Based on a captioned image by Courtney, this story tells how Andi let his hair down and eventually discovered Mark and his first kiss.
I still can't believe how the summer went. I was so stupid.
This picture was taken in early August after I had agreed to stay with Aunt Marion all summer. She said something about needing help to take care of her condo down the shore for the summer. She said it needed to be painted and that if I helped she would pay me well, and it would be the best summer ever. Mom said I should do it too. Dad, of course, was drunk half the time and didn't care what I did. After all, he used to call me a fairy because I was small and let my hair grow long. The girls at school told me to do that because they said my hair was pretty. So I did.
Meanwhile, Mom told me that I should take extra vitamins so I would be strong enough to do all the work Auntie needed. I was 14 and thought it all sounded great, so I did it. I didn't realize that Mom and Auntie had planned this since last summer, when I met Mark and Billy over Labor Day, and both said they hoped that Andi would come back next year. Yes, Andi, like a girl. They told me that they thought I was a girl, I was mortified. But when I saw how much fun they were to be with, I ignored the "name" and we played together, them in Speedos, me in a Speedo and Auntie's old pink t shirts with hearts on it. They were nicer to me than the boys at school.
Anyway, I digress. After I agreed to fix up the condo and starting taking the vitamins, things changed at home. I was more emotional, and my body felt funny. My breasts got sensitive, and my thing - mom told me it was disgusting - stayed small. Mom also said not to cut my hair. Dad yelled but when he did Mom stroked my hair and it felt so good.
Fast forward, by summer, my hair was so long the girls at school were oohing me all the time. I loved the attention. When I got to Aunt Marion's place, she said that before I did any work I had to get my hair cut and my nails trimmed. It seemed weird, but Auntie always knew best. She told me to close my eyes and let Rick do his magic. Rick was gay, and said he thought I would love his work.
He painted my nails soft pink and trimmed my hair like a girls. When I asked why, he said that Aunt Marion said her niece Andi needed a makeover, and he loved prettying girls. I was so upset I didn't say a word.
Things got worse. We got back to the condo, and Auntie told me that she had decided I was too pretty to do work only men should do, only dirty men who don't care how they look. Instead, she had a full set of clothes laid out for me. They were girls stuff, and when I said why, she said that she told Mark and Billy that her niece Andi was spednign the summer with her and they were so happy, especially Mark, who was 14 and becoming a nice young man.
I didn't have a choice, and agreed. Then Auntie told me that the vitamins were pills designed to make sure I grew up as a pretty girl. I didn't know what she meant, but admitted that I loved how soft my body was and how the other girls giggled that my boobies were budding like theirs.
Then there was Mark. He came over every day, always talking to me sweetly, saying how he loved my outfits and that he loved being with me. We went to the movies, he snuggled with me, we walked on the beach, me in the blue bikini, him in a Speedo. And we were always close. After a few days, Mark, always the gentleman, took my hand and said that he had feelings for me, getting so close that I could sense his feelings down below. He looked at me with those gorgeous eyes, took my hands, and then he gently kissed me, his lips locking on mine with a warmth that made me tingle. My boobies were on fire and the feelings were incredible. He gently touched my breasts and looked at me and said, "Andi, since I first saw you I knew you were the girl I wanted to share a kiss with."
God Mark always knew what to say. He kissed me again, and I collapsed in his arms.
Little did I know that Auntie was watching us on the beach, and then she snapped this picture. It even showed off the earrings that Mark had bought me that afternoon. I was so happy, and hugged Auntie for all she did so I could spend all this time with Mark.
Caption:
"Hold still Brian while i fix your lipstick"
"Mom i'm kind of nervous, this is my first date as 8ecky, what if Josh just see's me as a boy in a dress?"
"Honey he knows you're a boy becoming a girl and he still asked you out, you've been on hrt for two years now, you've become very pretty, trust me in that dress all he's going to see is what i see, a pretty girl named Becky, now let me finish your makeup, i have a feeling Josh will be wanting to kiss these lips by the end of the night"
The story:
"But mom," Brian said. "Why are you doing this to me?" I never told you I wanted to be a girl.
"Honey, you know what happened, and that's not really true. Remember when I came home one day and discovered you wearing my clothes. You took them out of the clothes hamper, and were wearing my bra, my panties and my nylons."
Brian nodded. Then he said, "But mom, I was just trying them on because they were pretty."
"And of course, I noticed that your little boy thing was all in a tither, remember/"
"But mom, that had nothing to do with it."
Of course, what Brian didn't know was that his mother had seen him walking home from school every day with Josh, whom he had known his whole life. There was something different about their relationship, however. Josh always held the door for Brian, and then started carrying Brian's books home too. "Honey, don't you remember when Brian started carrying your books home, and how you let him do that. None of your boy friends ever did that, only the girls."
"Yeah, so what."
"And then, I saw him look at you, so sweetly." Brian looked away.
"He also started holding your hand, and I watched how you looked at him, so I thought, it's time."
"Time for what?" Brian asked.
"Time to see if you really were a little princess, the daughter I always wanted, but never had. Your disgusting dad, who left us, always was so rough and mean, and you just couldn't become that. So, I spoke with a nurse friend and got you those vitamins, you began them right when you were supposed to go through puberty. You didn't know what they were."
"That's like 5 years ago, and I thought you only gave me them for two years, and they were to help control my temper?"
"Well, I fibbed," she smiled. "You were so sweet, and you never grew all that body hair, and it was great guiding you. I let you grow your hair longer and watched as your body emerged so lovely. Eventually, you began wearing panties, never knowing that I switched your undies. But it was when your breasts budded that it was great. And watching Josh smile at you, I knew."
"I told him you liked him and wanted to know how he felt. He said you were so cute, he had feelings for you. I informed him that you wanted to be a girl, you not knowing how pretty you were becoming. He said he would help. Meanwhile your hair grew, and look at you, tonight!"
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For Daniel, his twelfth birthday was starting out like every other one. But his sisters had other plans.
For Daniel, his twelfth birthday was starting out like every other one. Here was home, with his two sisters and his parents, and a lame cake and no friends. Instead, he had to spend the day faking happiness for his family.
Daniel remembered his birthdays when he was younger, and they were so different. But then, only his sisters knew about the special birthdays, or so he thought. The earliest birthday he recalled was when he was six. His parents were out of town on a cruise — it seemed like they went away every year on his birthday — and he was alone with two older girls. Yuck!
But his sisters had other plans. They wanted Daniel to play “dress up” with them.
“Hey Dan,” sister Maria yelled. “Come into my room and let’s play a game,”
“Why?” he replied. “I just want to go outside and play baseball.”
“No way Dan,” yelled his other sister Dora, “we have such a great day planned, like nothing you’ve ever done.”
“OK,” he muttered, and walked up the stairs into their room. There was something about their room, something that he always liked. Perhaps it was the light pink paint, or the frilly drapes, or the shapely handles on the dressers, he never knew. But the room felt comfy.
So inside he went. There they were, his two older sisters — smiling. What the heck was going on? Daniel wondered.
