what I'm wearing? I get the weird feeling that there is something that is not normal here." Jessie asked still feeling a little off.
"I think it's just cause your not used to wearing a nightgown and the pantyhose may be feeling different than the tights. How do you like your pantyhose anyway?" Amanda asked trying to change the subject.
"I was a little hesitant mom but I absolutely love them! It's almost like I'm not wearing anything. I like the feeling of the air flowing under my nightgown also. It feels cool especially when I do this."
Just then Jessie twirled around quickly several time as his nightgown ballooned up from the airflow.
"Wow, look at you. Maybe you should be taking up dancing," the ladies amused at his performance.
The three sat down for dinner and talked about the days events and made small talk over the great meal.
Jessie helped clean the table. He was so much more help around the house lately. He washed the dishes, made his bed everyday, helped vacuum. It was so nice having him around now.
As he carried some plates to the sink his hand slipped. He dropped two of the plates and they shattered as they hit the tile.
"Crap!" Jessie exclaimed as he put the rest of the dishes into the sink. His mom knelt down to pick up some of the pieces. Jessie joined her bending over to pick up some of the large pieces.
"Don't worry about it Jessie. We have more of those plates and accidents happen."
Amanda's eyes glanced at the top of Jessie's nightgown. With him bent over she could see down his top and what she saw amazed her. As he moved back and forth to pick up the pieces she could see his two breasts hanging down and swaying slightly. They had grown large enough to dangle down. She glanced away feeling it was rude to look at her daughter's
breasts.
Her "daughter's" breasts? She caught herself referring to Jessie with a feminine pronoun.
His transition had just taken a major turn.
Suddenly a male model was called on the beach to do a take with one of the female models. Jessie's attention unknowingly switched focus from the girl on the beach to the male model. "Wow! That guy must have worked out tons to get that body!" he thought. As he watched the two partake in the photo session Jessie found himself observing an awful lot of the man. Look at those biceps and those abs…he felt himself getting a little flush. As Jessie continued to stare he found himself getting more and more aroused by the sight. His pretty painted hands found their way back to his chest and he began playing with his nipples. Whoa! Something about this felt very right indeed! He continued to caress his breasts as he stared down the male model. Look at how strong he is… amazing smile… what an ass!!!
He turned on the television and his favorite show was on. Well perhaps it used to be his favorite show. It was the sport illustrated swimsuit edition and he used to do the deed every time it was on.
Out of routine, he ran and locked his door and sat on the bed as the first model was shown strutting her stuff on the beach. Jessie knew what to do next as he lifted his nightgown a bit and pulled his pantyhose and panties down to his knees.
He reached down to begin pleasuring himself but something wasn't normal it seemed. His little buddy had become extremely little… so much so, that it reminded him of how he was pre-puberty. He was a little confused by the whole situation but didn't really grasp the magnitude of it. It just seemed curiously odd is all.
Brushing it off, he began stroking while looking at the beautiful models. That was odd…no reaction at all. His little buddy wasn't
responding in the least. He stroked faster since it had been a while and perhaps he just needed to wake it up. This did nothing as well. In fact, the only thing that seemed to be moving and grooving was his chest. His vigorous action caused his chest to jiggle terribly.
Jessie figured he should lay off the intensity because he didn't want to irritate his swollen chest any. He reached up to see if any damage was done and felt around his chest. As he touched his nipples he realized how great it had felt in the shower a while back. He rubbed them a little more and grew more aroused. He looked at the beautiful women on the television and continued to fondle his breasts. Oddly though, these women weren't keeping his attention. They were definitely pretty and all but he didn't find them stimulating.
Jessie couldn't figure it out and pulled his pantyhose and panties back up as he had grown out of the mood. He sat there watching the models and admiring the way they moved, the way they talked, the way they looked. They were so elegant and feminine. Why didn't he ever notice this before when he watched the show?
Suddenly a male model was called on the beach to do a take with one of the female models. Jessie's attention unknowingly switched focus from the girl on the beach to the male model. "Wow! That guy must have worked out tons to get that body!" he thought. As he watched the two partake in the photo session Jessie found himself observing an awful lot of the man. Look at those biceps and those abs…he felt himself getting a little flush. As Jessie continued to stare he found himself getting more and more aroused by the sight. His pretty painted hands found their way back to his chest and he began playing with his nipples. Whoa! Something about this felt very right indeed! He continued to caress his breasts as he stared down the male model. Look at how strong he is… amazing smile… what an ass!!!
Suddenly Jessie felt a release as his body shivered and his toes curled. He felt tingly all over and was very shaky. What had just
happened? Did he get off to a guy? If anything seemed odd this one took the cake. He tried to wrap his head around it…why would he be aroused by a guy?
His thoughts however were quickly interrupted when he realized that he had a wet spot in his panties. What the heck?" he thought as he reached under his nightgown and felt the dampness. He had released fluid out of his little buddy despite the fact that it had not grown or responded at all. He didn't even realize anything had happened until he felt the wetness.
Crap! He quickly pulled his pantyhose and panties down…how would he explain this one? He threw them into the hamper and cleaned himself up. He remembered how sticky it used to be. Now it was like water which made for an easy cleanup at least. He could only hope he wouldn't get caught.
Jessie slipped on his powder blue pair of panties and the suntan sandal toe pantyhose and turned off the TV. He put on his headphones and drifted to sleep.
The next morning Amanda came in to wake her son. Now this was a sight to see! He lay there curled up on his side sleeping peacefully. His nightgown had hiked up around his waist leaving the world to see his behind. She was amazed at how his thighs and hips had filled out. He looked as natural as any girl his age. How did he fit into his boys clothes anymore she wondered? Jessie hips alone must have flared out 6 inches since the start of this. He looked like a pretty princess.
"Wake up sleepy head. You want to sleep your life away?"
"Yeah, yeah mom. I'm getting up," Jessie replied but soon found embarrassment when he realized his nightgown had ridden up and his
panties were exposed. He quickly tried to unravel his gown and pulled it down.
"It's ok sweetie, nightgowns tend to do that. I'm going down to fix breakfast. I'll see ya down there."
Jessie rose to his feet and called his new best friend Ashley to come over. She agreed and they all sat down for a great breakfast.
"Ashley ya wanna go hang out at the mall today? I haven't been there for a couple weeks and that was with your brother," Jessie stated.
"Hey, I spoke with Jason and he feels bad about the way he treated you. I made it perfectly clear that you are going through some issues and he better be supportive so you may get an apology soon." Ashley informed Jessie.
She had spoken with her brother and seeing that she had so much dirt on Jason he was left with very little choice but to
do whatever she asked of him. "The last thing Jessie needed was to be harassed by his former best friend." she thought.
"Now about the mall Jessie. You really expect me to go anywhere with you wearing those clothes???"
Jessie looked at what he had on. A baggy pair of jeans, a tattered t-shirt and worn out sneakers…why would she have a problem with that?
"If you want to hang out with me in public Jessie we'll have to make a stop by my house to get you something more appropriate to wear."
What did she mean? More appropriate?
"Now why don't the two of you hug and make-up?" Ashley added.
"No way! I'm not hugging a dude!" Jason adamantly refused.
"Jason, I think you are being silly...I said WHY DON"T YOU TWO HUG?" Ashley firmly asked her brother knowing that she had him under her thumb. She loved seeing him squirm as well.
Jason begrudgingly agreed along with Jessie. The two gave each other a quick hug and that was that. Jessie felt a strange tingle when Jason embraced him. He didn't realize how strong Jason was and found himself blushing a bit. Jason on the other hand could have sworn that his former best friend felt like he had breasts. He had hugged enough girls to cop a feel and was shocked to find that Jessie's body reminded him of a girl's.
Jason was leaving the house as they approached the front door. Jessie didn't know what to think and became very nervous at the site of his former friend.
"Hey sis...Jessie? Is that you?" Jason asked. He had made a promise to his sister that he would apologize to Jessie but the person in front of him looked like only a shadow of his friend's former self. He couldn't see much change in his body since Jessie's clothes were very baggy but he noticed the pony tail as well as the painted nails. If his sister wanted to hang out with that freak, then so be it, but he was going to apologize and get outta there.
"Of course it's me Jason. Who did ya think it was? Heh. Look I'm gonna be the bigger man here and say let's let bygones be bygones. I won't hold any ill feelings towards you Jason. If you don't want to be my friend anymore it's your loss," Jessie replied feeling very proud of the way he carried himself.
"Uh yeah...umm...look, I'm sorry for making fun of you and all. I don't know what you're going through but I'll be nice from now on," Jason begrudgingly said wondering what the heck was up with Jessie's voice. Was he intentionally trying to sound like a chick?
"Now why don't the two of you hug and make-up?" Ashley added.
"No way! I'm not hugging a dude!" Jason adamantly refused.
"Jason, I think you are being silly...I said WHY DON"T YOU TWO HUG?" Ashley firmly asked her brother knowing that she had him under her thumb. She loved seeing him squirm as well.
Jason begrudgingly agreed along with Jessie. The two gave each other a quick hug and that was that. Jessie felt a strange tingle when Jason embraced him. He didn't realize how strong Jason was and found himself blushing a bit. Jason on the other hand could have sworn that his former best friend felt like he had breasts. He had hugged enough girls to cop a feel and was shocked to find that Jessie's body reminded him of a girl's.
"Ok, I'm gonna get out of here. I'll see you two later. Bye!" Jason said as he rushed off.
"See I told you he was sorry," Ashley smugly said.
"Yeah, he surprised me Ashley. Maybe he's not such a bad guy after all."
"Nah, he's still a punk. Now let's find you some clothes you can actually wear in public."
Ashley took Jason to her bedroom and had him sit on the bed. She then opened the closet and started rummaging through her clothes.
"Why you looking in your closet?" Jason asked. "I can't wear any of those clothes."
"Oh, well I have some clothes in here that will fit you fine. Who's to say that I don't have former boyfriend's clothes stashed in here?"
Ashley was right. He would just let her do her thing. She hadn't led him the wrong way yet so why would she start now.
"Ok, I think I have something you can wear. These clothes will show off your figure much nicer than those baggy clothes you have on."
Jessie laid out a pair of bell bottomed hip-hugging jeans with some cool flower prints on the back pockets. The top she chose was a form fitting collared white shirt with a butterfly on the breast pocket.
"You sure the flowers and stuff aren't a little too much?" Jessie asked.
"Absolutely not. You gotta trust me on this Jessie. You're going to look incredible. Now get dressed."
Jason grabbed the clothes and changed in the bathroom. Everything felt so snug. The pants hugged ever inch of his lower half but at the same time they felt like they were made to fit his body. His normal pants didn't fit like they used to but these were perfect.
The shirt too stuck to him like glue and seemed to really showcase his bra and swollen chest which caused Jessie concern.
Jessie stepped out of the bathroom with his arms crossed to cover up his bumpy chest. He felt uncomfortable with how the bra seemed to lift and mold his chest in place.
"Wow! You look absolutely amazing! It's about time we found you some clothes that actually fit you," Ashley stated as she gushed at how amazing Jessie looked clad in her clothes.
He had curves and the form fitting clothes she had selected for him showcased those assets. His chest sported two nice pert breasts held in place by his bra. His arms no longer had any muscle mass and looked very dainty in his short sleeve top. Jessie's waist was tiny. Ashley figured that it must be around 25 or 26 inches and found herself being a bit jealous. His hips and upper thighs flared out in a noticeable feminine fashion then tapered gradually off. He was hot! Ashley found herself taken aback by just how much Jessie's body had feminized.
"I feel a little funny Ashley...especially with my chest. The bra really makes my bumps stand out doesn't it?"
"No sweetie. You're overreacting. You are just not used to it. Trust me, you can't even tell that you are in a bra."
Ashley tried to put her friend at ease. Quite to the contrary though, it was painfully obvious that he had a bra on. First of all, you could see the outline of the strap and cups showing through his form fitting snug white top. Secondly, only a bra could mold his chest into the two pert mounds that she beheld.
"Well, I'm gonna have to just ignore it then and just try and be myself then. These clothes feel a lot different. The pants feel like they were made to fit my body. It's a nice change cause my clothes have not been fitting right lately," Jessie said. The clothes did feel great.
"Good! Honestly, I have never seen you look more fashionable then you do now. What are you going to do with your hair though?"
Jessie hadn't thought about his hair today. It just lay there pretty shaggy falling just below his shoulders. He shrugged his shoulders.
"Here, let me put it up with one of my scrunchies."
Ashley brushed Jessie's hair back and put it into a pony tail with a pink scrunchie to hold it in place.
"There. Much better!"
Jessie swished his hair a bit satisfied with her job.
"Do you have pantyhose on Honey?" Ashley asked as she noticed his pretty painted nails peeking through what looked like sheer nude pantyhose.
"Uh yeah. My mom said pantyhose are ok to wear cause they are just tights that are made with a thinner material."
"Duh, I know that, but you're gonna get hot if you wear them under your jeans," she stated finding it quite amusing that he had such a liking for tights and pantyhose.
"I'll be fine. I really like the way they make my legs feel."
"Ok then, don't be complaining to me when you are sweating up a storm then Jess."
Ashley grabbed a pair of her open toed sandals and handed them to Jessie.
"Put these on. They'll finish off the outfit nicely plus they'll show off your beautifully painted nails."
Jessie slipped on the sandals and admired his nails which shown through the nylons.
The two headed off to the mall and had a great time checking out a multitude of stores. Ashley wasn't too interested at looking at boy's clothes which was Ok with Jessie. He was just happy to be out with such a cool person. He never realized just how much attention Ashley received from boys. They seemed to stare her down as they approached and you could see through the corner of your eye that they turned their heads as they walked past.
The thing that was a little odd though was that Jessie felt that some of the boys were doing the same to him. He was sure that he must be mistaken...that they were really staring at Ashley, but dang it seemed like they were looking right at him.
Ashley noticed some of the boys giving Jessie the eye as well and giggled a bit as she could see his confusion and uncomfortableness. See could also see a definite difference in the way Jessie carried himself. He moved gracefully. His hips swayed slightly as he walked and his hands flared out gently as he strutted. He walked like a girl! No wonder the boys were
drooling!
After about 20 minutes of hustling and bustling, Jessie found himself a little hot and flush.
"Jessie, what's wrong? You look a little pasty? Are you ok?" Ashley asked with a worried tone.
"I don't think so. You were right Ashley. Wearing pantyhose under my pants wasn't a good idea. I gotta go to the bathroom and take them off before I pass out"
"I think I have a better idea."
In Jessie's clouded head, he assumed that all these men who were looking him up and down were trying to size him up to kick his ass, since he was with such a pretty girl - a pretty girl they wanted for themselves.
"What are you talking about? I just want to chat with you a bit, if that's cool," the boy explained.
"Really? Yeah, that's cool. I'm surprised you aren't like the rest of the guys in here. They keep looking me up and down like they want to kick my ass or something," Jessie expressed.
"Well, I'm sure they want to do something to you, but you can rest assured that it's not kicking your ass. I apologize for my gender...men can be dogs a lot of the time. I'm Scott by the way."
"Well, seeing that you enjoy wearing your pantyhose so much, why don't we just buy you some shorts? Then you can keep your nylons on?" Ashley plainly stated. She knew it would not be hard to convince her feminine friend to take this leap.
"I don't know. Are you sure you that people won't be able to tell I'm wearing pantyhose? I don't want to take the risk and look like a sissy, cause boys don't wear pantyhose after all."
"Listen silly, you're wearing 'nudes' which means that when you have them on it looks like your legs are nude, which means you can't see the pantyhose. Get it?"
"Yeah, I got it. I just wanted to make sure. Ok, I will try on some shorts then."
The two headed into Charlotte Russe and Jessie found himself surrounded by nothing but womens clothes.
"What do you think of these?" Ashley asked as she held a short pair of plaid shorts against Jessie's waist.
"Hey, those are girl shorts. In fact, everything in here is girl's stuff. Let's go to Old Navy or something."
"Absolutely not Jess. You can't wear boy's shorts when you have pantyhose on. That's just dumb! Think about it Jessie... when is the last time you saw a boy in pantyhose wearing boy's shorts?" Ashley asked, not really knowing where she was headed with this one.
"Ummm, I don't think I've ever seen a boy in pantyhose? Or girl's shorts???"
"Exactly! So make a decision. Either wear the girl's shorts, which don't even look like girl's shorts cause they are plaid, or take off the pantyhose, so we can go get some boy's shorts. Personally, I think you are being ridiculous and am a little hurt that you don't trust my judgment," Ashley emotionally replied trying to tug at her friend's heart strings.
"Hey, don't get upset sweetie. I guess I could try them on...I mean they really don't look that girly."
"Great! Here, go into the dressing room and come out to model them."
Jessie went into the dressing room. He felt a little awkward being in a girl's area and figured the sooner he got his shorts on the better. He closed the door behind him and pulled his jeans off. They were a struggle to get off, being as form fitting as they were.
Jessie quickly tugged and pulled his pantyhose back up and stepped into the shorts. Once again he was amazed at just how well the shorts contoured to his body. The hips fit snug but the waist did as well.
"Dang, these are really short," Jessie thought as he surveyed the shorts. They were a white, yellow, and peach plaid design with two mini pockets up front and none in back. The bottom of the shorts ended several inches above the knee and exposed a lot of leg.
"Are you coming out or what?"
Jessie reluctantly stepped out of the room and into the store.
"Well well well, look at you. You look fantastic babe!" Ashley showered Jessie with praise. He looked amazing. Since when did he develop such nice legs?
"You don't think the shorts might be too short?" Jessie asked with a concerned tone.
"Not at all. At least you won't be hot right? I'm glad to see that you have on sheer pantyhose as well...good call. Hey Jess, have you been shaving you legs or what?" Ashley asked with a giggle.
"Ummm, yeah. I shave them every week, but the hair doesn't really grow back. So I look okay then?"
"Yep, I already paid so let's go eat!" Ashley said as she grabbed his hand leading him out of the store.
"Thank you ladies!" the salesgirl said as they exited. Jessie turned and wondered who she was speaking to, only to find her looking directly at him. That was odd. "The poor girl is probably just used to saying that, since mostly everyone that comes in the store is female," he thought.
As the two headed over to the food court Jessie once again became uncomfortable with the fact that men seemed to be staring at him. In fact the problem had grown much worse all of a sudden and he noticed some men who would turn around and follow him and Ashley for a while.
Ashley on the other hand was finding the whole situation very amusing. She glanced a stare at him and could plainly see why he was getting so much attention.
Jessie was all legs in his short plaid shorts and unbeknownst to him, it was very apparent that he was wearing pantyhose. Ashley could see the glossy shimmer from the nylons, which encased his silky smooth legs. His open toed sandals showcased his rosy toes, which peeked through their nylon veil. The stitch, which ran across the front of his toes, was indeed a dead give away that those pretty legs were nylon clad.
That, however sexy it was, was not the highlight. It was the way he carried himself that was making the men stumble over themselves. He was unaware at just how feminine his gait had become. He walked in long strides, with one foot before the next, and a nice little sashay to his ass. He would be ready for the runway before he knew it.
"Have you noticed that a lot of guys seem to be staring at me Ashley? It's making me very uncomfortable. Why the heck are they doing that?" Jessie asked, being rather confused.
"They are staring at you cause you are with the prettiest girl in the mall silly. They all wish they were in your place," Ashley replied with a wink.
"Wow, is this what it's like being with you? All these guys want to kick my ass then?" Jessie countered feeling nervous about his well being.
"I don't think you have anything to worry about sweetie. I'm going to hop in this store for a minute to say hi to my friend. You can wait out here. I'll be right back."
Ashley disappeared into the store, leaving Jessie to fend for himself. He noticed that every guy that passed him by looked at him. Some tried to be inconspicuous, with a little glance here or there, while other obviously stared at him up and down.
"Dang, every guy in here is jealous of me since I am with Ashley. I'm so gonna get my ass kicked today," he thought.
"Are you ok? You look worried," a strange boy said. He appeared out of nowhere, but now was right in Jessie's face.
"Umm, I'm fine. Look, I'm just friends with her ok? We just came here to hang out and stuff, but that's it," Jessie nervously explained to the stranger. He really did not want to get a whuppin'. In Jessie's clouded head, he assumed that all these men who were looking him up and down were trying to size him up to kick his ass, since he was with such a pretty girl - a pretty girl they wanted for themselves.
"What are you talking about? I just want to chat with you a bit, if that's cool," the boy explained.
"Really? Yeah, that's cool. I'm surprised you aren't like the rest of the guys in here. They keep looking me up and down like they want to kick my ass or something," Jessie expressed.
"Well, I'm sure they want to do something to you, but you can rest assured that it's not kicking your ass. I apologize for my gender...men can be dogs a lot of the time. I'm Scott by the way."
"Oh hi, I'm Jessie."
"Jessie, is that short for something?"
"Nope, just Jessie," Jessie replied, wondering what Jessie could possibly be short for.
"What school you go to Jessie?" Scott asked the very pretty girl.
"Northern High. You?"
"No way, I go there too. You sure you go there? I certainly would have noticed you walking the hallways," Scott replied feeling a bit hard thinking of her and the way she carried herself.
"Well I've been out of school for a little bit, cause I've been sick, but I'll be back soon."
"Are you Ok? What was wrong with you?" Scott asked in a concerned tone.
"Long story, but to put it simply my chest had an infection and it kind of swelled up and stuff."
"Well your chest looks perfectly fine to me Jessie. I don't have any complaints," he replied in a flirty tone as he glanced at her beautiful bosom.
"It's getting better I think and thanks," Jessie responded and found himself blushing a little for some odd reason.
"Alright Jessie, let's go have lunch!" Ashley said as she came out of the store and grabbed his arm.
"Err, ok. I'll talk to you later Scott," Jessie quickly yelled as Ashley pulled him away from his new friend.
"Bye...I guess we'll meet again at school maybe," Scott replied as he watched Jessie walk away. He couldn't take his eyes off her butt as it swished from side to side as she vanished in the crowd.
"Damn, now that's one piece of ass I'd like to get my hands on," Scott thought.
Jessie looked at the bra he was given to try out. He liked the color for sure. I mean who doesn't like light pink? He also liked the intricate detail on it...the tiny lace stitching, the flowers sewn into the center, the delicate straps.
He took off his top, then unloosed his bra, leaving his breasts dangling.
"Whoah! You have been eating your Wheaties, haven't you?" Ashley joked as she sat there open-jawed. On Jessie's chest hung two well formed breasts swaying gently as he moved. He must have grown a full cup size since she had seen them last!
Jessie quickly put the bra back on, feeling embarrassed.
"How does your bra feel Jess?" Ashley asked out of the blue.
"It feels good. My chest doesn't jiggle all around like it was before. I think that the bra may actually help my swelling go away by providing some stability and protection to my chest."
"Good to hear. You know something? There's a really great bra store in here that I want to go to, because I need some new ones. I think you should get fitted also and maybe I'll buy you one if you're lucky."
"Nah, it's Ok. I'm only wearing this cause of my swollen chest. I'm no sissy who goes shopping for bras. I will be waiting outside when you go bra shopping."
"Now now Jessie, the girls who work there are professionals and they can find the perfect fit for you. To be honest with you, it's pointless to wear a bra unless it fits you properly. Don't you want to be in the right fit? It can only be good for you sweetie," Ashley replied. This was just getting too easy, she thought.
"Yeah, I do want the right fit, but you don't think they will look at me weird? I mean how many boys get fitted for bras? It's going to be embarrassing."
"Nah, those girls are professionals. I bet they won't even give you an odd look. In fact, if they do anything that makes you feel embarrassed, then I will buy you lunch for a week. How does that sound?" Ashley knew the girls at the store would not say anything, because Jessie looked very much the girl.
"Free lunch for a week? Dang, I wouldn't mind getting embarrassed for that! You're on!"
"I'll be right back," Jason said as he got up from his chair and headed for the restrooms.
Ashley froze when she saw where he was headed. What could she do? Oh crap! What if he caught on when he was kicked out of the Men's room? She couldn't think fast enough and settled on waiting it out to see what the outcome was. Maybe there would be no-one in the Men's room.
Jessie entered the Men's room without second thought and headed over to the stalls. Dang, both stalls were full. He glanced over at the stand up urinals. "How the heck do guys use those?" he thought. The thought never crossed his mind that he could actually stand up if he wanted. He started to squirm a bit as he waited for a stall to free up. He felt like he was going to pee his pants and pondered the idea of pulling down his pants and somehow squatting to pee into the standing urinal, but realized how embarrassing it would be if someone walked in and saw him.
Finally he heard a flush from one of the stalls and seconds later a teenage boy came out.
"Whoah! What are you doing in here?" the boy questioned Jessie.
"What does it look like? I've got to go to the bathroom!" Jessie replied to the stupid question.
"Is yours closed or full? I mean, I could stand watch if you want me to. I'll keep anyone else out until you leave," the boy offered the pretty girl, figuring that she had to go so much that she deciding she had to use the Men's room.
"Whatever, I don't care. I've really got to pee though, so do what you want," Jessie replied as he closed the stall door, pulled down his shorts, pantyhose and panties and sat down on the toilet. As he finished he tore a pat of toilet paper off and wiped, then pulled everything back up.
As he exited the stall he noticed the boy was still there with an odd look on his face. He looked almost embarrassed and quite nervous. Jessie couldn't help but notice a bulge which had formed in the boy's pants. This dude had a hard on! What kind of freak gets a hard on in the Men's room? Jessie wasn't interested in finding out and quickly left the bathroom.
"Was everything Ok in there?" Ashley asked in a concerned tone.
"Sure, I just had to wait for a while, until a stall opened up. There was also this strange guy in there that seemed a bit obsessed with the Men's room, but to each his own I guess."
"Ok, well let's go bra shopping then!" Ashley replied as she grabbed his hand and led him to Victoria Secrets store.
"Hello girls, can I help you with anything?" a salesgirl asked.
Jessie wondered who she was talking to at first, but saw that she was talking to them. Then he noticed that there was another woman shopping behind them. The salesgirl must have thought that other woman was with them and that's why she said "girls".
"Oh she's not with us. It's just us two," Jessie responded.
"Okay..." the salesgirl replied in a quizzical manner. "What can I help you two with today then?"
"Well my friend and I would like to get fitted for bras. I am in desperate need of new ones and Jessie here would like to see what you have."
"Okay. Well you are a 34c and let's measure you now, Jessie."
The salesgirl had Jessie lift his arms as she placed the tape measure under, across and over his chest. He admired her beauty and how feminine she carried herself.
"I love your hair," Jessie said.
"Oh thank you. I just had it styled this way. I'm showing that you are a 34b cup. What size do you have on now?"
"I don't know. I just started wearing a bra yesterday," Jessie replied.
"Wow, that's not good. You should get in the habit of wearing a bra every day. If not, you will have back problems and you won't have the support you need."
"I know. I need to wear one until the swelling goes down so Ashley said you would have a bra that would be the best for me."
The salesgirl was a little perplexed by his statement, but let it go.
"Well you try this one on Jessie and your friend should try on this one. Let me show you to our dressing room."
The two entered the dressing room area and Jessie headed into one of the dressing stalls. As he closed the door, Ashley quickly entered and closed the door.
"What are you doing in here? You can't be in here!" Jessie stated, feeling embarrassed that his new friend had barged in.
"Why not? I'm gonna try my bra on too. You're a guy so why get all stressed out about taking your shirt off in front of me? I'll show you mine if you show me yours," Ashley said in a flirty tone.
She then took off her shirt and undid her bra. Jessie stared in disbelief as he saw his bare chested friend. "Wow! She was very well
endowed," he thought.
"Those are beautiful," Jessie said as he admired her boobs. He did find it a little weird that he wasn't really turned on though. There was no denying that she was beautiful, but he was witnessing a beautiful woman more than getting a hard on.
She slipped on her bra and modeled it for him.
"What do ya think? It feels really great!" Ashley said.
"It looks beautiful on you. I really like it," Jessie replied.
"Ok your turn now. Take it off baby."
Jessie looked at the bra he was given to try out. He liked the color for sure. I mean who doesn't like light pink? He also liked the intricate detail on it...the tiny lace stitching, the flowers sewn into the center, the delicate straps.
He took off his top, then unloosed his bra, leaving his breasts dangling.
"Whoah! You have been eating your Wheaties, haven't you?" Ashley joked as she sat there open-jawed. On Jessie's chest hung two well formed breasts swaying gently as he moved. He must have grown a full cup size since she had seen them last!
Jessie quickly put the bra back on, feeling embarrassed.
"Don't forget to get those babies centered in the cups," Ashley reminded him. "How does it feel?"
"Really great actually. Nothing against my mom, but I think she bought me some cheap bras, haha."
"Well you really look fantastic in it Jessie! Shall we buy you a couple?"
"Yeah, I think I'd like that. You were right about the salesgirls here too. They are very professional. You're going to buy me some bras?"
"Sure thing. I'm in a giving mood today...call me miss generous!"
The two got dressed again and headed out.
"How did the bras fit?"
"Perfect. I am going to get three and my friend here and going to get two."
"Wonderful! Keep in mind that we also have a buy 1 pair get 1 pair free sale on all of our panties. Let me know when you are ready then."
"So, does your generosity extend to panty sales also, Miss Generosity?" Jessie joked.
"Huh? You want to look at panties?" Ashley asked, not knowing that to think. She knew he was wearing panties, but also knew that he had no idea that he actually was.
"Duh, yeah. I mean I like the ones I'm wearing, but there are so many different kinds here. Oh, I'm sorry...you were being very nice by offering to buy me some bras and then I expect to go panty shopping on top of that...no wonder you're upset. I'm sorry. We can stick with the bras only," Jessie said as he realized how selfish he had just become. "I'm such a typical guy sometimes," he thought.
Ashley figured out that Jessie's mind must have just switched over to where he no longer found anything wrong with wearing panties. He knew he was in panties and saw nothing odd about it...Wow!
"No sweetie, it just surprised me that you were interested in the panties is all. Let me explain the different types..."
"Wow Jessie, you were such a brave girl! Your earrings look incredible too!"
"Thanks Ashley and I'm sorry for being such a cry baby."
"It's quite alright. First piercings are always rough. You were a brave girl!"
As Ashley paid for the earrings Jessie wandered out of the store in deep thought. Something wasn't right, but he just couldn't place his finger on it. What could it be? He was picking his brain trying to figure out where this deep rooted uncomfortableness came from, when suddenly... WHACK!
"Yes, you might think it's kind of weird, but I seem to have forgotten. I know I wear panties everyday, but I guess I never paid attention," Jessie replied. He felt a little odd not knowing about something he felt he should have.
"Okay, let's see...these are called boy short panties. They are just like the boring old underwear boys wear, but they are frillied and lacied up a bit," Ashley stated as she held up the almost see through panties, which were basically interwoven purple lace.
"I like those. The design on them looks cool!" Jessie said as he admired the feminine lace pattern.
"Yeah, it does look pretty cool. Now these are similar to what you are wearing, only they are sexier," Ashley said as she held up some mid rise peach colored panties which had tiny flowers stitched across the top and tiny flower patterns dispersed around. "These are for when you want to feel sexy and if you get lucky they will really turn on your ummmm... girlfriend."
"Yeah, I could see myself in those. I'd have to beat the ladies off me if they saw me sporting those babies," Jessie modestly stated.
"Oh yeah sweetie, the girls would just love those panties giggle. These my dear are called a thong," Ashley stated as she displayed the pink thong panties which had a white teddy bear eating a lollipop imprinted on the front.
"Wow, those don't look very comfortable. Isn't that like a giant wedgie all day?"
"Yeah, but you get used to it. You will probably be wearing thongs a lot. The last thing you want when you are wearing tight pants or whatever is to be showing a panty line. A thong is the best of both worlds...you have the comfort of wearing a panty without the lines," Ashley informed Jessie.
"I get it I guess. I like the bear on the front though...it's fun."
"So how about I buy you two pairs of each panty then?" Ashley offered her effeminate friend.
"That's very generous of you Ashley. I couldn't ask that much of you."
"It's alright Jessie. I want to do it. I have really grown fond of you, so please let me spoil you a bit."
"Ok, you twisted my arm. Haha," Jessie replied as his new close friend paid for the bras and panties and handed him the pink Victoria's Secret bag.
"Have a great day shopping ladies," the salesgirl said as the two left the store.
Jessie gave the woman an odd look for a moment. He felt that what she had said was not correct, but couldn't place why it was wrong. He picked his brain for a second trying to figure out why her statement didn't feel right, but couldn't find an answer. Maybe it was just her tone or something. He smiled back at her acknowledging her farewell and the two went on their way.
Ashley noticed that Jessie was taken aback a little by the salesgirl calling him a lady, but saw that he let it go as well. She wondered if he was becoming desensitized to the feminine pronouns being thrown at him as well.
"So I have an idea...tell me what you think. What about getting your ears pierced?"
