I peeked at myself in the mirror. Stephanie finished applying the foundation, and was now putting blush on my cheeks. The skin on my face looked flawless. There was no trace of anything that could be mistaken for a shadow from facial hair. It was really working. I was enjoying this very much, and decided to put my fears to rest for the final time. I closed my eyes and drifted off into a daydream. I pictured myself in my wedding gown on the arm of a handsome man in a black tuxedo. He was much taller than I with deep blue eyes and a square jaw. He was looking at me as if I was the love of his life. Why was I feeling this way? It really felt as if the closer I came to being feminized, the more I wanted to be in the arms of a man. My daydream was interrupted by Stephanie’s voice.

“All done! Oh my! You are ravishing!”

My hair was still wet, and flat, but the makeup was like something out of a magazine! I was amazed, and entranced by my reflection. I looked up at the girls and stammered,“You were right. I want it all. I want to be a girl in the worst way. I will do anything for you. Teach me the ways of becoming a woman, PLEASE!!?”

 

Angie's Choice
By Angela Renee Rineheart
 
CAUTION! Explicit Sex Scenes Contained Within!

 
I had just turned 22, and felt as confused as when my Father passed away at age 13. I had no more of an idea what to do with my life now, as I did then. My relationship with my girlfriend of five years had arrived at a decision that needed to be made. Her family was constantly asking the question of “when are you two getting married?” It was almost springtime, and the questioning was heating up again for a spring wedding. I loved Tami, but I was confused as to which way I wanted to live my life. It was as if I was being pulled in two different directions.

Well, considering my unusual circumstances, I decided to try to get answers on the internet. That way, I could get answers to questions that were haunting me in a very shameful, private way. You see, ever since I can remember, I have derived a great deal of pleasure wearing clothing of the opposite sex. It started as a curiosity and grew into a true obsession. I was now beyond just trying on my girlfriends clothes while she was at work and masturbating. I really wanted to know what it would be like to not only look like a girl, but live as a female for a period of time. I had even shaved my legs, and started thinning my eyebrows. I let my hair grow long. It was thick, and almost reached my shoulders. My manner of walking became more upright because of spending so much of my spare time in heels. It was fun to discreetly behave in female mannerisms while in public, such as sitting with my knees together. Sometimes, I even had the nerve to cross my legs at the ankles. This generally provided an erection, especially because I almost always wore silk panties.

I had also obtained a fairly large collection that filled five large boxes of various female attire, makeup, wigs, and high heeled shoes. The boxes were hidden in the closet of the spare room in my apartment. Most of the clothing was purchased from second hand clothing stores. I even owned a wedding gown. I found it at a garage sale for $25.00. There were days I would spend hours in a tight corset, white lingerie, and my gown. Oh how I LOVED wearing that gown!

So after purchasing a computer, I typed cross-dresser into the yahoo search engine. I was shocked at the sheer number of websites that related to my passion. Hundreds, maybe thousands of male humans longing to look like a female. The more I looked, the more excited I became. It was amazing how a boy can look just like a girl with some alterations. I really wanted to try some of the incredible ideas. I started a secret file and started collecting ideas on makeup application, hormones, and female mannerisms.

I spent so much time reading about people that felt the same way I did, that I lost track of time. I was stunned out of my trance by the phone ringing. It was my girlfriend, Tami.
“Andy, what are you doing?”
“I was setting up my new computer.”
“Do you know what time it is? You were supposed to pick me up thirty minutes ago!”
“I am so sorry, Tami! I, I was looking at…….”, I was DYING to tell her. There was an instance that I almost told her a few months prior after she asked me about my legs being smooth. Instead, I made up some lame excuse about my hair getting caught in my socks, so instead of shaving around the ankles, I just shaved them fully. Here was another chance for me to come clean. I could not do it over the phone, though.
“Tami, I can get there in fifteen minutes.”
“Forget it, Andy. The movie will have already started.”
“Tami, can you come over?”
“What’s wrong?”
“I need to show you something.”
“What have you done?”
“Please just come over before I lose my nerve!”
“OK, OK. I will be right over.” She sounded pissed.

Now I have done it. I have committed to telling her. It’s only fair. She needs to know.
My heart started beating heavily in my chest. I had fifteen minutes to think of a way to tell her that I was not only not ready to get married, but that I wanted to try living an alternative lifestyle. It was a feeling not easy to describe. On one hand, Tami may flip out and leave me. On the other hand, I had just opened the door to a whole new, and what appeared to be EXCITING world. As I sat there, I pondered. Before I knew it, I was back on line, surfing again. I came across a T-girl dating sight. It stated that all I had to do was submit an email address and picture. Dating? My crotch began to stir. I never really considered going out in public, much less, dating. I was intrigued and checked a few profiles. Some girls were knockouts, and some were homely, but all were interested in being taken out on a date as if they were a real woman. I started daydreaming of what it would be like to go out in public dressed in nylons and high heels. I wasn’t sure if dating a man would appeal to me. I was attracted to women. I loved everything about them. I could drink in images of pretty women all day and never tire of it. I started thinking about being on the arm of a guy that was much taller than I and felt my crotch stir again.