“OK, let’s play a game,” said Dora. “It’s called dress up. If you do what we say, we’ll let you go outside and play baseball. If you don’t, we’ll make you stay inside and won’t let you watch TV or do anything fun.” Daniel thought about the offer and realized that his sisters were older and bigger, and they could easily prevent the scrawny little boy from doing anything they didn’t like. So he said, “Sure.”
“Good,” said Dora. All we want to do is see how you look with some nicer clothes on. All you ever wear are those dungarees and t-shirts. You’re so sweet looking, so we thought you’d like to see how nice you can look. OK?”
“Sure.”
“Good, so take off all of your clothes."
Daniel looked at them. “Why?”
“Look kiddo, it’s not like we haven’t seen your boy thing before and besides, it’s not very big, because you’re not very big,” said Dora.
“No.”
“Then I guess you’ll be bored,” Maria said.
Daniel looked around, noticed Dora locking the door and realized he was stuck. “OK.”
“Good, so try on this top first,” Dora said. Daniel looked at the pink shirt and put it on. The silky feel felt good, but it buttoned so funny, like they were backwards. “Oh, don’t worry about that,” said Dora, “it’s a special style.” Daniel figured it out and finished. But he couldn’t understand why the shirt had a tie at the waist. “Oh well, at least I can play baseball soon,” he thought.
“Good, now try on these pants." They were black, so Daniel agreed.
“But they don’t have a zipper,” Daniel complained.
“Oh don’t worry,” said Dora, “they’re trendy too.”
Dora shook her head. “No, it doesn’t work, but I know why.” She thought for a second and said, “Daniel, you need a special top underneath, different underpants and a different outfit.”
“Why? You promised I could play baseball.”
“Yes, but only after we finished,” Dora noted. "So put these on."
Daniel realized it was a bra and panties, and said, “That’s a bra.”
“OK, so it is, but if you don’t put it on, you’ll be inside all day. It’s only 10 o’clock, you little runt, so you can spend the next 10 hours inside or do what I say. And you even have a choice — we bought two of them just for you.” Dora showed him his choices.
Daniel started to cry. “No, please no.”
“OK, then go to your room and stay there all day all alone. You won’t be playing baseball that’s for sure, and you won’t have a good birthday either.”
He stood there frozen. What to do. So he tried on the flowery bra. It fit him perfectly.
“Now here are the underpants.”
“Good, now I think you need a different outfit. Try this.”
Daniel froze. “NO!”
“OK, enjoy your room.”
“And I’ll tell Mommy you broke her good vase,” Dora replied.
“But I didn’t, it’s in the hallway fine.”
“Not if I break it and tell her you did it. She’ll believe me because you’re always throwing things in the house, and she told you to stop.”
Daniel realized she had him in a corner. “OK, but then once we’re done I can play baseball?” he asked.
“Yes,” she said.
“OK.”
He put on the dress and it felt so nice. And Daniel actually thought it looked nice too. “OK, we’re done, right?” he asked.
“Oh no,” said Dora. “No sibling of mine will wear that dress with getting hair done and putting on nice shoes. So put these on.”
Daniel saw her take out the shoes and, realizing that he had lost this war, put them on.
“And now your hair, let’s fix it up. It’s nice and long and needs to be combed and made prettier. OK?”
All he could think about was baseball, so Daniel agreed. Thirty minutes later he really wondered what he agreed to.
“See,” Dora said, “your hair looks so much better, don’t you think so Maria?”
“Yes,” she answered and gave Daniel a hug. "You’re so pretty, you look so sweet, and can I call you Dana?”
“No,” said Daniel. “I’m Daniel.”
“Look at you,” said Maria. “In that dress and with that pretty hair, you like my little sister. And you look happy. You’re smiling.”
“No,” Daniel said.
“Look Dana,” said Maria, “don’t you remember when you were real little and we used to play dress up, and you loved it. You used to laugh and smile. We’re doing it now because you seemed sad and had no one to play with. We just want you to be happy, and you look so pretty.”
Daniel realized she was right. He was happy. He had the attention his sisters, and they were being so nice to him. “Yes,” he sighed.
“Good,” said Maria, “but keep this our little secret, OK?”
“Yes,” said Daniel.
“Now can I go out and play?” he asked.
“Oh yes, go right ahead,” said Dora. She took his hand and began walking him to the front door.
“Not like this!” he screamed.
“Oh Dana, you forgot, I said you could go out and play if we played dress up, but I never said you could change your clothes, did I?”
Daniel thought for a moment and realized she was right. She tricked him.
“It’s OK,” she said, “instead we can play some more dress up today, and we’ll keep doing this. You look so happy and we know you like it.”
Daniel agreed. And they played all day. He played jacks, and they played with dolls and his sisters showered him with love and the day passed so quickly that by the time it was bedtime, he had forgotten what he was wearing.
“Dana, it’s bedtime, and we have a surprise for you, another outfit just for bed."
”Why?” he asked.
“Well,” Dora said, “it’s much more comfy than the rough boy stuff you usually wear, and it’s prettier. And you can keep on your undies if you like.”
Daniel thought about and said, “OK.”
Maria went back to her dresser and pulled out the surprise. Daniel looked at it, loved it and smiled. “Thank you sis, you’re the best.”
The next day they played some more, and Daniel grew to love his sisters more than he ever imagined. And they treated him like the little sister they always wanted. As Dana grew they continued to play dress up, and added some additional fun and things to the mix. To Dana it was wonderful.
TO BE CONTINUED (WITH LOTS OF TWISTS)
When Daniel awoke, he looked down. "Argh. Why am I wearing this thing?" He immediately tried unbuttoning the frilly pink nightgown, to no avail, before realizing that it had no buttons. "Why am I wearing this thing?" he muttered.
Finally, he realized that he had to pull the gown over his head, hurling it across the room. Then he looked down. "Oh my God," he screamed, seeing the pretty pink bra and panties.
He immediately went to his drawer, and rummaged through until he found what he wanted - his jockey shorts, and a plain white T-shirt. He put them on, grabbed a pair of dungarees, some white socks and his sneakers, and put them on. He sat on the edge of his bed and stared at the mirror. Then he looked straight ahead and saw his face. "Oh my God, what happened to me?" he yelled.
His hair was so girlie. He touched his head, and realized that it was him, that his hair was parted in the middle and that his hair had been brushed that way. Then it all came back to him. Yesterday. Yesterday.
"Oh my God," he remembered his sisters' trick. They made me put on those clothes and ruined my birthday. They wouldn't let me play baseball, and I had to wear that dress - oh God that dress - all day. And all the other girl stuff too. But today would be different, he vowed to himself. Today he would do what he wanted.
Then the door opened, and Dora and Maria walked in.
They were much bigger than he was, and older - and stronger. Daniel looked up.
"Good morning Dana," said Dora.
Daniel stared straight ahead. "Good morning Dana," Dora said again, this time a bit louder.
Daniel stared straight ahead. "Good morning Dana," Dora said again, this time much louder. As she yelled, Maria walked over and sat down next to Daniel. "Didn't you hear Dora talking to you?" she asked. Daniel continued to stare straight ahead.
Finally, he yelled. "I'm not Dana, my name is Daniel, and I'm a boy." There, he thought, he said it, and that was it.