"My ears pierced? No way Ashley! I think guys who have their ears pierced look gay. I'm no fag so I'll pass on that one. Any other ideas?" Jessie adamantly replied.
"Oh come on Jessie. Don't be so old fashioned grandpa. Tons of guys have their ears pierced nowadays."
"I said no... do I look a little loose in the loafers to you???"
Ashley almost burst out laughing at his question. He didn't look loose in the loafers, he looked like he should be completely out of the loafers and in a nice pair of heels!
"I'm upset Jessie. I thought you trusted my judgment. I even bought you some new bras and panties and you're going to treat me like this? I thought we were friends?"
"We are friends...it's just that...well, you think I wouldn't look too gay in earrings?" Jessie asked giving in a bit.
"Honey, earrings will not make you gay at all. In fact, they will make you even more attractive to the opposite sex. If you don't like them then you can take them out and they will heal over, so you have nothing to lose really," Ashley explained.
"Okay, let's do it then. Hurry before I change my mind."
Ashley grabbed Jessie's manicured hand and led him into Claire's. She showed him the different earrings to choose from.
"I'll buy you whatever set you want Jessie. Try to keep it under $30 though, Ok?"
Jessie surveyed the earrings, admiring the selection. The studs were nice, as were the symbols and animal earrings. The one that stood out to him though was a small gold flower with a diamond for the center. "I like the flower one right there."
"Oh I like that one too. You have great taste Sweetie."
"Can I help you two?" the salesgirl asked the two girls.
"Yeah, I want to get my friend's ears pierced," Ashley answered.
"OK, first time?"
"Yeah, first time for me," Jessie replied.
"Which earrings do you want?"
"The flower ones with the diamond center."
"Those are the most popular. Go ahead and have a seat over there and I'll be right out."
Jessie and Ashley headed over to the chair. As Jessie sat down the magnitude of what he was doing hit him. He was getting his ears pierced by a sharp needle and he began to panic.
"I'm having second thoughts about this Ashley...this is going to hurt."
"It's okay sweetie, it'll be quick and I'll be right here, alright?"
Jessie tried to hold back the tears, but he couldn't stop his eyes from welling up. The tears began rolling down his cheeks as the moment of truth arrived.
The salesgirl noticed the frightened girl as she approached the chair.
"You feeling a bit scared?" the salesgirl asked.
"Yeah, I think it's going to really hurt," Jessie replied as he tried to wipe the tears which streamed from his delicate eyes.
"It will take less than a second honey. I have 3 piercings in each ear and I am the biggest wuss there is, so if I can do it so can you. I have Christina helping me out so that we can do both ears at the same time, okay?"
"Okay."
The girls aligned the earring guns to Jessie's ears as he closed his eyes which still flowed with tears. He was wondering why he had become such a cry baby lately...ummm, because this was going to really hurt?!?
Pop! The guns shot the flower earring through his lobes and in a split second it was over. Did it really happen that fast? Wow!
"You're all done!" the salesgirl announced.
"That's it??? That didn't hurt at all!" Jessie gleamed.
"I told you it wouldn't hurt, girl. Just make sure you sanitize them daily for the next 6 weeks," the salesgirl replied.
"Oh I will!" Jessie promised as he admired his earring in the hand held mirror.
Ashley couldn't help but notice that Jessie didn't even flinch when he was addressed as "girl". First the panties and now this...he was unaware that being called a girl or a lady was not correct. She had to test this further though to insure it wasn't a fluke.
"Wow Jessie, you were such a brave girl! Your earrings look incredible too!"
"Thanks Ashley and I'm sorry for being such a cry baby."
"It's quite alright. First piercings are always rough. You were a brave girl!"
As Ashley paid for the earrings Jessie wandered out of the store in deep thought. Something wasn't right, but he just couldn't place his finger on it. What could it be? He was picking his brain trying to figure out where this deep rooted uncomfortableness came from, when suddenly... WHACK!
An elderly couple pushing a mall shopping cart ran straight into Jessie hitting his right knee, which caused him a considerable amount of pain.
"Ohhh Ouch!" he cried as he bent down to grab his knee. "Why don't you watch where you're going?" he angrily yelled at the elderly couple. They should be glad that they are old, or else he would have pounded the guy into the pavement. As he grimaced in pain the tears once again began to uncontrollably flow.
"We're sorry young lady, but we didn't see you. I hope you're all right dear," the old woman sympathetically stated.
"Hey, are you OK? What happened?" a strange boy intervened. Wait, it wasn't a stranger. But instead, it was the boy who was so nice to Jessie earlier that day. He was the only boy who didn't want to kick his butt for being with such a pretty girl as Ashley.
"Ouch! Try to be gentler," Jessie cried, although he found Scott's touch surprisingly comforting.
"Okay, I'm just rubbing your leg to see if I can lessen the pain. It looks like you may just get a small bruise from this," he replied as he caressed her nylon covered leg. Her soft skin coupled with the silky feeling of the pantyhose was enough to send Scott over the top. "Those pantyhose you have on must be bulletproof! They saved you from any broken bones," he joked.
Just then Jessie realized that this boy had found out that he was wearing pantyhose. What must Scott think of him? Oh crap! The pantyhose were not noticeable from afar but up close they were apparent... especially since Scott was touching them! How was he going to handle this? A boy wearing pantyhose??? What if Scott got the wrong impression that he was gay? Was Scott going to kick his ass or treat him like Jason did?
"Good thing I was walking by here... I was just in the nick of time!" he joked with Jessie.
"Scott right? Thanks for stepping in there. I was about to go off on those two. The old guy should feel lucky I didn't pound him into the pavement!" Jessie emotionally replied.
"Well you do have spunk, that's for sure," Scott stated. He found the whole feisty, tough girl thing a turn on.
"Now where did the cart hit you?"
"On my right knee area. It still hurts pretty badly," Jessie said as the tears still flowed from his eyes.
"Where? here?" Scott placed his strong hands on Jessie's knee. "Yeah, it seems a bit swollen."
"Ouch! Try to be gentler," Jessie cried, although he found Scott's touch surprisingly comforting.
"Okay, I'm just rubbing your leg to see if I can lessen the pain. It looks like you may just get a small bruise from this," he replied as he caressed her nylon covered leg. Her soft skin coupled with the silky feeling of the pantyhose was enough to send Scott over the top. "Those pantyhose you have on must be bulletproof! They saved you from any broken bones," he joked.
Just then Jessie realized that this boy had found out that he was wearing pantyhose. What must Scott think of him? Oh crap! The pantyhose were not noticeable from afar but up close they were apparent... especially since Scott was touching them! How was he going to handle this? A boy wearing pantyhose??? What if Scott got the wrong impression that he was gay? Was Scott going to kick his ass or treat him like Jason did?
"Ummm, the whole pantyhose thing is...well...ummm...I don't know why," Jessie stammered as tears began to flow heavily.
"Hey don't cry...stop those tears okay? I was joking about the bulletproof thing. I think your legs look great in them."
"Really? So you don't think it's weird for me to be wearing them?" Jessie wondered, as his mind did not grasp the reality that he was fully clad in women's apparel and not just pantyhose.
"No. Why would that be weird? Maybe it's not pantyhose weather right now, but I think your legs look incredible," Scott replied. His hand had not moved from her thigh as he gave her leg a little squeeze. He wondered why on earth it would be weird for a girl to be in pantyhose.
"Well thanks. You are a cool guy unlike some boys I know," Jessie replied as he referred to his former friend Jason. Scott seemed just so much more mature. He could see himself hanging out with Scott and doing guy stuff. Ashley was cool, but he also needed a fellow guy to hang out with sometimes. Scott had something going for him too... was it his attitude? Perhaps it was those strong hands...and he did have very pretty eyes.
"Oh, man trouble huh? Do you have a guy in your life?"
"Well, I did have one. He started being mean to me though, so we don't hang out anymore," Jessie replied as he thought of his best bud Jason and what a jerk he had become.
"I've got an idea, I'll be your new guy and I promise not to be mean," Scott promised in a playful way.
"Really? I admit I do need to stop hanging out with a girl all the time. I miss having a guy friend to chill with and talk about guy stuff." Jessie gleamed at his new hope for a guy friend. He could play hoops with Scott, watch football with him, and play wrestle mania with him. Jessie found himself feeling a little hot and bothered as he imagined Scott's strong frame pinning him to the ground.
"Yeah? I'm cool with that for sure," Scott replied seeing that the girl was interested in hanging with him to talk about guy stuff. It was always a plus when a girl was interested in guy's things. Football maybe? He imagined her in a football jersey...and nothing else.
"Hey, did you just get your ears pierced?" Scott asked.
"Yeah, like 5 minutes ago. It's funny because it didn't hurt at all until those old people ran into my legs."
"Well they look very pretty I must say," Scott complimented.
"Thanks!" Jessie gushed.
"And I see you went shopping at my favorite store," Scott said as he noticed the Victoria Secret's bag.
"Oh you like it too?" Jessie replied. "Do you shop there often?"
Scott had to be careful with his reply. If he said yes then she may think he has a few girlfriends.
"No not really, but I do like the store. What did you buy?" Scott asked hoping she would open up and let him know.
"Ummm, I bought some different panties," Jessie replied. He didn't divulge that he also bought some bras. He didn't want his new friend to run away if he found out that he was wearing a bra. The pantyhose thing was shocking enough, but a boy in a bra would be too much.
"Wow, you have my full attention. I wouldn't mind giving you my opinion on them if ya want," Scott teased as he kept his fingers crossed that Jessie would show them off.
Jessie thought it was a little odd that Scott wanted to see the underwear that he bought, but they were both guys, so what difference did it make?
"These are my boy shorts and these are some mid cut panties. I like them because they have a little bit of lace on them," Jessie explained as he held up the delicates.
"Lace is good. Those are very nice," Scott replied as he felt himself getting very excited. His hand, which was still on Jessie's leg, tensed up a bit.
"And these are my thongs. I like the little decorations they have on front...oops!" Jessie exclaimed as one of his bras was hooked on the panty. He quickly shoved the bra back in the bag.
"I see you went bra shopping as well?" Scott excitedly discovered.
Jessie was embarrassed once again. What will Scott think of him now?
The way Jessie's brain was wired led him to believe that panties where normal to wear, but a bra was something only girls wore. He decided to fess up and tell it like it was.
"I'm only wearing a bra until these dumb bumps go away. Then I won't have to wear one anymore," Jessie explained hoping that Scott would be as cool about this as he was the pantyhose.
Scott admired Jessie's sense of humor no matter how strange it was.
"Well I'm in no hurry for those bumps to go away, so wear your bra as long as you have to. It's alright by me."
"New friend?" Ashley asked as she interrupted the two. She was surprised to see a boy with his hand on Jessie's knee.
"Oh hi Ashley. Yeah, this is Scott. We met earlier today, then we sort of ran into each other again."
"Nice to meet you Scott."
"You too. Well, I should get going then and let you two girls enjoy your shopping."
Jessie got that strange feeling once again that something was not right with that statement but he could not place it.
"Thanks for your help Scott. It was nice talking to you," Jessie said. He felt a connection to him but felt shy about asking for his phone number.
"It was great seeing you again Jessie. Do you think I could get your cell number? Maybe we could hang out some time if you want to?"
"Yes!" Jessie replied. He was so happy to have a guy friend again.
The two exchanged phone numbers and promised to call each other soon.
"He's very cute," Ashley remarked as they watched Scott walk away. "I wouldn't mind hanging out with him."
"Hey now, don't go stealing my friend. It's gonna be nice spending time with a guy again. Watch out Ashley! With him around I may go back to my old ways and get into trouble."
"Yeah, I'm sure you will. He's gonna want to get into a whole lotta trouble with you!" she grinned.
As he looked at himself he remembered at how difficult it was to run earlier. Holy Moly! His ass was huge! He turned and twisted to get a better look, but whichever angle he had ended with, the same result. He had a big butt! Since when did he look like a pear? Hmmm, no wait...it wasn't a pear, he thought. His body reminded him of something else. That's it! An hourglass. He looked more like an hourglass in shape. How odd...he never thought of himself in that way!
He continued to stare, knowing in his gut that something was wrong. He knew that he looked different somehow, but he couldn't make sense of it. Was it his swollen chest? That might be it, but that was only a temporary problem, right? Sure his proportions had changed, but he really didn't have an issue with it, did he? This was getting frustrating. It was like knowing the answer to something and having it on the tip of your tongue, but not being able to remember it.
"Well we've done a lot! We have been here for 5 hours and I'm ready to go home," Jessie replied. It was an action packed day and he was ready to go home and relax.
"Okay, let's get out of here then."
The two left and walked home.
Jessie was surprised at the number of cars that honked as they were walking. Some people even made catcalls as they passed them. He thought of how rude it was for boys to do that to women. It was especially odd how they did it, even when Ashley was walking with a boy!
One car actually stopped up ahead and taunted them. Jessie had enough! He started running up to the car, ready to wup some butt, but found that the bumps on his chest had a mind of their own. As he ran his chest jiggled and bounced ferociously. In addition his ass seemed to have some extra weight on it as well and wouldn't move the way he was used to. He had to quickly adjust the way he ran to minimize the action in an effort to not give his swollen chest away. The boys taunted even more now as one yelled, "Shake it baby! Let me see that jiggle!"
Jessie adjusted his running style to minimize the bounce and began charging the car once again. He had to run more gingerly, extending his arms out a bit and bending them at the elbow. He held his hands open and bent them slightly upward at the wrist. This seemed to help a bit with the jiggling and as he neared the car the boys blew a kiss at him and sped off.
"Don't let them bother you Jess. The more upset you get, the more fun those jerks have," Ashley advised. She did find herself giggling a bit at how he pranced more than ran and how his new curves dictated him to a feminine gait.
"I'm just pissed off that guys can be so mean to you! They are just lucky they sped off is all."
The two headed to their houses without any more incidents and went their separate ways.
As Jessie entered his house, his mom and grandma stood in dead silence. They beheld a teenage girl in a girl's top, girl's shorts and pantyhose encased legs, carrying a Victoria Secrets bag.
"What's wrong mom?" Jessie asked. His mom and grandma both looked like they had seen a ghost.
"Oh, nothing sweetie. Wow, so Ashley took you shopping I see," Amanda replied.
"Yeah, we had so much fun mom!"
"I can see... Oh honey, you got your ears pierced?"
"Yeah, Ashley talked me into it. I thought it was going to hurt a lot more than it did. It didn't hurt at all actually, but I cried like a baby."
The women looked in awe at how their teenager had changed so dramatically.
"Oh you poor thing. You ears look very pretty though. You have new clothes too."
"Yeah, Ashley actually let me borrow some clothes from her closet, but I got really hot, because I was wearing my pantyhose under the jeans. She was so cool, cause she bought me these shorts, and she also bought me some really nice bras and panties!" Jessie explained as he had a hard time containing his excitement.
"Victoria Secret... You are lucky to have a friend like her. So how do you feel about wearing those clothes?" Amanda questioned.
"I really like them mom. They fit me a lot better than my old clothes, plus I like the design."
"Oh, I forgot to tell you about a boy I met too. He was so sweet mom! His name is Scott and he and I are new friends now. He's the total opposite of Jason. He found out that I was wearing pantyhose and a bra and he didn't judge me for it. He still wants to hang out!"
"Well he sounds nice dear... just be careful around him, Ok?" grandma advised.
"Oh, I will."
Jessie went on to explain the happenings of the day with his family over dinner. He then retired to his room.
He sat on his bed and got ready for bed. He took off his shoes and pulled down his shorts. He slid his pantyhose down his legs and removed his top. Jessie unhooked his bra, surprising himself a little with how skillfully he managed that task. Finally his let his panties drop to the floor.
He caught a glimpse of himself in the full length mirror on the back of his door as he was walking to the shower.
Wow! His chest had become very swollen, which alarmed him quite a bit. He walked closer to the mirror and studied himself. Not only were two rather large bumps protruding from his chest, but his nipples had grown tremendously as well. In addition the pink outside area around his nipples had developed into the size of half dollars.
Holding his hand at the base he gently cupped his flesh and was taken aback that he could only hold half of the swollen softness in his hand. His flesh was so supple and soft and felt so fatty. It definitely wasn't muscular. In fact, he didn't realize that his arms had grown so pencil thin either. There wasn't any definition at all in his upper torso.
On the other hand, his lower torso seemed to have grown quite a bit. He was proud of his small waist, but was surprised at how much his hips and upper legs curved out from his body. His legs definitely had more meat on them! He faintly remembered having a v-shape, where his shoulders were much broader than his hips. Now, however, his hips seemed to be just as wide as his shoulders. Very strange, isn't it?
As he looked at himself he remembered at how difficult it was to run earlier. Holy Moly! His ass was huge! He turned and twisted to get a better look, but whichever angle he had ended with, the same result. He had a big butt! Since when did he look like a pear? Hmmm, no wait...it wasn't a pear, he thought. His body reminded him of something else. That's it! An hourglass. He looked more like an hourglass in shape. How odd...he never thought of himself in that way!
He continued to stare, knowing in his gut that something was wrong. He knew that he looked different somehow, but he couldn't make sense of it. Was it his swollen chest? That might be it, but that was only a temporary problem, right? Sure his proportions had changed, but he really didn't have an issue with it, did he? This was getting frustrating. It was like knowing the answer to something and having it on the tip of your tongue, but not being able to remember it.
As he ravaged his brain, looking for an answer, his eyes drifted to his penis. He had completely forgotten about his penis. How weird is that? Surely it used to be his best friend! How did something so small ever keep his attention for any amount of time? He held it between his thumb and index finger. He giggled at the size of it. It must have only protruded an inch from his body. Didn't he have balls? He pondered that question as he searched under his stub. He found two sacs, which had shriveled up, and clung tightly to his underside, but no balls. He flicked his penis blankly, wondering why such a small thing would be there in the first place. Who knows? Maybe he had grown up a bit and since he was now hanging with Ashley he didn't need to focus on whacking off anymore.
He admired his earrings before taking his shower, putting on his nightgown, slipping his headphones on, and drifting to sleep.
"What's wrong?!?? What's wrong???!? What the hell is wrong with me??!!? Why am I dressed like this?!?? What...What the hell!!" Jessie frantically screamed as he noticed he was wearing a bra...He did manage to pull down the straps and get it off, only to be floored by what he saw...the visual site of two fleshy mounds protruding from his chest!
Jessie pulled off his headphones which didn't have the normal music playing in them. In fact, there was no sound whatsoever. The power outage last night must have affected his CD player as well.
"Oh well," he thought as he slid out of bed. "I wonder what time it is."
Jessie lifted his nightgown over his head and deftly donned his bra. He made sure he lifted his mounds to fit nicely into their cups.
"What the heck am I trying to think of?" Jessie wondered as he felt a gut wrenching knot in his stomach. It was just like the off feelings he had before, except it was more pronounced this time.
"Where did my gym bench go?" he asked himself. Last time he remembered he had a weight bench with barbells and all. Jessie walked around the room in his bra, panties and pantyhose looking for what happened to his equipment.
"Well my dumbbells are still there," he said as he reached to grab the 20 pound weights from the side of his dresser.
"Crap! What the heck!" Jessie said as he found that the dumbbells were far heavier than the last time he had lifted them. He struggled with both arms to get one dumbbell which he formerly could lift with one arm.
"UGGHH!!!" he grunted as he could not budge the dumbbell off the ground. His feminine atrophied arms contained only a shadow of the strength they once had.
Jessie sat on the bed crossing his legs as he pondered why he was so weak. He mind was still dazed but he knew something was not right...it was on the tip of his tongue more than ever before.
He blankly rubbed his pretty painted hands along his pantyhose clad leg when something struck him. The material he was feeling with his hands was unusual for him. He looked down at his shaven legs which were encased in shiny nylon. "There's something not right about that," he thought.
He looked at his panties, which were a pair of very lacy boy shorts. He wracked his brain trying to unlock the reason why a pair of panties would give him a gut wrenching feeling. As his brain began to clear from its haze a sliver of something became apparent.
"I'm a boy...I know that. It's ok for boys to wear panties? Yeah, of course it is. No...wait. Panties are what girls wear and boys wear something different right?"
Jessie was truly confused but he knew he was on the verge of realizing
something big.
He continued to rub his legs searching his brain for the answer.
"My pantyhose feel so weird today," he thought, "did I sleep the wrong way in them? Panties and pantyhose are something boys wear, aren't they? I don't think I know any boys who wear them....in fact...no boys I know wear them. Girls wear pantyhose and panties, not boys!"
Suddenly his mind began to clear from its haze and he came to an abrupt and shocking realization.
"Holy crap! What the hell am I doing in this underwear?!?!?" Jessie yelled as he let out a huge gasp which startled his mom and grandma downstairs.
"My voice. Damn! What the hell is wrong with my voice!?!" he yelled in a decidedly feminine tone as he tried to clear his throat.
Jessie stared for a second at the nylon which extended from his toes all the way up and over his waist.
"What the hell are my toes painted for???" he yelled as he ripped the feminine nylon prison off his legs. His heart was racing a thousand miles.
Suddenly his mom came running into the room.
"What's wrong Jessie?"
"What's wrong?!?? What's wrong???!? What the hell is wrong with me??!!? Why am I dressed like this?!?? What...What the hell!!" Jessie frantically screamed as he noticed he was wearing a bra.
"Calm down baby...dear, please calm down," Amanda pleaded as she wondered what had gone wrong.
"I'm wearing a freaking bra! What kind of joke is this?!?!?" he yelled as he tried to tear off his bra, but could not find the strength. He did manage to pull down the straps and get it off, only to be floored by what he saw and felt next. His breasts jiggled as they fell out of the bra and he was at once met with the strange heaviness on his chest coupled by the visual site of two fleshy mounds protruding from his chest!
"Mom, what...I...why are there breasts there?!??!" he asked in a confused tone. His anger had turned to shock and fright as he fell to the floor.
He sat there for a minute assessing the situation. His hands holding his boobs.
"Honey, I'm so sorry but we had to do it. You were heading towards nothing but trouble."
"I'm a freak mom! Look at me! Who the hell do you think you are?!?!?" Jessie yelled as he got up and began running for the door.
"Calm down Jessie. Just sit down and we'll talk about this," Amanda pleaded to her daughter.
"Screw you! I'm outta here. I have to figure this out. You try stopping me and I'll knock you down mom!" he said as he stormed towards his mom.
"Please don't leave!" Amanda said as she stepped in his way and grabbed his arms.
Amanda was scared of Jessie before. He had his father's strength and she was helpless against him. Now, however, Amanda found herself not only holding her ground against the delicate boy, but she was actually able to overpower him.
"How can you be stronger than me??? What did you do to me?!?!" Jessie angrily demanded an answer.
Suddenly Jessie felt a stinging prick in his thigh. He looked down and saw his grandma removing a needle from his leg.
"What the &%$^ was that?!?" he shouted as everything began to get cloudy. "I'm a boy....."
Jessie fell to the floor unconscious.
"What did you do to him mom?" Amanda asked.
"It was our safety plan. A mild sedative was handy in case something went wrong. The power outage last night must have stopped his CD from playing. He is at a sensitive stage and if he doesn't listen to his CD every night he is prone to relapse," Susan explained.
The two women lifted the feminine boy to his bed. Amanda observed the delicate form of her son. His breasts were full b cups she imagined and he looked like a teenage girl in body form. She covered him up with his blanket, put his headphones on and let him drift off.
Several hours later Jessie came downstairs as the two women were anxiously preparing for the confrontation. They heard the footsteps and wondered if he would remember the drama.
"Why didn't you wake me? I slept forever today!" Jessie asked.
"Well, we thought you could use a good rest dear. Are you feeling Ok?" Amanda responded.
"Yeah, I feel great mom. There was something really odd though. I went to bed in my nightgown but when I woke up today I was only wearing my panties. Then to top that off, not only were my pantyhose off as well, but they were torn and lying on the floor by my bed. Did you guys do anything?" Jessie wondered.
"No dear...it was hot last night. Maybe you tore them off when you were half asleep," Susan suggested.
"Yeah, maybe. That sucks though, because my pantyhose are ruined."
"Well we can always buy you more dear. Just try to be more careful in your sleep you restless boy. By the way Ashley called and said she wants to come over."
"So what do you want to do?" Jessie asked. He felt a little uncomfortable being in the same room with such a pretty girl. He always thought of himself as the man but his nerves were getting the better of him.
"Well I think I should give you a makeover," Ashley replied as she pulled out her makeup box.
"A makeover? What do you mean?"
"Well you have to trust me ok? I want to have some fun with you."
"What's up Ashley?"
"Hey, I wanted to see if I could spend the night at your house. Jason is having some of his friends over and I don't want to be here with those boys."
"Jason invited friends over for the night and didn't include me huh?" Jessie replied. He knew that his friendship with Jason was strained but it still hurt to be not included.
"Yeah...sorry, but I'll hang out with you tonight. I promise I don't snore. Besides we could have lots of fun together," Ashley responded.
"Yeah, there's no way. My mom would never let a girl stay over with me all night. She'd be too freaked out that I'd get into trouble...you shouldn't trust me either. I'm pretty much a magnet around the ladies," Jessie half joked.
"Oh I see...I think I can handle you. Ask your mom," Ashley responded holding back a laugh. Jessie's masculine traits were all but gone and she didn't care for girls.
"I'll ask but I already know what the answer is."
Jessie called out to his mom.
"Mom, Ashley wants to know if she can come over for the night."
"She wants to spend the night?" Amanda asked.
"Uh yeah. I told her that it's a dumb idea."
"Well I think it might be alright. She's a nice girl."
"Really? But she's a girl mom...and I'm a boy...do you follow me?" Jessie asked rather dumbfounded.
"Yeah, I know. Just keep the door open then," Amanda replied to her very feminine son.
Jessie scratched his head and picked up the phone.
"She said it's cool. You can come over."
"Awesome! I'll be by around 5 and I'll bring stuff to play with. We are going to have so much fun!"
Ashley arrived at 5 with her duffel bag. The two ate dinner and chatted with Amanda and Susan for a while. Before long the two decided to head up to Jessie's room and get ready for bed. Jessie went into the bathroom in the hallway while Ashley used his bathroom to change into her pajamas.
Ashley quickly put on her blue plaid sweats and yellow tank top and chilled on Jessie's bed. Jessie came in the room shortly after.
"Wow, I'm stuffed from dinner. I think I could eat dessert still though," he stated.
Jessie was donned in a light yellow nightgown made of nylon that came to rest just above his knees. It had a white lace trim around the shoulder straps and around the skirt. For all intensive purposes it was a dress. Ashley was amazed at what he was wearing and the fact that he didn't even realize that he was in such a feminine outfit.
"I like your pajamas Jess."
"Thanks, it's comfortable to sleep in."
"Do you wear pantyhose to bed too?" Ashley asked noticing that his legs were still encased in sheer nylon.
"Yeah...I just like the way they feel. Plus they keep my legs warm at night."
"Yeah, you'll get tired of wearing them sooner or later."
"So what do you want to do?" Jessie asked. He felt a little uncomfortable being in the same room with such a pretty girl. He always thought of himself as the man but his nerves were getting the better of him.
"Well I think I should give you a makeover," Ashley replied as she pulled out her makeup box.
"A makeover? What do you mean?"
"Well you have to trust me ok? I want to have some fun with you."
Jessie thought about her statement and gave in to her request.
"Good, now sit back and let me do my work. First thing I want to do it trim your eyebrows a little. They are way too bushy girl," Ashley stated using the feminine pronoun.
"Don't make me look silly ok?"
"Oh I won't".
Ashley pulled out the tweezers and had Jessie lay his head on her lap. He looked so cute in his nightee she thought. Jessie wasn't sure what to think. One part of him knew he should be in heaven to be so close to such a pretty girl, but the other part just felt very comfortable and relaxed.
PLUCK. "Ouch," Jessie yelled.
"Oh calm down ya big baby...no pain no gain," Ashley replied.
PLUCK PLUCK PLUCK
"That hurts Ashley," Jessie stated grimacing in pain.
PLUCK PLUCK PLUCK PLUCK PLUCK PLUCK
The plucking went on for what seemed like an eternity. In fact it was quite a while. Ashley's finished job resulted in very thin, highly arched brows which were unmistakably feminine.
"Can I see?" Jessie asked.
"No not yet, we are only getting started. You have to wait until I am finished," Ashley replied. She was amazed at how the plucked eyebrows made him look completely different...completely girly.
Ashley opened up her makeup case and sat Jessie up.
"I'm going to do your face up ok?"
"Like what? A clown?"
"Yeah, sort of...only not really...promise not to move ok?"
"Ok, I can have a sense of humor about this."
Ashley opened up her bottle of foundation and placed a bit on her sponge. She blotted it all over Jessie's face and smoothed it in with the sponge.
"That stuff smells funny but good," Jessie stated.
"I'm going to apply some powder now. It will give you skin a porcelain finish," Ashley replied as she used her brush to gently cover his face with the delicate powder.
"Now I'm going to make you eyes look pretty. Close them please."
Jessie reluctantly closed his eyes. He felt a brush sweep across his right eyelid and then his left. The brush then went back to his right eyelid and was brushed over it several times. The same was done to the left.
The he felt what seemed like a wet felt tip pen trace over his upper right eyelid. The same was repeated on his left.
"Open you eyes now," Ashley said as she used the eyeliner pen to line his lower eyes.
"Now I want for you to look up at the ceiling and don't flinch...it's important that you don't move ok?"
"OK."
Jessie looked up as he saw a black wand with tiny bristles on it come close to his eyes and brush his upper eyelashes several times. It was uncomfortable and he wanted to move but did as Ashley requested and stayed still. She then took the brush and did the same to his lower lashes.
Jessie somehow felt weird about what was happening. It didn't seem quite right but the more he tried to think of why it wasn't normal the more he drew a blank.
"Perfect."
He then saw her pull out what looked like a dark pencil. He felt the pencil trace his eyebrows.
Ashley grabbed her red lip liner and began tracing Jessie's lips.
Jessie was amazed at how good Ashley was at this. She seemed very confident and self assured. .
As soon as Ashley traced his lips, Jessie saw her pull out a tube and pull off the top. She then twisted the base and a lighter red cylinder came to the surface.
"Open you mouth a little....just like that"
Ashley carefully but deftly applied the lipstick to Jessie's lips.
"Now move your lips back and forth to smooth your lips over then blot them on this Kleenex."
Jessie did as instructed and saw the red lip prints that were left on the
tissue.
"Wow, you look amazing!" Ashley said. She choked back a tear as she was stunned at how pretty and downright girly Jessie looked all made up.
"You OK Ashley?" Jessie asked noticing her emotions.
"Yeah, I'm fine. It's just that you look really great is all."
"Now for the hair!" Ashley excitedly stated as she plugged in her curling iron.
"You're going to curl my hair?" Jessie asked.
"No, it just adds some volume and a few twists."
She took the iron and curled his hair in several places then brushed it out.
There was a lot of room to play with. His hair was beautiful and down to his shoulders. Ashley brushed out his hair and applied some hairspray to hold it in place.
She stood back and admired her work. Jessie was all girl without a doubt.
"Ok, go look at yourself Jess."
Jessie got up and went to the bathroom and he momentarily lost his breath.
"Wow, is that me?" he asked. He was amazed at how different he looked.His eyebrows were pencil thin...his lips red...his eyes outlined in black with a blue green tinge to his lids.
"Yes, what do you think?"
"I look really different," Jessie replied. There was something that wasn't right...what the heck was it? He couldn't place it... "But I like it!"
"Really?!? I am rather good at makeup I have to admit," Ashley replied.
"Yeah, I think it looks cool. Can you show me how to do it too?"
"Yeah. I'm glad you like it. I can show you lots of cool tricks. Makeup is a lot of fun."
"My boob...you hit my boob...and it hurt," Jessie complained once again. He didn't know why he had to repeat himself...it was pretty apparent that she had hit his breast.
"I really didn't mean to hit your breast...I know how much that hurts," Ashley apologized. She was amazed at how he suddenly was aware that he had breasts but didn't realize that boys don't have breasts.
"I know it was an accident. I was trying to take it easy on you cause you're a girl and I'm a guy but dang you don't fight fair!" Jessie said sarcastically.
"Well maybe I'm not used to the boy's I fight having boobs that get in the way," Ashley responded pushing the envelope a little.
"Thanks. I've never worn makeup before...but I think its Ok to," Jessie replied a little confused.
"Sure it is sweetie. You never want to use too much though. Makeup is only there to enhance your natural beauty."
Jessie nodded his head in agreement. What Ashley was saying made sense in an uncomfortable kind of way.
"Let's do our nails," Ashley suggested.
"I don't know. This isn't what I'm used to doing on sleep overs..."
"That's because this isn't a sleepover silly, it's a slumber party!" Ashley explained. "At slumber parties you paint your nails, play with makeup, gossip and stuff. Besides, I brought a few different colors. Don't you want to see my different colors of nails polish Jess?"