The knock at the door shocked me out of my dream state. My heart started pumping again. I opened the door and there was a much agitated Tami, standing in the doorway with arms crossed.
“Andy, what’s going on? Are you okay?”
“I am fine…..I think. Tami, you had better come in and sit down.”
My heart continued to pound as I opened a bottle of wine and began pouring two glasses. I began by speaking to her about my Father. He became ill and had a stroke when I was 11. He was never the same, and developed cancer. I watched a man become weak and wither before my eyes. He died within two years. Tami knew all of this, and was very sympathetic, but wondered aloud why I was bringing it up. I started to talk about my childhood. I was the fourth of five children. The first two were a boy and a girl. The next was a boy, so my Mother and sister prayed for another little girl. That’s when I arrived. As a boy, my Mother and sister always told me that they wanted a little girl, but they joked that I was such a cute baby, that they decided to keep me. Tami had already heard THAT story too, and was starting to twitch in her seat. By now, we were both ready for a third glass of wine, and my courage was growing. She grabbed my hands, and looked me in the eyes.
“Andy, surely you did not ask me to come over so you could tell me about your childhood. What is going on?”
I poured a third glass for each of us and sat next to her.
“I have no idea how to tell you this. The truth is, I do not know enough about it to even assemble some kind of information to make it make any sense…..to me…Or you!
I, I have a problem. It’s a problem that has grown into an obsession. Tami, do you enjoy being a girl?”
“What? Andy, does this have anything to do with dressing up like a girl??”
My mouth dropped open, and I was speechless. The look on my face gave the answer to her question. I looked away and could feel my face flush bright red.
She grabbed my chin and drew it back towards her.
“Do you want to be a girl, Andy?”
“Yes! Wait! No! I mean………….I do not really know how to answer that question.”
She looked into my eyes and stared. I gave her a blank stare back. She smiled.
“Have you worn some of my clothing?”
“Yes.”
“I had a feeling something was going on, but never got the nerve to ask you.”
“How did you know?”
“Well, a girl just KNOWS when her clothing…….AND MAKEUP have been messed with.” So, Andy…..” She got to her feet and started walking around, clearly a little bit tipsy, in an exaggerated “hip swinging” way. “Have you learned how to walk in high heels?”
My heart, which had finally started to beat at a normal rate started pumping heavily again. I was starting to get embarrassed. She had clearly been on to my secret for some time now. I looked at the floor and replied sheepishly.
“Yes, Tami. I own a few pairs.” As I replied, I thought in horror what the next question was going to be…….
“Where are they Aaaaaannnniiiiie?” She drew out the name like it had four syllables instead of two. “Do you wear pantyhose too?” I could not tell if she was delighted with these results, or pissed!
I kept my head lowered and pointed to the spare bedroom.
“In the closet, Tami. They are in the closet.”
With that, I felt a huge weight lift off my shoulders. Even though I knew that she was going to find everything, I felt as if I was doing the right thing.
I could hear her reaction from where I sat. I felt as if I could not move. It was as if my feet were stuck in concrete.
“Wow, Annie! You have wonderful taste in dress clothing. Don’t you have anything casua…..OH MY GOD!! A WEDDING GOWN? Tami came running out to the living room, gown draped over her arm.
“Annie, I simply MUST see this on you this min……..
“It’s ANGIE!” I interrupted.
“What?”
“I like the name Angie, not Annie.” I lowered my head again, and closed my eyes expecting more taunting.
Instead, she crouched down and put my chin in her hands.
“I love you, Andy. You are one of the sweetest guys I have ever met. I think that we can always be good friends. I am very disappointed that you did not share your secret with me. However, I can only imagine the fear you live with daily. Have you ever told anyone about your cross dressing secret?”
“No. You are the first to hear it from me. But now that I have heard that you suspected, it makes me wonder if anyone else does.”
“Since we are being honest, Andy, there have been many comments made about your sexual preference, and your effeminate manner.”
“Oh no! How humiliating!” I started to cry.
“Angie?” Tami continued in a very straight forward manner of speaking. “Would you mind showing me how you make yourself up?”
“Why would you want to see that, Tami?”
“Well, I have been curious for quite some time now. You are a really cute guy, and I think, with the right colors, you would make a very pretty girl.”
My head was swimming. What closet tranny would ever turn this opportunity down? But I was curious what people were saying about me.
“Do people think I am gay, Tami?”
“Think about it, Angie.” She kept calling me by my feminine name and I was beginning to enjoy it. “You grew out your hair, shaved your legs, what’s next?”
“I guess you are right. I feel so foolish!”
Tami then proceeded to tell me about things I just took for granted, but were right in front of me. How we always go out with the girls. (It seemed that over the last year, our dates consisted of her two best friends, Stephanie, and Jennifer, Tami, and I.
“Think about it, Angie. How many times have the four of us been to the mall?” We have become like four girlfriends hanging out. Be honest. How many guys do you know that would sit in a salon waiting for his girlfriend to get her hair done for over an hour? Did you think we did not notice the look on your face as you thumbed through the magazines? Sports Illustrated? No. It was straight to the women’s magazines for you, wasn’t it, Angie? Remember when your sister was shopping for prom dresses? You stood at the rack for hours! It was pretty obvious that you were daydreaming of wearing one. You were, weren’t you, Angie?.....and within the last year? Well, you kind of sit like a girl sometimes?
She was right. How I loved the mall. I loved girl-talk too! I was dying to get dressed up.
“Are you telling me that you can accept my cross dressing?”
Well, to be honest, I am not interested in spending my life with a guy that would rather dress like me, than a man.”
I lowered my head.
“Don’t get me wrong, Angie! I love you, but I want you to be happy. Trust me. I have been trying to find a way to tell you this, and you made it easy for the both of us. Now we can remain friends, but you and I can explore other options.”
Shit! What a turn of events. Tami was dumping me! I went to the kitchen and opened another bottle of wine. I filled both of our glasses to the top.
“Well, Tami. I love you too. I am so thankful that this happened. I feel hurt, but I am so thrilled that you understand. I must admit that I am curious of my potential. Can you help me look like a girl?”
Tami took another sip of wine and smiled at me.
“Yep! I am ready and willing. I could use some help, though. Would you mind if I text Steph and Jenn?”
“What?! I don’t think I am ready for that, Tami!”
“Suit yourself sweety, but I am telling you right now. Those girls have been talking about transforming you for a LONG TIME!” She then started laughing hysterically. The wine was really taking effect on both of us.
“Have you forgotten? Jenn works at a salon. She has come up with several cute ideas for your locks. And don’t forget Steph. Remember? Makeup counter at Nordstrom! She already knows what colors to use on you.”
With that, we both fell over laughing.
“Text them!” I said.
She pulled out her phone and typed in the following message: project boy2girl is a go.
“How in the hell are they going to know what you are talking about?”
She took her last swallow of wine and smiled.
“They will probably run out of the theater screaming with joy! You need to understand something. The girls and I are convinced that you would be happier as a female.”
“Whoa! Stop the train, missy! I do not want to be a girl!”
“Suit yourself. You may say that NOW, but just wait until you get a real taste of what it is like to spend some time as one. You may change your mind, missy. Alright, so are you going to want to do this right? I will start a bath for you. I want you to get silky smooth. Oh my God! I couldn’t believe that this was actually happening to me.
Tami’s text ring went off. “Is that them?” I asked almost screeching. She just smiled at me, cocked her head, and shooed me off to the bathroom. I was in deep, scared, but extremely excited. It was a similar feeling I came to know all too well as I would lay out clothing on the bed before getting dressed in secret. Only this time, I was not alone.
Tami followed me into the bathroom while reading her text message. “We are SO THERE, Tami! Please have (The Girl) smooth, with all foundation shaping clothing on, and perfumed. (She) is expected to be sitting upright at the Vanity mirror motivated for makeup transformation.”
“What does she mean by foundation shaping clothing?” I asked.
Tami went to the tub and started the water, appearing to ignore my question. She turned to me, smiled again, and spoke.
“In anticipation of this evening, the girls and I purchased some things that you will wear underneath your female clothing in order to give you a more feminine shape, Angie.
Now get into the tub. I am going to my car to get a few things. I want you to soak for at least fifteen minutes in order to get your body soft, and ready to shave. When I am finished with you, there will not be one hair left on your body.”
I shuddered with excitement, but did not say a word as she walked out. I stripped naked and watched the steam trail up from the tub, unaware of what lied ahead for me, but too excited to care about any possible consequences. I stepped in with toe pointed. If I was going to do this right, I may as well start getting into character….or was this the real me finally coming alive?
As I immersed myself, Tami entered the room again carrying a few bags. She opened a Bath and Bodyworks bag and removed a pink bottle. She poured it liberally into the rushing water near my feet. Immediately, my nose was filled with a heavenly, feminine scent.
“You likey?” Tami asked.
“Very much!” I said, and smiled broadly.
Tami then handed me a lotion that had the same sweet smell and instructed me to coat my entire body with the lotion. After twenty minutes of soaking, the alcohol had me feeling even drunker than before. I had completely lost any inhibitions about letting my female mannerisms show.
“Okay, Missy!” Tami startled me out of my daydream. She handed me a Venus razor for shaving, and a can of Edge for women shaving cream.
“I want you to get satiny smooth.” There was actually very little hair to remove. I was already in the habit of shaving my legs, chest, and butt crack. It was especially exciting removing hair from my underarms. I completed my task, and called to Tami. There I stood in front of the bathroom mirror. I was hairless and naked, with my hair up in a bath towel. Tami walked in and looked me up and down. “This is going to be like dressing a full size Barbie doll!” she squealed.
“Have you ever tucked your penis behind?”
“To be honest, I have tried, but without much success.”
She handed me a bag. Inside was a box that said GAFF. I have read about these things on the internet. She smiled and said,” the instructions are inside. I think you can figure it out honey.”
Also in the bag was some fleshy colored tape, two breast falsies, glue for the breasts, a pink set of bra and panties and a pink, satin corset.
As she was exiting, she said, “Oh, and don’t try to attach the corset. Call me when you are ready to put that on. You will need a little help.”
The Gaff was much easier then I imagined. My penis seemed to relinquish its need to be in the front of my body. It was if he was surrendering to a deep desire to soften, and go to a place where it could hide away so I could get on with what was a deep seeded need for me. The tape held it in place and it actually seemed to find a comfortable resting place tucked away.
The breasts were a B-cup. It felt as if the weight pulling on my chest was always meant to be there. It felt natural, and as I looked up at my reflection, I started to see a girl come to life. After sliding the French panties up, and hooking my bra straps, I called to Tami. She walked in and said, “Oh Angie!”....clearly pleased with my feminine progress. “Now it is time to complete your hourglass shape.”
She wrapped the pink corset around my waist, and attached the hooks. As she pulled the strings of the corset tighter, I could feel my crotch stirring. I started to think out loud. “Will this make me appear to have girl-hips?”
“Oh, yes, Angie. My goal is to get you down to a size 24 waist with the corset training. Once you get used to the exercise, and yoga program, you may not even need a corset. But for now, hold on to the door frame and brace yourself. I am going to pull the strings of this pretty pink restrictor around your waist and get your shape where it needs to be. Now, let’s hurry, and get you to the vanity mirror, so the girls will not be disappointed!”