"Oh really, Dana," said Dora. "Don't you remember yesterday? You chose to stay in that pretty yellow dress rather than go play baseball? Remember?"
"That's not fair, you wouldn't let play in my dungarees, so I had no choice," Daniel yelled.
"That's not how I remember it," responded Dora. "You had a choice and then you liked it, especially when we played with you, didn't you? Remember when you hugged Barbie and kissed Ken? I don't think you hated that, did you?"
Daniel sat still. "Now what?" he thought, not saying a word.
"Listen Dana," Dora said.
"Stop calling me that," Daniel yelled.
"Excuse me sis," said Dora, "you behave and no yelling. Besides, mom and dad are away for another day, so Maria and I are in charge. Remember Dad said you had to do everything we told you. You wouldn't want him mad at you, would you?"
"But, he didn't know you would dress me up."
"And he won't believe you, if you told him," Maria quipped. "So let's have some fun." She kissed him on the cheek, and gently grabbed his hands. "Look, kiddo, we want you to have fun and we thought you did last night, and I think you kind of enjoyed it, didn't you?"
The room was silent, and after a few seconds, Daniel nodded. Maria smiled, kissed her little brother again and said, "See, you really did have some fun. So let's have another fun day, OK?"
"No," Daniel said, "I'm not your doll. You can't force me to do anything."
Maria kissed him again. "You're right, we only do things if you approve. If you don't, then we stop. Agreed?"
Shrugging, Daniel said "agreed" very softly.
"Good," said Maria. "You need a bath, don't you? You didn't take one last night, did you?"
"No."
"Guess what, we've already started the bath for you. Let's go," Maria said, taking his hand and pulling him off the bed. Daniel loved her smile and really couldn't resist her charm, so he got up and came along.
They walked down the hall into the bathroom. There he saw Dora, turning on the water. "You're going to take a bath, little Dana," she said, "a nice bubble bath." Daniel immediately noticed the Mr. Bubble container and assumed that he would be taking his normal bubble bath. But then he noticed that Dora had a bottle of Betty Bubbles Perfumed Bubble Bath in her hand, and was pouring it in the tub.
"Why can't I use Mr. Bubbles," Daniel protested.
"Oh silly," Dora replied. "We girls prefer a bubble bath that smells pretty, and besides, no one will know. Doesn't it smell pretty Dana?"
He had to admit it smelled nice, and said so. Dora and Maria smiled. "Get undressed and get into the tub," Maria said gently. "And don't worry, we'll turn around so we don't see your teeny boy thing," she giggled.
Daniel cringed when he heard her, but took off the clothes he had on and got in. As he did, he saw Dora pick them up and take them away. "What are you doing with my clothes?" he protested. "Nothing," she said, "we'll get your clothes for you when you're done."
He was naked and in the tub, and really couldn't do anything, so Daniel nodded. Next thing he knew, Maria was by his side, and telling him to get his head wet. "Why," he asked. "Silly girl," she said, "you need to wash your hair." Daniel nodded, not replying to the "silly girl" comment.
"Ok, first we're going to wash your hair," Maria said, "After all, look how pretty my hair is." Daniel nodded. Maria took some shampoo and began to pour it on Daniel's head. She lathered it slowly, gently rubbing it in everywhere. First his scalp, then his forehead, then the side, until she had carefully and lovingly washed every part of Daniel's head. "He has such pretty hair," she thought, "and it will look so pretty when it's cleaned properly."
"Daniel, it's really important to wash your hair," Maria noted, "so that you can impress the guys, I mean girls," she giggled. Then she rinsed his hair and began to shampoo it again.
"Everybody's hair is different," Maria noted, "but let me tell you some tips so that your hair will always look great. Don't over-wash your hair, but wash it when it's dirty. Otherwise, it gets yucky, like yours was getting today."
"Next, only apply shampoo to your scalp and massage gently. Don't pile your hair on top and scrub it, as this will only create knots. Work the shampoo gently down to the ends of your hair and rinse thoroughly. Even though you don't have to lather, rinse and repeat, you'll love doing it because when you do you get that special 'clean' feeling," she noted. "Later on, if you get a perm, I'm only saying if," Maria noted, "you may want to consider skipping the shampoo entirely. Sounds strange I know, but curly hair is often very dry, and washing with conditioner alone will freshen your hair without drying it out. I cut out shampoo for 4 months once and it definitely worked."
Daniel was mesmerized by Maria's soft voice and gentle touch. She went on. "Rinse your hair in cold water. Make sure you remove all your conditioner and finish with cold water. A cool rinse of water will close the cuticle and seal in the moisture to each strand. It's ok to shampoo your hair in hot water but finish it with a cold rinse."
"Finally, never brush your hair when it's wet. Instead use a wide comb to gently smooth your hair. Be careful about towel drying too," she cautioned. "Don't rub your hair with a towel, you'll only cause damage and make your hair look dull. Instead gently squeeze out the excess moisture and allow it to air dry. With your pretty hair, it will look so nice."
"OK, Daniel?" He nodded.
"Now, let's clean the rest of you," Maria said. "Remember, you've heard mommy how important it is for us to be clean, and when Dora and I are clean, we feel so sweet and feminine." As she instructed Daniel, she gently washed his back and face and then handed him the soap, saying, "OK, you can clean your little patch down below," she giggled and turned away.
The soap smelled so pretty, he thought, like flowers. Daniel smiled at his sister. "Thanks sis," he said. Maria kissed him on the forehead. "You smell so nice. Why don't you stay in for a bit?" Daniel agreed, and his sisters left the room.
About ten minutes later they returned with two fluffy towels. "Here," Maria instructed him, "wrap this one around your head, and the other around you, being sure to cover up your little titties." She giggled, and Daniel just nodded. He loved when Maria was so nice to him. And because Dora was often mean, he liked it too when she was nice, and she was being so nice, he thought.
Eventually, Daniel toweled himself dry. Next she began to brush his hair, slowly, explaining, "Remember how Marcia Brady used to put a brush through her hair 100 times each night. Surely you can do it at least a few! Follow these steps and you'll have no more clumps, just smooth, silky hair. First, use a comb and separate your hair into three sections. This will help create volume. Let go of the three sections, but make sure that the sections are still intact. Put the bristly side of the brush up against your hair. Start at the roots and work the brush through your hair to the tip. Do this with each section one at a time. Make sure you remember where the sections were." Daniel watched Maria demonstrate what to do, and then he did it himself. "Good girl," she said. Daniel smiled. "You look great," and she turned Daniel toward the mirror. His jaw dropped. His hair was gorgeous, it was prettier than the girl Nancy he had a crush on.
He just stared at the mirror. What happened to the Daniel he knew?
He heard the door open, and turned quickly. It was Maria, who handed him the panties and bra he had on the day before. "Here, we washed them," she noted. "You can't wear dirty undies. Never know what they'll say if you're in an accident," she laughed, recalling their mother's frequent statement.
"Why?" Daniel said.
"Please, sis," said Maria, "you enjoyed it yesterday and besides, Mom and Dad are coming back tomorrow, so we can't play dress up for a while, can we?"