Jessie thought about what Ashley had said. He had been to a few sleep overs with his friends but he had never been to a slumber party. He always thought that slumber parties where something girls did. Hmmm, Ashley is a girl so that's why she is used to slumber parties. Besides, he was awfully curious about the nail polish shades.
"What colors do you have?" Jessie inquired.
With that Ashley pulled out her box and the two sorted through the colors until they found their favorite.
"How about you do my nails first and then I'll do yours?" Ashley asked.
"OK!" Jessie said with excitement.
He carefully, yet deftly painted her fingers the peach hue and followed with her toes. Ashley watched in amazement at how delicate and feminine Jessie's movements were.
"Wow, you're really great at that. Maybe you should work in a nail parlor Jess!"
"Thanks, I practiced a lot to get that good."
"Ok, my turn now...you're going to want to take off your pantyhose though. Polishing nails through nylon doesn't work so well," Ashley joked.
With that Jessie stood up, lifted his nightee and began pulling his pantyhose down.
Ashley noticed the panties he had on from their excursion to Victoria's secret. They were the pretty boy short panties that he so wanted. She also noticed the feminine curve of his hips and butt. One thing she found that was missing though was his penis. All she could see was a flat crotch.
"Jess dear, could you lift up you night shirt again?"
"Why?"
"Ummm, I want to see the panties I bought you...I only saw a flash."
"Ok I guess," Jessie replied as he lifted his nightee exposing his lacy panties.
"Sweetie, can I ask a personal question?"
"Sure."
"Where is your penis? It just looks really flat there," Ashley asked as politely as she could. She wondered if it had somehow disappeared.
"I put it between my legs," Jessie stated matter of factly.
"Why do you do that?"
"Ummm, I don't know. I just do it for some reason I guess. I never thought about it before," Jessie replied. He didn't have a good answer for her...he just knew he needed to tuck it in to be comfortable with himself.
"Can I see your penis?" Ashley asked, hoping to see what had happened to it. The drugs Jessie was on changed his body so much that she didn't know what to expect from his penis.
"No way Ashley! If my mom finds out about this she is going to kill me. That's why boys shouldn't have slumber parties with girls!"
"Don't flatter yourself sweetie. I just want to see how you tucked it is all," Ashley quickly replied trying to put Jessie at ease.
Jessie somehow felt comfortable enough with Ashley to calm down and show her how he tucked himself. He pulled his panties down and let his penis out.
Ashley was taken aback by the size of it. It was the smallest thing she had ever seen. It protruded from his body maybe 1" she guessed. Those drugs were so powerful she imagined. Another thing she noticed was the lack of his balls. He no longer had anything hanging. She could see the embarrassment in his eyes and decided not to pursue the conversation any further.
"Go ahead and pull your panties back up Jess...I didn't mean to embarrass you."
"It's cool. You are the first girl to see my package...pretty impressive huh?" Jessie gloated.
"Yeah sweetie...impressive. Gotta big ego there don't ya?"
"Haha, I was just joking," Jessie replied as he lightly pushed Ashley's shoulder.
"You don't know who you're messing with girl," Ashley said as she nudged Jessie back on the shoulder.
"I may have to put you in your place woman...my momma told me never to hit a girl but I may have to keep you in check, haha!" Jessie joked as he pushed Ashley playfully again.
Ashley moved to avoid him and tried to slap his arm in the process. She missed his arm however and struck his breast.
"Ouch!" Jessie yelped. "That hurt!"
"I'm so sorry Jess!" Ashley replied, realizing how much it hurts when someone hits your breast. "I didn't mean to hit you there. I wanted to hit your arm."
"Yeah, well there is a distinct difference between my arm and my boob ya know?" Jessie retorted as his eyes filled with tears.
"Your what?" Ashley asked again not sure if she heard him correctly. Did he just say his boob?
"My boob...you hit my boob...and it hurt," Jessie complained once again. He didn't know why he had to repeat himself...it was pretty apparent that she had hit his breast.
"I really didn't mean to hit your breast...I know how much that hurts," Ashley apologized. She was amazed at how he suddenly was aware that he had breasts but didn't realize that boys don't have breasts.
"I know it was an accident. I was trying to take it easy on you cause you're a girl and I'm a guy but dang you don't fight fair!" Jessie said sarcastically.
"Well maybe I'm not used to the boy's I fight having boobs that get in the way," Ashley responded pushing the envelope a little.
"I don't know what that means but I forgive ya," Jessie replied even though her statement did not register in his head. Sometimes Ashley didn't make a lot of sense he thought.
"Ok, maybe we shouldn't fight anymore...here, let me do your nails now my big brave girly girl."
"Hey you two, time to wake up. You're going to sleep your life away," Amanda said as she walked into Jessie's room. She observed the two "girls" looking so sweet as the slept on the same bed. Her son had really blossomed into something very special.
"Mom! I can explain..." Jessie quickly replied knowing that he was in trouble for sleeping in the same bed as a girl.
"Hey Jess, can I listen to what you have in the cd player?"
"Ok, but I gotta have it back before I go to sleep."
"You listen to this every night?"
"Yeah, I can't fall asleep unless I am."
Ashley put on the headphones and pressed play. The music was soft and relaxing, but had jumbled voices throughout the sounds. She listened closely to try to decipher some of the words. The music had an odd and addictive quality to it and she found that she had a hard time taking the phones off. She quickly pulled them off however as she quickly became freaked out.
"You know what those voices say in the songs Jessie?"
"I've been able to make out some of them, but they are just regular words mostly. Nothing really weird or anything."
"What words Jess?" Ashley questioned.
"Let's see...I've been able to recognize "feminine", "girl", "right","soft", "pantyhose", "normal"...stuff like that. Pretty average things."
"I see...so being feminine is normal for you? Wearing pantyhose feels right?" Ashley asked.
"Yeah, of course...why wouldn't it be?"
"No reason. You are a very interesting person Jess."
With that the two went to bed. Ashley asked if she could sleep in the same bed as Jessie. He protested at first, to sure what his mom would think, but decided to live dangerously. How often do you have a pretty girl who is willing to share a bed with you?
It's funny how this moment seemed like it should have been so much different than it actually was. He didn't think of Ashley in a sexual way at all. She was a very cool girl and he was happy to have her as his friend, but there were no sparks. He wondered if she didn't find him sexually attractive. He was a good looking boy he thought and she was definitely a pretty girl.
He thought of how he could make himself look more desirable to her. How do guys attract girls, he thought? He tried to position himself on the bed sideways to showcase his bulging biceps. Dang! His nightee was wrapped around his legs which dug his spaghetti strap into his shoulder. He inconspicuously adjusted the skirt from his nightee and turned sideways. Should he show some cleavage maybe or hike up his skirt and show some leg? His thoughts were incredibly jumbled and he finally rolled over and gave up.
"Hey you two, time to wake up. You're going to sleep your life away," Amanda said as she walked into Jessie's room. She observed the two "girls" looking so sweet as the slept on the same bed. Her son had really blossomed into something very special.
"Mom! I can explain..." Jessie quickly replied knowing that he was in trouble for sleeping in the same bed as a girl.
"Explain what dear? The only explanation I need is why you didn't wash the makeup off your face before going to bed. Look at the mess you made of your pillow. Ashley, you really should teach Jessie good habits."
"Uh sorry," Ashley apologized.
Jessie looked at his pillow and sure enough you could see the lipstick, rouge, eyeshadow...everything on his pillowcase.
"Well why don't you two get ready. It's lunch time so I'll take you out."
With that Ashley hopped in the shower followed by Jessie. Ashley was in her bra and panties when Jessie came out of the bathroom with his towel wrapped around himself in a very feminine way.
"Whoah! I'll close my eyes!" Jessie yelped.
"It's Ok Jess, you wear the same kind of underwear, so I don't mind."
Jessie thought about it and she was right. That was not right though, was it? She was a girl and he was a boy, but they wear the same underwear? He couldn't wrap his mind around it to make any sense.
"Well you gotta turn around until I get my underwear on though," Jessie replied.
Ashley turned around as Jessie slipped on his VS low cut pink panties and the matching bra. She noticed that his boobs were not sitting quite right in the cups and looked a bit squished.
"Jess dear, a bra is meant to flatter your breasts, but you are not utilizing it properly. Can I show you?"
"Ok."
Ashley reached into Jessie's bra cup and lifted his left breast up into the cup, so that it was sitting nicely high. She followed with the other.
"Wow Jess, you are really blossoming aren't you? See how much nicer they look now?" Ashely asked as she was amazed at how much his breasts had developed. His bra was a B cup and his boobs filled it fully.
"Yeah, they look so much bigger this way," Jessie replied looking down at his boobs. He never realized he was so well endowed. In fact he never realized he was "supposed" to be so well endowed in the breast area.
Ashley slipped on a top and a pair of shorts, but couldn't take her eyes off Jessie as he slipped his pantyhose on. He rolled them up as well as any girl she ever saw. In fact he was better at it than she was. He even did the little dance that women do as he pulled the nude pantyhose over his hips and around his waist.
"You really love you pantyhose don't ya? I have to admit you do have some very nice legs."
"Thanks," Jessie replied as he gushed over the compliment.
"Hey Jess, with such nice legs you should wear stuff that shows them off more."
"Like what?"
"Well, why don't you ever wear skirts or dresses?" Ashley asked figuring she could take that leap.
"Skirts? Dresses? Ummm, cause I'm not a girl! That's a pretty simple answer."
"But you don't mind me calling you a 'girl'?" Ashley relied.
"No, why?" Jessie answered a little confused by the question. Why would he care if she called him a girl? All he knew was that he wasn't a girl so he wasn't going to entertain the thought of wearing a dress.
Ashley was dumbfounded. He didn't mind being called a "girl" but he still thought of himself as a boy. She wondered how many more times he would have to listen to the tapes before he gave in. She decided to take a different approach.
"Jessie, you love wearing pantyhose right?"
"Yeah."
"Well think about it. How many times have you seen people wear pantyhose with shorts or pants? Not very many right?"
"Uh, yeah." He actually couldn't think of a time when he saw pantyhose being worn under a pair of pants or shorts.
"Well then what do you see pantyhose worn with then smarty?"
He thought about it but really didn't have to. He knew he was caught.
"Ummm, skirts and dresses."
"So why don't you ever wear skirts and dresses then silly?"
"I really don't know I guess. I never thought about it."
"Well you are in luck cause I have both if you want to try. What do you say? I'll even put on one too if that would make you feel more comfortable."
"I guess it wouldn't hurt to try it," Jessie replied. Her logic made perfect sense in a ridiculous sort of way.
"Cool! I'll grab my stuff!"
"Ok, I was wrong I guess. Thanks for letting me borrow one of your dresses Ashley."
Jessie gave her a big hug. He was so lucky to have such a great friend.
"Damn you are sexy!" Ashley replied as she reached under his dress and pinched his ass.
"Hey! Stop that!" Jessie yelled embarrassed and a little surprised at how easy it was for her to reach up under his skirt.
"What do you think Jess? The skirt is made out the same fabric that your jeans are made out of, so it's not a big change. The dress, on the other hand, would look great on you."
Ashley held up both of the garments to show Jessie. He was having second thoughts about this. He never had worn a dress or skirt before and although he couldn't think of a reason why he hadn't he was still very standoffish.
"I'm not so sure about this Ashley. It somehow feels weird to be wearing your clothes."
"Look, if anything is weird about this it is the fact that I'm being such a nice person to you. I'm usually very possessive of my clothes so you should be grateful I'm willing to share sweety. Now which one girl?"
Ashley once again held up the garments trying to put a little more pressure on her feminine friend.
"I don't know. I guess I could try the skirt on. The dress is really weird and I'm not sure how I would feel in it since I never have worn one before."
"Honey, look at what you wear to bed every night. That is basically a dress. The only difference is that this one is for wearing outside. It would look great on you. If you don't like it you can try the skirt on ok?" Ashley promised.
"Uhhh, yeah...Ok. How do I put it on?"
"Just step into it," Ashley replied as she lowered the dress to the ground and guided his feet into the opening.
"I'm just going to lift it up now," she said as she raised the dress up his pantyhose clad legs and up around his torso.
"Now put your arms through the straps."
"Good girl! Now I'll just zip it up in back and viola! You're done!"
Jessie didn't know what to think. The dress was very form fitting around his upper body and midsection and then flared out loosely. It was short...real short and came to rest about 8 inches above his knees. The dress was light blue with a white ribbon that wrapped around the upper midsection just under his breasts and tied in back to form a bow. The straps of the dress were very thin as well. It did somewhat remind him of his nightee.
"How do you feel Jess?"
"A little wierd. It feels really short. Should I be wearing this even? You don't think it makes me look girly?"
"You look great sweets. I wouldn't have given you such a short dress if I didn't think you could pull it off. I mean look at those legs! You have very attractive legs, so why not show them off a little? Is the dress too girly? I don't think so. I mean I wear that dress a lot and I never get any comments that it is over-girly. Plus it's blue so it won't hurt your male ego to be wearing an unmanly color."
Jessie looked himself over again and it did feel nice to be dressed up a little. He looked down at his legs and admired the shimmer of the nylons. Ashley was right; he did have some killer legs!
"Ok, I was wrong I guess. Thanks for letting me borrow one of your dresses Ashley."
Jessie gave her a big hug. He was so lucky to have such a great friend.
"Damn you are sexy!" Ashley replied as she reached under his dress and pinched his ass.
"Hey! Stop that!" Jessie yelled embarrassed and a little surprised at how easy it was for her to reach up under his skirt.
"Sorry Jess, I couldn't help myself" Ashley joked. "At least you had panties on.
"A couple things though Jess. One, we have to get a different bra on you because I can see the straps and two you should wear a slip under your dress. It will keep your skirt from clinging to your pantyhose."
"Okay, but I don't have any of those."
"Well you are in luck today girl!"
Ashley pulled out a half slip and a strapless bra.
"By the time I give you my clothes I'm not gonna have any for myself," she joked.
She unzipped Jessie's dress and let it fall to the floor.
"Now let's get that bra off."
"Hold on. Close your eyes."
"Oh come on Jess! I have seen breasts before you know. Besides you are going to have to have me help you put the strapless on so whip that baby off."
Jessie reluctantly unhooked his bra and removed it. His breasts gently jiggled as he stood there topless in his pantyhose and panties.
"Those are quite amazing Jess. You'll learn soon enough that they will get you anything you want...very powerful."
Ashley wrapped the strapless bra around his breasts and adjusted it so that it fit comfortably.
"See? No straps so that your dress will look amazing. Now step into the slip honey."
Jessie pulled the slip up. It was very lacy he thought. Lacy and very pretty and the way it felt against his legs was electric.
With that he pulled the dress back up and Ashley zipped it up.
"Wow! You look great now! No bra straps see?" Ashley showed Jessie his reflection.
"Yeah. It looks really good," he replied as he admired the delicate garment that wrapped his body.
"Now let's complete the outfit."
She then brushed Jessie's hair and pulled it back into a ponytail tying it with a light blue ribbon.
"Amazing! How do you feel Jessica?" Ashley asked her unmistakably feminine friend. She decided to throw out the name Jessica to see if it would stick.
"I feel great...this dress is so airy and comfortable! Why did you call me Jessica though?"
"These will look good with your outfit. Why don't you try them on?"
"I don't think so Ashley. You're not going to get me to wear heels... those are girl's shoes," Jessie replied. He was taken aback from the offer.
"Oh come on Jess, you can't wear a pretty dress and sneakers! Get real sweety. You need to complete the outfit. Besides, these shoes will show off your pink toes...you want that don't you?"
"Ummm, yeah that would be nice, but I'm not wearing girl's shoes. That's where I draw the line."
"Hun, you're wearing one of my dresses, so I don't think the heels are that much of a leap. Fine then, if you're not going to wear the shoes then take off my dress and give it back," Ashley countered.
"You want me to take off the whole outfit?" Jessie asked. He had grown fond of his borrowed dress.
"Yep, you can walk around in your shorts and pantyhose for all I care. You make the choice. I'll let you wear the dress if you put on the shoes... or else the whole outfit comes off."
Jessie thought about the ultimatum. He really liked how the dress looked and felt and didn't want to give it back. He decided he would compromise and wear the shoes. The thought of showcases his well painted toes was very appealing as well.
"Okay I guess. Give me the shoes," Jessie replied as he grabbed the shoes and slipped them on. They were very delicate in nature with thin straps and a high heel in back that made him look tall. He thought it was pretty cool that he could grow an inch or two just by putting on a pair of shoes.
"Wow, sexy girl!" Ashley said as she admired how well the heels looked. "It's a good thing we are about the same foot size huh?"
"Yeah, good thing," Jessie said sarcastically acting like he didn't like the new shoes he had on. He admitted to himself however that they did look really nice. He liked how he could see his nylon covered toes through the open straps of the heels.
"Stand up and see if you can walk in them Jessie."
"Ok, he we go." Jessie got up and proceeded to walk from one end of the room to another without a misstep. It was as if he had been wearing heels for years. Ashley was amazed at how gracefully and feminine he sashayed from one end to the next.
"You are amazing Jess! Are you sure you haven't worn heels before?"
"Positive...not bad huh?" he replied as he did a twirl in his pretty dress.
"Look at you! You look amazing! Now let me just put a little makeup on you and then we're done," Ashley said as she got her makeup bag. When she returned she noticed Jessie sitting on the edge of the bed with his legs crossed and his back slightly arched back with his hands folded on his pantyhose covered knee. He had such incredible female etiquette.
"You sure you haven't worn a dress before? You really know how to sit properly."
"What do you mean?" Jessie replied. He was not aware he was sitting in any way out of the usual.
"Well keep sitting the way you are now whenever you wear a dress. The last thing you want is for people to be able to look up your skirt."
With that Ashley applied a little eye shadow, liner and a touch of shimmery lip gloss to Jessie face.
She then brushed Jessie's hair and pulled it back into a ponytail tying it with a light blue ribbon.
"Amazing! How do you feel Jessica?" Ashley asked her unmistakably feminine friend. She decided to throw out the name Jessica to see if it would stick.
"I feel great...this dress is so airy and comfortable! Why did you call me Jessica though?"
"Don't know...that's my new nickname for you though...I think it sounds cute."
"Yeah, cute huh? Real cute...not," Jessie replied at her strange nickname.
"Ok, let's go get some lunch, Jessica," Ashley replied as she gave Jessie a sly wink.
"Hey, I thought you were going to wear a skirt if I put on the dress?"
"Oh yeah, fair enough."
Ashley pulled down her shorts and donned her jeans skirt. Jessie knew that he should be excited seeing such a pretty girl in her panties but he just wasn't feeling it.
"Ok, let's go girl."
The two headed downstairs to head out for lunch and ran into Amanda and Susan.
"Hey mom...grandma, we are going to go out to lunch."
The two ladies stood there speechless at what they beheld. Sure, Jessie had been growing more and more feminine as the weeks passed, but this was a shocker. What they beheld was a beautiful young woman wearing a pretty dress, high heels, a cute ribbon in her hair and shimmery makeup. What was even more amazing was how oblivious Jessie was to the changes that had taken place and the clothes he was wearing.
"Honey, that's a very pretty dress you have on," his mom commented.
"Thanks mom. Ashley is letting me borrow it, which is something big since she says she is so possessive of her clothes," Jessie joked.
"Yeah, I decided I'd be a nice person and lend her it. I even put on a skirt to make her feel more comfortable with her dress," Ashley replied freely using the feminine pronoun.
"You're lucky to have such a nice friend Jessie. How do you like wearing a dress...and high heels even huh?" his mom asked.
"I think I like it mom. I don't think I've ever worn a dress before. If I have I can't remember. Is that weird...I mean I must have worn dresses before right? How come I can't remember...did I wear dresses or skirts when I was a little boy?" Jessie asked rather confused at why he could not remember wearing any dresses or skirts. He could not connect the dots that boys do not wear dresses.
"Honey, yes you wore dresses all the time...it's ok if you can't remember though," Amanda replied. She didn't know what to say to that question so she decided to change the subject.
"You really fill out the top of that dress Jessie...you may want to be careful when you lean over," Amanda stated as she noticed his very full looking breasts which were showcased in the low cut front of his dress.
"Oh...yeah," Jessie said blushing. "Ashley let me borrow one of her strapless bras. I think it pushes my breasts up more than my usual bras."
"Your breasts Jessie?" Amanda asked. Did he realize and accept that he had breasts?
"Yeah, my breasts mom. You could see my bra straps, so luckily, she had a better bra for the dress."
"Yeah, I also told Jessica that those boobs are powerful tools," Ashley butted in.
"Jessica huh?" His mom asked.
"Uhhh, yeah. That seems to be Ashley's new nickname for me...pretty lame if you ask me."
"I kind of like it and yes your breasts can get you a lot of things honey. You have to be careful how you flaunt them though because you don't want to develop a bad reputation."
"I have no idea what you're talking about mom...and I don't want to know."
"Well you two have fun at lunch then and be careful in those heels Jessica," his mom replied.
"Hey! You calling me that name too Mom? Yeah yeah yeah, rub it in. See what you've done Ashley?"
"Yep, get used to it sweety. I think that nickname's gonna stick."
"We had lunch and are just walking around and shopping a bit," Ashley replied when it struck her. Her brother didn't recognize Jessie! It made perfect sense! Jessie had changed so much in the last few weeks that he only looked like a pretty shadow of his former self. Jason was nervous because he was attracted to Jessie!
"Hey Ashley, how the heck do I carry my wallet? There aren't any pockets in this dress."
"Yep, most dresses and skirts don't have pockets," Ashley replied.
"I have something that will help," Jessie's mom said.
She left the room and came back a minute later with a small light peach colored purse.
"Put your stuff in here and carry it along."
"Cool. I could put some cool stuff in here," Jessie replied at the small feminine purse.
"Yeah, I agree...here ya go, put these in there and let's go," Ashley replied as she stuck her lip gloss, eyeliner and compact in his purse.
The two headed to the mall to have lunch. Ashley was amazed at how well Jessie adapted to wearing a dress. It was like he had been wearing one for years.
"So I take it you will be wearing a lot more dresses from now on Jess?" Ashley asked.
"Ummm, yeah. I think so. I still wonder if it makes me look girly. I mean I know it looks better with pantyhose than my shorts do, but I'm just kind of self conscious."
"It's OK, you'll get used to it...just like you'll get used to the nickname Jessica," Ashley teased.
"Hey now! That doesn't even make sense, so I will not even dignify that with a response."
As the two finished up lunch they headed to walk around the mall.
"Don't forget your purse Jess. It will take a while for you to get used to carrying one, but pretty soon it will be second nature and you will feel naked without it."
"I have to go to the bathroom. I will be right back," Jessie stated.
"I'll go with you," Ashley replied. She knew she was going to have to talk him into using the girl's bathroom somehow.
Jessie veered straight for the Men's room and began pulling the door open.
"Hold on a sec Jess. You can't use that restroom today OK?"
"Huh? Why not? Is this restroom out of order or something? Did I miss the memo?" he asked.
"Ummm, no sweety. You see, you're not dressed properly to use the Men's room."
"What do you mean?"
"Well look at the two figures on the doors and you tell me which one looks the most like you ok?" Ashley challenged him.
Jessie looked at the symbol of the man with pants on and then he looked at the symbol of a woman wearing a dress. All of a sudden he got very confused. He looked down at himself and could see his cleavage showing through the top of his dress. Looking past that he could see the opening of the dress end and his nylon covered legs begin. He definitely appeared to be identifiable with the symbol of the woman.
"I don't get this Ashley. I am a boy, so I need to use the Men's room."
"Yeah Jess, but you are a boy who is wearing a dress so you need to use the restroom that has the dress symbol on it Ok?" Ashley tried to rationalize with him.
"But people will look at me weird if I use the Women's restroom. I don't want people screaming if I walk in there."
"Trust me sweetie, no one will scream. The Women's restroom is for people who wear dresses like the symbol shows. You will get screams from the Men's room if you go in there...that restroom is for people who wear pants and shorts and you are not one of them."
"Ok I guess. But if I get in trouble I'm blaming you," Jessie promised feeling very nervous about using the Women's restroom although Ashley's logic made perfect sense.
"One thing though Jess. You are going to have to sit down to pee Ok? Standing is not allowed in the lady's room."
"No worries there. I always sit to pee," Jessie replied.
The two entered the Women's restroom and Jessie was surprised at how well maintained it was. It smelled nice and looked so pretty. He also noticed that there weren't any stand up urinals but instead there were more stalls. This is like the perfect restroom he thought. Those stand up urinals were so useless he thought.
Jessie entered the stall next to Ashley and lifted his dress, pulled down his pantyhose and panties and did his business.
Ashley heard Jessie tear a piece of toilet tissue and then flush. He was just like a girl now she thought.
"Now you want to take this chance to freshen up a little if you need to Jess. Check your make-up especially your lips."
Jessie looked at himself in the mirror. He looked different somehow. He knew that there was something very odd about checking his makeup in the mirror of a Women's restroom but he couldn't place it.
"I think my lips may need some more gloss maybe?" he ventured a guess.
"Yeah, I think they do. You want to apply it or should I?"
"I can do it I think," he said as he popped the cap off the pink shimmery lip gloss. He carefully and slowly ran the tips over his top and bottom lip until his lips were coated with the syrupy gel.
"Well done Jessica! Very pretty lips!" Ashley praised.
Jessie was proud of the taking control of his makeup and showing Ashley he could do it by himself...although he was a little bent that she was still rubbing the Jessica nickname into him. He decided he wouldn't get upset though because he knew she would do it more if she knew it made him mad.
"Oh sweetie you have a run in your pantyhose," Ashley stated as she noticed him walking out.
"Huh, where?"
"On the back of your right leg just above your ankle."
Jessie turned around and sure enough there was a run that extended from the top of his heels to the top of his calf.
"Dang it! What should I do?" Jessie asked. He was upset that this was the second pair of pantyhose he had ruined.
"I have some nail polish if you want to use it," a woman in the restroom volunteered.
"Oh thanks. That's very nice of you," Ashley replied.
"What's nail polish going to do? My nails are already painted," Jessie asked, bewildered by the offer.
"Oh girl, this is one of those things every woman should know. Nail polish will stop the run from getting any larger until you can find another pair of hose," the woman replied.
Ashley took the polish and applied it to the back of Jessie's leg.
"There a go. Thanks a lot," Ashley said as she handed the woman back her polish.
"My pleasure. I really like that dress by the way," she said as she was happy she helped the young woman fix her run.
"Thanks, it's actually Ashley's, but she let me burrow it."
"Well that's what friends are for."
The two left the restroom and walked around the mall for a while.
"Hey sis, you have $5 I can borrow?" a familiar voice said.
Jessie turned around and sure enough it was Jason...his ex-best friend. Jessie was so hurt by the way Jason had treated him since his breasts started hurting a while back. The two never spoke anymore and this was completely due to Jason's behavior. Jessie decided to give Jason the complete cold shoulder and just ignore him,
"I'm not letting you borrow any money little bro. Did you ever pay me back the last time I lent you some cash?" Ashley asked him. She noticed him look at Jessie and was hoping there wouldn't be any problems.
"Ummm, yeah I did. At least I thought I did. I mean if I didn't I'm sorry," Jason replied. He suddenly found himself very nervous because of his sister's friend. She was hot! He hadn't seen her before either, but she was so pretty and those boobs...wow!
"Well well well, do I sense a little guilt in your voice Jason?' Ashley asked. She noticed him acting a little wierd and he looked at Jessie very strangely.
Jessie on the other hand felt uncomfortable with the way his former friend kept glancing at him. I mean how rude was he? He didn't even say hi. It was obvious that Jason was nervous because he was fidgeting. Why would he be so nervous? Perhaps it was because he was a complete jerkoff?
"So what are you two girls up to? Jason asked. He tried to gain his composure in the presence of the pretty friend.
"We had lunch and are just walking around and shopping a bit," Ashley replied when it struck her. Her brother didn't recognize Jessie! It made perfect sense! Jessie had changed so much in the last few weeks that he only looked like a pretty shadow of his former self. Jason was nervous because he was attracted to Jessie!
"You find anything cool yet?" Jason asked looking directly a Jessie.
Jessie didn't know what to do. Sure he wanted to give Jason the cold shoulder but he could sense a certain friendliness in his voice.
"Not yet," Jessie replied.
"I'm Jason by the way...Ashley's good looking brother," he stated trying to act suave.
What was up with him? Was he just being a smart ass introducing himself after they had known each other for so long? Or maybe he was just trying to start over from scratch.. Jessie didn't know what to think.
"This is my friend Jessica and we have become great friends," Ashley
replied.
"There she goes again," Jessie thought,"...calling me Jessica." He wasn't going to let her embarrass him in front of Jason though so he didn't throw a fit.
"Yeah, Ashley is a great friend. She likes me in good and bad unlike some people I know," Jessie sharply said.
Jason didn't know what that meant but he was glad the pretty girl wasn't talking about him.
"Well we better get going bro..."
"OK, hey it was nice talking to you Jessica. I think that dress looks real pretty on you," Jason replied.
Jessie was flattered by Jason's comment on his outfit. This was the second compliment today on his dress. It mustn't have been too girly if he received high marks from the woman in the restroom and from Jason. He found it mildly amusing that Jason had also jumped on the "Jessica" bandwagon...he was always the joker.
"Thanks...I got a run in my pantyhose which kind of sucks, but what can you do?" Jessie replied.
"Yeah, well I'm sure your legs look great with or without pantyhose on if that makes you feel any better," Jason replied as he tried to sweet talk Jessica.
"Thanks Jason! That was very sweet of you to say. You're not that big of a jerk after all maybe," Jessie stated as he gushed at how cute Jason was acting. Perhaps he should give Jason another chance.
"Hey, did you tell her I was a jerk sis?"
"Time to go...see you later little bro...Tata!" Ashley replied as she whisked Jessie away. The fact that her brother was openly flirting with his former best friend...who was blossoming into a beautiful girl was priceless! She thought it best to leave before something awkward was said though.
"You and Jason seemed to get along ok today didn't you?"
"Yeah, he was being so sweet to me...maybe he wants to be friends again. I miss hanging out with him," Jessie replied.
"Oh, I'm sure he would love to hang around with you now...you can thank your boobies for that one."
"Huh?"
"I'm telling you Jess, breasts are powerful. Now let's do some shopping!"
"Really? Jason was actually nice to me today and Ashley said that it was because I had breasts. I don't know what the big deal is. Some boy's have breasts some boys don't," Jessie said matter-of-factly.
"No dear, only girl's have breasts. Boys have pecs which are hard and girls have breasts which are soft."
"But I have breasts and I'm a boy..." Jessie said as he became incredibly confused. He couldn't put two and two together and found his mind very clouded when he tried to figure it out.
"Perfect timing Jess. Dinner is served," his mom said.
She noticed that he had a couple bags with him.
"What did you buy dear?"
"Oh, Ashley likes to buy me things," he replied as he pulled three garments out of the bag. One was a jeans mini skirt, the other was a white colored top made of a stretchy fabric with short sleeves that puffed slightly. The last piece of clothing was a black cocktail looking dress which had thin spaghetti straps and looked like it would fall just above the knees.
"Those are pretty Jess. So I take it you like wearing skirts and dresses?"
"Yeah mom, I can't believe I didn't have any in my closet. I guess I just never paid any attention to what's in style out there."
"Did I tell you how pretty you look in that dress dear? You look like an absolute angel," his mom gushed.
"Thanks! It feels so light and airy...I love it!" he replied as he did a little twirl.
"Oh Honey, you have a run in your pantyhose," his mom said and she admired the feminine creature.
"Yeah, I know. Some woman gave me some nail polish to stop the run. Did you know that a little polish prevents the run from getting any larger?"
"Yes, I know that. It was awfully nice of her to give you that tip."
"I know...she even complimented me on my cool dress when I was in the restroom."
"The restroom? You went in the ladies room right?" his mom asked. She hoped that Ashley would guide her son to a proper bathroom.
"Yeah mom. Ashley told me that I had to use the Women's room since I was wearing a dress. I thought it was real weird to be in the same bathroom that women are in since I'm a guy, but it made sense since we were all wearing dresses."
With that they had dinner.
"How about modeling you new clothes for me?"
"Cool. I'll be right back!" Jessie said very excited.
He ran upstairs and took his new clothes out of the bag.
He tried to remove his dress but found that the zipper in back was beyond his reach.
"Hey mom! Can you help me unzip my dress?" he asked.
Amanda ran upstairs and helped her son unzip his dress.
"Ok, you can leave now mom. I'll come outside when I have the outfits on."
"Oh don't be such a shy boy, I think I am OK with seeing you in your underwear aren't I?" his mom asked.
"Mom, it's embarrassing! You're my mom and I'm a boy... you're a girl... get it?"
"No I don't get it sweety. I think that since you are wearing dresses and skirts that I could provide valuable pointers. I think you could use your mother's help. So if you want me to leave I will, but like I said I've seen it all before dear."