I looked in the mirror, and saw a feminine silhouette staring back at me. “Now, I want you to stand upright, and walk ahead of me on the balls of your feet. Go into the spare bedroom swinging your hips the whole way. Sit daintily at the seat in front of the vanity mirror, and wait there for me.”
The corset really helped keep me upright. It was so tight, I could barely breathe. I loved it. I could hear Tami giggle behind me as I walked down the hall and entered the spare bedroom. She had set up a little vanity table. There were all kinds of cosmetics spread neatly ready to be utilized for my feminization.
I heard a knock at the door. It was Stephanie, and Jennifer. I could hear them giggling. “What in the hell am I doing?” I said.
Tami put her hand on my shoulder, and whispered softly in my ear, “What you were meant to do always, Angie.” She then kissed me and left the room to answer the door.
I sat at the vanity staring at my reflection. I tried to imagine myself as a girl. The shape of my face clearly leaned more to the “female” side. My cheekbones were high. I definitely looked more like Mom, then Dad.
I saw the girls walk in behind my reflection. They tried to suppress their giggles, and got “wide eyed” when I stood up. They were really sweet, and full of compliments, but made it really clear that they had some work to do. It was explained to me that I had to make a commitment, because they were not going to turn me into a girl for just one evening. If they were going to give me the full treatment, I would have to commit to living as a girl 24 / 7. I sat there with mouth agape as they explained the time, effort and commitment it took to maintain a feminine look.
“Well……..can we get your commitment?”
Not thinking of anything other than the lust that I was lost in, I smiled and nodded.
It was if the girls had done this before. They were like a well oiled machine. Tami worked on my nails. She gave me a manicure, and then added short tips. I was told that it would take some time to get used to longer fingernails, so they were starting out with a short length and work my way to longer. She also gave me a pedicure, with matching pink polish to match my fingernails.
Since Jennifer worked at the hair salon, she went right to work as if I was sitting at her chair in the salon combing out my hair and telling me exactly what she had in mind for the new me. She even brought a picture of the style. It was a pretty, straight cut that curled inward in order to shape my face. The length was just above the shoulder. She gave me the choice of whether or not I wanted bangs. I asked her opinion. She smiled and said that I had a pretty face, and was young, so bangs might be cute. So bangs it was. I looked at the picture she handed me, and asked her, “Will you girls make me this pretty?”
Jennifer just sighed and grabbed my chin the way Tami did earlier.
“Angie, my honest opinion is that you will make a prettier girl, than you currently make a handsome man.”
Stephanie chimed in as she was preparing my colors. “How do you think we came up with the idea of switching you over, honey? I will never forget watching you as you were drooling over the prom dresses at the mall. We felt so bad for you. Here was a sweet boy that really had every reason to be a sweet girl! All three of us stayed up practically all night talking about it. We all came to the same obvious conclusion. You………., Angie, with right training, and frame of mind, will make a beautiful woman!”
My confidence was increasing. I still did not fully believe them. Was this some elaborate ruse to embarrass me? If it were, they certainly put a lot of time, effort, and MONEY behind it. But why? Comments made by all sure seemed genuine.
What the hell! What was the worst that could happen? I was getting a free makeover and heading in a direction that I could only fantasize about……and DID, often!
Jennifer draped a plastic sheet over me and began to trim my hair. It was really happening. I was getting a cut that could not be mistaken for male.
Stephanie asked Tami if she was ready to pierce my ears.
“Oh, I am so sorry. I forgot to get the stuff. Can your buddy, Cindy do it tomorrow at Piercing Pagoda?”
I recognized the name. It was a shop in the mall that sold earrings and did piercing.
“Is that necessary?” I said.
All three women shot me a look that said, “Behave!”
“I guess it is” These girls mean business, I thought to myself. It’s time to find out what kind of payment will be required for their services.
I got up some nerve and spoke again. “I don’t want you get the wrong impression. I really appreciate everything you girls are doing for me….”
“But?” Tami asked
“Well, this is, and has taken much time, effort, and money. I do not mean to be rude, but, what is in it for you?”
There was about 10 seconds of complete silence before Stephanie spoke up. “Well, to be completely honest, we had a few ideas, but never really decided on what to ask for. We kinda thought like, for sure, that you would be grateful, but…….” Her voice just trailed off and she began applying foundation to my face.
Tami picked up the dialogue. “Well, let me try to explain our motives. In the beginning, I swear that all we had on our minds was helping someone that we considered a friend. It started getting expensive, so we started talking about whether or not it was even worth going through with. It has actually been on hold for a few months until you dropped it into my lap. Jenn, do you still have the list of ways Angie can pay us back?”
Jennifer always had a day planner and had a reputation as a meticulous note taker.
“Oh yes! I even added a few myself. Do you think she is ready to hear them?”
All three girls looked at me, and in unison said, “Whatcha’ think girl?”
I just shrugged. “Okay.”
Jennifer turned to the page in her planner and started to read:

1) “In order to function properly in high heels, she must practice. She may as well be doing things while practicing; therefore vacuuming our apartments in her high heels will accomplish two things. Clean apartments and good posture.
2) She must be available at all times when needed in case the boys outnumber the girls. In other words, be there at a moment’s notice to date the leftover guy, and be sweet to him.
3) Be available for experimental makeovers at a moment’s notice, including hairstyles.”

Tami interrupted Jennifer’s reading because she could see the fear in my eyes. “Perhaps we can finish reading that later, Jenn. I have changed my mind about sharing EVERYTHING with our little project. Let’s stay focused on getting her convinced that she can actually pass as female before scaring her.”
She squatted in front of me and grabbed my hands again. “You are just going to have to trust me. Honey. You have a promise from me that you will enjoy this experience. Yes, we do have a few selfish motives, but I believe that deep down, you KNOW that you want to experience life as the other gender, but fear, and self confidence is holding you back. Think of us as your confidence boosters.
I peeked at myself in the mirror. Stephanie finished applying the foundation, and was now putting blush on my cheeks. The skin on my face looked flawless. There was no trace of anything that could be mistaken for a shadow from facial hair. It was really working. I was enjoying this very much, and decided to put my fears to rest for the final time. I closed my eyes and drifted off into a daydream. I pictured myself in my wedding gown on the arm of a handsome man in a black tuxedo. He was much taller than I with deep blue eyes and a square jaw. He was looking at me as if I was the love of his life. Why was I feeling this way? It really felt as if the closer I came to being feminized, the more I wanted to be in the arms of a man. My daydream was interrupted by Stephanie’s voice.
“All done! Oh my! You are ravishing!”
My hair was still wet, and flat, but the makeup was like something out of a magazine! I was amazed, and entranced by my reflection. I looked up at the girls and stammered,
“You were right. I want it all. I want to be a girl in the worst way. I will do anything for you. Teach me the ways of becoming a woman, PLEASE!!?”
They started screaming and “high-fiving” one another. Jennifer grabbed the blow dryer, and curling iron. “Wait until you see yourself with somebody in your hair, girl!”