He stood there pondering the conversation and realizing that he probably had no choice and that it was fun playing with his sisters, he put them on. "You look nice," Maria said. "Now, let's get some clothes on you so we can go out shopping."
"OK," Daniel agreed, thinking he could wear the T-shirt and dungarees over the undies. And besides, they felt nice on, so he didn't mind. There was something really comfortable about the bra, he just didn't know what it was.
In came Dora, but she didn't have his dungarees or shirt. But Daniel noticed she didn't also have that yellow dress. What was she carrying? It looked like pants and a shiny top, but they were definitely not boy clothes. "What are these?" he asked.
"Oh," Dora said, "we thought you didn't want to wear a dress so we brought you these. They're Maria's, from when she was your age. We saved a lot of clothes just for you. You're going to have so much to wear, wait until you see," Dora laughed.
She showed him the pants and shirt.
"They're so girly," he protested.
"Well look at you," Maria said, "with that hair, would you expect to see boy's clothes? And besides, we'll have fun, we'll go shopping. We need to get you some of your own clothes too."
"Do I have to?" he pleaded, but he didn't have much fight. The bra and panties did feel good, and whatever Dora and Maria lined the bra with made him look like he had little boobs, so he knew he couldn't wear boy's clothes. But these were so girly. "Come on kiddo," Maria said, "you'll look great in them. Try them on." Then she handed him shoes, "See we even got you sneakers that matched." Daniel looked at the high tops, and gulped. But he had to admit they were really, really cute.
Daniel tried the clothes on and they fit perfectly, too perfectly he thought. "You look great," Maria said, and gave him a giant hug and kiss. Daniel loved when she did that. "Now let's go out."
Daniel was nervous, but Maria made everything feel so good that he just went along. And out they went to the local shopping center, to Korvette's the department store nearby. During their outing, they bought panties, training bras (and a few regular bras - Dana wondered why) and a few outfits, and even some clothes for Dana to sleep in. Throughout the trip, Dana was transfixed, it was like he was someone else, and his sisters were treating him like gold, and he was their play toy.
They got home and unpacked all the clothes. And Daniel panicked. Where will keep everything? Mom and dad will find out, he thought. Dora saw his worried look and said, "Don't worry, we'll keep everything in our room, and we'll even show you how to put on the stockings and other things we bought you. It'll be our little secret. And if you're really good, we'll show you some of the other things girls do that boys don't so you can learn how we grew up." Daniel was in heaven, but he was also slowly beginning to think of himself as Dana. He worried, how was he going to do that?
Next thing he knew, Maria was back, and she had the PJs they bought. "Time for a slumber party," she said. "Here, put these on, remember we all bought a pair," and Dana smiled. He and his sisters were bonding like never before. He took off the top and bottoms, touched his lightly padded breasts and put on the PJs. They were so cute, he thought.
They ate dinner, played jacks and dolls and Daniel was in heaven. His sisters had made him the center of their world. But then reality hit. "What about my hair? Mom and Dad will notice," he screamed.
"Don't worry," Dora said, "we'll brush it so it looks like your old yucky boy's hair. They won't be home until the morning."
Daniel nodded, a bit nervously. But he was beginning to trust his sisters, in a way he hadn't before. After all, they loved him.
Before he went to bed, he looked in the mirror. He did look cute, and he loved how everything felt. It was then that Dora asked, "Are you happy Dana?" He smiled, and she hugged him. "Good, then this is our little secret. But remember Mom and Dad can't find out, but we'll do this whenever they're away and either Maria or I don't have a date, OK?" Dana agreed.
The next day, when Mom and Dad came home, Daniel was back in his dungarees and while Mom thought his hair looked a bit shinier, she didn't say a word. She also noticed that Daniel seemed happier than he did when they came back from other trips and chalked it up to his maturing. But he was different, and she couldn't figure out why.
Meanwhile, whenever they could Dana and Maria and Dora played dress up, and Daniel loved it. He hated having to wear his boy stuff but did when necessary. They played almost every weekend, and he savored those moments when Maria brushed and combed his hair, and sometimes she even painted his nails. And when he did, she noticed that he had the cutest little smile.
On his 13th birthday, Mom and Dad went away on another vacation; Dora and Maria promised Daniel that, now that he was a teen, he would have the best birthday ever, even if his parents weren't around. Daniel was in heaven.
Meanwhile, Dora asked him if he really enjoyed their games, and he said "yes, Dana loves our dress games." In response, she gave him a big hug. She also explained that now that he was becoming a teenager he might get acne. But she also told him he could take other vitamins to prevent his skin from breaking out and that she would give him one every day, if he wanted. Daniel had learned to trust his sisters, and took the pills willingly.
In the next chapter, Daniel transitions into becoming a teenager and deals with changes, including some he wasn't expecting.
Dana's life changed from that wonderful last moment, in ways he/she never realized. On his 13th birthday, with Mom and Dad away, Dora took control, requiring Daniel to take double doses of her birth control pills, the ones she had been stockpiling rather than using. But to Daniel, these were just vitamins, he never saw the package.
In addition, the dress up games were mandatory during Mom and Dad's vacation, including trips out of the house. Meanwhile, Maria was becoming very close to Daniel, who she now saw only as her little sister Dana. The brother, that yucky boy who got dirty was gone. In his place was a fetching young girl.
"Dana, don't you think it's time you had the talk?"
"Sis, what do you mean?"
"Come on, you are about to become an adult, and you have to learn about the birds and the bees. Daddy isn't going to tell you, neither is Mom, they are so straight laced. But I can teach you, and tell you the truth."
"Really, what will you teach me?"
"Oh, lots. But first, let's agree on some rules. This is between you and me. Dora can be mean, and could get jealous. After all, she has trouble getting dates, and guys love me."
"OK, but first let's talk about my clothes."
"What about them?"
"The kids at school have noticed my clothes are a bit girlie, especially one boy, Mark, he has been so nice to me in ways no guy ever has."
"Which one is Mark?"
"He's the guy with wavy hair and that gorgeous jean jacket. Remember, he's the one who calls me Dana Dear?"
"Yes, I recall. But why does he think you're wearing girls clothes?"
"Oh, he holds the door for me, has carried my books, and compliments me on everything I wear, especially my blouses and undies."
"He noticed them? They are androgynous."
"Well, he said the buttons are backward, and also that the underwear is lace, doesn't have a slot and has a pink flower in the front."
"OK, but let's talk about what's going to happen. With Dora's vitamins, you are going to be so happy, you will get to have a body like ours, and your thingy won't grow. Heck, it's so small anyway, girls wouldn't have wanted it. Now you can be like me and have fun with real men. Until you're old enough, you can have boyfriends, just no funny stuff. I waited until I was 16."
Maria took out a book, "Everything Girls Need To Know For Puberty Survival: Answer To Every Question About What's Happening To Your Body In Puberty For Girls."
"Read this, and I'll fill in the fun stuff the book doesn't talk about, like how to make guys happy. But first, with Mom and Dad away on another cruise, let's pick out our outfits."
Maria then took out five outfits, one for each day. Dana's heart began to race.
The first was a pretty puffy sleeve top and skirt set. And Maria also bought shoes that were so so so cute.