"Ok, this is all kind of new to me I guess. Just promise you won't laugh at how swollen my chest has gotten or how out of shape my butt has become."
"I promise dear."
Jessie let his dress fall to the floor. His mom was awestruck at the teenage girl that stood before her. There really wasn't any sign of boy left. The "out of shape" butt Jessie was referring to was a feminine curved girl's behind which was fully encased in pantyhose.
"I'm gonna try on the black dress first."
Jessie stepped into the dress and pulled the spaghetti straps over his shoulders.
"Yeah Jess, that bra doesn't work with that dress. You can see the strap since the back of the dress is so low. We are going to have to find you a bra to wear with this one. Why don't you take off the bra then try the dress on again so we can see how should look."
With that Jessie pulled down the straps, unhooked his bra and laid it on the bed.
"What's wrong mom?" Jessie asked as he saw his mom's face. She had tears running down her cheeks as she looked at him.
"Nothing dear, everything is perfect. You look so amazingly beautiful," Amanda replied as she fought tears of joy. Her son had blossomed into such a lovely young woman. His breasts were so beautiful and she found herself so very proud of him.
"Ummm, thanks. See you're embarrassing me now," he said as he covered his chest with his hands.
"Oh Sweety, don't be embarrassed. I have breasts too. They are something you should be proud of and there's nothing wrong with showing them to other women. You want to keep from showing too much of them to boy's though."
"Really? Jason was actually nice to me today and Ashley said that it was because I had breasts. I don't know what the big deal is. Some boy's have breasts some boys don't," Jessie said matter-of-factly.
"No dear, only girl's have breasts. Boys have pecs which are hard and girls have breasts which are soft."
"But I have breasts and I'm a boy..." Jessie said as he became incredibly confused. He couldn't put two and two together and found his mind very clouded when he tried to figure it out.
"Why don't you try on you shirt and skirt Jess?" Amanda said as she quickly changed the subject.
"Ummmm, yeah, Ok," Jessie said as he brushed off his confusion and put the white top on. It was a very clingy material that snugly formed to his feminine curves.
He pulled up the skirt and zipped up the zipper in back.
"Wow, very sassy dear," his mom said.
"You are going to definitely want to wear a bra with that top though," Amanda added as she could see just about all of his breasts tenting the front of the shirt.
"How long do you think I'll have to keep wearing a bra for mom? I know I started wearing one because my chest was swollen and it doesn't look like the swelling is going to go down any time soon."
"Sweetie, I think you are going to be wearing bras for the rest of your life. Your breasts have developed they are going to need support. Does that bother you? I mean do you mind having breasts?"
"Well they are a little weird. I can't really run the same as I used to because my chest really bounces. They also seem to get in the way a lot and I have to change the way I'm used to doing things."
"Well those are all things you will get used to. Then everything will become second nature to you."
"Yeah, I guess your right. I really don't mind wearing bras that much. It would really suck if bras didn't exist. I'd be jiggling all over the place," Jessie joked.
The two shared some laughs and bonded in the way mothers and daughters do.
The phone rang the next morning.
"Hey Jess, wanna go to raging waters today? I got some free tickets!" Ashley asked.
"Awesome! I'm sooo in!"
One thing that made him uncomfortable however was all the strange looks he would get from boys. Girls didn't even seem to notice him but the boys kept staring him down. They did seem friendly though so he didn't feel threatened.
"Looking good" "Like that suit on you" "Hey girls, looking fine today" where some of the remarks from the boys who passed.
Jessie began to feel very good about himself. He wasn't used to all the attention and he found it nice. His step had a little more bounce in it...his ass gained a little more wiggle when he walked. He found that he enjoyed the attention.
"Alright Jessica, are you ready to have some fun in the sun?"
"Yes I am. You're still on that Jessica kick huh?"
"Yep, I think it suits you," Ashley teased.
"Sure it does...not!" Jessie replied.
"So your mom is gonna drive us to the water park. I've got some sun screen but we need some towels and you're gonna need a swim suit."
"Cool. I'll grab some towels and I have a swim suit," Jessie replied as he ran into the hall closet and grabbed some towels.
He grabbed his swim trunks out of his dresser and headed downstairs.
"Ok, I've got the towels and my trunks."
"Um dear, you're not gonna be able to wear those today," Ashley interrupted. She giggled a little at his cluelessness.
"Why not? I always wear these trunks."
"Well, things have changed a bit since the last time you wore those I think."
"Huh?" Jessie asked. He didn't register what the issue was. These were his favorite swimming trunks.
"Ok, well then go change into your trunks then," Ashley said. She was still amazed at times at how he was so unaware of the massive changes his body had undergone.
Jessie hopped upstairs and returned a few minutes later. He was wearing his trunks and a white t-shirt.
"So that's what you're gonna wear then?" Ashley asked.
"Yeah, well I'm going to take off my shirt when I get there."
"Is that so? I think that the park officials may have an issue with that. In fact they will kick you out of there if you go topless dear."
"But I never wear a shirt," Jessie started feeling a tad confused.
"Sweetie you have breasts. You need to cover them up in public. Even if you wear that white shirt you are going to get in trouble. Once that shirt gets wet you will be able to see through it. Sorry but we can't go unless you wear something that covers your chest better."
Jessie was now very confused. He knew he had breasts but he knew that boys usually wore swim trunks and did not cover their chests. He was a boy, but he also had breasts. He better do what Ashley said he figured. She hadn't steered him wrong so far.
"Ok, well what should I wear then?"
"I just so happened to bring a couple options," Ashley stated as she pulled a one piece Women's swimsuit which was light pink with a yellow flower pattern and a two piece bikini which was black.
"Which one do you like? The two piece will give you a better tan, but the one piece may be better if you want to go on some water slides."
"Wait a minute. I'm not wearing a girl's swimsuit! No way," Jessie objected.
"What's the big deal Jess? The two piece is just like your bra and panties except it is made to be worn outside. The one piece is similar to your workout leotard. Seriously Hun."
When Ashley put it that way it made perfect sense to Jessie.
"What are you going to wear?" he asked.
"I'm wearing a one piece cause I'm going down some water slides."
"I'll wear a one piece too then."
"Ok, well I'm wearing mine under my clothes so why don't you put this one on. You can wear your swim trunks over it if you want."
Jessie went into the restroom and stripped. He stepped into the one piece suit and pulled it up. It was very snug and clung to his curves. He lifted the shoulder straps and adjusted his breasts. He stepped into his swim trunks and put his white shirt on.
"All ready," he proclaimed as he stepped out.
"Great! Let's go"
Jessie's mom drove the two to the water park and gave them some spending money. She loved the conversation in the car. There was a lot of giggling and just plain silliness. Whenever you have a car full of women it gets giddy.
The two entered the water park. It was very busy but looked like so much fun! Ashley took Jessie over to the lockers and they took off their shorts and tops.
Jessie looked at Ashley and what she was wearing. He also saw some other girls running around in their swim suits. He looked at himself in his one piece suit. He then saw the boys in the park in their trunks running around without their tops on. Their swimming attire was very different from his even though he was a boy like them. Why was he wearing a swimsuit that looked like the girls at the water park? He thought about it for a minute as he looked down.
Breasts! That's why he was wearing a swimsuit like the girls. He had to cover his chest. If he didn't have breasts he would be wearing his regular swimming trunks. He was sure the other boys in the park would be cool with that. He figured that any other boys at the park with breasts were wearing girl's swimsuits also.
The two put sunscreen on each other. Jessie noticed that when Ashley was putting sun lotion on him that a group of teenage boys were looking at them. One of the boys said something and the others began laughing.
"Why are those boys laughing at us Ashley?"
"Boys are immature Jess. They are also perverts," she replied. She knew the boys were making crude comments about her rubbing suntan lotion on another girl's body.
They proceeded to go on a few slides and Jessie was having the best time ever!
One thing that made him uncomfortable however was all the strange looks he would get from boys. Girls didn't even seem to notice him but the boys kept staring him down. They did seem friendly though so he didn't feel threatened.
"Looking good" "Like that suit on you" "Hey girls, looking fine today" where some of the remarks from the boys who passed.
Jessie began to feel very good about himself. He wasn't used to all the attention and he found it nice. His step had a little more bounce in it...his ass gained a little more wiggle when he walked. He found that he enjoyed the attention.
"Everyone is so nice here Ashley! This is fun!" Jessie gushed.
"Well you are pretty Jess. You're getting a lot of attention because you are attractive."
"Thanks! It's kind of weird that boys notice that I'm good looking but I'm not getting any comments from girls. Maybe they are shy around such beauty."
"Ummmm, yeah. OK Jess"
The two got in line for the free fall slide. It was a long line but from what they had heard it was well worth the wait.
As they stood in line a couple of the boys in front of them struck up a conversation.
"Hey my name is Rick and this is my buddy Bryan," one of the boys said.
"I'm Jessica and this is my best friend Ashley," Jessie replied.
Ashley thought it was funny for Jessie to introduce himself as Jessica. He really did have a great sense of humor.
They chatted until they reached the top. Jessie stood at the opening which looked like a dark cylinder. He was officially scared.
"That looks nuts!" he exclaimed to the slide monitor.
"Don't worry girl. I've been on this slide tons of times. It's not that bad after the first time," the attendant said with a wink. How strange was that?
Jessie entered the cylinder and slid down the slide screaming like a girl the whole time until Splash! Wow, how fun was that!
He got out of the water and looked around for Ashley as he pulled the giant wedgie out of his behind.
"Jessie!" Ashley exclaimed from the edge of the pool. Dang, he didn't hear her.
"Jessie!" she exclaimed again. He must be able to hear her she thought. Were his ears clogged with water?
She got out of the pool and approached him.
"Hey what's up Jessie? Did that slide rattle your hearing or something? I was calling your name from right over there."
"I didn't hear you and why are you calling me Jessie anyways? Can I call you Ashton?" Jessie joked.
"Ummmm, what should I be calling you then?" Ashley asked.
"OK then. I think you are the one who is a bit disoriented from the slide Ashley. You can call me Jessica if you want. It is my given name after all," he said in a sarcastic tone.
"You gotta be kidding me," Ashley said as she laughed out loud at this sudden change.
"Let's go on some more slides then Jessica!"
"Cool!"
"He wants to hang with me again? I'm shocked. I mean I thought he didn't like me anymore."
"Uh yeah. He really likes you. You don't want to hang with him though do you? I mean after how poorly he treated you?" Ashley replied playing along knowing that Jason really liked the new Jessie...the girl.
Jessie thought about it for a minute. Sure Jason was mean to him. He was downright evil to him when he was going through tough times awhile back. People change though right? Jason must have changed! Was his friend truly back?!?
After dropping Ashley off at home Jessie went up to his room to take a shower and get into his pj's. It had been a long day and he was exhausted.
He turned on the shower and stripped out of his shorts, top and swim suit. Oh my! It wasn't the dark color he had gotten from being in the sun all day that startled him. It was instead the parts of his body which did not get any color from the sun that struck him.
Jessie stared in the mirror at the tan lines which clearly outlined the girl's swimsuit he had been wearing all day. He freaked out for a minute worrying that people would know that he had been wearing a girl's swimsuit and think he was a sissy or something. He thought through the predicament however and resolved that he would just wear shirts that covered his shoulders until the tan faded...no big deal.
Jessie looked at his figure as he waited for the shower to warm up. He was amazed but not panicked by how big the mounds on his chest had become. They were very round and extremely jiggly. He contemplated how much larger they would become since they fully filled the 34b bras he had. He nudged his finger into the giving flesh and thought back a little at how hard his chest used to be before it started getting all swollen.
Was he out of shape? He turned around and glanced at his adequate behind. It must have doubled in size he thought, but it wasn't like he was fat or anything. His waist was very small and he looked skinny but his butt flared out. It didn't look bad he thought, it was just....well, a little different than it used to be.
He looked at the small appendage between his legs for a brief moment. It was definitely a tiny little thing that barely protruded from his body. It seemed a bit out of place to him before he realized it was his penis. That's right! He had a penis since he was a boy. He almost forgot for some reason. It didn't entertain his attention much.
Wow, his hair had gotten long! Dang, when was the last time he had a haircut? He turned his back to see how long it was and was pleasantly surprised that his locks ended about an inch and a half below his shoulders. Jessie thought of maybe letting it grow down to his bra strap.
Where did his muscles go? He flexed his arms in the traditional body building pose, but saw nothing more than a small arch develop in his biceps. Where did the mound of muscle go? Once again he found himself thinking of how the look wasn't bad, just different.
His eyebrows looked really cool since Ashley plucked them. They looked good when they were a bit bushy but the high arches seemed to define his face better. He was a pretty good looking guy he thought. He observed his facial features and admired his manly good looks. "I even look good without make-up on, which is more than a lot of guys can say," he thought to himself obviously confused.
With that he hoped in the shower, put on his pj's and called it an evening.
A few days later Jessie and Ashley were on the phone chatting. Those two could talk about the silliest things for hours.
"My brother is driving me nuts Jessica."
"Why, what's the punk doing?"
"He's just bugging me about you. Ever since he saw you at the mall he has been trying to get me to get you to hang out with him," Ashley stated.
"What? Seriously? He really wants to hang out with me?" Jessie asked. Jason had wanted nothing to do with him for quite a while now.
"Yeah he does. Don't worry though because I keep telling him that you are not interested."
"He wants to hang with me again? I'm shocked. I mean I thought he didn't like me anymore."
"Uh yeah. He really likes you. You don't want to hang with him though do you? I mean after how poorly he treated you?" Ashley replied playing along knowing that Jason really liked the new Jessie...the girl.
Jessie thought about it for a minute. Sure Jason was mean to him. He was downright evil to him when he was going through tough times awhile back. People change though right? Jason must have changed! Was his friend truly back?!?
"Jason was my best friend and now he wants to be friends again? He probably was just going through a phase or something. I never thought we'd be friends again but I really really miss hanging out with him Ashley."
"Well I'm going out with this guy who asked me out tonight and Jason was bugging me about getting you to hang out with him. We were all going to go miniature golfing and stuff. What should I tell him?"
"Yes! Tell him that I want to go too! It will be just like old times again!" Jessie replied being as excited as could be. His former best buddy Jason actually wanted to be friends again! This was marvelous!
"Okay, will do Jessica. If I was you I wouldn't bring up the past at all ok? I think he feels bad about the way he treated you so why don't you kind of play hard to get and let him earn your friendship again?" Jessica replied in an effort to keep Jessie from blowing his cover in front of his former friend.
"Good idea. I'm going to give him a bit of the cold shoulder then."
"Great! I'll be over in a bit then and we can get ready."
"It's up to you Jess. Do you want to wear a skirt?"
"I think I do...what do you think Jason will be wearing?" Jessie asked finding himself confused about skirts, dresses and pants. Would Jason be wearing a skirt too? Jason is a boy so he can't wear a skirt. Wait...I'm a boy too but I am going to wear a skirt? Jessie's mind clouded.
"So you're serious about Jason wanting to be my friend again Ashley?"
"Yep, he has been asking about you a lot. It's kind of annoying actually."
"I'm sorry but I'm just stunned. I really believed that we would never be friends again. He really despised me for quite a while. I wonder why he has had a change of mind."
"Well you've changed quite a bit over the last month or so. Maybe he has too." Ashley replied knowing full well that Jason was smitten with the new Jessie and had no idea the feminized Jessica was actually his old best friend.
"Good point. I've been wracking my brain about what I should wear tonight. I haven't been this nervous since I don't know when," Jessie stated.
Ashley admired how Jessie had become just like a girl...so indecisive about what to wear.
"Well I brought some clothes too if you want to see."
"Cool. I really want to impress Jason. Last time when he got really upset with me he commented how I looked like a sissy. I need to wear something that will show him that I'm the same old guy he used to like to hang out with."
"He called you a sissy? Why do you think he did that?" Ashley asked.
"I really don't have any idea. It was after I finished a workout and he said I looked like a sissy or a fairy or something."
"Well do you remember what you were wearing?" Ashley questioned Jessie.
"Nothing special. I was just in my workout gear. I had on my white leotard and white tights," Jessie replied trying to grasp why Jason would call him such names.
"Maybe he could see your panties peeking from under your leotard and was just making fun of you?" Ashley teased. She found it comical that Jessie didn't realize that he was called a fairy because he was a boy wearing a girl's workout outfit.
"Haha! Very funny. I don't wear panties with my exercise outfit!"
"Well then I'm at a loss why he would call you names then."
"In any case. I need to wear something that is nowhere near sissy-like tonight," Jessie responded trying to think back to what he used to wear.
"Well what do you have in mind?" Ashley asked wondering what her feminine friend was thinking.
"I was thinking of maybe my new skirt and top. Or should I wear some of my old clothes so that it will be like old times again?" Jessie asked.
"Well I don't think your old clothes will fit anymore dear so we need to wear some newer stuff. What do you think of some of this?" Ashley replied as she emptied some of her clothes unto his bed. She thought it was cute how he didn't want to look like a sissy and yet he was debating about wearing a skirt.
Ashley held up a black tennis skirt and an off white tank top.
"I think this skirt and top would look so cute on you Jessica. With your long legs you would drive Jason wild."
"Oh Wow! That skirt is really short. I like it, but is it too girly? I really can't handle Jason calling me a sissy again."
"Sweetie, the skirt is called a tennis skirt for a reason. Tennis skirts are short. As for it being too girly all I can tell you is that I have worn this same outfit out several times and not once have I been called a sissy."
"But have you worn it around guys? I mean around guys like Jason? He is really critical."
"Jason has seen me in this outfit before and has told me how great I look so don't panic," Ashley replied.
"Cool! So he must like it then. I'll wear that," Jessie beamed. If Jason liked the skirt and top on his sister than he of course would like it on Jessie.
"What are you wearing Ashley?" Jessie asked.
"Oh, what I have on. Just these jeans and this cute top."
"No skirt?"
"No why? I don't want to wear one. Skirts are overrated in my opinion."
"Well I don't know. Should I wear pants then?"
"It's up to you Jess. Do you want to wear a skirt?"
"I think I do...what do you think Jason will be wearing?" Jessie asked finding himself confused about skirts, dresses and pants. Would Jason be wearing a skirt too? Jason is a boy so he can't wear a skirt. Wait...I'm a boy too but I am going to wear a skirt? Jessie's mind clouded.
"Jason will be wearing pants dear."
"How do you know he won't be in a dress or skirt?"
"Because Jason is a boy and boys don't wear skirts or dresses."
"But I'm a boy...I'm a boy, but I wear skirts. Boy's can wear skirts right?"
"No sweety. Girls wear skirts and pants but boys wear only pants."
Jessie got very confused.
"Should...should I wear pants?" Jessie asked as his mental block slowed him down.
"Do you want to wear the tennis skirt Jessica?"
"Yeah"
"Then wear the tennis skirt. Jason will like the skirt on you. Boys like skirts."
"OK. I'll do it!"
Jessie stripped out of his clothes and stood before Ashley in his lavender bra, matching boy short panties and nude pantyhose.
"Well you're going to have to change you underwear if you want to wear this outfit. You need either a white bra or a black bra. The white bra will not really show through, but the black bra will. It looks cool if you can see a hint of the black coming through the white shirt. And yes, Jason will like that look."
"Ok, let's try it," Jessie replied as he grabbed a black bra out of his drawer.
He unhooked his bra and let his mounds hang loose without giving it a second thought.
"Wow Jessica, every time I see your breasts they are bigger and bigger."
"Yeah, this bra is a 34B and I fill it completely."
"What do think of having breasts Jess?"
"I like them. They jiggle around a lot and I can't sleep on my stomach anymore but I think I'm getting used to them."
"Well they sure are beautiful. They're almost as big as mine so I know this top will look great on you."
Jessie put on the form fitting top. It clung to his body like a second skin. The black bra was visible through the fabric providing a very feminine look.
"I luv it Jessica! You look hot!" Ashley replied.
"Cool!"
"Now let's try on the skirt."
"I'm so excited Ashley! I want Jason and me to be just like old times again. I don't know why he thought I was a sissy...I don't know why he called me a fairy...all I know is that I'm going to make sure that I'm the same old Jessica that he used to love to hang out with. I'm the same guy and I'm going to prove it!"
"OK."
"Ashley, please, please, please help me with my makeup?"
Same old Jessie huh?
"My bra doesn't look silly?"
"No Sweety, that's how it's supposed to look. That's the style."
"Yeah I know but I really don't want to ruin my chance with Jason. I don't think he knows I wear a bra & if he can see it through my shirt than he may call me a sissy again."
"Honey, you have breasts and that's why you wear a bra. It's a package deal ya know. Boobs equal Bra. Believe me Jessica; Jason knows you have breasts so you wearing a bra will be something he expects."
"Okay, I see your point. I do like the look by the way."
"Now on to the skirt. I think you should wear a different pair of panties & pantyhose."
"What's wrong with the ones I'm wearing?" Jessie asked.
"Well the tennis skirt I'm letting you borrow is pretty short so there may be a remote chance that you may flash your underwear if you bend over or if a breeze kicks up. When I wear that skirt I wear something that kind of blends with the skirt. I would suggest some black panties."
"I don't have any black panties though. All of mine a pretty colorful." Jessie responded.
"Well you are in luck girl cause I brought a pair of mine you can have." Ashley replied. She tossed the underwear to him.
"A thong?"
"Yeah, trust me. If you happen to bend over too far Jason will have nothing but good things to say."
"You think so?"
"I know so. Plus look at how pretty they are." Ashley replied. The panties she had given him were a pair of black thong panties with a pink bow on the upper back side.
"Well they are very pretty. I'll take your advice on Jason since it's pretty obvious I don't know what he likes."
With that Jessie pulled his pantyhose down and off and slipped off his panties.
"Oh my gosh!" Ashley gasped out loud as she saw Jessie standing there bottomless.
"What's wrong?" Jessie asked startled.
"Oh, um nothing Jessica."
"Tell me, what's wrong?" Jessie prodded her.
"It's just, well...your penis is, ummm so small. It looks like a baby's" She replied feeling sorry for Jessie. His manhood was downright man-less. To her best guess Jessie's penis must have protruded ½ inch from his body. It actually did look like a baby boy's.
"My what?" Jessie asked.
"Your penis dear."
Jessie had a confused look on his face. That word was very familiar to him but he couldn't place it. What the heck was a penis again?
"That Jessica! The thing between your legs." Ashley said noticing Jessie's confused look.
"Oh. Yeah, my penis! Is it supposed to be big or something?" Jessie replied. Now that he thought about it, it did seem a lot smaller than it used to be. He didn't really mind that it was smaller, but he was pretty sure it used to be bigger.
"Well, not for you I guess." Ashley replied.
"Well how big is yours?"
"Sweety, I'm a girl. I don't have a penis."
"Oh." Jessie replied. He was a little cloudy on things. Ashley is a girl and that's why she doesn't have a penis. Yeah, that's right. Jessie was a boy and that's why he had a penis! He knew it would come to him!
"I'm OK now. For some reason I forgot that you were a girl or something. I'm gonna hang out with my old buddy again tonight! I can't wait!"
Jessie stepped into the black panties and pulled them up. He did a little booty shake from his excitement.
"Very sexy Jess! Now I think you need to wear these." Ashley replied as she handed him some black silky pantyhose.
"Black pantyhose?"
"Yep, they will go with the outfit you have on."
"That's kind of a big step Ashley. I mean I wear nudes because no one can tell I'm wearing pantyhose. Blacks would be like me screaming, "Look at me! I'm the boy wearing pantyhose!""
"Yeah. So you are wearing a top in which you can see your black bra peeking through, a black tennis skirt and the most feminine pair of panties I own and your concern if what people will think of your wearing pantyhose?" Ashley replied sarcastically.
"Well yeah, I don't want anyone to think I'm light in the loafers."
"Right. Try on the pantyhose and if you don't like them I won't make you wear them ok? Just try them on though." Ashley replied as she giggled athis cluelessness.
"Ok, I'll do it for you."
Jessie bunched up the nylons and expertly pulled them up around his waist. He then stepped into the skirt and zipped it up in back. It fit him perfectly!
"You look amazing Jess!"
"You don't think this is too short?" He replied concerned at how naked he felt.
"Not at all. You have great legs and you should show them off. Look at yourself in the mirror and you tell me if the pantyhose go or not."
Jessie admired his reflection. His breasts did look great in that top he thought. He loved the little flare of the skirt even if it was short. The pantyhose caused him some concern. It was painfully obvious that he was wearing them and he wasn't sure if he would get flack for being a boy wearing pantyhose. Ashley was right though, they really went well with his outfit. He fought back and forth for a few seconds before he found that his feminine fashion urges were too insurmountable to overcome.
"I love the black pantyhose! I want to wear them!" Jessie gushed.
"I knew you would. Now for the heels. These are another favorite of mine." She said as she handed him a pair of open toe 3" heels with thin straps.
"Cool!" Jessie replied as he slipped them on and buckled them. He did little walk back and forth in the room strutting his stuff.
"Work it girl! Work that runway!" Ashley teased. He had such feminine mannerisms and his walk was very enviable.
"I'm so excited Ashley! I want Jason and me to be just like old times again. I don't know why he thought I was a sissy...I don't know why he called me a fairy...all I know is that I'm going to make sure that I'm the same old Jessica that he used to love to hang out with. I'm the same guy and I'm going to prove it!"
"OK."
"Ashley, please, please, please help me with my makeup?"
Same old Jessie huh?
"Come here pretty girl and let me see your pretty pretty panties!"
They wrestled back and forth a little and Jessie was stunned at how strong Ashley was. He had a hard time believing it, but she overpowered him as she wrestled him to the ground.
The two rolled around for a minute and Jessie grew even more embarrassed as his skirt kept flipping up around his back.
"Aha, those panties look mighty sexy Jess!" Ashley teased as she pinned Jessie down on his back holding his arms to the ground.
"Cool. Don't do anything too drastic though."
"Don't worry Jessica. You are in good hands."
"Before I start I'm going to put your hair in some rollers. It will give you some added volume and really enhance your appearance."
Ashley deftly rolled Jessie's hair into several curlers and marveled at how he didn't bat an eye at being put into curlers. He just took it with stride like it was just an everything thing. He looked ultra feminine sitting there with his legs crossed in such a cute outfit.
She began with a silky foundation which she blotted all over his face and smoothed with her sponge.
"Now close your eyes Jess."
Ashley artistically painted Jessie's eyelids a smoky smoldering charcoal which really accented his pretty eyes.
"Look up pretty girl."
She crimped Jessie's eyelashes then gently brushed the mascara wand over them several times to create long, thick lashes.
"Your eyebrows look fantastic but I'm just going to use this stencil to
make them flawlessly shaped."
Ashley penciled in Jessie's eyebrows to create a supermodel-perfect arch.
"Your lips will look amazing after I'm done with them."
She used a cherry red lipliner to trace Jessie's lips then brushed in the lipstick and finish with a shimmery gloss.
"Wow! Your lips look so kissable Jessica!"
"Are you coming on to me Ashley?" Jessie half-way joked.
"Nope, just admiring my work. Now let's get you out of those curlers & finish your hair."
Ashley removed Jessie's curlers and brushed his hair using hairspray to style it into a curvy, wavy mane. He looked a lot like Mylee Cyrus she thought finding herself just a tad jealous.
"Take a look!"
Jessie stood up and looked at himself in his full length mirror. His makeup was definitely dramatic. He hardly recognized himself. He looked so grown up he thought.
"I can't believe how different I look. My eyes look amazing! What do you think Jason will say? Is it too much?
"Jason will love it. I guarantee it 100 percent."
"Do you do help Jason with makeup as well?" Jessie asked obviously a little cloudy & confused.
"Honey, Jason doesn't wear makeup. Jason is a boy & it would look silly on him."
"But I'm a boy also so why am I wearing makeup?" Jessie asked trying to focus on his train of thought. Something wasn't right about this.
"Do you think you look silly with makeup on?"
"Ummm, no. I think it looks good on me. But I'm a boy...I don't get it."
"Jessica, you are a boy who has breasts. The same thing that has given you breasts has also changed certain aspects of your body. You don't just develop breasts & that's that. Let's take your face for instance, it has softened and rounded a little which is why makeup looks so good on it."
"You like the skirt I let you burrow Jess?'
"Yeah I do. Very much so."
"Well whatever caused you to develop breasts has also given you beautiful curves. Look at how your waist is so tiny then your hips and butt flair out and then your legs gently curve down to your knees. "
Jessie admired his rounded butt and how curvaceous his legs were.
"Jason could not wear a skirt because he would look ridiculous in it. Boys do not have curves & their knees are knobby and too muscular. "
"So Jason would want to wear a skirt if he looked good in it then?"
"I don't think so. Boys don't like to wear such girly things."
"But I'm a boy Ashley!" Jessie stammered.
"Sweety, you are a boy but your body is more suited to wearing girl's clothes. They don't make boy's clothes to accommodate breasts or wide hips. You couldn't even fit in your boy's underwear anymore which is why you have to wear panties. You don't really have a choice in the matter. You are a boy with a girl's body so just enjoy it baby."
Jessie tried to take in what she was saying but once again found the mental block he always ran into.
"Listen Jess, just enjoy the fact that you get to get all dolled up. I mean I let you burrow my prettiest pair of panties so cheer up!"
Ashley reached under Jessie's skirt and pinched his nylon covered butt.
Jessie brushed her hand away feeling embarrassed as he held his skirt tightly against his legs.
"Hey Ashley, that's not nice!"
"Come on Jess, let me see your panties. Just a peek."
"No way! You're embarrassing me."
"Oh come on...let me see!" Ashley replied as she jokingly started to lift Jessie's skirt.
"Hey!" Jessie cried just like a girl as he batted her hand away and squealed.
"Come here pretty girl and let me see your pretty pretty panties!"
They wrestled back and forth a little and Jessie was stunned at how strong Ashley was. He had a hard time believing it, but she overpowered him as she wrestled him to the ground.
The two rolled around for a minute and Jessie grew even more embarrassed as his skirt kept flipping up around his back.
"Aha, those panties look mighty sexy Jess!" Ashley teased as she pinned Jessie down on his back holding his arms to the ground.
"Hey, let me up! You're going to ruin my hair & if I get a run in my pantyhose your dead."
"Oh is poor Jessica worried that she's gonna get a run in her silky, sheer pantyhose? We wouldn't want our little girl to cry would we?"
Jessie tried to force his way up but couldn't budge. How the heck did Ashley get so strong?
"Yes, now stop!"
"Ok silly. Here get up. I was just having some fun."
"Yeah, lots of fun...ha ha." Jessie griped.
"Come on Jessica. I'll fix your hair and then we'll get out of here. Still upset about having a girl's body?"
"Why would that upset me?"
"Yeah, good question."
She thought about how unfair it was to rob a man of his masculinity. If only Jessie had been a good boy. He was on such a bad path in life. He did seem so happy now. Sure, it involved taking away any shred of maleness, but it was worth it...right?
"I feel great mom. I'm just nervous that Jason will not like me. I just want things to be like they used to between us. "
"I'm not sure if that's possible but I hope you two can be friends again."
"Me too mom."
"Well, look at you two. Very lovely!" Susan and Amanda commented.
"Thanks!"
"Jessica you look so grown up but don't you think that skirt is a bit short?" Susan asked.
"Come on grandma. It's not that short. Besides, Ashley wears this outfit all the time."
"She looks fine mom. How do you feel Jessica?" Amanda asked her son. She felt some guilt at that moment. A couple months ago he was a young man & now she was looking at a very feminine woman.
She thought about how unfair it was to rob a man of his masculinity. If only Jessie had been a good boy. He was on such a bad path in life. He did seem so happy now. Sure, it involved taking away any shred of maleness, but it was worth it...right?
"I feel great mom. I'm just nervous that Jason will not like me. I just want things to be like they used to between us. "
"I'm not sure if that's possible but I hope you two can be friends again."
"Me too mom."
Jessie's mom dropped the two off at Golf n Stuff to meet up with Jason and Rick.
"Hello ladies" Rick said as he noticed the two girls.
"Hey babe!" Ashley responded giving Rick a big hug & kiss.
"This is my friend Jessica, Jessica this is Rick. Of course you know Jason."
"Yeah, nice to see you again Jason." Jessie replied nervously to his former friend.
"You too. You look amazing today." Jason replied to the stunning girl. He felt flush being in the presence of the beauty.
"Really? You don't think it's too girly? I didn't want to look like a fairy."
Ashley shook her head hoping Jessie wouldn't blow his cover.
"I like girly...and fairies have wings. So, unless you're hiding them under your top, you are not a fairy." Jason replied.
"Oh, cool!" Jessie replied, very pleased.
"Hey, so I thought we could play some carnival games then maybe go on some rides. What do you girls think?" Rick asked.
"Sure, let's go."
Jessie noticed that Jason look so very nervous. Could it be that Jason felt guilty for being such a jerk? He wanted Jason to relax & be himself but found it flattering that he was nervous.