After she finished my hair, they helped with some faux jewelry, and placed a tiara on my head. My hairstyle was just like I had imagined so many times looking through magazines. Jennifer put blonde highlights in it. It was full and shaped my face. It was absolutely, and positively feminine! Tami announced that it was time to see that wedding gown on me.
I stood back from the full length mirror unable to stop staring at finished product. I had to admit. I was gorgeous. “Can we take pictures?” I asked sheepishly.

All three girls spent the night. We ended up taking over fifty pictures with a digital camera. They had a hard time talking me into taking off the gown until they showed me some cute new outfits, including lingerie. It ended up being my first slumber party. I went to sleep wearing a light pink camisole top and matching PJ bottoms. Stephanie gave me great tips on skin care and makeup removal, but I never removed my gaff or my corset.

That night, my dreams were filled with one thing. I was a full time woman with real breasts, and vagina. I was on my honeymoon with the same guy I daydreamed about. We spent the entire honey moon in two places, the beach, and in bed. It seemed so real. It was like I could feel him penetrate me over and over. It felt so real. He went so deep inside of me, but was so gentle, and loving. I kept having orgasms while he was pulling out. Then he would put it deep again. As he pulled out, I would have another orgasm. He kept looking at me and telling me how much he was in love with me. He also continually kissed me. I have never been so turned on! The more he professed his love, the more orgasms would come!