Next was a pink top with the cutest pink and green flower skirt. Dana just stood there.
Next came the cutest white sweater with a pink and black skirt. All Dana could think of was Mark and what he would say when he saw her in that outfit, and the pretty shoes Maria also bought here.
Things got even better. It was a black skirt with the cutest tights, and blue collared shirt with a nice grey sweater. And again, Maria bought shoes that all the other girls would want. Dana couldn't even imagine ever wearing those yucky boy clothes, ever.
And while the last outfit was in many ways the most casual - just jeans and a pretty blouse - Dana imagined herself wearing it, with her budding breasts showing through. How Mark would adore that look.
All Dana could do was dream how Mark would put his arm around her, the warnt of his body coming through when he touched the part of her back that wasn't covered. Tingles.
Next, Maria took out five sets of panties and bras and laid them across the bed. Dani just stared. Maria bought all of this for her. OMG. They were so cute.
One was a pretty blue and white bra, with matching panties. Dani lovvved it.
Next came puberty bras and panties that Maria found, designed just for girls like Dani.
Next was a sexy black bra and panty set designed for emerging girls. Dana remembered seeing other girls with this style, when she snuck a peak. She felt so ashamed, and so happy.
The next set was incredible, pink lace. What if Mark saw these was all she kept thinking.
When Maria unwrapped the last set, Dana fell to her knees. It was a tartan plaid that was lightly lined, so that even now she'd have some curves, and God how those curves would make Mark and the other boys feel. After all, Dana was with boys in her old boy mode and heard them lusting after the girls whose boobies were growing.
Dana was so happy. "These are great!" And those bras and panties, oh god, the other girls will be jealous. And what if Mark sees them?"
"Right dear, the other girls will be jealous, and the boys… watch their crotch and then you can make them happy too. But not until you're older. For now, smile at his bulge and kiss and cuddle. There's plenty of time.
All Dana could do was hug Maria and thank her and thank her and thank her.
Danny always remembered when his sisters went to ballet class. They were so excited, they said, getting to dance all the steps and being able to wear such pretty costumes. But it was also hard work, and they practiced every day, hoping to star in the recitals. And Danny loved to watch them, fascinated by the moves and also loving the ballet costumes, which were so pretty. Plus, the tights were gorgeous.
His first memories of the ballet classes were when he was about eight years old, and his sisters were 13 and 15. Legs crossed, he sat and absorbed all of their practices, even going with to watch them take classes. He listened attentively as the teacher, Miss Tiller, explained all the moves.
“Girls,” she said, “There are five basic positions of both the feet and arms. Learning these steps is essential to the technique of classical ballet because practically every step begins and ends in one of the five basic positions. The basic positions of the feet are first position, second position, third position, fourth position and fifth position. There are also other basic ballet positions of the arms that can be combined with other beginner and advanced steps. You will learn these and more.”
Danny listened intently, focused more than many of the girls in the all-girls class. There were no boys in the class because, so he heard, only sissy and fairy boys do ballet. At least that’s what the guys said. He didn’t care.
One day, Miss Tiller observed Danny’s focus and came up to him. “Do you want to join the girls? You really seem to love watching.” “Uh, yes,” Danny stammered. “Well let’s see what we can do about that. The problem is that we only have girls in the class and having a boy just won’t work.”
After class, Miss Tiller called Danny’s mom aside and told her about the conversation with the young boy. Danny’s mom replied that Danny was always a bit small and effeminate, so why not give him a chance, if he’ll wear the girls costume and attend the class as a girl. The plan was hatched.
A couple of days later, Danny’s mom called him aside and said, “Honey, I have a surprise for you, handing him a box wrapped with a pretty bow. Open it.” When he took the wrapping off, Danny’s eyes went huge. “Mom, that’s a girl’s ballet costume.”
“It’s for you dear if you want. But there are conditions. First, you must behave. Second, only your sisters and I will know that you’re a boy, there are no boys in the class. Your name in the class is Diane. Third, you have to let your hair grow a bit so that it looks girly. And finally, you must practice. Of course, if you like the class, maybe we can get your more costumes.”
Danny couldn’t believe his ears. He ran to his mom, giving her the biggest hug he could muster. Mom smiled.
“Can I try on the costume now?”
“Sure, go ahead.”
Diane put on the costume, including the panties, bra and tights that came with it.” Her face glowed. Before her mom could react, Diane ran outside and did a pirouette, the one she’d been practicing in her room since she saw the first class. Her face glowed with joy.
When Danny’s mom give him the green velvet and blue bottom ballerina costume, he wanted to jump through the ceiling. After trying it on, he was in heaven. It was soft, pretty and hid his boy parts. All he could think of was dancing like the other girls and being with them on the dance floor.
When he got home from school, mom was there, looking a bit scornful. “Your teacher emailed me today, saying you weren’t paying attention in class. She said all you did all day was giggle. It disrupted the class, and made her angry. What is going on young man?”
“Mom, all I could think of was ballet class and wearing that gorrrrrrgeous costume you bought me. I loved it and I love ballet and love dancing and love everything about it.” The words were flying out of his mouth so fast Mom couldn’t catch everything he was saying.
“Take it easy dear, I know you are excited. I love that you want to do ballet, and with your body, you will probably be better than your sisters, just don’t tell them I said that. After all, you are smaller than they were at your age, and you have such soft, delicate features. You hair is a sweet blonde, and your thingy down there probably won’t ever grow much. Or at least I hope not.”
“But school comes first, or no ballet.”
“I’m sorry Mommy. But some of the girls I know at school were so excited when I told them about taking ballet. They couldn’t believe that you bought that costume for me.”
“Oh my, so you told them all, and they were happy for me. They said I am so lucky to be dancing rather than playing sports and getting all muscly. They said I could be one of them, and when I told them you wanted me to let my hair grow, they giggled. But then some of the guys heard.”
Danny’s voice dropped off.
“And son?”
“They weren’t so nice, they called me a sissy and a fag, and one boy, Rob, said that I was a pussy. All I wanted to do was cry.”
“Well honey, that’s the problem with boys, and all men, they can be so mean and disgusting, not like you. I promise if you listen to me you’ll always be soft and sweet, and lots of people will love you.”
“Really?”
“Yes, but school matters, understand!”
“Yes, but then Rob came over to me and said that he wanted to see me in my costume. He also told me he had to say the mean things because the other kids would make fun of him if he was nice to me. But then he walked home with me. I am so confused. Mom why are people mean?
“Because they can be. But I think Rob may actually like you but doesn’t want to let on. So why not invite him over to play one day and maybe he’ll help you practice your dancing.” Mom smiled a knowing smile.
“For now honey,” she continued, “Miss Tiller called me. She told me about a kid in another one of her classes, his name is Sam, but everyone calls him Sammi. She thinks you might like to take classes with Sammi instead of your sisters since he’s only a year older. Plus one of your sisters goes to school with his sister and thinks you two will hit it off. And then who knows, maybe you and Rob and Sammi can become friends.”
“Really?”
“We’ll see, but for now, you need to practice, and I bought you a practice costume. It’s the one Miss Tiller has all her girls wear. Your sister has hers on, why don’t you go up and put yours on and then you can practice. After that, young lady, it’s homework and your promise that you will behave in school like a good girl. Understood Diane.”