"So, umm how have you been Jason?" Jessie asked.
"I've been good. We are having finals in school so I've been studying like crazy. When am I ever going to use any of this stuff in real life anyway?"
"Wow! I really need to get back to school." Jessie replied. It just occurred to him that it had been a while since he attended school.
"You don't go to school? What's up with that?"
Jessie found it odd that Jason didn't realize that he hadn't been in school. It kind of hurt his feelings.
"Well I had some medical issues & my mom thought it was best that I take a break."
"Oh. Are you Ok?" Jason asked feeling worried about his pretty friend.
"I'm fine. I better get back to school before I get held back though."
"Yeah, that would suck."
"So Jessica, what games do you want to play?"
"Oh hey! I'm really good at this one!" Jessie replied as he saw the baseball throw game. The object was to throw the baseball and knock down the pyramid of milk jugs within 3 attempts. He was a master at this game & thought he would use it to impress Jason.
"Hey ya! Go pretty lady! Good luck." The attendant said.
Jason found it cute that his pretty friend was so excited about the baseball throw. She seemed so feminine and girly that he wondered if she knew how to throw?
Jessie picked up the baseball and prepared to knock the heck out of the bottles. "Crap! How did I used to throw the baseball again?" he thought. It was something that used to be so innate with him but now he struggled to remember how it was done. How could he forget how to throw?
The pressure got to him and he finally gave it his best effort hoping that his instinct would save the day.
He raised his arm over his shoulder keeping a stiff wrist and girlishly flung the ball in a fashion that suggested that he had never even picked up a ball in his life. By all accounts it was a pathetic, weak, offline toss which missed the milk jugs by a good margin. Jessie didn't get it. He regrouped & tried once again. No success. His once fluid motion was replaced by feminine flail. He focused harder & gave it one more try but couldn't hit any of the bottles.
"I'm usually so good at this game. I think I've forgotten how to throw." Jessie said feeling embarrassed by his poor performance.
"Don't worry about it. This game is kind of hard." Jason replied trying to make her feel better. Obviously she was such a girly-girl that she had never played any sports he thought.
"Why don't you give it a try?" The attendant asked Jason.
"Sure, I'll give it whirl."
Jason picked up the first baseball and gave it a mighty hurl. Jessie was surprised at how much harder Jason threw the ball than he did. Slam! He hit the bottles dead square and they all went flying.
"We have a winner!" The attendant proclaimed.
"Good job!" Jessie yelled finding himself super excited & giddy at his friend's success. He clapped his hands and did a little jump up and down in a very girly fashion.
"For knocking them down on the 1st attempt you get one of our large stuffed animals. Which one will it be?"
"Jessica, what's your favorite color?"
" Hmmm, lately it has been pink." Jessie replied. He thought of how that was such a random question to ask.
Moments later Jason handed Jessie a big pink Care Bear with a flower on its belly.
"Here, it's for you." Jason stated trying to make points.
"For me? Really?"
"Yep, You look like you could use a big stuffed bear." Jason teased.
"Wow! I'm flattered you would give me your prize. Thank you!" Jessie replied as he hugged the pink stuffed animal and held it close. Jason was being so sweet! He never remembered Jason ever being this nice to him. Jessie felt an overwhelming urge to give Jason a hug but was so very worried about looking like a sissy. Do boys hug each other he thought? Should he risk even asking?
"Umm, would it be weird if I gave you a hug Jason? It's just that that was very sweet of you to give me this."
"A hug would be very good!" Jason replied....Score!
Jessie was glad he asked. He put the bear to the side and put his arms around Jason hugging him. He never realized how much bigger Jason was than him. Jason's body seemed so muscular compared to his. Jessie felt a strange feeling come over him that made him blush.
Jason tried to remain calm as she hugged him. Wow, she felt so soft and smelled so good! The feeling of her breasts pressing against his chest almost sent him over the edge & he found himself trying to think of something else to keep from embarrassing himself.
"Have you been working out a lot Jason? You seem so big." Jessie asked trying to regain his composure.
"Yeah, I work out. It passes the time." Jason replied enjoying the ego boost.
"Hey, you want to play some miniature golf?" Jason asked.
"Sure!"
Jason, on the other hand, was going through the roof. He was pressing up against the beautiful girl from behind. He tried to keep his mind from wandering as he showed her what to do. He wasn't very successful as he grew very excited. He quickly tried to show Jessie how to putt to avoid the embarrassment of his growing excitement.
Jason's instruction made sense! He was so cool Jessie thought. Did Jason have a roll of quarters in his pocket or something? Jessie wondered as he felt the hardness in Jason's pants press up against his rear end. He must have those quarters to play in the arcade later Jessie figured.
"Got it?" Jason asked as he quickly backed away hoping his pretty friend didn't realize that she had just given him a major boner.
"I'm going to use the restroom real quick," Jessie told Jason.
"Oh ok. I'll join ya. I gotta go too," Jason responded.
As they headed to the restrooms it dawned on Jessie that he had to use the girl's restroom. He remembered what Ashley had told him about not being able to use the Men's restroom if he was wearing a skirt or a dress. Crap! What was Jason going to think? Did Jason know that boy's who wore dresses or skirts had to use the girl's restroom? Panic began to set it for Jessie. He didn't want Jason to think he was a sissy for going to the girl's room. He should have worn pants or shorts!
Jessie looked down at his outfit wondering if he could justify a Men's room visit. He glanced at his black nylons-clad legs brushing his pleated skirt. He thought about the symbols on the restroom doors. Men's equals pants...Women's equals dress. Damn! There was no escaping it. He would have to use the Women's restroom.
He thought about maybe holding it. How long could he go? He thought about what would be more embarrassing...using the Women's room or peeing his panties? Okay, Jessie you gotta just man-up and tell Jason!
"Umm, I gotta use the girl's restroom...gulp...Ok?" Jessie stammered.
"Yeah, cool. I'll meet you out here," Jason replied thinking nothing of the girl telling him she was going to the restroom.
He took that in stride, Jessie thought. It didn't even seem to faze Jason.
Jessie ducked into the girl's room while Jason used the Men's. There was a line of 6 girls waiting in line. Jessie found out first hand that girls take longer than boys. As he admired the cute skirt the girl in front of him had on he began to grow impatient. He thought about Jason probably already being done and waiting outside for him. Maybe he should have worn pants so that he could have used the men's room.
He finally reached the front of the line, did his business and met Jason outside.
"Sorry it took so long. There was a line," Jessie apologized.
"Sometimes I wonder what you girls do in there," Jason joked. "Ready to play some golf?"
"Yes I am. I've never played miniature golf though. Have you?"
"I must say that I am somewhat of a miniature golf pro. I'll try to take it easy on you though." Jason teased the pretty girl.
"Oh really? I'll have you know that I'm a fast learner so watch out."
"Hey you two. Perfect timing!" Ashley yelled. "Let's play teams."
The four got their putters and golf balls and headed for the first tee. Jessie chose the pink putter of course.
"Wanna play boys against girls or what?" Rick asked.
"How about Jessica and I team up against you two?" Jason replied.
"It's on!"
Ashley went first, followed by Jason. Rick followed. They all looked like they had played golf before. Jessie was a little nervous as he positioned himself over the ball at the tee. He bent over at the waist keeping his knees pretty straight. He did a practice stroke feeling a little uncomfortable.
Ashley noticed the two boy's eye dart straight at Jessie's butt. She gave herself a little giggle as she found out why. With Jessie bent over the way he was his short skirt really rode up his behind exposing a good portion of his nylon covered ass. Wow. With the thong panties she lent Jessie it looked like he wasn't wearing any underwear. Ashley elbowed Rick and smacked her brother for being such dogs. They both shrugged at her wondering what they were supposed to do when a pretty girl bends over like that.
Jessie putted the ball which pathetically went off line. What was wrong with his athletic skills lately? He was always such a natural at the physical stuff but today he was just sad.
"Hey Jess!" Ashley whispered as she walked up to him, "Be careful about how you bend over when you are wearing a short skirt. Everyone and their
mother could see your panties on that last putt."
"Really?" Jason blushed. "I really don't know how to do this putting thing."
Jason overheard the conversation and decided that he could help.
"Can I show you how to putt Jessica? You need to bend your knees instead of keeping them straight. You looked to stiff. Then you need to putt with your shoulders instead of being so wristy."
Jessie tried to follow Jason's instructions over the next putt as he did some practice strokes. He was very self-conscious about his short skirt now.
"Here, can I show you?" Jason asked as he walked behind Jessie and wrapped his arms around him. He grabbed Jessie hands and tried to show him how to swing the putter like a pendulum.
Jessie didn't think anything of this. His former best friend was just trying to show him the correct way to hit the golf ball.
Jason, on the other hand, was going through the roof. He was pressing up against the beautiful girl from behind. He tried to keep his mind from wandering as he showed her what to do. He wasn't very successful as he grew very excited. He quickly tried to show Jessie how to putt to avoid the embarrassment of his growing excitement.
Jason's instruction made sense! He was so cool Jessie thought. Did Jason have a roll of quarters in his pocket or something? Jessie wondered as he felt the hardness in Jason's pants press up against his rear end. He must have those quarters to play in the arcade later Jessie figured.
"Got it?" Jason asked as he quickly backed away hoping his pretty friend didn't realize that she had just given him a major boner.
"Yeah, I think so. Thanks!" Jessie replied as he executed what he had learned.
"Good girl!" Ashley said as Jessie second putt was much better.
The foursome enjoyed their game of miniature golf with Jessie getting better and better as the round progressed. He was still not nearly as good as they were at the game but he tried his best. He wondered if he would have played better if he wasn't in heels.
"What do you girls want to do now?" Rick asked.
"Jason has a lot of quarters. We could play some arcade games?" Jessie suggested.
"I don't have any quarters. I have some bills though that we could cash in," Jason replied. Why would Jessica think he had a lot of quarters?
This was Jessie's chance! He slid back into Jason's lap even further to the point that his rear end pressed firmly against Jason's hard penis. Jessie thought for a second at how gay that was...but wow it felt so right! It felt eerily natural to be drawn to a guy!
Jason on the other hand was filled with a mixed bag of complete ecstasy and total embarrassment. He was so concerned that Jessica was going to be offended that he had a hard on for her. On the other hand, she did slide back into him. He didn't know what to think! She was so beautiful. He wanted to grab her ass...was she wearing panties?
"Oh, like the one at Knott's Berry Farm?"
"Similar, but on a smaller scale."
"Cool! Let's go."
The four headed over to the water ride weaving through the mass of people at the park. As they made their way through the crowd Jessie found himself falling a little behind. He didn't want to get lost from the other three but he kept bumping into people and getting stuck in front of others.
Jessie was on the verge of getting left behind when he felt someone's hand grab his. He looked ahead and saw it was Jason's. With Jason leading the way, Jessica held on tightly and easily made it through the crowds. Jason had been full of surprises today. He was definitely a changed person Jessie thought. It's amazing how people can change so much. Jason seemed to be a gentler, more caring person today. Jessie found it sweet although it was a bit soft...and Jason called him a sissy giggle.
After they made their way to the log ride Jason let go of Jessie's hand. He sensed that Jessica felt awkward about it.
"Alright, how many on your party?" the ride attendant asked.
"There are four of us."
"Okay then, you two go in the first compartment and you two go in the back one."
Ashley & Rick hoped into the front seating area of the log. It was one long cushion seat with no partition. Rick got in first and Ashley sat right in front of him. He pulled her back into him and held her tightly telling her that he would hold unto her real tight when they went down the steep incline at the end.
Jessie wasn't sure if he should sit in front or behind Jason. "I guess it didn't really matter. They are both boys so who really cared right?" Before he could decide Jason had already taken the back of the seating area. Jessie gingerly stepped into the log sitting in front of Jason. The area was small so he found himself backed in between Jason's legs.
"Ok, enjoy the ride kids."
With that the ride began. It was so calm & tranquil on the water with the log gently teetering to a fro. Jessie was having such a great time. He was hard pressed to think of ever have such a great day.
As the log began to climb up one of the inclines Jessie slipped a bit back and pressed into Jason's lap a little. There it was again! That hard cylindrical shape in Jason's pants! What the heck was that?
Suddenly it dawned on Jessie...it was Jason's penis! The first thing he thought of was the size of it. It was huge...well, it was huge comparatively speaking. Jessie looked down at his lap and thought about his penis which was contained in its feminine encased prison. When Ashley said that he had a really small penis she wasn't kidding! Jason's had to be 10 times as big!
Jessie wracked his brain thinking he should be really upset that his penis was so tiny. He tried to get upset but in all reality he found that having a pathetically small penis didn't bother him at all. In fact, it couldn't even really keep his attention.
He found it amusing though that Jason had an erection. Talk about crappy timing! You're sitting behind your former best friend who happens to be a guy and you get a giant woody. Man oh man! That has to be embarrassing! Jessie thought back about times when he had hard-on's at the worst times. He tried to think back but it had seemed like an eternity since he could even recall having an erection...oh well.
As the ride leveled off, they began to float again through the waterways. Jessie couldn't get his mind off of Jason's erection. He knew that Jason must have been super embarrassed by having it with another boy in front of him. There was something more that drew Jessie to it though. It was almost innate. There was an unconscious draw to it. Jessie found himself feeling the urge to be close to it...it was almost magnetic!
Jessie tried to shrug it off. He knew he was a guy and that guys don't like other dude's penises. That's just gross! His mind kept coming back to it though. It was huge! He found himself wanting to get closer to it. Maybe if he just kind of nudge back a little further.
Just then the log began another incline. This was Jessie's chance! He slid back into Jason's lap even further to the point that his rear end pressed firmly against Jason's hard penis. Jessie thought for a second at how gay that was...but wow it felt so right! It felt eerily natural to be drawn to a guy!
Jason on the other hand was filled with a mixed bag of complete ecstasy and total embarrassment. He was so concerned that Jessica was going to be offended that he had a hard on for her. On the other hand, she did slide back into him. He didn't know what to think! She was so beautiful. He wanted to grab her ass...was she wearing panties?
Just then the log leaned over the edge of a long drop and before they could even scream it began plummeting down at a steep angle.
"Ahhhhhh!" they screamed until it splashed at the bottom.
"I hope you kids had a great time," the attendant stated as he helped them off the ride.
Jason felt that he had to say something after that.
"Hey Jessica, can I talk to you in private for just a second?"
"Sure."
"Hey, about the whole hard-on thing...ummm, on the ride. I ummm, well I don't know what t say just that I'm really sorry. I don't want you to think I'm some sort of dog or anything...I just couldn't help myself."
Jessie was surprised by his statement. Was this the same Jason he used to
know? He certainly had changed.
"It's totally fine Jason. I kind of figured that you were really embarrassed. I know that happens in the most inopportune places
sometimes. Don't worry about it. I don't think any less of you." Jessie replied with a giggle. He could have used that whole incident against Jason for all the humiliation he put him through, but he decided to let it drop.
The four went over to the check out the picture that was taken as the ride began it's plummet to the ground. "Hey there's Ashley and Rick! Look at Rick's face! Haha! Look at that girl with her eyes closed...wait, that's me!" Jessie thought. Funny. He didn't recognize himself for a moment.
The two strolled along the walk-way just relaxing a bit.
Jason looked over at his sister & Rick and noticed them holding hands. He had really enjoyed holding Jessica's hand when he guided her through the crowd.
"Hey Jessica, would it be too forward of me to ask you if I could hold your hand. It's cool if you don't want to."
Huh? Was Jason going gay on him? Boys don't hold other boy's hands do they? Of course they don't. Why the heck would Jason want to hold his hand? Should he say no? What if Jason gets pissed? Jason had been such a sweet boy all day & Jessie didn't want to ruin it. Suddenly it didn't seem that wrong to hold his hand. What was the big deal with holding Jason's hand again? Jessie mind went a little fuzzy.
"Why do ya want to hold my hand again?" Jessie asked feeling confused.
"I just thought I'd ask...plus I like your pretty red fingernails," Jason said with a flirty sense of humor loving his pretty friend's rosy nail polish.
Feeling flattered Jessie reached out and grabbed Jason's hand. He stopped trying to think of why it had seemed so wrong only moments before. Besides, his hand felt so nice being held by Jason's strong grip.
Ashley noticed Jessie and Jason holding hands. How cute was that? It was nice to see them friends again...friends in a completely different way but friends none the less.
Suddenly Jessie was overcome with emotion. It hit him from out the blue with the intensity of a Mack truck. He was helplessly caught in its grasp. His eyes met Jason’s once again…then he glanced down to Jason’s lips. His lips looked so good…so inviting.. They looked undeniably yummy. Jessie couldn’t think straight…he felt a magnetic attraction pull him closer to Jason’s face. Wait, this was not right…was it? He so wanted to feel Jason’s lips on his…he just wanted them to touch for even a brief moment. That would be ok right? It didn’t matter, he had no say in the matter. He felt as if he was not in control of his actions any longer. He glanced at Jason’s eyes once again as their lips got closer. Jason’s eyes had almost a glazed look on them, Oh they were so handsome! Caught up in the moment, Jessie let his emotions fully take over as his lips met Jason’s.
Jessie glanced down at his hand as it swung slightly holding unto Jason’s. There wasn’t anything wrong with two boys holding hands right? He looked around at some other people in the park. No-one was giving them odd looks. He saw quit a few boys holding girls hands strolling along. He was sure that a least some of those couples involved boys who have developed a female body form like himself. His mind was set at ease and he enjoyed the moment.
“So what do you enjoy doing?” Jason asked striking up a conversation with the pretty girl.
“Well, I’ve changed a little Jason. I used to be into sports a lot but lately I’ve been all about going to the mall & hanging out with your sister. She’s pretty awesome.”
“Cool, I like the mall too. You used to be into sports? Like what? Watching them or playing?” Jason asked. He couldn’t imagine her playing sports after her obvious lack of coordination or any hint of physical dexterity today.
“I used to watch baseball & basketball but I’m not really into them anymore. They seem kind of boring to me now. I’m sure that sounds silly & totally not like me. As far as playing sports I must tell you that I am a killer soccer player.”
“Oh yeah? Soccer huh? You ever play on any teams?”
“Yep, for 3 years.” Jessie replied. That was weird how Jason didn’t remember that since he was in the same league as Jessie. Jessie figured that Jason most likely decided to just start over from scratch with him. Jessie didn’t mind playing along.
“Wow, 3 years huh? I was in a soccer league for 3 years as well. So you think you could kick my butt on the field?” Jason teased.
“Oh please! You know I could run rings around you!” Jessie replied knowing that Jason knew he was a far better player. Jessie was always one of the MVP’s for his league. He was fast, very agile and could maneuver the soccer ball in ways that would leave the opponents in the dust. Jessie always felt that Jason was a bit jealous of him. Jason just wasn’t as athletically gifted on the field and that was that.
“Is that a challenge girl? I like you, you’re feisty! I would have to put you in your place though on the field.” Jason joked. He really couldn’t see Jessica as being a good soccer player. He imagined her as the type of girl who spent hours playing with her hair & makeup while reading Vogue & such.
“You find a soccer ball & some grass and it’s on Jason.” Jessie stated as he accepted the challenge.
“I’ll keep my eyes on the look-out”
“I like your lip gloss. It’s very shimmery.” Jason complimented Jessie. His lips were a very shiny pink tone.
“Thanks. I have some in my purse if you want to try some on.” Jessie asked. He noticed that Jason didn’t have any make-up on at all & thought it would be nice to offer.
“Ha! Nah, I think it looks better on you for sure.” Jason replied. He liked her sense of humor.
“Your sister is responsible for that. She did my makeup today.”
“Well she had a great canvas on which to work.”
“Hey now, look at that! Do I see what I think I see?” Jason asked as he looked at the large patch of grassy area with picnic tables sporadically placed. There was a basketball court as well as a jungle gym for the kids. And what do you know…there was a soccer net and 3 or 4 soccer balls in plain sight.
“Yes it is. So are ya ready to eat your words?” Jessie challenged.
“Bring it on girl.”
The two headed to the grass and the soccer balls. Walking in grass was hard to do in heels Jessie thought. In fact, he couldn’t remember ever playing soccer in high heels.
“I think that you have an unfair advantage Jason. You’re not wearing high heels & I am.” Jessie stated wondering if Jason intentionally didn’t wear heels for a reason. Wait, boys don’t wear heels right?
“You could take them off. We are on grass ya know. To make it fair I’ll take off my shoes as well if that makes you feel better.”
“Yes it does.” Jessie said as he unbuckled the straps and removed his heels.
“Shoot, I should take off my pantyhose as well. The last thing I want is a run.”
“The things you girls have to go through. Having to walk in high heels, worrying about getting runs, making sure your make-up is just right. I don’t envy you.”
“Oh it’s not that bad. I’m still getting used to wearing heels and the whole make-up thing, but I really enjoy wearing pantyhose. It can kind of ruin your day if you get a run thought. I’ll be right back.” Jessie said as he walked to the ladies room.
Jason watched her as she headed towards the restroom. She had such a great ass & she knew how to work it. It had the perfect amount of sway and jiggle.
Moments later Jessie return with his pantyhose bunched up in his hand. He tucked them into his heels.
“Ok, let me show you how it’s done.” Jessie stated. He moved the ball with his foot. It was weird because he found himself in the same predicament he had with the baseball throw. He knew that he knew how to play soccer & how to kick & maneuver the ball but it was just so fuzzy. He couldn’t remember how to do anything. It was almost like he had never kicked a ball in his life. He tried to play it off hoping it would come back to him.
“So why don’t you kick the ball to me Jess?”
“Okay.” Jessie replied as he gave it an attempt. The ball ended up going a bit sideways missing his aim by about 10 yards. Crap that was not good!
“Whoah girl. You’re making me run.” Jason laughed. He knew that Jessica didn’t know how to play soccer. Maybe he could get her to run a bit and get a glance under her short skirt.
“Okay, I’ll kick you the ball then you try to get it past me and into the net ok?”
“No sweat.” Jessie said. He was sure that his skills would return and he would leave Jason in the dust.
Jason kicked the ball right at Jessie. It quickly approached him…what should he do??? Dang, he knew how to play soccer! How was he going to stop the ball??? He couldn’t remember!
The ball zipped past Jessie as he stood there frozen. He felt so embarrassed. He ran after the ball and began trying to advance it. A small kick at first, then another. It wasn’t pretty. It felt like he had never kicked a ball before.
“I’ll give you a five second head start before I come after you.” Jason stated.
Jessie felt so humiliated. Jason was giving him 5 seconds?!? The same Jason who couldn’t hold a candle to Jessie when they were on the leagues was now giving him 5 seconds? Jessie didn’t understand why he was so awful.
With determination behind him, Jessie tried to quickly move the ball towards the net. He gave the ball a mighty kick which somewhat connected. He swiftly ran towards the ball. He found himself very self-conscious about his short skirt. He couldn’t recall so many moving body parts when he used to play soccer. His ass seemed to jiggle & sway with each stride. The worst though were his breasts. He found that it was impossible for him to run quickly due to them bouncing to and fro.
Jason admired the show. Jessica looked so cute running after the ball. She was such a girly girl he thought. I mean just look at the way she ran. Her arms flailed in a very feminine fashion as she gingerly ran. There was a lot of jiggle from her butt to her breasts. Jason tried to sneak a peak under her skirt as she pranced along.
“Okay, here I come.” Jason said as he ran to intercept the soccer ball.
As he got closer to him, Jessie let out a girlish squeal and attempted to run faster with his arms flailing ever more. Jason easily surpassed Jessie and obtained the ball. He felt kind of bad since he didn’t want to show up Jessica so much. She was pretty awful though.
Jason juggled the ball back & moved closer to Jessie.
“I’m gonna get this past you.” He said.
He attempted to run past Jessie who was very frustrated by this time. He wasn’t about to let Jason show him up at a game that he used to be so good at.
Jessie tried to kick the ball as Jason ran past. He swooped his leg to steal the ball away but missed altogether and lost his balance. Jessie fell to the ground…ouch!
He checked himself for a brief moment to see if he had hurt anything. He was fine and just was shaken up a little. Gosh he hoped that Jason didn’t see up his skirt.
“Are you ok?” Jason asked feeling very concerned for his friend. He should have taken it easier on her since she was a girl.
“I’m fine.” Jessie replied. He wasn’t hurt but he couldn’t understand how he couldn’t remember how to even kick a soccer ball. Jason was so much better than him now & it was humiliating. All of the frustrations and confusion he felt came rushing to the surface & he began to cry. He tried to hold it back. The last thing he wanted was for Jason to think he was a sissy who cried like a baby. He found that he had no control over his emotions however & the tears flowed.
“Hey now, why are you crying?” Jason asked feeling sorry for the pretty girl.
“I’m sorry. I’m just a horrible soccer player now.” Jessie said. The tears continued to flow.
Jason sat next to Jessie on the grass & tried to comfort him.
“You did good Jessica. Maybe you’re just out of practice. Hey now, you’re way too pretty to be so upset.” Jason comforted her.
“Thanks, you have been so sweet to me today.” Jessie replied. He had truly seen a different side to Jason. A gentler, more caring Jason who usually would have rubbed in the fact that he beat him on the soccer field. Jessie was filled with so much emotion that he felt the urge once again to give Jason a hug.
“Can I give you another hug?” Jessica asked as he gently wiped his eyes. “Oh no, is my mascara running?”.
“No, you look beautiful…and yes, I would love to give you a hug.” Jason replied as he scooted very close to her and wrapped his arms around her.
Jessie felt so close to Jason at that moment. It was as if their friendship had grown to an amazing level.
“Thanks, I feel better now. You are a sweet boy.” Jessie replied.
“Thanks, I try my best.” Jason replied himself feeling extremely nervous around the pretty lass.
As they chatted Jessie noticed Jason’s facial features. He never realized how pretty Jason’s eyes were. They were so searing with their deep blue color. His hair was so cute too with its wild, untamed look. There was something dangerous about him, but it was attractive.
“I’m glad you feel better. Hey, you got some leaves in your hair when you fell haha. Let me get those out.” Jason said as he reached to get the leaves out of her hair. She had such pretty long hair and it was done up so nice with its soft, cascading curls.
Jason’s hands in his hair sent shivers down Jessie’s spine. Jason was being so nice to him. He was feeling so many confusing yet exciting emotions. Why was there anything special about Jason pulling leaves out of his hair. Jason was doing it so gently and with so much care behind it he thought.
“There ya go.” Jason said as he picked the last leaf out of her hair.
Jessie looked into Jason’s eyes once again. His eyes met hers. She looked so sexy with the way she did her makeup.
Suddenly Jessie was overcome with emotion. It hit him from out the blue with the intensity of a Mack truck. He was helplessly caught in its grasp. His eyes met Jason’s once again…then he glanced down to Jason’s lips. His lips looked so good…so inviting.. They looked undeniably yummy. Jessie couldn’t think straight…he felt a magnetic attraction pull him closer to Jason’s face. Wait, this was not right…was it? He so wanted to feel Jason’s lips on his…he just wanted them to touch for even a brief moment. That would be ok right? It didn’t matter, he had no say in the matter. He felt as if he was not in control of his actions any longer. He glanced at Jason’s eyes once again as their lips got closer. Jason’s eyes had almost a glazed look on them, Oh they were so handsome! Caught up in the moment, Jessie let his emotions fully take over as his lips met Jason’s.
An electrical charge went through Jessie. Jason’s lips were meant for him. For a brief moment Jessie attempted to stop as he tried to think of what was wrong with this. It was pointless though as he was fully caught up in a wave of girlish emotions. Jason’s arm wrapped around Jessie and it felt so good in his arms. He loved Jason’s muscles, his scent, his roughness. Instinctively, Jessie thrust his chest out knowing for some reason that Jason would like that.
Jason relished his moment with Jessica. She was such a good kisser and her lips tasted so dang good. He darted a few glances down at her chest. From this angle he could see her two marvelous mounds pushing through that lacy bra.
As they stopped kissing, the moment came into focus once again. Jessie realized what had happened and the gravity of the situation struck him.
He had just kissed a guy! What the heck?!? He wasn’t gay! Since when was Jason gay?!?
Jason noticed the shocked look on Jessica’s face. Had he moved to fast for her? He hoped he didn’t ruin it.
“Are you ok Jessica?”
“That kiss really freaked me out.” Jessie replied as his heart raced. How come Jason wasn’t freaked out?!? They were best friends…they were both boys! It wasn’t right!
“I’m sorry. It was my fault. I shouldn’t have moved so fast.”
As Jason said that Jessie became confused. His racing mind clouded up and he had a hard time thinking. He knew that kissing Jason was not right…right? What was wrong with it again? He searched his foggy mind for the answer. Why was he so upset about kissing Jason? Did he rush into it too fast. He didn’t want Jason to think he was an easy girl maybe? No, that wasn’t it. The more he tried to think the cloudier his thoughts became and then…nothing.
“Oh look at your lips.” Jessie said with a girlish giggle. “I got my lipstick all over them.”
“I bet I look pretty silly huh?” Jason replied hoping that he could loosen the tension.
“Nah, you look cute.” Jessie replied as he reached into his purse to grab some Kleenex.
“Let me wipe that off of you. It doesn’t look good for boys to go around wearing lipstick. We wouldn’t want people to get the wrong idea” Jessie joked. Why was he upset again? Oh well. It mustn’t have been that important.
“Huh? I’m a boy of course!”
Ashley snickered a little at the pretty girl who still did not have a clue to what was going on.
“So there is nothing wrong with two boys kissing then?”
Jessie thought about that for a minute. Two boys kissing would mean that they were gay. He wasn’t gay was he?
“Oh my! Ashley, am I gay? Is Jason?”
“Yeah, OK. Hey was that weird to you?” Jessie asked. He knew that there was something not quite right about kissing Jason but he couldn’t pin point it. He never thought of Jason that way before…romantically that is. He was sure that Jason never was into him either.
“It was a little strange, but I really liked it.” Jason replied.
“Me too.” Jessie agreed. Maybe these feelings he was having were just unfounded. Jason would have said something if it wasn’t right to be kissing him.
Jason called his sister on his cell and the two headed to the batting cages to meet up.
As they walked back, Jason reached for Jessie’s hand to hold. Jessie felt a warm feeling rush through him. Jason liked him again! He grabbed Jason’s hand and all was good in life.
Rick was hitting balls in the cage when they arrived. Jessie knew that cage well. He had hit balls in there dozens of times. That cage delivered the fastest pitches and it took some great coordination to get the bat on the ball. He snickered to himself a little as he saw Rick swing and miss a couple times before belting one.
“You almost struck out there Babe Ruth!” Jessie joked.
“Very funny…look at you two all holding hands. Have we made a love connection?” Rick countered.
“Don’t be jealous.” Jason replied. “I’m next!”
Jason entered the “Major League” cage next. Jessie watched him hit a couple balls. Crack! The ball went flying. Jessie found himself feeling very proud of Jason. It’s funny cause the competition factor wasn’t really there anymore. He was quite content just watching Jason do all the physical stuff as he sat down by Ashley.
“Hey Jessica, how are you and Jason doing? Having fun?”
“Uh yeah, we played soccer for a bit. It’s funny cause I’m not even close to being as good as I used to be. I’m slower, definitely weaker and I can’t even seem to remember how to kick the ball.”
“Well, I’m not sure about you forgetting how to kick a soccer ball, but the other two are probably due to the changes that are happening to your body. Because you have more of a girl’s body now, you are not going to be as strong as you used to be. It’s just how things are.”
“It’s alright. I don’t think it really bothers me that much. I’m kinda worried about what happened after we played soccer though.”
“Oh yeah…why is that?” Ashley asked.
“Well Jason and I kind of kissed.” Jessie replied.
“What? You kissed Jason?”
“Uh, yeah. It’s weird right? Something is wrong about it…I just can’t put my finger on it.”
“Wow. I’m speechless Jess. Obviously this was probably going to happen sooner or later but wow.” Ashley replied. She was sure that Jessie’s mind must be very cloudy over this so she probed further. “So you and Jason are very close friends now I assume?”
“Yeah. I guess so. It’s so odd because he went from hating me to really liking me. I mean he hasn’t called me a sissy or fairy or anything like that today.”
“So Jason is a boy right?”
“Yeah of course.”
“And you are a boy….or a girl?”
“Huh? I’m a boy of course!”
Ashley snickered a little at the pretty girl who still did not have a clue to what was going on.
“So there is nothing wrong with two boys kissing then?”
Jessie thought about that for a minute. Two boys kissing would mean that they were gay. He wasn’t gay was he?
“Oh my! Ashley, am I gay? Is Jason?”
Ashley saw some panic in Jessie’s eyes. She had to smooth things over a bit.
“No Sweety, you are not gay and neither is Jason. Boys are attracted to girls and you have developed some physical features that are feminine so of course Jason would be attracted to you. Likewise, it is normal for girls to be attracted to boys. Your body does not look like Jason’s anymore…your body looks a lot like mine. I’m attracted to guys because opposites attract and that’s why you are attracted to Jason.”