I awoke in a puddle of goo. The orgasms were real. It was 6:30 am and the apartment was quiet. I walked to the bathroom for a shower and passed the full length mirror. I stopped and looked. Even without makeup, I was hot! This was going to work! I smiled at my reflection. “Good morning pretty girl.” I said out loud. I could not wait to get my day started.
I wrapped myself in a fluffy pink terrycloth robe. My hair was disheveled, and kind of sexy. I found a pony tail holder and pulled it up and out of my face. I reveled in the idea of going out and getting the newspaper looking rather “girly.”
I opened the door, reached down to grab the paper, and heard the door open directly across from me. It was my neighbor, Andrew. He was a divorcee, about 45 years old. We did not know one another that well, but had made small talk in the past. I looked up at him. He grabbed his paper, nodded his head as if to say hello, then stopped, and did a double take. If he thought it was me, he must have been confused. I can imagine what ran through his mind seeing what he thought was his male neighbor wearing a woman’s robe, and matching pink finger and toenails. I quickly hurried back inside and slammed the door. My heart was beating furiously! What are the odds that Andrew would open his door at the same time as me? I leaned back against the inside of the door trying to catch my breath. I could hear Andrew’s footsteps. Was he coming over to my door? I looked through the peephole, and saw that he had walked over. He knocked.
“Andy, Are you in there?” I stayed silent. My heart was pounding. I looked around the apartment for one of the girls to be my alibi. I needed one of them to come to the door wearing the robe. As I wandered the small apartment, I began to realize that they had all left before I got up. I ran back to the door to see if he was still there.
He started speaking again. “Andy, I know you are in there. I really need to talk to you.” I remained silent, just staring at him through the peephole. He took a deep breath and started talking again. This time he pressed his body up against the door and spoke softer. “Andy, I never told you the cause of my divorce, did I.” I became curious and answered him.
“Why do you ask?”
“I feel that it is relevant to why I am now knocking on your door.”
“What do you mean?”
“Andy, would you please let me in. It’s not something I would rather not speak about in public.”
He sounded like he really needed to talk to someone.
“Can you come back in about twenty minutes?”
“Okay, but can I ask you a question?”
“OK”
“Was that you that got the newspaper this morning?” I was busted, but something told me that I needed to answer truthfully. After all, I made a decision the previous evening to live a female. He would eventually find out.
I took a deep breath, and let it out as I answered in a rather breathy voice.
“Yes, Andrew. It was me.” I was still looking through the peephole to see his reaction. He smiled broadly, and replied, “Twenty minutes?”
“Ummmm, Okay. See you in twenty minutes.”
Okay, Angie. You have a choice here. Get yourself into male mode, and put on a baseball cap, or clean yourself up, and look pretty. He either thinks you are cute, or can’t wait to make fun of you. Wait a second, why does he want to tell me about his divorce?
I ran to the bathroom and looked at myself in the mirror. The girls were right. I AM more female than male. I turned on the shower, got myself squeaky clean, and dried off. I powdered my whole body with a perfumed powder puff. It took me exactly ten minutes to tuck back my penis and testicles, choose a matching bra and panty set, adjust my boobs, and get into a pretty flowered dress. I decided to remain barefoot. I was putting on my watermelon lip gloss, when the phone rang. It was Tami.
“Good morning, Angie!” She sounded excited. “Are you ready for your next step into feminine bliss?”
“Tami, you will not believe this. My neighbor saw me as Angie, and he wants to come over and talk about it!”
“Wow, a boyfriend already?”
“Please stop with the jokes, Tami! I am really scared!”
“Okay, okay. Did you agree to talk to him? I mean, he won’t beat you up, will he?”
“I have a feeling that he kind of liked it.”
“Are you talking about Andrew?”
“Yes, he smiled when I told him that it was me at the door.”
“Oh my! That guy is a hunk! Let me give you some advice, Angie. Please do not respond until I am done speaking. This is going to sound odd, but right now, you need a quick lesson on guys. Will you just listen and not interrupt me?”
“Well, …..I guess so.”
“Guys like getting their cock sucked. This is not the guy to experiment with. He is the kind of guy that you want to have fall head over heels in love with you.” My head was spinning, but I promised not to interrupt her.
“Do you still have the Vicks Chloraseptic spray in the apartment?”
“Do you mean the spray that is used for sore throats, that you spray in the back of your throat to numb it?”
“Yes”
“Well, yes, but what has that got to……”
“JUST LISTEN!! If you are lucky enough to get into a situation where it starts to get intimate, you are going to WANT to suck his cock. If you want to fully satisfy him, you are going to have to take it down your throat. The only way you can do this is to relax the back of your throat. An amateur, such as you needs a little help. If you numb the back of your throat a bit, you will lessen the gag reflex. GOT IT?”
My mouth was agape as I listened. But the reality was this. I felt like an excited woman, and I wanted to feel what it would be like to suck a cock. It felt so odd, because being a homosexual never really crossed my mind. It was only when I felt feminine that I started thinking about being with a man sexually.
“Angie!” Tami’s voice startled me out of my trance. “You okay?”
“Oh, um….yeah, I think so.”
“Call me after he leaves, alright?”
I hung up the phone and heard a soft knocking at the door. I checked one more time in the mirror. I smiled at my reflection.
“You really do make a cute girl, Angie.”
I cracked open the door slightly, and poked my head out. He smiled as soon as he saw my face. I looked down and blushed. My eyes went straight down to his crotch. He wore tight jeans, and a blue polo. His hair was slicked back, and I could smell a rather masculine cologne.
“Wow. Um, wh-what should I call you? I mean….Uh, you do not look like your name is Andy……”
I looked into his pretty blue eyes and invited him in. “Call me Angie”, I said.
“Angie, I hope I am not being inappropriate, but I have to tell you something. You are truly a very pretty girl, and I am attracted to you.”
My heart was pounding. It was as if I had been waiting for those words. It felt like the ultimate confidence builder. I smiled, and thanked him for the sweet compliment. I invited him to come in and sit down. He told me that the cause of his divorce when his wife discovered that he was checking transgender dating sites. He explained that he never had the nerve to date a T-girl, but always wanted to. He reasoned that the T-girls go out of their way to be as feminine as possible. That really attracted him.
He also told me that he had his thoughts early on that his neighbor may lean towards the femme side, and when he saw me this morning, it was his confirmation.
He then asked me if I would mind sitting next to him on the coach. I moved over and sat down next to him. He then put his arm around me and told me that I smelled very nice. We were both starting to breathe a little heavier. I decided to give him a hint that it was okay to kiss me by placing my hand inside his shirt and play with his chest hairs. I could smell his cologne in the air as his endorphins filled the air. I felt small sitting next to him. He was at least 6” taller than me, and muscular. He leaned in and placed his lips on mine. He lingered for a moment, kissed me softly. It did not feel clumsy. It felt natural. He leaned in again and kissed me again. This time a little harder. I could feel his mouth open slightly and welcomed his tongue into my mouth. He then started kissing my neck and shoulders. My cock was tucked away, but stiffened. I could feel it pulsate against my butt. In between kissing me, Andrew asked, “Are you okay with this Angie?”
A breathy “yes, YES!” was all I could get out.
I had to feel what it was like to have his cock in my hands. My hand moved down to his crotch, and I started to unbutton his pants. He was wearing tight silk boxer briefs. He was clearly erect, and huge. I placed my hand on his penis and stroked it through his shorts. He moaned with excitement. “Oh Angie. It feels so good, Baby!”
I liked being called baby, and told him this. He smiled and asked if I was enjoying myself. I nodded yes, and continued stroking.
“Can I see your cock, Honey?’ I asked sheepishly.
“Baby, of course you can. I can’t believe how pretty you are. If I did not know you, I would just assume you were female.”
I really liked what he was saying. I really felt like a girl. I got off the couch and dropped to my knees. I pulled down his boxer briefs. This magnificent cock was staring back at me two inches from my face. I looked up at him and smiled. He smiled back.
I then remembered what Tami said about the Vicks spray.
“Honey, can you excuse me for two seconds?” I got up and ran to the bathroom, quickly grabbed the bottle, and sprayed the back of my throat.
“What’s up, baby?”
“I just want to make sure you enjoy this, Andrew.”
“I have already enjoyed being with you, Angie. You are a very special lady.”
I started by licking the tip of his head. It tasted a bit salty. I took his head into my mouth and played with his urethra by sticking my tongue in and out of it. His moans told me that he liked it a lot. The more I sucked, the hotter I got and the more I realized that I was pretty good at this. I stroked the shaft while kissing and licking his head. I then placed my hands on his butt cheeks. He started thrusting his hips towards me slowly. His cock was starting to hit the back of my throat, and I could feel myself starting to gag.
I looked up at him, and asked if he had ever received deep throat. His eyes got big and he shook his head. I asked him to push it in real slow and I was going to try my best to get it down my throat. It reached the back of my throat again, and I slid my tongue underneath. I swallowed as if taking a pill. It slid down as if it was meant to. Then came right back up. Andrew moaned loudly.
“OOOOOH BABY! That is fantastic!”
I swallowed again. It felt sooooo good! My cock was pulsating behind me and I erupted. I could feel my panties being filled up with warm seamen. Then he exploded. I could feel his warm semen filling up my mouth and started to gag, but I was able to relax, and continue swallowing. The warm, salty liquid slid over my taste buds and down the back of my throat until he was done.
“You likey, Honey?”
He bent down and picked me up like a rag doll. My butt was being supported by his big hands and I wrapped my legs around his waist. He kissed me deeply, still breathing heavily.
“Angie, I think that I am already in love with you! I know it’s crazy to say so, and it’s probably just lust talking, but I have to tell you how I am feeling. I would love to make love to you,”
I was so caught up in the moment that I told him I felt the same way.
We decided to start dating. I did not want him to leave, and got the same feeling from him, but I promised Tami that I would be there to complete “the project”.
Andrew completely understood, and asked me if I would be willing to go to dinner with him that evening. Wow, a date where I am the female. I do not have to do anything, other than enjoy being treated like a princess. I accepted with a girlish giggle.
Before calling Tami, I needed to get some information about making love to a man as a T-girl. It was easy to find. I read several articles, and they all agreed on a few important things to remember.
(1) Always be sure to give yourself at least two enemas so you will be completely clean.
(2) If you are just starting out, use lots of water based lubricant.
(3) It will not feel good at first. Your lover will need to be patient.
(4) Get your anus stretched out with a vibrator, and or butt plug.
(5) Once pressure is applied to your prostate gland, you may experience an internal orgasm similar to what women feel.
#5 put me over the edge. If I could experience an orgasm like a woman, well….it just sounded like the ULTIMATE!