Danny’s face glowed whenever his mom called him Diane.
“Of course Mommy.” With that, Diane ran upstairs, put on the practice costume and then ran into his sister’s room where she sat down next to Diane and began telling her sister all about Sammi.
[With thanks to Courtney for another great caption!]
Life really takes some strange turns and moving to New Mexico did it for me. I hated my new life. At my old home in Idaho, I had a couple of friends, and we played games and hung out, but not in the new place. It sucked.
Until I met Gabby and Selena. Before I met them, the boys never talked to me, they called me names and said I was a scrawny faggot. Well, I hadn’t grown much and had like no body hair, so I can understand, I guess, why they made fun of me. And mom always made me wear my sister’s hand me downs too, and the girls stuff she wore always had some pink in it. I guess the boys thought I was weird.
But Gabby and Selena were pretty, and they turned out to be so sweet. When we first met, they asked me all kinds of questions about my family, my sister, and a lot about clothes and other girly stuff. They made me feel so at ease. I made friends and was so happy. So was mom, who made me wear things like my sister’s old boy shorts underneath, they were cut funny but mom said they looked good on me. And when she learned how Gabby and Selena even took to dance lessons and made me wear tights, oh god, I though mom was going to cry. And it was fun.
Next thing I knew, mom changed all my stuff, and made me eat salads and good stuff, and wouldn’t let me wear any of my old boy stuff. During the summer break, when things really changed, she gave me sis’ old t shirts and said I should grow my hair out like my friends had suggested. I went along with her and them, it was fun and I felt special.
Finally, mom gave me special vitamin pills and boy did they make a difference. My skin changed, it seemed to get darker but it also got softer. Plus, to be part of Gabby and Selena’s dance squad, she said the pills would give me a cute butt. Of course, Dad was never home and oblivious to me when he was. The pills did a lot, it seems, and I even grew small boobies, as Gabby called them. Mom even said I should wear sis’ bras, but I was nervous. When I finally relented while at Selena’s house during our dress up and makeup time, the bra fit so well and looked nice too. And the feel against my body, well… it was heaven. The girls even started calling me Jackie and made me pierce my ears. Everything felt so good.
Then one day Mark saw me at the pool. I was wearing Selena’s cute blue and white bikini and blushed. After all, he was one of the boys who made fun of me at first. Mark commented how I had changed and asked if I wanted to get some ice cream that night. I agreed, he was just another boy like me, I told Gabby. Mom was there too and smiled. She said, I guess Jackie is growing up.
Mom and Gabby and Selena told me to go upstairs and get ready for my date with Mark. I said, “Date!” and they all giggled. I put on a bra and t shirt and the new blue Calvin Klein underpants mom bought for me. Then Selena gave me that cute pair of shorts that were really tight. I put them on and they fit so well I could barely move.
Next thing I knew Mark was at the door. He saw me and smiled. He took my hand and said how nice I looked. Then he opened the car door and I got in. He kept looking at me until… we got to the ice cream shop. He bought me a cone and we sat down on a bench. Real close. When we finished Mark noticed a drop of ice cream on my upper lip, and said he needed to clean it off.
When he moved closer to me, and kissed me, I was surprised. It felt so good.
Way better than the ice cream.
This story began 54 years ago, when my sisters, who were 13 and 16, began dressing their 3 year old brother in girls clothes. At first, I believe they probably viewed it as harmless fun, as merely a diversion. But their brother, who had no one else to play with, loved the attention, and it grew to be a frequent event. When they came home from school, there was their little brother to dress up like a doll.
In time, they had somehow acquired clothes that fit the smallish boy better than bigger stuff. And the games continued. Would he be a princess, or just another little girl like they were? But of course, no girl would be complete without pretty hair, makeup and the like, and so their brother became their palette. Then my older (meaner) sister got married. I was 10 and my other sister was 20 and we could play together.
She dressed me, taught me how to do makeup, shared secrets and, most importantly, taught everything I needed to know about being a girl and growing up and (giggles) boys. She was also adorable - 5-2, size 0, cute a cup breasts and looked like Jessica Alba. Everything looked wonderful on her and I wanted (and still do) to look like (and perhaps be) her.
Unfortunately, sister 2 also got married and this 13 year old was all alone. She left a couple of things, including an adorable blue striped bikini, but I was left to play with mom's things, which were plain and not as cute as my sister's. (My sister and I never discussed our playtime again, and unfortunately she is no longer with us.) After my sister got married, I missed our playdates and tutorials. I tried to hide my interests, but somehow mom and dad must have known. They purchased the Autobiography of Christine Jorgensen, and they weren't progressive in that way, and certainly not in early 1970s. I found the book on a bookshelf, and read it and memorized it. It became a heavily worn paperback, and I assume mom and dad noticed that as well.
Then came college and roommates, and a period of latency, which lasted through graduate school when I moved back home (still trying on mom's stuff). The only time mom clearly knew about my ongoing play was when I tried on one of her bodysuits and told her I wanted one because it was comfy. She refused and never discussed it again.
Then came marriage. Over time, I was able to integrate panties into my life, explaining how much more comfy they are than men's stuff. My wife relented. Over time, I told her about my sisters and their playtime with me. She relented, allowing bras and nighties, and even pretty toes, but no skirts or dresses. That transition, shall we say, took 30 years. But I still yearned to be Allison, a name that I discovered was perfect for me last year. But dresses and skirts weren't to happen.
Fast forward to September 2016. I realized that a business trip to Chicago was the perfect chance to be Allison. Preparations began. I met lots of other gurls online who helped encourage me. Then I bought a skirt and blouse and matching sweater. Of course, there was the wig, which a friend in New York determined was right for me. And of course pretty open toed shoes, a necklace, clip-on earrings and a cute watch.
I was set. All I could do was think about the trip, and was scared to death. Would someone see me? Would someone attack me? Nope, nope. It was wonderful.
Well, I did it and it was heavenly. I came back from my all day meeting and immediately did my fingers and toes in Sally Hansen Pumped Up Pink. Then I got dressed, slowly putting on my earrings and matching necklace, and of course my pretty undies. My sister would have been proud. Then my skirt, blouse and the open toed shoes that showed off my pretty toes. I put on some makeup and my wig and was all set. I opened the door. The hallway was empty. I went to the elevator and pressed the button. It arrived and a woman from the hotel was on it. I stepped on, nodded hello and turned away. She responded, saying "hello."
Then out I went into the lobby. Nobody said a word, although the restaurant hostess nodded hello. Did she realize anything? Did she care? Then I went out the front door of the hotel, and guess what, I felt a release of tension that was so palpable it was as if an anvil had been removed from shoulders. Next, I walked roughly half a mile to Sephora, where I had an appointment for a makeover. Everyone there was terrific, sweet, supportive and friendly. The wonderful (and adorable - she looked so much like my sister and had the same body - it was as if my sister had returned to help me reveal myself) makeup consultant spent over an hour (it was only a 45 minute makeover) making sure that not only did I look beautiful, but she showed me everything, taught me (just like my sister did) how to apply my own makeup, and gave lots of tips, which always assuring me that I was beautiful and that she wanted to make my night special. She was so sweet and caring and made me feel so comfortable.