Jessie thought about that for a second. It made perfect sense to him! Ashley was such a good friend to have.
“So boys that have breasts are attracted to other boys.” Jessie said matter-of-factly.
“Sure sweety. So you really like Jason then?”
“He has been so sweet Ashley! I don’t know, I just feel good when I’m around him.
I never realized how strong he was either; I think he flexes his muscles just to show off too.”
“He’s doing that because he thinks it is attractive to you Jessie and he’s probably right?”
“Uh yeah…it’s pretty hot.”
Ashley giggled a bit at that comment. Talking to Jessie was becoming very much like talking to her girlfriends.
“Well there are parts of your body that will drive him nuts as well.”
“Really, like what?”
“Well you boobs for instance. Have you noticed Jason’s eyes drift down to your chest at all?”
“No way! All the time actually.”
“That’s cause your breasts are super-attractive to him. You should project them and if you really want to drive him nuts you should “accidentally” brush them against him”.
“okay.”
“That behind of yours is another great thing to use. I don’t know if you know it but you have an incredible walk Jessica. Don’t be afraid to exaggerate the wiggle and the jiggle.”
“Okay. Got it.”
“Pretty much everything about you will be attractive to him…your legs, lips, eyes, everything so justrelax and act normally and he will eat it up.”
“Thanks Ashley! I am just on cloud nine today!”
“Hey Jessica, did you see that one?” Jason asked after he clobbered the baseball.
“Yeah. You hit it out of the park!”
“Do you girls want to hit some balls?” Jason asked as he exited the “Major League” cage.
“I already hit some. Jessica?” Ashley stated.
“Sure, I’ll hit some and try not to embarrass you guys.” He stated confidently knowing that he could do just as well as the other two boys did.
Jessie reached for Jason’s bat.
“Umm, you may want to use a lighter bat Jessica. This one is pretty heavy.”
“No, it’s ok…hand it over.” Jessie replied as he grabbed the bat. Dang! It was heavy. His ego was taken down a notch as he realized that there was no way that he could even hoist that bat over his shoulder much less swing it.
“Here Jess, use the bat I used.” Ashley said as she saw him struggling.
“Uh, thanks Ashley.” Jessie embarrassingly replied as he grabbed the “kiddie” bat. He remembered using that bat when he was just small. It did feel a lot better in his hands though.
Jessie began entering the “Major League” cage ready to represent.
“Jessica, that cage is as hard as it gets. I wouldn’t want to see you get hurt or anything.” Jason said stopping her.
Jessie was a bit taken aback. He knew that Jason had been there with him several times before and they both hit out of that cage.
“Well Mr. Baseball, where do you think I should hit from?”
“I’ll show ya and I’ll tell you what. If you can hit from this cage then I’ll apologize on my knees and let you hit from the “Major League” zone, but you have to prove yourself first ok?”
Jessie loved a challenge and relished the thought of Jason on his knees begging so he agreed.
“Here ya go. Try this cage out.”
Jessie looked at the name of the cage and was stunned.
“You want me to hit out of the ’Little Tikes’ cage?!? This cage is for little kids Jason.” Jessie stated feeling very upset. Why was Jason dissing on him like that.
“Just try it out and like I said, Down on my knees.” Jason knew that the pretty girl with no athletic skill would probably not be able to hit the baseball..
“I’m gonna make you eat your words!” Jessie replied full of confidence.
He entered the cage and started to get into his batting pose. Oh no! It was just like everything else! He couldn’t remember how he used to swing a bat! Crap! His face grew red as he stood with a stiff body and limp arms not knowing what to do. He lifted the bat and as the ball came at a very slow pace he swung with a pronounced flailing, girly motion. Miss!
“You’re holding the bat all wrong Jessica. You need to put your body into it and not just your arms.” Jason tried to help.
“OK!” Jessie angrily said with frustration over forgetting how to swing. He missed the next 5 balls.
Jessie looked back and noticed that a group of 5 boys had gathered behind his cage. Why the heck were they watching him? He grew even more embarrassed as he couldn’t hit the ball.
Ashley was amazed at how much Jessie had changed. He had absolutely zero coordination! She also saw the boys watching Jessie swing. She knew that they were there to get a cheap thrill. She nudged Rick to solve the problem.
“Hey, why don’t you guys move on? She’s nervous already about hitting the baseball and you aren’t helping.”
“She’s doing a great job in my opinion. She can hit my balls any time!” one of the boys said as they walked away.
Finally Jessie swung and nipped the ball. It flew about 15 feet before dropping.
“I hit one!” Jessie gleamed as he did a little cute jump and clapped his hands.
“Good girl! I knew you could do it, but I think you need some more practice before you enter the higher cages.” Jason replied as he gave Jessie a hug.
“Wow, you really showed them up huh?” Ashley joked.
“Shut up…I’m out of practice. It was a lot harder than I remember.”
“Yeah, I hit out of the “Little League” cage…there was no way I was going to try the “Major League”” Ashley replied.
Jessie felt so emasculated at that moment. Ashley hit out of the “Little League” cage and he was taken to the “Little Tikes”? All three of his friends felt that Ashley was better at hitting a baseball than he was??? Wait…he only hit one of the balls. Even the “Little Tikes” cage was too hard for him! What the heck was going on?
“Are you ok Jessica?” Jason asked.
“No, I can’t believe that you all made me hit out of the cage that 4 year olds hit out of and let Ashley use the Little League cage. To make things worse I couldn’t even hit the ball!” He replied as he burst into tears. This was all too much.
“Hey now. There’s nothing wrong with not being able to hit a baseball. Ashley just seemed more advanced than you is all. I would love to show you how to play if you really wanted.” Jason replied as he hugged Jessie.
Being held by Jason made Jessie feel so much better. So what if he couldn’t swing the silly bat. What’s the point of using a stick to hit a ball anyways he thought. He wiped his eyes feeling embarrassed that he was being such a baby.
“It’s ok Jason. I just got a little frustrated is all.”
“Yeah Jess, don’t be so upset. You had a disadvantage cause of those heels and short skirt. I was smart and wore pants and tennis shoes.” Ashley joked.
“I didn’t think about that. I never wore heels before when I hit baseballs.” Jessie proclaimed. He pulled Ashley aside.
“I didn’t flash my panties again did I?”
“No, you were very ladylike Jess.”
Swoosh! The ball went through the net.
“Awesome!” Jessie proclaimed as he jumped up in down in almost a cheerleader-like fashion.
The boys finished up with Jason winning by one. He was pumped and raised his hands in victory.
“Good job!” Jessie stated as he gave Jason a kiss on the cheek. Wow! Where did that come from? It was almost second nature for him. In any case, Jason seemed to like it as his face turned red from blushing.
“How about we grab a bite to eat?” Ashley replied.
“Cool”
The foursome headed to the food court.
Jessie was blown away with how the day was turning out. He never could have imagined him and Jason being so close again. In fact, he and Jason were closer now than they had ever been in the past. He never recalled ever kissing him in all their years of friendship. It had definitely taken a new turn for the better.
“Hey I gotta play one quick game of this!” Jason exclaimed as they walked by the basketball hoop throw.
“Me too! I bet I’ll sink so many hoops it’ll put ya to shame!” Rick replied.
The two boys paid for the game and began shooting hoops. Jessie giggled as he saw both of them miss the first shot. He remembered how great he was at playing basketball. Jason never could compete with him on the courts.
“Dang, I’ve got to focus!” Jason yelled.
“Aha! One ahead!” Rick stated as his basketball swished through the net.
Jessie watched as the boys missed two more shots each. They were pretty pathetic! Something had changed in him though. He knew that he could have whipped them both at this game but all of a sudden it didn’t matter. His competitiveness seemed to be almost non-existent.
He thought about how poorly he had performed at soccer, the ball toss and at the baseball game. He remembered being so very frustrated at his lack of skill. Now, however, he couldn’t think of why he was so upset. They were just silly games. Jason was so much stronger than he was that it was no surprise that he would be better.
In all honesty, Jessie didn’t understand why he ever liked doing all those things. Running on the grass made him uncomfortable since he was wearing his short skirt. Sure, he could’ve worn shorts or pants instead, but having to choose between being able to run around without worries or being able to wear a very, very cute skirt? There was no question; it was definitely the better move to wear the skirt.
“Aha! We are tied now!” Jason shouted as he too sank a basket.
Jessie realized that he didn’t care about a boy being better than him at physical things. In fact, he relished the idea that Jason was stronger, faster, and manlier than he was. It made him much more attractive. Throwing a basketball through a hoop seemed downright boring to Jessie at the moment, but he realized that it meant a lot to Jason and that fact made it important to him,
“Come on Jason! Let me see you make another!” Jessie yelled trying to cheer his friend on.
“I’ll make one for you sugar.” Jason replied to his pretty friend.
Swoosh! The ball went through the net.
“Awesome!” Jessie proclaimed as he jumped up in down in almost a cheerleader-like fashion.
The boys finished up with Jason winning by one. He was pumped and raised his hands in victory.
“Good job!” Jessie stated as he gave Jason a kiss on the cheek. Wow! Where did that come from? It was almost second nature for him. In any case, Jason seemed to like it as his face turned red from blushing.
“Ummm, do you girls want to play also?”
“No thanks. I had a lot of fun watching you though.” Jessie replied feeling not a trace of competitiveness left in him.
“Why don’t you guys go buy lunch and we’ll find a table.” Ashley asked.
“Cool, we’ll be back. Hamburgers okay?”
“Yep, I want a sprite as well.”
“Got it”
The boys went to stand in line as Ashley and Jessie scoped out the area.
“Did I see you give Jason a little peck on the cheek back there Jess?”
“Uhhh yeah. I just kind of did it. I didn’t think about it or anything. It just seemed natural.”
“That’s alright sweety. I was just asking. There’s nothing wrong with it. Here’s an empty table.”
The two sat down at the table and began making small talk until their lunch arrived.
“Oh, isn’t that the cutest thing in the world?” Ashley proclaimed as she noticed the newborn baby at the next table.
“Yeah, cute.” Jessie replied reluctantly. He had never been fond of babies. All they did was cry, eat, sleep and poop.
“What’s her name?” Ashley asked the young mother.
“Meghan. She’s 3 months old.”
“Well she is just adorable. Look at those beautiful eyes.”
“Yes, she knows she’s a cutie.” The mom replied.
Ashley made some funny faces at the baby playing peek-a-boo. The baby burst out laughing every time. Jessie was mildly amused but didn’t get why Ashley was so caught up in the little monster.
“Want to hold her?” The mother asked.
“Oh yes, you don’t mind?”
“No, I think she likes you.”
The mother handed the baby over the Ashley who was overjoyed at the opportunity. She help the baby and made “baby” talk to her. The baby seemed really enjoy Ashley’s company. Jessie hoped the boys would return soon, however, so that the baby could go back to the mom. Who knows with babies anyways? The thing could puke all over Ashley at any time.
“Hey Jessica, you want to hold her?” Ashley asked.
“No way. Babies scare me.” Jessie replied. Babies were like a foreign object to him…he would let the girl’s do all the holding.
“Oh come on, here hold her like this.” Ashley said as she plopped the baby into Jessie’s arms. He was so turned off by the idea and it was obvious by his stiff arms.
“Just relax. Look she likes you.” The mother stated to the young woman.
Jessie looked down at the baby as she flashed him a smile. He tried to think about all the negative things about babies but all he could focus on was that cute little smile. The baby smiled at him!
He felt a strange rush of emotions flow through his body as his perception of the baby noticeably changed. The baby could throw up on him…it could go poop at any time…it could start crying like crazy at the drop of a hat…she was so incredible precious though. So delicate and tiny, so needy, and she was smiling at him.
His thoughts drew away from all the hassles and pains that babies bring and instead focused on the joys of taking care of and loving such a wonderful creation. He felt drawn to the thought of nurturing and caring for a baby and how attractive that was to him in an almost innate way. It seemed like something that was very natural for him to do all of a sudden. He felt a very strong maternal instinct engulf him and put him in perspective.
“Hey Jessie, it looks like she likes you also.” Ashley stated as she noticed the trance he was in.
“Yeah, she is the most incredible thing I have ever seen.” Jessie replied in awe of the little baby.
Just then the baby made a bee-line for Jessie’s chest catching him completely off-guard.
“Whoah little girl! Those are the wrong ones.” The mother amused as little Meghan found Jessie’s breast very enticing as she was very hungry.
“Sorry about that. I better feed her. Nice chatting with you girls.”
“You too.” Ashley replied as the mom and baby left.
“So you seemed to like baby Meghan.”
“Yeah, she was so small and cute. I never thought I liked babies before but something about her really hit me. That was weird how she pressed her face into my chest though. I think she was trying to hide or something.” Jessie replied.
“Ummm, no Jess. She was hungry and she thought she could get something from you.”
“Well I would have given her something if the food was here yet.”
“No sweety, you see babies get fed from their mother’s breasts which produce milk. She must have been confused and mistook your breasts for her mom’s”
“Huh? Even though I’m a guy? Guys don’t breast feed.”
“Well you do have breasts Jessie and one of the reasons people have breasts is to produce milk for babies.”
“So you are saying that I will breast feed someday?” Jessie asked being very confused.
“When you have kids of your own you will be able to. It’s a very special part of having breasts and being able to bond with your child.” Ashley stated not knowing exactly what to say.
“Well hopefully I don’t get pregnant any time soon. I’m happy just holding other people’s babies for now.” Jessie replied.
“Pregnant?” Ashley replied. Did he just say he didn’t want to get pregnant??? Did he realize what he just said?
“Yeah, being pregnant is not my idea of fun any time in the near future.”
“Ok, sooo…..you are a boy….or are you a….girl?” Ashley stammered.
“What kind of question is that? I’m a boy silly. Sometimes I worry about you and your weird sense of humor Ashley.”
“Gotcha, I’ll keep a look out for any pregnant boys I see and let ya know.”
“Lunch has arrived ladies!” The boys interrupted just in the nick of time.
He felt Jason’s hand brush and then gently grab his upper thigh. As they continued to lock lips, Jessie was very conscious of Jason’s hand which slowly crept higher and higher on his thigh until it was reaching under his skirt. Should he stop Jason? Was there any harm? He continued to passionately kiss him and got lost in the moment.
Suddenly, he could feel Jason’s hand under his skirt and around his backside. Jason was tracing Jessie’s panties with his fingers. Jessie jumped back a little. This was getting too out of control!
Jessie was getting accustomed to him and Jason being friends again. It was just like old times …only with the added bonus of a definite attraction.He noticed that Ashley and her man had been kissing and seemed very much into each other.
“Hey, we’re going to go hang out in my SUV.” Steve said as he grabbed Ashley’s hand and departed.
“Hey wait up Ashley!” Jessie yelled.
“What’s up Jess?”
“Why are you going to his SUV?”
“Well, we wanna make out in privacy. You can join if ya wanna. I mean, do you want to make out with Jason?”
“I’m kinda nervous to. Maybe we could just chat in there?”
“Sure, ok, grab him and let’s go.”
So they all headed to Steve’s SUV. Jessie and Jason jumped all the way to the back two seats while Steve and Ashley sat in the middle seats.
“Wow! Nice and cozy back here!” Jason stated. He felt a bit nervous sitting so close to the pretty girl. “Yeah, sorry am I cramping you too much?"
“No, not at all. You can get as close to me as you like.”
“I really like the way you’re styling your hair Jason. I like it a little longer.”
“Thanks.” Jason replied. He wasn’t sure if she even knew what he looked like with the buzz cut he was so fond of in the past.
“You know Jessica, I need to admit that the outfit you have on today is insane! I mean that top and your skirt... sorry, but I just really think you look beautiful. I’m just... not that good with words.”
“It’s ok Jason. I know what you mean. Actually, your sister let me burrow everything I have on so you should thank her.” Jessie replied beaming from the compliment.
“Ummm, Jessica, do you mind if I give you a kiss?”
It was the words Jessie hoped he would hear!
“I would like that.”
With that, their two lips embraced. Electricity filled the SUV as their hormones raced.
Jessie scooted closer to Jason and put his arms around him.
He felt Jason’s hand brush and then gently grab his upper thigh. As they continued to lock lips, Jessie was very conscious of Jason’s hand which slowly crept higher and higher on his thigh until it was reaching under his skirt. Should he stop Jason? Was there any harm? He continued to passionately kiss him and got lost in the moment.
Suddenly, he could feel Jason’s hand under his skirt and around his backside. Jason was tracing Jessie’s panties with his fingers. Jessie jumped back a little. This was getting too out of control!
“Oh, sorry…did I go too far?" Jason asked. He was very concerned.
“Yeah, I think so. I’m just not used to this is all.” Jessie replied. He definitely was not used to having this kind of attention from another boy!
“Ok, we can stop…um, that was great though.”
“Yeah, it was. Are you mad?’ Jessie asked hoping Jason was OK with him stopping the wandering hand.
“Yes, I’m totally fine.”
Jason was such a cool guy! Jessie’s eyes glanced at Jason’s lap. Wow, he had a huge bulge in his pants. It was then that it clicked. The reason Jason was getting hard-ons was because of him! Jessie’s changed body was exciting Jason! Although Jessie felt a bit awkward at this thought, it was very flattering. He could do this to Jason??? Pretty cool!
“Um, you seem to be pretty excited.” Jessie stated in a humorous tone as he glanced down at Jason’s pants.
“Yeah, sorry, I couldn’t help it. Like I said, you look incredible!”
Jessie knew that he himself had had numerous hard-ons in his life but he couldn’t recall the details. He thought of his own penis and couldn’t imagine his member tenting up his skirt the way Jason’s was tenting up his pants. Jessie found Jason’s bulge intriguing. He knew that it shouldn’t be anything special since he had a penis of his own, but he couldn’t take his eyes off of it. Why couldn’t he remember any details about having a penis? This all seemed so new to him and he had so many questions.
“Ummm, so what do you do when it is so big like that?”
Jason kind of figured that his pretty friend had little experience in this department which made him happy as he was only way too eager to educate.
“Well, I either have to whack off or else I just have to let it go down and do nothing.”
“What happens if it just goes down? You kind of look like you are uncomfortable.”
“Oh, it gets very uncomfortable if nothing happens. Ever hear of ‘Blue Balls’?”
“I don’t think so. I don’t have any balls.” Jessie replied. He used to have balls didn’t he??? He just couldn’t remember!
“Well, let me try to put it in perspective for you. Imagine putting on a really great dress, doing your hair all up all pretty and getting ready for a date. Then the guy doesn’t show up. That big letdown you would feel is what happens when a guy doesn’t finish.”
Well that did help Jessie relate…wow that must suck!
“Why don’t you ‘whack off’ then and get it over with?” Jessie asked.
“You don’t mind?”
“No, I mean it’s no big deal.” Jessie replied. He knew that they were both boys and it didn’t matter. Plus, he was very curious.
“OK, promise you won’t laugh ok?”
“Promise!”
With that, Jason unzipped his pants and pulled them down a bit. He was having a hard time containing his excitement. The very thought of the pretty girl watching him was almost too much.
“Wooowwwww!!!” Jessie gasped.
There was a definite difference between Jason’s penis and his own. It was huge! It must have been at least 5 or 6 inches long! He wondered how sizes could be so dang different! How could some boys have big ones like Jason and some have ½” inch ones like him??? He thought about it for a second before realizing that he didn’t care to have one as big as Jason. It was fine on Jason and looked good on him, but Jessie kind of liked how his crotch looked flat and smooth in clothes.
“Have you ever seen one before?” Jason asked looking at Jessica whose wide eyes told the story.
“Of course I have silly. Yours is just really big!”
“Thanks!”
“So what now?”
“Hey Jessica, do you want to help me get off? You can say no, but it’s totally safe.” Jason asked keeping his fingers crossed.
That was an odd offer! He knew that he had masturbated in the past but he never helped another boy get off. He wanted to say no but found himself way too interested to decline.
“Ok, don’t worry, I’m a pro at this one.” Jessie replied with confidence.
He timidly touched the penis. It was so hard! He backed away for a second before reaching for it again. Dang! He had done this to himself so many countless times in the past but couldn’t remember how to masturbate. Jessie picked his brain trying to unfold the mystery to no avail. He was drawing a blank…how could he forget how to stroke himself???
“Do you need some pointers?” Jason asked her. She seemed completely lost.
“I know I know how to do this. I can’t remember. I’m sorry.”
“It’s ok Jessica. Here let me show you. Firstly, here’s some tissue for when it happens. Make a large ring with your thumb and first two fingers just big enough to snugly fit around it. Good girl. Now don’t squeeze too hard but use gentle pressure and work you hand up and down my shaft. There ya go. You’re doing great!”
This was so new to Jessie and so very exciting at the same time. He wondered what Jason meant by giving him the tissue. Was something going to happen to Jason’s penis that required a tissue? Maybe boy’s cry when they get off? He couldn’t figure out what the tissue could be for.
“Now focus on just the upper part Jessica and move up and down faster.”
Jason was beyond ecstasy. He looked at Jessica’s shapely legs and the way her skirt gently draped over her lap. Look at those pretty painted fingernails touching him so intimately. Her face looked so beautiful! His eyes moved to her breasts. With Jessica stroking him more aggressively her breasts jiggled back and forth, up and down.
“Am I doing good?”
“Amazing…I’m getting really close girl!” Jason exclaimed. He was trying to hold off and extend the pleasure but this was all way too much.
“Okay!” Jessie replied having no idea where this was leading.
Jason stared at Jessica’s breasts and their supple sway in her bra and that did it.
“Ok, use the tissue…I’m going to cum!”
Jessie noticed that Jason’s hips tensed and raised up off the seat and he seemed to freeze. Use the tissue?!?!? What was the tissue for?!?!? Suddenly something shot out of Jason’s tip. Jessie panicked! Jason quickly grabbed her hand which held the tissue and covered his penis trying to catch all the cum.
“Why didn’t you use the tissue Jessica?”
“I didn’t know what to do ok?!? This is all new to me!” Jessie said panicked. He never could have expected that a boy’s penis would do that!
“I’m so sorry girl. I didn’t realize it was that new to you.”
Oh crap! Jason saw where his first spurt had landed and it was not good. There it was. The sticky substance clung to Jessica’s hair.
“What are you looking at?” Jessie asked as he reached for his hair.
He felt the sticky substance which was entangled in his pretty hairdo. He freaked!
“What’s my mom going to think? Get it off of me! You ruined my hair!” Jessie yelled and teared up instantly.
“Hey Jess, calm down. I’ll get it out of your hair.” Ashley said as she overheard her panic.
“Jason, how could you let this happen? That was mean!”
“I thought she at least knew a little about sex. I’m sorry Jessica.”
“Here, let me take you to the girl’s room and get you cleaned up.”
The two headed out of the SUV and Ashley used a damp towel to get everything out of Jessie’s hair.
“You really didn’t know that he was going to shoot his load everywhere?”
“No, how was I supposed to know that? I’ve never seen a penis like his before. Mine is way different. I mean mine doesn’t grow big and definitely doesn’t shoot stuff out!”
Ashley once again felt sorry for how emasculated Jessie had become. Every ounce of maleness had been stripped from him. He didn’t even remember masturbating anymore and that must have been a very strong memory to lose.
“Hey sweety, let’s head back home. You’ve had a long day oO?”
“Ok”
“So you don’t remember anything?”
“Anything about what?”
“About being a boy?”
“I’ve been a girl my whole life Ashley. You and mom are kind of freaking me out with these boy questions.”
“Hey girls, how was your day?” Amanda asked.
“It was great mom! We played some games, had lunch, and went on some rides. It was so much fun!”
“That’s good to hear. How did you and Jason get along?”
“We had the best time! It was like we had never lost our friendship. He won a game and gave me his bear which was so sweet of him. You know, I never realized how cute he is either. I have such a crush on him mom!”
“You are attracted to Jason?” Amanda asked. His entire sexual orientation had changed?
“Uh, yeah… he is only the most gorgeous in the world!”
“Yeah, she and my brother have really hit it off you could say.” Ashley added.
“Sweety, I’m not sure if you are ready for a relationship like that with a boy.” Amanda replied rather concerned that her feminized son might get hurt if Jason were to find out.
“Oh come on mom, he’s a boy and I am a girl. What’s the problem?”
“You’re a girl???” Amanda and Ashley both replied simultaneously.
“Yeah, is this some kind of news flash? What’s with the weird stare?” Jessica asked not sure why his mom and best friend were acting so odd.
“Well, it’s just that you usually identify with being a boy.” Ashley replied.
“Me a boy??? Maybe you should get some rest Ashley. I’m as much of a boy as you are.”
“I’m glad you had a great time Jessica. Give me a hug dear.” Amanda stated trying to change the subject as she gave her daughter a hug. Was this it? Her son was no longer a threat to society but he was only a shadow of her son. Could she get used to this new person? Did she have any choice now?
The three sat and chatted about the day for a while. Jessica kept going back to how great Jason was and gushed about her feelings for him. Ashley decided to spend the night as it was getting dark.
Ashley found herself at a crossroads with Jessica. She seemed to be all girl now in the head and they seemed to be best of friends. This person was no longer Jessie though. He was more feminine that she was for crying out loud. The thing that bothered her most was the fact that he had no idea that he was different. The fog that had engulfed him all these months seemed to trap any remnants of his former self.
The two got ready for bed. Ashley burrowed one of Jessie’s pajamas since she didn’t bring any.
Jessica was donned in a pink knee length nightgown with spaghetti straps and nude pantyhose of course.
“Jessica, can I ask you a question?”
“Sure.”
“If I told you that you were actually a boy what would you say?”
“I’d say you were nuts.”
“So you don’t remember anything?”
“Anything about what?”
“About being a boy?”
“I’ve been a girl my whole life Ashley. You and mom are kind of freaking me out with these boy questions.”
“Ok, sorry, I was just playing with you.”
The two got into bed and Jessica donned her headphones and fell fast asleep.
Those tapes are what effects his mind Ashley thought. Jessie was all but gone and Jessica seemed to be all that was left. He had no chance of ever returning. This made Ashley sad.
Ashley leaned over and gently turned off Jessica’s cd player. He remained in a deep sleep. Wondering what tomorrow will bring, Ashley closed her eyes as well.
Jessie stood up and walked to the door mirror. He gasped as he saw the pretty girl looking back at him.
He examined his face which was downright pretty. His hair had grown so much! Thin, arched eyebrows? He continued in an almost surreal-like state. Breasts. He had breasts. No denying it. He lifted his nighty over his head and just stared. How? He reached to touch them. Red painted, perfectly manicured fingernails? This can’t possibly be real... but it is! His supple breasts gently swayed as he lifted them with his hands. They were real and they were a part of him. His hips curved out so much. If the breasts weren’t enough, the hips sure didn’t lie. He had a undeniable female figure!
This just couldn't get anymore worse!
“Hey, how long you been up?” Jessie asked.
“Just a little bit. Did you sleep well?”
“Yeah, like a baby. I had so much fun yesterday Ashley. Your brother was so much fun!”
“I had a good time too. I say we take it easy today though.”
“Sounds good…I want to call Jason later though or is that too forward for a girl?”
“I’d let him call you. So you don’t feel any different from yesterday?”
“No, why should I?”
“No reason.”
“Hey girls! Are you hungry?” Mom yelled up.
“Yeah mom, be down in a few!” Jessie replied.
Ashley didn’t notice any change in Jessie. The lack of listening to the tapes didn’t do much for his mind set. Perhaps she had to push the envelope a little.
“Jessica, I don’t mean to be blunt but what would you say if I told you that you used to be a boy?”
“I’d say you were crazy. What’s up with all these boy questions lately?”
“Ok then. What if I could prove that you were a boy. Would you listen to me then?”
“I think I would know if I used to be a boy. This is just stupid.”
“So you’re not curious about the proof I have?”
“Sure smarty-pants. Show me your proof.”
“Alright. Pull down your panties. Trust me…just do it.”
Jessie agreed and wiggled his pantyhose down to his knees and then pulled down his panties.
“Ok, what’s your point?”
“Look between your legs sweetie.”
Jessie looked between his legs but wasn’t sure what exactly he was looking for.
“What’s your point Ashley?”
“My point is that girls have vaginas and you have…well, you have…a, well you don’t have a vagina.” Ashley stammered staring down his penis which looked like another bellybutton it was so miniscule.
Jessie thought about it for a minute and then it hit him.
“Where’s my vagina?!?!? Where the heck did my vagina go???” he yelled as he began to freak out.
“Jessica, calm down ok? Just take a deep breath. I’ll explain.”
“Explain what?!? What’s happened to me?!!”
“Ok, you need to be quiet or else your grandma and mom will hear. Please Jessica be quiet and I’ll explain everything.”
Jessica tried to control her hyperventilation. Her mind was spinning. How could her vagina just go away like that? The tears were flowing like fountains.
“Sweetie, it’s not a shock to me that you don’t have a vagina because I know the reality of what’s happening. You are in a fog. You need to remain calm and not freak out though or else the people who did this to you will find out I’m telling you this and you don’t want that. Ok?”
“I’ll try to be quiet Ashley but how can my vagina go away after I’ve had it my entire life?” Jessie replied sobbing but trying to remain silent.
Just then Susan knocked on the bedroom door.
“You girls alright in there?”
“You need to be calm Jessica or else this will be bad ok?” Ashley whispered.
Grandma opened the door and peeked in.
“We are fine Grandma.” Jessica replied.
“You sure dear? I thought I heard some shouting. Why are you crying Jessica?” Susan asked being very concerned that something was not right.
Just then Jessie’s mind flashed back…grandma with a needle…he was freaking out because of something…he was freaking out because there was something really wrong. It hit him suddenly…he was freaked out because he was dressed and looked like a girl! His mom and grandma didn’t help…they held him down and his grandma gave him a shot! They did this to him!!!
“Jessica honey, you look like a ghost. What’s wrong?” Susan asked once again.
“Ummm, nothing grandma. I’m alright. I just stubbed my toe on the bed post and freaked out.”
“You sure dear?”
“Yeah, thanks grandma. Everything is great…we were just talking about how much fun we had yesterday.” Jessie replied knowing he had to pretend like all was alright.
“Well ok then. Are you girls going to join us for breakfast in a few minutes?”
“Yep, we’ll be there.”
With that Susan closed the door and went back downstairs.
“You ok Jessica? I thought you were going to faint for a second.” Ashley asked.
“I know what they have done to me. My name is Jessie and I am a boy, but look at me…look what they have made of me.” Jessie replied sitting in a state of shock. His mind raced as he recalled his life prior to the change. The last 6 months remained a fuzzy mess however.
“I’m so sorry Jessie. They will drug you again if they know that you remember being a boy. You need to keep quiet for now.” Ashley replied. She had a sinking feeling in her stomach that would not go away. She was as much a part of this as his mom and grandma were but she dare not say.
“I need a mirror…my voice…” Jessie said with his feminine pitched tone.
Jessie stood up and walked to the door mirror. He gasped as he saw the pretty girl looking back at him.
He examined his face which was downright pretty. His hair had grown so much! Thin, arched eyebrows? He continued in an almost surreal-like state. Breasts. He had breasts. No denying it. He lifted his nighty over his head and just stared. How? He reached to touch them. Red painted, perfectly manicured fingernails? This can’t possibly be real... but it is! His supple breasts gently swayed as he lifted them with his hands. They were real and they were a part of him. His hips curved out so much. If the breasts weren’t enough, the hips sure didn’t lie. He had a undeniable female figure!
This couldn't get anymore worse!
“Pantyhose??? Why am I wearing pantyhose in the morning?” Jessie asked.
“You seem to have a thing for them. You wear them all the time…even to bed.”
Just then his eyes searched for something that wasn’t there. His crotch looked female. It was smooth and there was a definite lack of bulge underneath his pantyhose and panties.
“I’m afraid to look Ashley. Is it gone?”
“It’s still there…sort of. I’m so sorry.” Ashley softly replied, fearing his reaction.
Jessie pulled down his pantyhose and lowered his panties. Shock set in. He let out a gasp followed by a nervous giggle. There was no penis left. If he didn’t know better, he would have thought it was an “outie” belly button. No balls???
“I’m a freak Ashley. Look at me. I’ll never be a boy again, not after seeing this. My penis is dead, I have no balls, I don’t know what to do.” Jessie said as he broke down into silent tears.
“Sweetie, I don’t know what to do either but I will help you in any way I can. Maybe this is all reversible and we just have to find out how to do it.” Ashley replied trying to ease the shock.
“It’s too late to reverse anything. Look at my penis Ashley, it’s nothing now.”
“Girls! Get ready and get down here. Breakfast is served!”
“Be right down” Ashley replied.
“We gotta get you dressed Jessie. I know it’s rough but you need to play that nothing is wrong until we can figure out how to solve this. Can you do that?”
“I’ll try my best.”
“Ok, get dressed. We’ll get this all figured out.”