The rest of the afternoon was spent at the mall with the girls. I wore tight jeans, a tight sweater, and high heeled strappy sandals. I was HOT, and confident in my feminine appearance. It felt so natural to walk on the balls of my feet and swing my hips. I was so much more comfortable in the female role.
Clothes shopping, and getting my ears pierced were priorities. We all got manicures and pedicures, and then we stopped for a quick salad. (Gotta watch the new feminine figure).
The subject went between clothes, boys, and sex. I felt perfectly comfortable telling the girls about my experience with Andrew, and asked if they would come with me while I purchased the things I needed for anal sex. Stephanie chimed in with an interesting idea. “I wonder if you can use a douche in your butt?” We all looked at her and laughed. Then I started thinking about it. “Well, I would like to smell fresh for him?”
“Put it on the list!” Tami exclaimed.
It was getting late, and I needed plenty of time to prepare myself for my dinner date. I stripped completely naked and started a bubble bath. I read the instructions on the enema and lubricated my smooth, silky butt cheeks, and the insides of my sphincter. As I squeezed the liquid inside my hole, I wondered if this is what it feels like when a man ejaculates inside of you. Before I knew it, I had a hard on. Even though the experience was a bit messy, I knew it was the right thing to do. I gave my next enema to myself in the tub. It felt like the waste leaving my body was my maleness leaving me. My senses were being overcome by the perfumed water. After two enemas, I decided to use the douche. I was beginning to understand what women meant when they spoke of “feeling fresh.” It was now time to prepare my anus. I lubed my sphincter and the vibrator and lay down on the bed on my back. I recalled the instructions recommending that I start out slow and work at a pace that was comfortable. It was exciting, but after fifteen minutes, I was tired and not even coming close to an orgasm. I decided it was time to put the butt plug in place, and let it do the job stretching me out for the rest of the evening.

The place Andrew chose for dinner was a casual bar and grill. This would be my first time on the arm of a man so even though I was dying to get into a formal gown, I was content with staying somewhat casual.
I chose pink denim Capri’s, matching pink pumps, and a short sleeved white sweater. I accented the outfit with a pink bow in my hair, and a silver necklace, bracelet, and ankle bracelet. All three pieces had pink accents. My lipstick was a light shade of…what else, pink. I stepped back from the mirror completely taken with the pretty girl reflected there. I really was not hungry. I couldn’t think of anything other than Andrew being inside of me.

Andrew knocked on the door. I cracked it open slightly just peeking through, batting my eyes. They were extra long because I had used three different mascara brushes to lengthen them and make them appear fuller and longer. He smiled broadly and spoke. “This is exactly what I am talking about, Angie. You clearly took your time and maximized your femininity……..and my GOD!!....you smell heavenly!”
I blushed and looked up at him. “Thank you, Andrew. You look very handsome.” He was wearing a white button down dress shirt and cream colored Dockers. His hair was slicked back, and his eyes were piercing right through me. His cologne reached my nose and the female inside of me took over. Suddenly, I found myself asking him if he was hungry for dinner, or if he wanted dessert first.
He looked a bit stunned, but then smiled again. “What did you have in mind, Angie?”
“I must be honest. I have not been able to stop thinking about being in bed with you.” He smiled and put his hand on my face. Then he leaned into me and gently kissed my lips. “Are you ready for this?” he whispered.
“I think so.”
He picked me up like a bride being carried over the threshold, kicked the door closed and headed towards by bedroom.
“I want to make love to you, Angie!” He threw me on the bed and stripped completely naked. I took off my Capri’s, shoes, and panties. He was already rock hard. I reached into my nightstand and grabbed some KY jelly. After removing my plug, I slathered more lube in my sphincter. He was on his knees hovering over me. I grabbed hold of his cock and started to lick his head. He backed away and said, “No, sweetheart. I want to put my cock in your pussy.”
I smiled and slathered his manhood with KY. He grabbed a pillow and shoved it under the small of my back. This was it. He was going to fuck me like a woman! It went in quite easily, and he began to pump slowly. He kept referring to me as his beautiful girlfriend. I was trying to relax. I put my hands on his chest and told him how huge my boyfriend’s cock was. It was fun talking dirty. I was clearly made for the submissive role and enjoyed his weight on top of me.
“Oh Angie, your pussy is sooooo tight, Baby!” As he continued pumping me, he started kissing me with open mouth, letting his tongue go wild. I licked back lovingly and sucked on his tongue. He started pumping faster.
“I love sharing my pussy with you, Andrew! Tell me again how much you love me!”
“Oh Angie, you are so beautiful, and I love you! I want you to be my wife! I want you to marry me! I want to fuck you every day!”
We were both caught up in our lust for one another. He was really pumping me hard.
“I want you deeper, Andrew! Fuck me from behind!”
He spun me around and I landed on my knees. I felt his hands on my ass spreading my cheeks. He entered me again and continued pumping. He was definitely deeper, and I loved it! He grabbed my cock, and I came right away.
“Fuck me like I am your bitch in heat! I would love to be your wife, Andrew! Fuck me! Fuck me every night! Fuck me! Fuck meeeeeeeeeeeeee!”
I could tell that he was ready to erupt.
“Are you going to cum, Andrew?........Andrew?”
“Oh Baby! Oh my sweet baby, Angie! I am …….going …..to …….”
I could feel every inch of his cock deep within my loins. He had grown to gigantic proportions. I felt like he was going to split me in half and could not wait for the eruption of my man inside of me.
He flipped me on my back again and started sucking my face again. I welcomed his hot, wet kiss. His pumping stopped as he started to ejaculate. It was warm and streaming inside of me. He lifted me up and I was impaled on top of him while he filled me up with what seemed like a quart of cum. He kept kissing me while he came.
Then it happened. I started to feel a very warm feeling coming over my body and began to shudder. I felt something stirring deep inside. I thought about my prostate gland. Is this what it feels like to………”Ohhhhhhh Andreeeeewww!!!” Even though I had just come, it felt as if I was cummimg again, and again, and again!!
We fell back to the bed in a sticky, gooey mess…..exhausted. I laid my head on his chest feeling as feminine as I have ever felt. I fell asleep to the steady breathing of my man. I felt comfortable in his arms.
There was no question in my mind. I loved being a girl, and having sex with a man. It was as if I was in love with being completely “taken” and rescued from my masculinity. I wanted my whole being to be feminine, and the more I behaved like a typical female, the more lost I became in a fantasy that was quickly becoming a reality.