Then I met a Facebook friend for dinner at a busy restaurant. We entered, no one seemed to notice anything about me. We sat a a corner table, made girl talk and then got to know each other. It was totally relaxing. My friend made me feel so welcome. The meal was irrelevant, I could have flown home on the wings of my high. Then my friend walked me back to my hotel, making me feel wonderful and safe. And she took a few pictures, just for me. Next I returned to my room, and no one in the hotel lobby said a word. I was just another pretty middle aged woman returning to her room.
In my room, I took tons of pictures. I couldn't believe how pretty (and natural) I looked, how I glowed and how I looked exactly the way I wanted to look, like a classy lady who just had a wonderful night out with a friend. Alas, I did have to remove my makeup, as any woman must, before getting into my nightgown.
Overall, it was a dream of an evening. Not only didn't the world end, no one said a thing, no one made any nasty gestures, everyone either ignored me (so many friends told that was what would happen but I had to learn for myself) and I was merely another person walking around Chicago.
How did I feel? I felt like a little girl growing up for the first time. I felt like the girl my sister knew I was; only now, I know who I am and realize how well my sister (and I guess my parents) knew the real me. Although my friend just reminded me that the makeup wasn't the real part (although it is wonderful being so pretty), it helped me to show the world who I am. (Every girl should always go out with her makeup done so prettily.) I then had a peaceful beauty rest, knowing how much of me was finally revealed to the world.
All of the gurls and women who encouraged me were right, there really was nothing to worry about. I felt safe, the world did not end, and I didn't walk into everyone I knew in Chicago. I'm not sure when Allison will go out again, but I do know that when she does, her sister will be smiling down on her.
From a captioned image by an unknown author, I dream of my first bra fitting, what should have happened to me and many others.
I couldn't believe this was happening. Here we were, mom and me, finally!
I was getting my first bra of my own. God answered my prayers.
Ever since I was little, about 3 actually, my sisters played dress up with, dressing me in all pretty little girl clothes, and telling me how wonderful it was for them to grow up. They talked about their bodies changing, about all the pretty things girl can wear and guys can't, and about boys. Yes boys.
Over time, I could wear their hand-md-downs, jeans, t-shirts, even some socks and underwear, and no one said a word. I let my hair grow and had a real tomboy look. At times, I would use a hair clip and look even more girly. Most of the time, however, I looked like a tomboy.
Mom ignored everything. She let my sisters give me clothes and panties and acted as if they were boy stuff. Until we went to the new hairdresser that mom wanted to try out. She was tired of the old place so one day we tried Rick's, and I went with to keep her company. Plus, I loved watching the ladies get their hair done.
Mom wasn't ready for what happened next. We walked in and mom told the receptionist we were here for her appointment. The receptionist thought she said "our" appointment and immediately escorted us back to get our hair washed. She asked me, "Honey what's your name, and I said Danny." "Nice to meet you," she said. "You are pretty, but you'd look better if we trimmed your hair. Plus, the boys will love it, and maybe you can then wear some more girly clothes."
Mom and I didn't know how to respond, so we just listened. Then the woman turned to mom and said, "Mrs. Meadows, I know it's none of my business, but your daughter is too old to be braless. I know she hasn't fully developed yet, but no girl should be braless. It's not appropriate."
Mom remained quiet. Next thing we know we are seated and both of us are having our hair done. I kept quiet but loved what was happening. They shaped my hair, trimming the edges until I looked so pretty, just the way I dreamed when we played dress up.
We finished, mom paid, and the lady said "Mrs. Meadows, you and Dani come with me next door. Dani needs a proper bra, one with a little padding, but she needs a bra." We did as we were told.
Next door was Marsha's Intimates, a place no boy would ever set foot into. The receptionist informed the woman at Marsha's that I was braless and needed a bra. I couldn't believe my ears; my dream was coming true. I was getting the bra fitting I wanted. With mom.
Mom stayed quiet. After the woman went back to the salon, mom asked me if I wanted this. I began to cry. "More than you know," I responded, tears gushing. If it's that important to you, we will buy you your own bras and panties, on one condition."
"What?"
"You have to wear them all the time," she sternly said.
I ran up and hugged her so tight. The saleslady returned. I was so happy. I can't wait until I get home and show my sisters. And I wonder, what will the guys at school say? Especially that one guy Mark. He's always looking at me. Wait until he sees my boobs.
“Mommy, every year we go to the beach, and every year I have the best time. It’s like the only time I get to really play with Amy. This year was the best ever. Thanks.”
Sammy’s mom heard her darling child, now nine years old, and spread her arms, and Sammy came rushing to her. The hug was massive and tight, and the love tingled through Sara’s body. She thought how when Sammy was in his boy mode, which was most of the time, he was rough and sullen and nasty to his sister.
“I know darling, as a little boy, you twins were always fighting with each other, and you were very mean to your sister. Even though you look alike, it is as if you have a devil in you compared with the sweetness in Amy.”
“I guess, but the summers are such fun, we get to play together, and I play dress up. How did that happen? It’s sooooooooooooo much fun.”
“Well honey, do you remember when you were about four years old and we went on our first trip to Myrtle Beach? Just the three of us. As usual, Daddy had to work. Well, when he couldn’t come with, we left his suitcase home too, but I forgot your bathing suit was in there. We got to the hotel and everyone wanted to run to the beach. Then we looked, and realized you had no bathing suits. You were mortified, and because the hotel wasn’t close to any stores, we came up with an idea, and you wore Amy’s bathing suit. Remember?”
“You seemed so happy. Plus, you fought with us all year about not getting a haircut, so your hair was long. We tied it in a ponytail.”
“I remember. It was fun and it was a comfy bathing suit, although the top was a little weird.”
“I know, and then people asked about Amy’s twin and her name, so we called you Summer. You wore Amy’s suits that whole summer.”
“But we forgot about the tan lines, so you had to wear some of her other clothes too, to hide them. It was our little secret. When we got home, your dad had left us for that bimbo, but we kept going back to Myrtle Beach every summer.”
“I loved those bathing suits and Amy and I had so much fun. We met all those other girls and played with them all summer.”
“Yes, darling, but then when school started you wore your boys stuff and were the same mean kid. Amy hated you and wanted Summer back. So we decided that every summer you would be Summer again.”
“You were so happy. And you and Amy played so nicely together. Look at this picture of how happy you two are. This was last summer when you were six.”
“You are on the right, can’t you tell?”
Summer smiled. “Yes mommy, that’s why you always bought us matching bathing suits with skirts.”
“Your favorite was this tankini, you wore it to death and the other girls at the beach loved it too.”
“I love those Mommy.”
“But dear, we have had a problem with you, that needs to be addressed.”
“What Mommy?”
“It seems that you always go back to your disgusting boy ways as soon as we get home. So from now on we’re going to do an experiment. At school you can be Sammy, but at home and on weekends, you will be Summer.”
Mommy went to the closet and publled out a beautifully wrapped box and handed it to Summer. Summer looked at the box, it was from a store called “Brother Sissy,” and he grabbed the package.