Jessie tried to shake off his shock and took a deep breath. This was all way too much to swallow. One thing he knew for sure though was that he didn’t want to go under the fog again and knew he had to play like all was alright for the time being. He put on a pair of panties and followed it by expertly donning his bra. His mind was too filled with thoughts that he didn’t notice that wearing women’s underwear was second nature.
He went into his closet. Dresses, skirts, blouses, heels.
“Do I have anything not so girly?”
“Afraid not Jessie. You really like to wear very feminine clothes. Here are some jeans shorts. They are a little short but probably are your best bet.”
Jessie put on the shorts. They fit his body like a glove. He looked down and noticed his breasts held in place by the lacy bra. He felt weak in the knees. He was so soft and felt so weak. His last real memories were from when he was a boy and the “sudden” loss of strength was noticeable. Composure Jessie!
He slipped on a collared shirt which reminded him of his Izod shirts with the exception of the pink stripes, the butterfly logo and the slightly poofy, princess short sleeves.
“Let me put your hair back in a scrunchie Jess.” Ashley said as she pulled it back and held it in place with the hair band.
“Now try to relax and let’s get through this.”
The two headed downstairs for breakfast.
“Hey sleepy heads.” Amanda said to the two girls.
“Hey mom, we must have been tired from yesterday.” Jessie replied. How could they do this to him? They were just going about their day like all was great.
“Wow Jessica, no skirt or dress today?” Amanda asked.
“No, thought I’d wear shorts mom.”
“I was wondering if I’d ever see you in something with two leg openings again. You so love your dresses and skirts.” Amanda replied.
“Are your legs bare also Jessica?” Susan followed.
“Un yeah, I didn’t put any pantyhose on today.”
“Hmmm, that is indeed strange dear. You haven’t shown your legs without nylons on them in months. Are you sure that you’re ok?” Susan questioned. Something wasn’t quite right with her granddaughter.
“She stubbed her toe a few minutes ago. I told her not to put on her pantyhose yet to avoid irritating it. Jessica really didn’t like that idea but she can put her pantyhose on when she goes back upstairs.” Ashley jumped it. She hoped her quick thinking would ease the questioning.
“That’s right. I forgot you stubbed your toe. Well, sit down girls and eat up.” Susan replied. Funny how Jessica’s toe didn’t look swollen or bruised at all she thought.
Jessie removed his top and Ashley helped him slip the pretty summer dress over his head. She then zipped up the back. A tear fell from Jessie’s eye.
“I’m sorry sweetie. I know this has to be so hard for you.”
“I’m never going to be a boy again. Look at me…it’s too late. My life is over.”
“We’ll get this fixed ok??? We just need to think. Come on, let’s go.” Ashley replied as she teared up herself. This boy’s life was devastated.
“Well thanks for breakfast. Come on Jessica. Let’s go get dressed for the day.” Ashley stated pulling Jessie up from the table.
Susan eyed her granddaughter as she followed Ashley out of the room.
“Amanda, did you notice anything odd about Jessica?”
“No mom, she seemed fine. I think she had a great day yesterday and is a bit worn out is all.”
“I don’t know. Not wearing a skirt? No pantyhose? It is so unlike her. It makes me worry.”
“Mom, if she doesn’t wear a skirt everyday that’s quite alright. She has been over-the-top feminine for a while and maybe she is pulling it back a little now. She’s a teenage girl for crying out loud. She shouldn’t be wearing pantyhose every single day.”
“I suppose you’re right. I may just be drawing too many conclusions.” Susan replied. She still had her concerns no matter how much Amanda tried to rationalize.
Once in the bedroom, Ashley let it out.
“That was freaky Jessie! I was so nervous that they were going to find out that your memory had returned.”
“Something’s changed about me Ashley. I really wanted to get upset and freak out but I just couldn’t. I had no desire to. I look at what they have done to me…I look at my body and I want to scream, but I don’t. It’s scary! It feels like I have boundaries that I cannot cross.”
“I don’t know sweetie, but maybe you will become more yourself the less you listen to those tapes.”
“Tapes?”
“Every night you put on those headphones and listen to tapes that affect you mentally. You’ve been on them for months.”
It made sense to Jessie. The tapes controlled his mind. They gave him the thoughts, they brainwashed him. Once again, he was way too chill about finding out this information. He realized that it was not right but had no control over it.
“Can we just get away for a while Ashley? I just want to go somewhere and think things over.”
“Okay, but we gotta do a couple things to get by your grandma though. I hate to say it Jessie but you’re going to have to put these on.” Ashley said as she held out a pair of nude pantyhose. “You can take them off as soon as we get out of the house I promise.”
“Man, what have I become??? “ Jessie replied as he slipped his shorts off. He then bunched up the nylons and donned the pantyhose as naturally as any woman would.
Ashley watched in wonder. His memory seemed like it was back. He knew that he was a boy, but there were some definite lingering effects from the tapes. The male-female line seemed very blurred.
As soon as Jessie had pulled the panty up over his waist, he felt an electric surge run through his legs. He looked down at his nylons encased gams. He knew that what he was looking at was the antithesis of masculinity, but there was no denying how fantastic they felt against his legs. I’m a boy! I AM A BOY! He felt deflated.
“We should put you in a dress too. We just have to show your grandma that you are the same Ashley she knows. I’m packing your shorts in my bag. As soon as we get somewhere for you to change you can change. Are you ok with that?” Ashley asked. She really didn’t want to hurt his male ego. Did he still have a male ego??? She saw the look in his grandmother’s eyes though and knew that all questions needed to be squashed asap!
Being in the daze from all that was going on, Jessie agreed. He knew for sure that he would be out of that dress as soon as he could. Jessie removed his top and Ashley helped him slip the pretty summer dress over his head. She then zipped up the back. A tear fell from Jessie’s eye.
“I’m sorry sweetie. I know this has to be so hard for you.”
“I’m never going to be a boy again. Look at me…it’s too late. My life is over.”
“We’ll get this fixed ok??? We just need to think. Come on, let’s go.” Ashley replied as she teared up herself. This boy’s life was devastated.
Jessie slipped his feet into some matching heels and followed Ashley downstairs.
“My my my Jessica, that’s the girl I know.” Susan said as she admired her pretty creation.
“Thanks! We’re going out for a while”
“Ok, have fun girls!”
As they left the house, Jessie thought about his family. His mom and grandma seemed so happy with his transformation. How could they be so cold? They didn’t give any thought to his feelings and desires. Well he hoped that they were happy since his life would never be the same.
Ashley glanced at Jessie as they walked. He put on those heels without second thought. It was almost as if he didn’t realize that he had done that. He still carried himself in a very feminine manner. His hips sashayed, his heels clicked, his arms gently and elegantly swayed.
“You doing alright Jessie?”
“No. I can’t control my thoughts. They are all mixed up right now… Look at my shoes!” Jessie said as it just dawned on him that he had put on the heels, “I put on high heels???”
“Yeah, I thought you knew.”
“I had no idea! I just did it without thinking!”
“Just give it time Jessie. You can’t expect everything to be normal so soon. You have to have time to adjust.”
Jessie thought about what had transpired. His last full memories were of him as a boy. Being on the soccer team, playing video games, getting into all kinds of trouble lol!, hanging out with Jason... Huh? What the heck was that? He felt flush and what the heck were the butterflies in his stomach for? He thought about Jason and there it was again! Butterflies in the stomach! He felt flush! That didn’t make any sense did it?
They approached the mall and Ashley directed Jason to the restroom.
“Ok, so you need to use the women’s room, but go in there and change. I put a t-shirt, shorts and sneakers in the bag. That should make you feel more comfortable.”
Jessie grabbed the bag and reluctantly entered the women’s restroom. He found a stall and opened the bag. He lifted the skirt of the dress and reached to remove the pantyhose. Maybe he should keep the pantyhose on just in case? No! of course he shouldn’t. Why would he need to keep the pantyhose on? I mean they did feel super nice on his legs and all but he’s a boy. Dang it! Okay, gotta get this dress off. Put on the shorts and t-shirt…much less feminine. Pantyhose, dresses, skirts? He was a boy and all of a sudden he was thrust into this woman’s world. He was not going to tolerate this.
After several minutes of fighting with his demons, Jessie emerged from the restroom feeling more at ease with his clothing.
“Jessie, you didn’t change? You saw the shorts and t-shirt???” Ashley asked being confused.
“Yeah Ashley. I thought that maybe I should wear the dress just in case someone sees me that expects me to be the girly girl.” Jessie rationalized. As girly as his outfit was, he found himself uncontrollably drawn to the feminine get-up.
“Oh Jessie, those tapes are awful. You have no control do you?”
As they sat there licking the cones Jessie started to feel at ease. He didn’t even realize that he was sitting with his legs crossed and was postured in an identical way to Ashley.
“Things are going to be alright Jess. It is a huge step that you actually aren’t in such a zombie-like state anymore. Even if your body is different than it used to be, you seem way more like yourself now than you have been.”
“Surprisingly I feel alright right now. It’s really weird that I feel ok, but I do.”
“I don’t know what’s wrong with me. My mind’s all messed up! Logically I know that I need to be out of this dress…I need to tear these pantyhose off. I know what you must think of me. I mean you gave me some shorts and a t-shirt to put on and I chose to keep the dress on. I mean you must think I’m the biggest faerie you’ve ever seen. I think I’m the biggest faerie for crying out loud!”
“I don’t think that at all. You have to give it time Jessie. Maybe the longer you are off the tapes the more you will regain your control.”
“I need to be in charge of how I feel. I can’t let this dictate who I am. Give me the bag back!”
Jessie grabbed the bag and stormed back into the ladies room. He closed the door in the nearest stall. In his fury, he kicked off his heels, pulled his pantyhose down and off his legs, and unzipped his dress and let it fall to the floor. He unstrapped his bra and took it off. He wasn’t going to let his urges control him! He pulled the t-shirt over his upper body and pulled up the shorts. They were girly but it was a big step for him. He put on the tennis shoes trying to keep his thoughts focused and clear.
He stuffed the nylons, dress, bra and heels into the bag and marched out the restroom determined.
“You did it Jessie!” Ashley stated. He looked red as a beet and seemed pissed off she thought.
“That’s right! I’ve got this Ashley… I can do this.” Jessie replied with determination.
“Ok, are there any stores you want to go to?”
“Yeah, I want to get some boy’s clothes for me to wear.” Jessie stated as he really gave every effort to remain focused on his thoughts.
As the two began walking, Jessie felt some awkwardness on his chest. Damn! His breasts jiggled uncontrollably. This seemed so foreign to him. He tried to walk more gingerly to lessen the bounce but the more he tried to lessen the wiggle and jiggle the worse it became.
Ashley glanced at Jessie and noticed that he seemed to be walking very cautiously. Suddenly she figured out why. He obviously wasn’t wearing a bra and his girls were bouncing everywhere.
“Oh Jess, did you take your bra off?”
“Yeah, I was so fired up in there that I decided to remove it.”
“You’re going to draw way too much attention to yourself if you keep it off. I know that it may hurt your ego, but you should put the bra back on. Come on, here’s old Navy.”
They entered the clothing store and headed to the men’s section.
All eyes were on Jessie. Every time he looked around it seemed that guys were looking at him. It made him very self conscious.
Jessie quickly grabbed some boy’s cargo shorts and a navy shirt. He took some boy’s briefs and with determination he went to the dressing room. Ashley stood outside keeping her fingers crossed that all would go well.
“I’m sorry, the women’s fitting room is on the other side of the store.” The male employee stated.
Ashley grabbed Jessie’s arm and led him to the fitting rooms.
“It’s ok Jessie, don’t let it bother you. I’ll wait outside.”
Jessie entered the women’s fitting room and closed the door. He removed his girl’s shorts and top. He stood there topless in his panties and observed his female form. He knew that he needed to put the bra back on, but if that was the only article of women’s clothing on his body then he could deal.
He deftly donned the bra once more and instinctively inserted his hands into the bra cups to lift his breasts into their holders.
He tore open the briefs and quickly slipped off his panties. He began pulling the boy’s underwear up his legs when suddenly they became very tight halfway up his thighs. He tried pulling them up further but everything about them was too small…the leg openings, the width of the briefs were all wrong. Frustrated he realized that his hips, legs and butt were no longer masculine and therefore did not fit in men’s underwear.
Angrily, he took off the briefs and reluctantly pulled the panties back up. He ran into the same issue with the cargo shorts which couldn’t make it past his child-bearing hips and meaty thighs. He sat there in his bra and panties and started crying. Even with his steely determination to put on boy’s clothes it was useless. He felt crushed. Why even bother with the shirt???
He put the girl’s short and shirt back on and returned to the store. With tears beginning to flow Jessie faced Ashley.
“Nothing fit…”He said choked up.
“Oh sweetie, I’m so sorry.” Ashley replied as she gave him a huge hug and held him as he came to grips.
“Come on, let’s get out of here. Want some ice cream? My treat!”
“Yeah…sure.”
Ashley took Jessie to the food court and treated him to a double scoop of ice cream. It’s funny how that seemed to lighten the levity of the situation for Jessie. His unbridled determination to not let his feminine urges control him lessened and he found himself relaxing.
As they sat there licking the cones Jessie started to feel at ease. He didn’t even realize that he was sitting with his legs crossed and was postured in an identical way to Ashley.
“Things are going to be alright Jess. It is a huge step that you actually aren’t in such a zombie-like state anymore. Even if your body is different than it used to be, you seem way more like yourself now than you have been.”
“Surprisingly I feel alright right now. It’s really weird that I feel ok, but I do.”
As the two sat there Jessie scratched his leg. It was then that something felt odd. It started off very mild at first. They continued talking for a while but the urge kept building. His hand kept reaching for his legs. There was a growing sense of uncomfortableness that was really bugging him. Suddenly it dawned on him. He needed his pantyhose! It was like a drug…he found that he couldn’t find peace with himself.
“Ashley, I’m really feeling like I need to put some pantyhose on. I can’t sit still.”
“Jessie, just take a deep breath and relax. You can do this ok? I’m here for ya. Try focusing on something else.”
Try as he might, Jessie could not stop the building desire to don the pantyhose. It was like an avalanche heading towards him that was unstoppable.
Suddenly Jessie grabbed the duffel bag and quickly dashed to the ladies room. He pulled the pantyhose up quickly and felt a sense of rightness come over him immediately.
He sat in the restroom for a minute and realized that in his haste he didn’t bother to take off his shorts. He had pulled the pantyhose up over them. He found it pretty funny but sad at the same time.
“You ok Jessie?” Ashley asked as she stood outside the stall.
“I’m fine. Be out in a minute ok?”
“Ok, I’ll be outside. You sure you’re ok?”
“Yeah…I’ll see you outside.”
Jessie removed the pantyhose and dropped his shorts. He pulled the hose back up. No matter how humiliating it may be to be wearing such a feminine garment, he knew that he didn’t want to face that urge again.
A couple minutes later Jessie met up with Ashley.
“Oh no Jessie, why are you back in the dress again? Pantyhose & heels sweetie???” Ashley asked. He was once again wearing the sundress, pantyhose and high heels that he left the house in.
“Just leave me alone okay? It just feels good and I can think clear this way. Look, I don’t know what’s wrong with me Ashley, but these clothes are like a drug and I think I’m addicted. I mean look at me! You’re standing there in shorts and a t-shirt and I can’t think straight unless I’m wearing a dress and pantyhose.”
“I understand, it’s okay that you are wearing them. If I can do anything to help please let me know. I’ll put on a dress and pantyhose if it will make you feel more comfortable.”
“Thanks for offering Ashley but I can handle this.”
“What the hell Jessie?!? You freaking fag! You became a girl and thought it was cool to trick me?!? “Jason angrily asked. He was seeing red. What were his friends going to think?!? He told so many of them about the pretty girl who had whacked him off the other day. He would be the laughing stock of the neighborhood!
“You didn’t know??? How did I trick you? What happened between us?!?” Jessie asked confused as much as ever. What the heck did he and Jason do?
Blinded by rage and embarrassment, Jason lost it.
“Come on Jessie, wanna go to the video game store or something?” Ashley asked trying to take his mind off of his depressing situation.
“I guess. I feel like I’m about to have a nervous breakdown that just won’t happen.”
They entered the video game shop which Jessie knew very well. He went in there often as he considered himself quite the gamer.
“Hello ladies. Can I help you find anything?” the geeky kid behind the counter asked.
Jessie recognized Arnold since he used to make fun of him every time he was in the store. Arnold was such a toothpick of a kid. Jessie remembered how Arnold would get so nervous because he and Jason would intimidate him calling him anything from a geek to a girl. Who was the girl now?
“We are just looking. Any games you are into nowadays Jessie?” Ashley asked.
“Ok, I feel at home now. Hey Arnold, you gonna give me my normal discount?” Jessie asked. He and Jason had established a little discount in exchange for not picking on Arnold.
“I don’t know what kind of discount you’re talking about but we may be able to arrange something.” Arnold replied to the pretty girl. Although geeky, he did have an unfounded confidence with the ladies.
“Ugh! Why are you looking at me like that?” Jessie replied. He felt so uncomfortable with Arnold’s obvious flirting as his eyes mainly focused on Jessie’s breasts.
“Well I can make things happen here is all I’m saying. I like to take care of the pretty girls who make their way in here. It’s few and far between that we get the female species at our shop.” Arnold stated. Was he staring at her breasts too much? He hoped that he wasn’t being too obvious but boobies where rarely in his presence and he had to take full advantage.
“You are not coming on to me…there is no freakin’ way. I’ll whack ya if you keep eying me like that.” Jessie replied. The guy he used to intimidate and pick on was now picking on him. How the tables have turned!
“You can whack me any time beautiful.” Arnold said thinking himself so clever.
“Come of Jessie, let’s get out of here. This guy’s creeping me out.” Ashley said as she grabbed Jessie’s hand and led her confounded friend out of the store.
“Don’t leave girls!” Arnold pleaded as the two feminine creatures exited. Why did he always have such poor luck with women?
“I used to pick on that guy all the time Ashley and now look at me. The angrier I got with him the more he seemed to enjoy it. It was like he didn’t even take me serious.”
“Welcome to my world Jess. Male — female relations are different. Aggression does not go well with femininity and with the way you look right now doesn’t fit you. Some guys think it’s cute when a pretty girl gets upset”
Jessie contemplated what had just happened. Was this his new life?
“Well hello girls.” Came the voice from behind.
As Jessie began to turn around he felt a hand grab the round of his butt and waist.
“What the heck?!?” He gasped turning quickly.
“Whoah, sorry didn’t mean to surprise you Jessica.”
“Jason?!?”
What the heck was Jason doing grabbing him like that? Was he part of this hoax too?
“Yep, it’s me gorgeous. How’s my girl?” he replied going in for a peck on the lips.
“Hold up Jason, I need to talk to…” Ashley started to say before being cut off.
“I’m not your girl! You are in on this?!?! You’ve used this to take advantage of me? Dude, I am your best friend!” Jessie yelled. How could his best friend use him like this?
“I’m lost Jess…what are you talking about?” Jason asked being very confused.
“Come on Jess, I need to talk to you in private.” Ashley tried to intervene.
“No Ashley, this is ridiculous! It’s me…it’s Jessie, your best friend!”
Suddenly the world caved in on Jason. Could it be??? The “infected” chest a few months ago? Jessie answering the door in girl’s workout clothes? Him hugging Jessie feeling what felt like breasts? It was him! He looked way different but the slight resemblance remained. His gay friend had tricked him into thinking he was a girl!
“What the hell Jessie?!? You freaking fag! You became a girl and thought it was cool to trick me?!? “Jason angrily asked. He was seeing red. What were his friends going to think?!? He told so many of them about the pretty girl who had whacked him off the other day. He would be the laughing stock of the neighborhood!
“You didn’t know??? How did I trick you? What happened between us?!?” Jessie asked confused as much as ever. What the heck did he and Jason do?
Blinded by rage and embarrassment, Jason lost it. He delivered a mighty blow to the right side of Jessie’s face. Jessie instantly dropped from what seemed like a piledriver.
“Get away from her!” Ashley yelled as she jumped between her brother and Jessie.
“You in on this too?!?” Jason asked his sister. “Do you have any idea what this fag just did to me?!? I’m never going to live this down!”
Jessie tried to gain his wits as his head was spinning. He wanted to get up and beat Jason to a pulp but was terrified. He had never been hit so hard in his life! Tears filled his eyes from all the emotion of the situation.
Suddenly three boys pushed their way in between Jessie and Jason.
“You like hitting girls? You think you’re a tough guy?!?” one shouted at Jason. They had seen the whole thing from a distance and were not happy. Looking at the girl sitting on the ground in tears with a black eye forming heated the situation tenfold.
“You got this all wrong…” Jason began to try to explain but could not get it out. The three boys pummeled him for what seemed like an eternity until security intervened.
In the commotion, Jessie picked himself up and ran out of the mall.
He ran and ran feeling the airy breeze rushing through his legs and under his dress. His boobs jiggled and bounced uncontrollably barely contained in his bra. He was running like a freaking girl! This was ridiculous! He had to confront his mom and grandma…he headed home.
“Now calm down Jessica…”
“My name is Jessie. I can’t believe that you and mom did this to me. You don’t care about me at all! Did you think I would never find out?!?”
“Honey, you need to believe that we did this for your own good.” Susan replied in a panic.
“My own good?!? Changing me into a girl was for my own good??? I was born a boy and what you did to me was destroy every ounce of my maleness! How can that possibly be good for me???”
“Well hello Jessica, how has your day….what happened to your face sweetie?” Susan asked noticing his black eye.
“Where’s mom?”
“She went out to file the taxes. What is going on? Why do you have a black eye?” Susan asked once again. She had a bad feeling about this.
“What do you think Grandma? I’m pretty sure it was the fact that Jason found out that the girl he had strong feelings for was actually his best friend.”
“I’m not sure I follow you Jessica. What did he tell you?”
“Oh come on Grandma! I remember everything. How could you do this to me?!? You’ve ruined my life!”
“Now calm down Jessica…”
“My name is Jessie. I can’t believe that you and mom did this to me. You don’t care about me at all! Did you think I would never find out?!?”
“Honey, you need to believe that we did this for your own good.” Susan replied in a panic.
“My own good?!? Changing me into a girl was for my own good??? I was born a boy and what you did to me was destroy every ounce of my maleness! How can that possibly be good for me???”
“Oh Jessie, I’m beginning to hyper-ventilate! I’m so sorry for this. I really think your mom needs to be here to explain things. I tried telling her this was an awful idea but she was so persistent.” Susan said as she went to the kitchen to grab a paper bag.
“This was all mom’s idea?” Jessie said in a whisper. How could his mom…the woman who gave birth to him do this to him?
“Give me a minute to compose myself Jessie.” Susan said while breathing into the paper bag as she sat next to the feminine creature.
“I need to talk to mom. I’m going to call her. How could this all be her idea?”
“Jessie, we did this to save you and this was the only way.”
“This was the only way?!? To make me a…OUCH!” Jessie yelped.
He felt a sharp sting in his thigh and upon looking down saw the syringe being removed.
“What did you do?!?”
“Jessica, it’s the only way dear. You’ve come so far in the last months. You have been a delight to have in my house. You are far too advanced to turn back now…I won’t let you.” Susan replied. She was not ready to give up all that had occurred.
“You can’t do thisss…” Jessie sad with a slur. “What ith happening tooo mehhh?”
“It’s a moderate sedative dear. It was meant for when you discovered that you did not have a vagina, but it seems like it was needed for this instead. It will relax you enough that you won’t be able to communicate any of your nasty boy thoughts. Just relax sweety.”
Jessie wanted to scream and get help but his mouth would not function. He couldn’t form the words…his mind slowed.
“There ya go, just rest.”
A short while later Amanda returned and walked in to her mom and Jessie sitting on the couch.
“Oh Jessica, what happened?!?...Jessica?” Amanda asked noticing that Jessie seemed to be a sedated state.
“Oh it was awful Amanda! Jessica came home and was in a lovely mood. She went upstairs and a few minutes later I heard a scream. She was hysterical that she did not have a vagina. It was just like how the clinic said it would be. I quickly grabbed the needle and administered it. She is feeling better now right Jessica?”
“uhhmph” Jessica tried to speak but the words would not form and his body felt like it was too heavy to move without incredible effort.
“Oh dear! Jessica, everything will be ok. What happened to her eye? That looks awful.”
“She must have fainted in her room when she realized she was missing her vagina. I’m guessing she must have hit it on the bed post and then when she awakened she began screaming.” Susan replied with a snide confidence.
“Oh my, this is awful mom.”
“It will all be ok Amanda. I called the clinic and they would like to see Jessica immediately. We should take her there now.”
“This is a real concern Amanda. The conditioning your son has been under has changed him dramatically. This conditioning was essential however. I suggest that you look at this as a starting point with your daughter. Things will not be the same as they used to but that’s the price that is paid with this treatment.”
"There is nothing that can be done to bring back all the good things about my son? Is he lost forever?” Amanda pleaded.
“Yes, I’m afraid so. If he were to remember his former life now it would be deadly. His mind would not be able to cope and he would be irreversibly damaged. That is why the bi-weekly check-ins were so important. The program could have been stopped at any time during the first quarter if you wished.”
“Everything is going to be ok sweetie, just relax ok?” Amanda tried comforting her daughter.
“Umph, isth zumph” Jessie tried responding only to produce gargled words.
As they headed to the clinic, Jessie drifted in and out of consciousness. He heard his mom and grandma arguing with each other. They seemed very frustrated. He wasn’t sure how long they had been driving but it seemed like an eternity. The next thing he realized was that he was sitting on a padded table…wait, it was a in a doctor’s room.
“Hey there Jessica, are you there?” Some strange woman in nurses’ scrubs asked.
“She’s pretty out of it. We gave her the needle.” Susan replied.
“I see. Yeah, you can understand me right Jessica? She is able to comprehend what is going on around here but the tranquilizer is pretty powerful. She is in a dream-like state right now.”
“Yeth, itz hett” Jessie replied trying to form words. No use!
“Ok, well Dr. Katz will be in here shortly. He is anxious to see her development. Go ahead and help her out of her dress and get her into this gown. She can keep her panties and bra on but will have to take of her pantyhose.” The nurse instructed.
“Alright. “ Amanda replied as she helped Jessie to his feet.
She unzipped his dress and let it fall to the floor. She then grabbed either side of his pantyhose and gently pulled them down and had him step out of them.
“What a beautiful girl. She is absolutely perfect and nothing like that awful boy who used to be there.” Susan stated.
“Please don’t mom. This is hard for me and you know it.” Amanda griped as she helped her daughter into the pink gown.
“Hello there, I’m Doctor Katz. Nice to see you again Susan. This must be Amanda and of course Jessica. How are you?”
“I’m worried about my daughter. She was very distraught this afternoon.”
“Yes, well that happens at the finish of our program. It is the start of the final stage. Can I have a look at you Jessica? Don’t worry, these tranquilizers will weaken soon.”
Jessie felt the doctor open up his gown. The room was very cold.
“The body is very well developed. Could you help her out of her bra mom? I’d like to see where we are.”
Amanda reached around Jessie’s back, unsnapped the clasps and guided the straps through his arms. He had larger breasts than she did.
“Breasts are very advanced in comparison with girls her age. You have done well with the hormones.” The doctor replied as he physically checked his boobs. Jessie felt uncomfortable with the strange man feeling his chest like that. Since when did he have that sense of privacy concerning his chest?
“Ok, now let’s lay you down Jessica…good girl. I want to see how you have progressed.” The doctor said and he nudged down Jessie’s panties. He probed his miniscule penis and nether regions.
“She has excessive atrophy of the penis. This amount of shrinkage is rare but will not adversely affect anything.”
“Can I ask what happened to his testicles?” Amanda asked.
“The high dosage of female hormones that have doused Jessica’s body over the last several months have an amazing effect on creating the secondary female characteristics. The penis and testicles need testosterone to thrive and exist. They could not survive in the ultra elevated feminine hormone levels.”
“So what is going to happen now?” Susan asked.
“Well, Jessica is ready for the final stage. We will perform the sexual re-assignment surgery and give her a functioning vagina. This will complete the physical transformation and set her mind at ease. The next three weeks will be spent resting here at the clinic while completing the end stage of the mental conditioning.”
“Three weeks?”
“Oh yes. Jessica is at a very volatile stage. She is dependent on the tapes. The three weeks of mental conditioning will solidify her thoughts so that she will no longer need the tapes. She will be complete.”
Amanda grew distressed.
“Doctor, I’m having concerns about this. I know my son needed a change. He was on a destructive path that needed intervention. I don’t miss the behavior but I miss my son. I miss his personality and although he had his quirks, they were his. The program has taken away any trace of my Jessie. I am left with a stranger.”
“Oh Amanda…” Susan replied rolling her eyes.
“This is a real concern Amanda. The conditioning your son has been under has changed him dramatically. This conditioning was essential however. I suggest that you look at this as a starting point with your daughter. Things will not be the same as they used to but that’s the price that is paid with this treatment.”
"There is nothing that can be done to bring back all the good things about my son? Is he lost forever?” Amanda pleaded.
“Yes, I’m afraid so. If he were to remember his former life now it would be deadly. His mind would not be able to cope and he would be irreversibly damaged. That is why the bi-weekly check-ins were so important. The program could have been stopped at any time during the first quarter if you wished.”
“Bi-weekly check-ins? We never got any check-ins.” Amanda replied confused.
“Of course you did. It is an essential part of the program. If the progress is too extreme hormone levels can be adjusted as well as the tapes.”
“I didn’t want you bothered with those details Amanda. I handled the calls and everything was fine.” Susan responded trying to defend herself.
“You never told me about any of this mom.”
“It wasn’t anything I thought you should be concerned with. I kept a close tab on the communication with the clinic.” Susan snapped back.
“Well, according to the charts, Susan did keep close communication with the clinic. I will get you the file to look over.” The doctor replied.
Amanda wasn’t sure what to do. She began to feel some betrayal by her mom and felt very ignorant in her son’s condition. Was the doctor correct? It was too late wasn’t it? Could she live with every aspect of her son lost forever? Did she have a choice?
“I’m going to have to ask the two of you to have a seat in the waiting room while we prep Jessica. We will call you back in shortly.”
“You’re not operating right now are you?” Amanda asked with her voice quivering.
“No ma’am. We are getting him ready though. We will need some paperwork signed off on before we proceed.”
The two headed out of the room.
“Ok Jessica, let’s get you prepped up.” The nurse said as she popped the head cap over his hair.
“Everything is going to be great in a little bit. I know you’re feeling groggy right now but soon you will be in fantastic shape!”
Jessie felt a prick in his wrist and saw the small needle being taped. The tiny tube led up to a bag full of liquid. He recognized it as an IV bag.
He heard some clanking coming from the bottom edge of the bed. The nurse was busy doing something.
“Ok, I’m going to attach your legs in here. I warmed the metal up so I hope it’s not too cold.”
Jessie felt the nurse’s hands around his right leg. He felt his leg being lifted and his knee being bent. Wow, that was pretty cold he thought. His right leg felt elevated and splayed to the right a little. The nurse did the same with his left leg. He then felt a strap wrap around his ankles keeping his feet firmly in place. The position he was in felt odd. He was lying on his back. His legs were hoisted high and spread apart…oh no! It dawned on him what was going on. He was in stirrups. The kind of stirrups they use on women…he was going to become a woman! His heart raced as the nurse placed a mask on his face.
“Ok pretty girl, just breath easily and count to 10. There ya go sweeeettttttyyyyy.”
Darkness.
“Look Amanda, you didn’t listen to me when I told you not to fall for your ex. You didn’t listen to me when I pleaded you not to marry him and you didn’t listen to me when I told you it wouldn’t last. I am right and you are wrong dear. Now listen to me now and sign the release papers. Jessica is a beautiful girl. Jessie is no longer and that’s something that you will have to deal with.”
“I don’t know mother…”
“Do as I say now! Sign the release form Amanda Lynn.” Susan demanded.
Amanda sat silently next to her mom in the waiting room. She had always been shy to confront her mom about anything and she was doing it again.
“Now don’t pout Amanda dear, I kept all the information from you because I know how emotional you get. It was a good move for me to take care of all the decision making.”
“Mom, he’s my son. I should have some say-so in this.”
“Well now you have the say-so. You need to sign off on her paperwork so she can go into surgery. I’m going to use the ladies room and when I get back we can get those signatures done right sweetie?”
“Ok mom.”
As her mom left the room the nurse arrived with Jessie’s file.
“Doctor Katz asked me to give Jessica’s file to you. She is prepped and ready by the way. We will take these papers once you sign them.” The nurse said.
Amanda opened up the file. It had several pages filled with checklists and notes. The doctor was right. There were many calls made.
The scale of feminization seemed to range from a mild 1 to a severe 10 on the charts. Although Jessie had been started on a 3, he was gradually increased to the highest level. She wondered why he needed to be placed in such an extreme level.
“Did you sign the paperwork dear?” Susan asked as she returned.
“Mom, why did you keep requesting for the feminization to increase?”
“It really was the best decision. If he had any trace of his vile manhood left than he could go back to who he was. Do you really want him to turn out like that man you married?”
“No mom, but he’s a zombie now. He doesn’t know who he is or which way is up.”
“Look Amanda, you didn’t listen to me when I told you not to fall for your ex. You didn’t listen to me when I pleaded you not to marry him and you didn’t listen to me when I told you it wouldn’t last. I am right and you are wrong dear. Now listen to me now and sign the release papers. Jessica is a beautiful girl. Jessie is no longer and that’s something that you will have to deal with.”
“I don’t know mother…”
“Do as I say now! Sign the release form Amanda Lynn.” Susan demanded.
Amanda felt herself caving. She picked up the pen and struggled with this decision. She began to press the ball of the pen into the paper. Her son’s penis was practically gone anyways right? Why was this decision so hard to make? Perhaps it was the final stamp on his transformation. No…it was the thought that all resemblance of her son would be gone forever with the final conditioning. The pen quivered.
Susan’s face broke a smile.
Suddenly Amanda’s cell phone rang. She reached into her purse.
“Hello?”
“Mrs. Adams? This is Ashley. Have you seen Jessica?”
“Yes, she is here with us.”
“Oh good…is everything alright?”
“Ashley, it is high time that we talk about Jessie. I know you two have become great friends and you have influenced her immensely. She is here at the clinic and is ready to become a complete woman…” Amanda explained.
“NO! This is wrong! You can’t make this decision for her! Those tapes brainwashed her and I saw how vacant she was she had become. She was clueless about everything! I know why you did what you did but you have killed Jessie in the process.” Ashley pleaded.
“I realize that now Ashley. Sadly nothing can be done. The tapes have done what they have done and it cannot be undone. If he realized what we did to him he would not be able to handle it. I wish there was another way but there isn’t.”
“You’re wrong Mrs. Adams! Jessica didn’t listen to the tapes last night. I’m sorry but I couldn’t handle how lost she had become. She remembers everything!”
“What?!?” Ashley replied. She was stunned.
“She remembers being a boy and realizes what has happened to her body. Look, she is upset but it is Jessie again. I didn’t get the blank stare…it was your son.”
Amanda tried to take it in. Her son was still there??? The doctor was mistaken! Could she halt the process? Would Jessie be able to cope with the changes without going crazy? Could he ever forgive her for what she had done to him?
It was worth the chances!
“Ashley, I need to go and try to save what’s left of my son.” Amanda replied as she ended the call.
“What are you thinking Amanda?” Susan asked with a stern tone.
“My son is still in there and I can’t proceed with this. I’m not signing and I want to see my son now!”
Susan was taken aback. How dare her daughter turn on her like this!
“Amanda, you will sign the release now! This is what Jessie needs! I will not have that vile boy ruining lives just like his father did!”
“Is everything ok here ladies?” The nurse asked.
“No, it’s not. I will not sign off on my son’s procedure. I want to take him home immediately.”
“She’s just being very emotional. I’ve handled this from the start and I will finish it. Give me the pen and I will sign the release.” Susan demanded.
“I’m sorry, but only his mother can authorize this final stage. Mrs. Adams, I would encourage you to sign off but it is your decision.”
“I need to hold off on this for a while longer. Now, can I see my son?”
“Right away. “She” is still under sedation but we can revive her.”
“Oh Amanda, what kind of mistake are you making? I cannot support this.” Susan replied as she walked out of the room.
“Follow me. I will inform Dr. Katz that we will have to postpone the procedure.”
Jessie realized how horrible he was. It’s funny how his actions seemed so wrong now that he looked back on them. How could he be so rotten to his mom, his teachers…everyone? He didn’t agree with the action taken by his mom to change him, but he did understand how she could be at her rope’s end.
“I promise you that I won’t deceive you any longer honey. I know that this is going to be difficult but I am here for you now. I will do whatever I can.”
“Thanks mom. I just need time to think about what I want to do…” Jessie replied as he hugged his mom and went up to his room.
He was groggy but felt so relaxed and well rested.
As his eyes focused he suddenly realized what had happened just before he lost consciousness.
He swiftly reached between his legs. There weren’t any bandages…no opening. What happened? He threw off the covers and pulled down his boxers. His boxers? Why was he in boxers? His penis was still there! Well, what was left of his penis you could say, but it was still there nonetheless.
Wait…he wasn’t at the clinic but was in his bedroom. He was back home!
He felt like he had been asleep forever. He was wearing a rather long white t-shirt and plaid boxers. No pantyhose…he seemed ok for the moment with that.
Crap! Who was here? He feared his grandmother and didn’t know what to think of his mom. He knew that he was weak now…very weak and he could not overpower them.
He crept out of bed and walked over to the door. He quietly opened it and spied what was going on.
Jessie was all nerves as he tippy toed over to look down the staircase. He saw his mom on the couch visibly crying. He felt bad for her. He remembered how upset she was at the clinic and how she seemed to genuinely care about him. Sure he was upset at what she had done to him but he was freaked out and scared about his changes. He really needed his mom!
He took a deep breath and let it out.
“Mom, are you ok?” He asked. His own voice seemed foreign to him. It was so high pitched.
“Jessie!” Amanda screamed as she jumped from the couch, “I was getting so worried!”
She ran and hugged him. This was no regular hug but was filled with immense emotion. Jessie could feel the pain in her sobbing and embrace. She didn’t want to let go.
“I’m so sorry! I cannot tell you how truly sorry I am for doing this to you. Please forgive me…I can’t bear losing you.” Amanda pleaded with her son.
“Calm down mom. It’ll be ok…just calm down ok?” Jessie tried comforting her. Strange. He actually sympathized with her. Always a first for everything. He couldn’t stand seeing his mom so upset and without notice his eyes welled with tears as he too began to sob uncontrollably.
“Oh honey, I was so worried about you! You’ve been out for 3 days. Are you my Jessie?!? Is that you Jessie?”
“3 days? What happened? Of course it’s me mom…I remember everything…””
“I stopped the procedure. I refused to sign the release. Oh sweetie, I should have never allowed this to happen! I was so desperate to help you from so much trouble that I made a bad decision. Oh honey, can you ever forgive me?”
“Where’s grandma? She hates me mom! You have no idea what happened!”
“She’s gone Jessie. I know what she did. It’s been a long time coming but I finally stood up to that woman! Oh sweetie, I’m was so afraid that you would be lost forever! We can change this…I’ll get help to make you how you used to be. I put you in boy’s clothes…” Amanda replied as she burst into tears again.
Jessie had no idea what to do. The anguish his mom felt was well deserved. He knew that his life would never be the same again. He didn’t ask nor want to be put into the predicament he was currently in.
He had changed and some changes where fairly obvious. His sense of compassion and emotion where dramatically elevated. He found himself feeling sorry for his mother. He had the sneaky suspicion that his grandma had been the mastermind of this whole mess and that gave him the peace of mind to put his anger towards his mom on hold.
The two sat and chatted for the next couple hours. Amanda tried to explain what had happened as his mind was still very cloudy over the period of change.
Jessie realized how horrible he was. It’s funny how his actions seemed so wrong now that he looked back on them. How could he be so rotten to his mom, his teachers…everyone? He didn’t agree with the action taken by his mom to change him, but he did understand how she could be at her rope’s end.
“I promise you that I won’t deceive you any longer honey. I know that this is going to be difficult but I am here for you now. I will do whatever I can.”
“Thanks mom. I just need time to think about what I want to do…” Jessie replied as he hugged his mom and went up to his room.
He closed the door and tried to take in what had occurred.
“Jessie dear are you ok?” his mom asked.
“Mom, you just spoke with me downstairs.”
“I know. I’m just concerned.” Amanda replied. She was afraid of what the doctor had said about the dangers of regaining memories.
“Mom, I’m fine. I’m going to get dressed.”
“I bought you some new clothes in your top drawer. I got several different sizes so let me know which ones fit and we can buy more. Just call me if you need anything.”
Jessie opened up the top drawer. Boy’s clothes. Underwear briefs, pants, shorts, t-shirts. He knew his mom wanted to make things better but figured that these clothes wouldn’t fit his body.
Three sizes of briefs. He opened them up and pulled down his boxers.
His took a discerning look at his penis. He remembered how it looked previously and this was a dramatic change. It barely protruded from his body and looked like an “outie” bellybutton. How could it shrink so much? His balls were gone. He felt around the foreign area. Would he ever be able to have an erection again? There was no doubt that he could not father any children.
He proceeded to try on all the male briefs. The first two could not get past his hips. The third was big enough around the hips but was way too loose around his waist. The jeans and shorts had the same result. He had feminine curves now and was trapped into wearing clothes designed to accommodate those curves.
He pulled his top off and observed himself in the full length mirror.
He was a girl. Maybe not in mind but most definitely in body shape. It didn’t matter what he was wearing. He would be taken as a female.
A while later Jessie emerged from his room.
“So mom, none of those clothes fit me. Nice try though.”
He was dressed in plain blue jeans, an off white t-shirt and sneakers. All were girl’s clothes but on the androgynous side. That’s where he noticed another big change in his mental makeup. He knew that he should be furious about having to wear female clothes but he was at ease with it.
He sat down on the couch and naturally crossed his legs in a very feminine style and gently placed his hands overlapping on top.
Amanda noticed… Jessie did not.
“Well, I used to be fueled by my temper and emotions. I would get so upset with things that I didn’t feel in control at all. All I could feel was rage and I wanted to take that rage out on others. My thoughts and emotions were way out of whack. On the other hand, now I feel very balanced emotionally. Sure I cry a lot more now but at the same time, I don’t feel that anger I used to. It’s like all my aggression has been tamed. It feels really good Ashley! I can think clearly.”
“So you like being a girl then?”
“I don’t know. I do know that I like the way my head is way more balanced now.”
“Well those clothes could be taken as male or female. I mean I know they are female clothes but they could very easily pass as something a boy would wear.” His mom tried to rationalize.
“Who are you trying to kid mom? Have you seen the way I look? I’ve got breasts…big ones and my butt won’t let me wear anything remotely male. I can wear boy’s pants but if they are big enough for my hips and butt to fit into they are way too loose around my waist. I end up having to cinch them up with a belt which just looks ridiculous. I end up looking like a girl regardless.”
“I’m so sorry sweetie. We will figure this out. If there are ways to feminize boys then there must be ways to masculinize them as well. I know how shocking this is to you and how much you must despise having to wear women’s clothes. ”
“Well yeah mom…I mean I’m still a boy mentally so of course I don’t enjoy having to wear these clothes.” Jessie replied.
Amanda was so happy to have her son back. He was there mentally for the most part. She could see a lot of his former personality coming through, although it was tilted towards the feminine side. The way he spoke now had a high pitch and he used his hands as he conveyed his thoughts. Did he realize how his actions had changed? He didn’t seem to catch on to how demurely he sat on the sofa.
She knew his male ego must have been extremely bruised by his situation and she didn’t want to point out anything else that would set him off further. Oh how he must hate having to wear those clothes! She thought of how having to put on a bra to keep his breasts in check must have turned his stomach. He was such a brave boy to hold his composure so well.
Jessie reached for a glass of water on the table. He was thirsty and felt a bit dehydrated. Even through all this he was grateful that his mind was once again his own.
As Jessie leaned forward to grab the glass of water Amanda noticed a pantyhose waistband peeking over his jeans top. He was wearing pantyhose? Why would he be wearing pantyhose? She did not feel right about asking though.
“Do you mind if Ashley comes over?”
“Not at all. She has been over every day and was very worried. Why don’t you give her a call? She’ll be very excited that you are up and about.”
Ashley was indeed very happy to see Jessie back. She rushed over and the two headed up to his room.
Jessie explained what had transpired.
“So she is freaked huh?”
“Yep, she feels really guilty about what she did. She bought me boy’s clothes and everything. Too bad they didn’t fit.”
“So what are you going to do Jessie?”
“I think I’m stuck. You know what the scary thing is? I know I should be incredibly upset that I’m not a boy anymore but I’m not. It’s like my mind has been permanently re-wired to think feminine. I know how I used to think and I would have locked myself in my room forever if I knew that you had seen me dressed like this but it really doesn’t bother me.”
“Do you think this is just temporary though? What if the tapes just haven’t worn off yet?”
“It’s permanent. I can feel it. It’s hard to explain but I don’t think like a boy anymore which I’m beginning to believe is a good thing.”
“How so?”
“Well, I used to be fueled by my temper and emotions. I would get so upset with things that I didn’t feel in control at all. All I could feel was rage and I wanted to take that rage out on others. My thoughts and emotions were way out of whack. On the other hand, now I feel very balanced emotionally. Sure I cry a lot more now but at the same time, I don’t feel that anger I used to. It’s like all my aggression has been tamed. It feels really good Ashley! I can think clearly.”
“So you like being a girl then?”
“I don’t know. I do know that I like the way my head is way more balanced now.”
Ashley was unsure what to think. Jessie seemed to be mentally there now. His personality showed through and he wasn’t the clueless drab he was prior. The effects of the conditioning were very apparent however. His mannerisms remained very feminine. He was like a mix of the old Jessie and the new Jessica.
“Well at least you aren’t wearing a dress!” Ashley said with a smile, “Did those urges go away?”
“Not quite but they have lessened a lot. I’m still wearing pantyhose under these jeans.” Jessie replied with a giggle as he lifted his shirt and pulled the waistband of the control top of his pantyhose.
The two shared a laugh.
Here he was voluntarily showing his pretty friend that he was wearing pantyhose. He knew that his male self would be absolutely cringing at what a gay move that was. “Hey look at me! I’m more of a girly girl than you and I am actually a boy!” he thought. Nope…didn’t bother him much!
Things had definitely changed.
Jessie wondered if he could still ejaculate. He rubbed the nub for a minute to try to stimulate any growth. Nothing. Oh well, no big deal.
No big deal?!? He remembered the priorities in his life and his penis definitely was one of the tops. He found that he could not get upset of its diminutive size or inability to function. It just didn’t faze him in the least. What did bother him however was how odd the little nub looked on his body…hmm.
Jessie found himself thinking of just that as he prepared for bed.
His life was completely turned upside down on him without his consent or desire and yet things felt “normal”. His body was that of a girl where just a short time ago he was all boy.
He knew that that boy he used to be would have cringed at the person he had become. The girl’s clothes alone would have driven him mad. We will not even mention the breasts, curves, voice and mannerisms.
He remembered how he used to think and behave but things had changed. The breasts, hips, the way he carried himself didn’t bother him in the least. He tried to find dislike in his new form but couldn’t. His mind had been re-mapped obviously into a female wavelength. What else could explain the fondness of all the pretty clothes in his closet?
Pantyhose are so gay! He looked down at his nylon encased legs rubbing them with his painted fingers. Pantyhose are gay for a boy to wear…but…I love them! The silky, sheer feeling and the smooth, flawless shine sent chills down his spine. Yes, things seemed “normal” to Jessie.
What about his penis? He pulled his pantyhose and panties down to reveal the small nub that was once his pride and joy. He thought about his relationship with it. Wow, how did he even have a life with all the time he spent wacking off?!?
It was so tiny and looked kind of cute in a pathetic sort of way.
Jessie wondered if he could still ejaculate. He rubbed the nub for a minute to try to stimulate any growth. Nothing. Oh well, no big deal.
No big deal?!? He remembered the priorities in his life and his penis definitely was one of the tops. He found that he could not get upset of its diminutive size or inability to function. It just didn’t faze him in the least. What did bother him however was how odd the little nub looked on his body…hmm.
He changed into his boy’s pajamas to keep his mom at ease and hit the bed.
Dang it’s hot! Perhaps remove the pantyhose? He got up and pulled down his pajama bottoms and began sliding his pantyhose off.
Maybe I’ll just check out what other pajamas I have hiding in the drawer. He opened up the dresser and was overcome with delight. The pretty nighties were a touch on the feminine side but boy did they look cool and comfortable. What the heck. I can change into my boy’s pajamas in the morning.
He fell fast asleep.
Amanda checked in on her son the next morning. Well his sleeping habits had not changed much she thought. He still slept in until noon. She cracked the door open and sure enough he was still out.
She began closing the door. Wait. She noticed his foot peeking through the bottom of the sheets. Was it what she thought? It was! His foot was covered with nylon. He was still wearing pantyhose even though he remembered who he was?
Amanda creeped into the room to confirm that he was indeed in pantyhose. As she neared his side she saw a thin lavender strap lying over his shoulder. Was he? She sneaked over to the other side of the bed to see if there was a better view.
Jessie had pulled the sheets to the front during the night which left his backside exposed to the air. Amanda stood in a little disbelief at the view. She could clearly see that her son was donned in a lavender nightie. In fact, it was one of his more girly ones with white ribbons and bows enhancing it. He even wore the matching lavender thong panties with it which was made apparent since the nightee itself had ridden up around his midsection exposing his pantyhose clad rear end.
She crept out of the room. What was that all about? He remembered everything and yet still decided to wear girl’s clothes? Was he still not quite there? The tapes needed time to wear off more?
A short time later Jessie came downstairs. He was wearing the boy’s pajamas that his mom bought him.
“Did you sleep well sweety?” Amanda asked.
“Yeah mom. Real well.”
“Socks Jessie? You used to hate to wear socks.” Amanda stated. She was positive that he had a pair of pantyhose under those bottoms.
“Yeah, well it’s a little nippy in the house. What’s for breakfast?”
“How about pancakes? I’ll even make the fresh strawberry jam with them.” Amanda said with a smile.
“Yummy!”
Amanda went to the kitchen and began preparing the meal. Her thoughts were on her son however. Was he still wearing pantyhose? Did he have any control?
“Jessie, could you help me grab the sugar from the cupboard? It’s too high for me.”
“Sure mom” Jessie replied as he reached for the sugar.
Amanda’s eyes glanced to his midsection as he grabbed the sugar. The bottom of his shirt had raised and sure enough you could see the band of a pair of pantyhose along with the thin line and white bow from his panties.
She didn’t know what to think.
“Jessie?” Amanda gasped as she beheld her…daughter?
“Mom! What? I thought you left!?! I know you left!” Jessie yelped as he jumped up almost losing his balance on his high heels.
“Sweety, is this what you always do when I leave the house?”
Jessie thought about making an excuse to cover this whole situation.
“Mom, this is me. I know I’m your son and everything but I really, really love being a girl.”
“Thanks mom! They look so yummy!”
Amanda watched her son as he ate. His legs were crossed, his back arched, his little pinky even was propped up ever so slightly in such a feminine manner.
“Jessie, how are you feeling?”
“I feel really good mom. These pancakes will energize me up for the day I’m sure.”
“How are you coping with your changes?”
“It’s kind of weird mom, but I’m taking it really well I think. I’m really not mad.”
“But you are thinking clear right? I mean you seem to be all together again but you still are not the same.”
“I know I’m not the same mom…sheesh. How many teenage boys have breasts? I think I’m ok with some things though.”
“Like what sweety?”
“Well I like the way I feel now. It’s like I’m balanced emotionally and I can think clearly. The new Jessie is so much better than the old one in that aspect.”
“Wow.” Amanda replied. “But what about the physical changes? Are you handling your outside changes alright?”
“I’m still getting used to it mom. I mean it’s going to take a while for me to get used to all those girly girl clothes.” Jessie answered trying to play it off the fact that he was drawn to those very clothes.
“I bought you some more boy clothes that will fit you. I know how much you must dislike wearing those frilly clothes. “
“Yeah mom…hate it.”
Over the next couple weeks Jessie grew accustomed to his new life. He continued to wear his feminine attire to bed and pantyhose were almost always under his jeans. He kept his “outside” dress very neutral however. He wore jeans and t-shirts exclusively to his dismay. He desperately desired to don a pretty dress or cute little skirt and missed it dearly.
His continued “male” dress must have been the last shred of masculinity that was holding on for dear life. That and his thought that his mother wanted her “son” back kept him from letting go.
Amanda on the other hand wondered where Jessie was headed. His feminine mannerisms remained constant and he seemed at ease with his body. She would peek in on him sleeping every other day only to find him wearing his girly nightwear. She knew as well that he continued to wear pantyhose under his pants by the occasional waistband slip or the shiny peek when his pants leg rode up as he crossed them. Maybe he didn’t want to wear girl’s clothes but still felt compelled beyond his control to.
Jessie would dress up all the time when his mom was away from the house working. He was thrilled at how he looked in the pretty dresses and feminine attire.
“I’m heading out Jessie. I’ll be back in a few hours.” Amanda said as she hugged her son.
“Ok mom, have fun.”
As soon as the door closed Jessie ran upstairs and made himself pretty. He stripped off his boy clothes and put on his pink robe. He pulled out his cosmetics case that Ashley had lent him and put on his face. He curled his hair and strategically placed cute barrettes in it.
Hmmm, he looked over all the nice outfits in his closet.
The spaghetti strap-yellow chiffon dress stood out. He removed his bra and donned a strapless one making sure his breasts were adjusted and sitting pretty in their cups.
He stepped into the dress and lifted it up around his torso using his flexible arms to zip it up.
Nudes? He was thinking more of a white pantyhose to go with the soft yellow dress. He lifted the skirt and pulled down the nudes and pulled on the thin, white tinted pantyhose…much better.
He sat on the bed and buckled in some white high heeled shoes.
He looked in the mirror and a huge weight was lifted from him. He did a twirl and gushed at how much he looked like a princess.
He pranced downstairs, grabbed some junk food and demurely sat on the couch to watch TV.
Amanda finished putting her paperwork into the manila folder. She was glad that she realized that she had forgotten it after only being on the road for 5 minutes. She hurried out of the computer room to get in the car and head out again.
“Jessie?” Amanda gasped as she beheld her…daughter?
“Mom! What? I thought you left!?! I know you left!” Jessie yelped as he jumped up almost losing his balance on his high heels.
“Sweety, is this what you always do when I leave the house?”
Jessie thought about making an excuse to cover this whole situation.
“Mom, this is me. I know I’m your son and everything but I really, really love being a girl.”
“Oh dear, are you sure? Things may still change.”
“No mom, this is it. I’m wearing these clothes and this is me. I know the boy I used to be and I know that he would have cringed at what I’m wearing and how I’m acting but he has grown to accept this. Mom, I want to be a girl.” Jessie stated as he burst into tears.
“Oh Jessie, I will support you with whatever you want!” Amanda replied as she hugged her daughter and shed tears as well.
“You are sure this is what you want?”
“I’m positive mom! Even if I had the choice of going back to being the old me I would not want it. I’m gentler, softer and much more caring now and I’m so happy to be this way.”
“So does that mean I call you Jessica now?”
“Yes mom. Jessica is lovely.”
Amanda took a deep breath and took in everything.
“Well Jessica, you look absolutely beautiful in that dress!”
“Thanks mom.”
His body was so hard and muscular. Being held in Ryan’s arms made her feel like the safest girl in the world. She pressed her breasts against his chest as their lips met for a brief moment.
Ryan was all too aware of his girlfriend’s boobs pressing against him. His eyes glanced down at them for a brief moment. They were so amazing he thought as he caught a small glimpse of her lacy bra from that point of view.
“Oops, I got a little lipstick on you.” Jessica giggled as she used her finger to wipe his lips.
The blade of the Lady’s Gilette slid up her leg shaving the miniscule amount of hair that grew.
She stepped out of the bath and enrobed herself in the light pink terrycloth robe. A towel was wrapped around her long hair. Jessica sat down on her bed and placed the toe separators on her feet.
The “strawberry passion” nail polish was expertly painted on her toenails. She thought back at how her mom told her how passionate she was about painting nails. It paid off now as she finished her feet and moved on to her long fingernails. Now those look pretty!
Jessica sat down at her vanity.
She pulled the towel off her semi-wet head and picked up her brush. She gently brushed her hair and strategically rolled sections in curlers. She was so happy with the highlights she had done at the beauty parlor.
Ok, first some foundation. A little cream on the sponge and a dab here… a dab there. Smooth it out.
A dusting of powder on the puff and a gentle touch all over the face. Just like a porcelain doll!
Twisting off the liquid eye liner and a thin line on the top and bottom of the lids. It’s a special evening so let’s look dramatic.
What color for the eyes? Earth tones is the way to go, but who says earth tones have to be boring? A deep brown shadow is applied with the brush then followed with a shimmery, fun tan accent. Loving that look! The eyes look smokey.
Eyelashes are crimped with the eyelash curler. Jessica was so happy her mom taught her that trick. The “long lash” mascara wand is removed and pushed in and out of the tube a couple times to make sure the sticky black liquid is adhered evenly.
Slow, long strokes are used to pull and separate each lash on the top and bottom lids. If people didn’t know better they would think she had fake lashes on.
So the focus is on the eyes so let’s not overdo the lips.
A little lip-liner first. The lips are carefully enhanced by the pencil adding a heart shape to the top lips. A nice reddish-pink will look nice. Cap removed…tube turned to expose the stick. Just like a pro the lips are coated with the dense, creamy substance. Blot a bit on the tissue and finish with a little glossy shimmer. Now those are some kissable lips!
A little dab of rose hue on the brush and the cheekbones are brought to life. Not too much, just to enhance the beauty.
Jessica turned her head either way and marveled at her work. She had become quite the makeup artist.
She thought of how much Ashley had helped her with all these feminine essentials. She missed Ashley and thought about how she needed to call her. They kept in touch often since the move.
The curlers were removed and her hair brushed out. A little bit of hairspray to get everything looking just right. Perfect!
Ashley got up and took her robe off. She admired her figure in the full length mirror. Was her ass bigger? The constant self critique about her shape was something she envied about her former boy self. He wouldn’t have cared about his hips or ass. Oh well she giggled it off.
Her body really had no need for concern. It was a masterpiece of feminine beauty. Her body was petite, soft and curvy. The pert, tear drop breasts fully filled their 34c bras. The small waist of 24 inches softly curved into rounded hips of 35 inches which gave her the namesake hourglass figure.
Jessica opened her dresser drawer and rummaged through the soft delicates. A thong was in order as well as a strapless bra. After several moments the perfect set was found.
The panties were stepped into and pulled up around her waist. She admired the smooth, flat crotch. Having the sex change operation was an ordeal that required a lot of bed time and care. Having to dilate her vagina was painful and uncomfortable at first, but her careful attention to it resulted in deep depth.
The fact that she now had the girl’s plumbing gave her peace of mind and confidence. The pretty thong panty with its light pink bow up front hugged her petite, penis-less body like a glove. There won’t be any panty lines tonight she thought.
She wrapped the bra around her torso, fastened the clamp and turned it around. A quick pull up and her boobs were contained. She snuck her hand in either cup and lifted each breast high up to promote her ample cleavage. She loved the cute little bow in the center of the bra that matched its panty.
Now which pair of pantyhose to wear? Her mom had tried to get her to wear nylons or go bare but Jessica had a fondness for pantyhose that would not relinquish its hold on her.
Nudes are the way to go.
She made sure her toenails were dry and began bunching up the pantyhose in her hands. Her toes were inserted and the sheer, thin material slowly unraveled unto her smooth legs.
As soon as both her legs were encased in the nylon up to the knee, Jessica stood up and pulled them the rest of the way up until they snugly surrounded her torso. She did a little dance and pulled the panty of the hose up so that the cotton was flush with her vagina. She hated it when they sagged.
She looked at herself in the mirror and giggled a little with joy. She felt so pretty and gushed over her feminine undergarments.
Jessica already had the perfect dress laid out on her bed. It was a pink cocktail dress with thin shoulder straps with sequin embroidered high waist that gave it a baby doll look.
She unzipped the back and stepped into the garment. She pulled it up around her torso and slipped her arms through the straps.
“Mom! Can you help me zip up my dress?”
Amanda entered her daughter’s room.
“Wow, you look stunning Jessica.”
“Thanks mom.”
Jessica turned around and Amanda gently began zipping up the back of the dress. She noticed the thong panties under the sheer to waist pantyhose.
“My my aren’t those panties a bit on the sexy side?”
“Aww Mom, don’t give me hard time. These were a present from Ashley.”
“Alright, I’m just saying is all.” Amanda replied as she finished zipping the back of the dress up.
“You look like a princess sweetie.” Amanda complimented her daughter.
“Thanks mom.”
Jessica strapped the buckles on her high heels as her mom left the room. She loved the way her legs looked as the skirt of her dress gently folded over them. She felt so very pretty!
As she stood up she looked at herself from all angles in the full length mirror. She did a little twirl and giggled with excitement.
She had come so far since moving away from her old neighborhood. A new town with new people who didn’t have any preconceived thoughts about her and who she used to be. Sure she missed Ashley dearly, but it was clear that moving away was needed.
Walking over to her vanity, she grabbed her heart shaped earrings and put them on. The way that she could feel the slight tug from the weight of the earrings sent chills down her spine.
Psst Psst. Jessica sprayed the perfume on her wrists giving them a rub together. Psst on her neck. Psst on her breasts.
Jessica made sure that she had all of her essentials in her little purse. Lipstick for freshening up, a compact of foundation with mirror for a touchup should it be necessary, breath mints for kissing she hoped.
“Jessica, Ryan is here.” Amanda called upstairs.
“Coming.” She replied.
Jessica took a deep breath and began walking downstairs. Her heart was pounding.
Ryan felt a huge lump in his throat. His palms were moist and his mouth dry. Suddenly he felt like he was hit by a Mac truck as he beheld the vision of beauty gliding down the stairs.
Jessica looked stunning. Ryan’s eyes went straight to her legs which looked like they went on for a mile.
With her at the top of the stairs it looked like you could almost see up her skirt. His eyes began moving to look but he caught himself…must be a gentleman. As she neared him his attention was drawn to the low cut top of her dress. Wow! Her tits were spilling out of it! The milky, soft globes sent his head spinning.
“You look absolutely beautiful.” He said with a quivering voice.
“Thanks, you look so handsome.” Jessica replied. He did look so gorgeous. That tux fit his body perfectly. She knew it was a little cliché, the Quarterback dating the head cheerleader, but ever since she laid eyes on him she knew that she was attracted to boys. It started off as innocent flirtation but she had her eyes on the prize. The way she would shake her hips on the field or bend over as he ran by sealed the deal. Now they were on their way to the prom…how exciting!
The two hugged.
His body was so hard and muscular. Being held in Ryan’s arms made her feel like the safest girl in the world. She pressed her breasts against his chest as their lips met for a brief moment.
Ryan was all too aware of his girlfriend’s boobs pressing against him. His eyes glanced down at them for a brief moment. They were so amazing he thought as he caught a small glimpse of her lacy bra from that point of view.
“Oops, I got a little lipstick on you.” Jessica giggled as she used her finger to wipe his lips.
“I got this for you.” Ryan said as he presented her with a very feminine corsage. He gently placed it on her wrist. It looked so pretty she thought.
“Well you two have a great time! Call me if you need anything.” Amanda said as the two left for the limo.
Amanda thought of how well everything turned out. It had been 4 months since they had moved from the old neighborhood and she was amazed at how well Jessica had not only adjusted but flourished.
There were many doubts about the extreme lengths that were taken to change Jessie’s habits and she still doubted if it was the right move. The end result however was a very happy, well adjusted girl. Life was indeed very good now.
“Mom, can I talk to you for a minute?”
“Sure Jason. What’s on your mind?”
“Ummm…” Jason began but could not get the words out. Tears began rolling down his eyes. What the hell?!? Compose yourself you little wuss!
“Oh baby! Why are you crying?”
“There’s something wrong with me mom.” Jason said with a sob. “I feel weird lately and my chest is all messed up.”
“Well the flu is going around Jason, maybe you just need some rest. What’s wrong with your chest?”
“I don’t know mom, but it’s been really sore and now it’s puffy. I think I have an infection or something.”
“Can I take a look honey?”
“Ok”
Jason lifted his shirt gingerly to show his mom.
She took a double take as she beheld two small mounds protruding from either side of his chest. It looked like he was budding for sure.
“Can I touch it?”
“Be careful mom, it’s really sensitive.”
“I will be.” She replied as she touched the soft, giving flesh.
“Well it does look like an infection. I’m sure it will go away but we need to get something on there to protect it until the swelling goes down.”
“Ok mom.” Jason replied wiping the tears from his eyes. She made him feel better.
“I’ll be right back ok?”
His mom left the room and headed to her bedroom. She opened the box of girl’s clothes and pulled out the lavender camisole.
She dialed her cell phone.
“Hello?”
“He is budding! It looks like he has been developing for a while now. It must have taken so much courage for him to approach me.”
“Good good good.”
“I’m going to bring him a camisole to wear but I’m worried that he will reject it.”
“He is very susceptible to suggestions. He will wear it. Don’t worry. Let me know what happens ok?”
“I will! I’m so excited with the changes I’ve seen with him so far. Thank you so much for your help Susan. I saw how it changed Jessie and I’m sure Jason will be a well adjusted person with this program.”