When Summer opened the box, her face glowed. “Mommy, these are perfect, we can be Amy and Summer all the time now. Thank you, thank you, thank you.”
“We’ll see, we’ll see.”
Based on a captioned image from an unknown creator, this is the story of how Alan's mom and a female friend conspired to lead Alan to his destiny as a woman, serving women and becoming his true self.
Men are so weak. That's why I married Alan, he was precious and worshipped me like a puppy dog. Plus, he didn't know the story behind how we met or how he became Allison. Now look at Allison, she's what I - and her mom - always wanted.
I knew Alan's mom from our jobs. I am the CEO of a large corporation, and she worked for one of our largest vendors, and we hit it off, in lots of ways. That woman has style. She's got just the right curves, wears V neck tops that show just enough cleavage to make you drool, and her jeans show off a butt that every woman should envy. We became good friends.
One day she told me about her frustrations with Alan. He was a college graduate who still lived at home. Because he is so petite and soft spoken, he couldn't get a job anywhere. She also explained that his social life was non-existent since high school. The boys thought he was gay, and the girls saw an effeminate classmate who wasn't what they were interested in. To me, Alan was sweet only child who never had siblings to play with.
As a result, his mom did a few things. First, she replaced all his men's panties with pretty cotton ones, removing the tags. When he asked about the new undies (that's his word), she explained that she was shopping at Nordstrom and found these and knew they would fit him perfectly. She never mentioned that they were women's, and he didn't ask. Plus, his thingy was tiny, so it didn't make much of a dent.
But I knew about the undies, and the lacey socks he also wore. About 18 months ago, his mom fixed us up on a date. She knew I didn't like men, they can be so disgusting, and of course Alan and hit it off. I also "discovered" his panties and socks and when I said something, he turned bright red. What was best was how he did everything I wanted.
Our romance blossomed, I never touched his thing or let him put it in me. Rather, he learned how to pleasure me orally, like the best scenes from lesbian porn. He is so gentle and patient.
About a year ago, we got married, in a small intimate service. Rabbi Ellen knew all about Alan too. Interestingly, Alan never said a word about the fact that our wedding was being officiated at a synagogue with primarily LGBTQ members.
Once we were married, he became even more docile and compliant, I never called him Alan again, he is Alli now. At that point, I accelerated his transition, ridding him of all his boy stuff so that he only had ladies' pants and blouses.
That was when we took care of the rest of the plan. Our company owns many other companies, and I arranged for a job interview with Molly, who needed an assistant and adored effeminate men. He wore the prettiest pink blouse and pull up pants to the interview.
Molly hired him instantly as an assistant, with the condition that he would need to get into better shape and follow the diet she was putting him on. (He was always skinny but thought nothing of this.) The diet included special vitamins, which were required. Alan was so happy to finally have a job he did whatever Molly ordered. The changes came slowly, but they came, and with his hair having grown out and his nails also far longer than a guy's would be, he was changing before my eyes. He was a carbon copy of his mom, except down there.
Once he reached this point, I told him about our plan. He knows I love him dearly because he is so precious. I also explained why he will be so much happier as my sissy cuckold, and working for a domme like Molly means he could get out a bit and maybe meet a guy or two. He looked down as he heard all of this, but I saw his lips curl upward.
Now that he knows what we did, he also knows that with his body and the permanent changes, he has no choice but to continue. Those luscious 34B cups aren't going away, nor is that welcoming butt.
Look at him, I mean her. He's Allison now. Sure, Allison will continue to orally please me. Once he gets rid of his male thingy, we can do so much more. Plus, I have a few guys lined up for him. I always wanted a woman wife but didn't want one with an independent streak. Look at Allison, she is so lovely. Men, they're just weak and useless. As my new wife, she's all I ever dreamed of.
“My my my,” said Paula, “do you ever stop looking?”
“What do you mean? Looking at what?” replied Dave.
“Oh come on now, you have been staring at that woman across the room all night, it’s really embarrassing. I have to watch you, she has clearly noticed, and it’s really so sexist. What’s your excuse this time?
“I haven’t been doing that, I swear,” he said, his voice lowering to almost silence. “Really, I’m telling the truth.”
“Yeah, you say that all the time, so now I have some news for you, you like how she looks don’t you? Admit it. That green dress is gorgeous, and you love looking at her breasts.”
“Yeah, but so what? I like how you look too, you look really pretty tonight.”
“We’ll see.” Paula then reached into her pocketbook and pulled out a blindfold. Before Dave knew what was happening, there he was, at a table in one of the city’s finest restaurants, blindfolded, and his wife whispering in his ear. “Now dear, if I look so pretty tonight tell me what I am wearing.”
Dave heard the words, his mind raced, but he was drawing a blank. The truth was that he had no idea what she was wearing. Not because he didn’t love her, he did, but because he so loved seeing all the pretty women and admiring how they dressed. His wife, while lovely and well-endowed, was plain, like his mom, and he loved the women with the pretty outfits, especially the ones that showed just enough, like the woman in the restaurant. Paula, on the other hand, covered up everything. She looked pretty, but it was different. Plus, there was the allure of the forbidden, after all, Dave had always been faithful.
“You can’t remember, you didn’t notice the dress,” Paula yelled, as heads turned.
“No honey, I’m sorry,” Dave mumbled.
“Well dear, it’s time for you to realize that it takes a lot of work for women to be pretty, and that your eyes cannot wander anymore. If they do, I will make you pay, boy will I, and then the world will know.”
“Know what?”
“Ohhhh, all about you.”
“What about me?” Dave yelled.
“Keep your voice down, this is embarrassing enough.”
“Don’t tell me what to do. We’ve been married for five years, and all this time your eyes wander. You love a beautiful women, especially those who show off just a bit of a bra or perhaps the outline of their panties. That’s not me, “ Paula’s voice was rising.
“But now honey, it’s your turn. Because since you like that look so much you’re going to be wearing it too. I’ve joined the Hubbies in Bras and Panties Club, where the women run the show and the men wear pretty bras and panties.”
“You can’t do this to me,” Dave screamed.
“Oh yeah? Well, let’s see, take a look at this picture.”
Dave just stared. “That’s my face, and yours, but where did you get that?”
“Ah, Photoshop, but it’s OK, only your paralegal and I know about this. And no one else will know – for now – as long as you change your disgusting ways.”
“What, whaat do you mean?”
“From now on, you too will wear the bras and panties and any time Olivia or I catch you looking at us that way, we’ll release this picture on the Internet, and that’ll do wonders to your legal career. She’s just as tired of you looking at her that way too.”
“I don’t look at her that way.”
“Yeah, right. Then why do you tell me what she wore every day? Huh? Today all you talked about was the lace top.”
“Dave, your time is up, you no longer wear the underpants. Now you wear the panties.”
“Oh, yeah, and the bras.”
“You can’t do that!”
“We’ll see. Let’s get out of here, you’ve embarrassed me enough, and for the last time.”
They paid the bill, and went home. Dave thought that this was all a bad dream.
They arrived home, he took a shower, and looked around for his clothes. They were gone. He walked out of the shower and there was Paula, waiting for him.