A full Month passed, and Andrew and I had been boyfriend and “girl” friend. My ex-fiancée, Tami was very supportive, and she got the girls to back off their demands of payback. They all seemed to think that Andrew was just a fling, and I would be back with them, and playing the field like young girls should. But on our one month anniversary, Andrew had not changed his mind about his feelings for me. Neither had I. He once again professed his love for me, but this time, he was down on one knee and with a ring in hand. “Angie, I know this seems nuts, but I want to take care of you for the rest of my life. I think that I have always been in love with you, and this past month just confirmed it for me. In my eyes, you are a woman. Please be my wife?”

We were married three months later in a private ceremony at my Mother’s house. I guess I turned out to be the daughter she always longed for, but never had. Did she influence my behavior in the direction of “being girly”? Perhaps she did, but it does not matter now, because I am happy living as a girl. I finally got to wear a wedding gown in public, but it was not the gown that hung in my secret closet for years. Andrew insisted that I get custom fitted! The hours spent in the Bridal fitting room alone accounted for some of the most exciting dressing I will ever experience.
Andrew had quite a bit of money stashed, and he used it to purchase a three bedroom home on a hill with lots of privacy. I had never seen a larger walk in closet in the master bedroom. He told me it was all mine.
I did not fully understand why Andrew fell in love with me until I dated him for a full year. Andrew was as obsessed as me about being “complete” in my femininity. He wanted me to be absolutely as close to flawless in my female appearance as possible. This meant spending most of my waking hours on appearance alone. He hired a personal trainer to make sure I stayed slim, and toned. I visited the salon every Tuesday for hair styling, manicures, and body waxing. Andrew was very meticulous about my clothing too. My collection of lingerie alone takes up an entire dresser. He also insists that I greet him at the end of the day when he arrives home wearing a “Leave it to Beaver’s Mom” type dress, stockings, and high heels.
My girl friends tell me that he is a control freak. They are right, but Andrew loves me because I love being under his control. Being married to him means I can do the things that make me happy. I realized that there are probably very few, if any females that would ever agree to live a life that I have chosen. Andrew admits to his love of controlling me. Am I his slave? At this point in time, I do not care. One year ago, I did not know what I wanted, but I knew what I was drawn towards. I was unhappy. Today, I know what I like. Am I a superficial girl only concerned with my appearance?

Why thank you!

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A story of a teenage boy with desires to become feminine. He gets busted wearing his best friend’s, sister’s cheerleading uniform. And she always wanted a sister...

A boy in a girl’s cheerleader outfit was staring back at me. My hair was long, but just not, well, styled like a girl. I opened her drawers and found some tie-backs and barrettes. I had no clue of what to do with them. Just then, I heard a soft knock on the door.

“Brian, is that you in there?” It was Britney!

“I’ll be right out,” I whispered.

“Brian, you have been in there for a half hour! What is going on?”

I had to think fast. I told her that I was sick. She did not believe me. I heard her try the door. Then I heard her use a tool to unlock the door. It was opening! I threw my body against the door and pushed.

“Please don’t come in Britney!” I pleaded. It was too late. She was part of the way in pushing back on the door when she saw my reflection in the mirror. Her eyes got big.

 
 

From Brian to Brianna
By Angela Renee Rineheart
 
CAUTION! Explicit Sex Scenes Contained Within!

 
My very first recollection of an orgasm came while squeezing my legs together while climbing a pole in third grade. Even though I did not understand what was happening to me, I knew that I loved the feeling and wanted it again and again. So it began, that the way I could derive sexual pleasure, had very little to do with stroking my penis, and everything to do with manipulating my lower region without using my hands.

As I reached puberty, the masturbation was very frequent and I soiled many pairs of underwear just by fantasizing about a pretty girl, and the lovely things that she would wear. There was no need to even touch myself. All I had to do was think of beautiful clothing, and I would ejaculate into my underwear. I had a hard time getting a girlfriend, but longed to be close to girls. So, I started getting interested in the next best thing. I had access to soft, feminine things through my mother, and sister’s clothing. I was deathly afraid of getting caught, so I did not get into their things until later. The first time I can remember actually putting on something that felt remotely feminine was when my father bought me sanitary socks for my baseball uniform. I can remember the soft, thin material against my leg. They went really high, almost over my knee. As I looked down at my feet, I thought that if nobody really knew, they could be mistaken for girl’s feet and legs. This thought excited me. I would wear them every chance I got. Little did I know that this was just the beginning of an obsession that would stay with me forever.

By the time I turned 15, I became bold and looked for excuses to stay home whenever the family would leave. As the time approached for all family members to be out of the house, my heart would start to race. My mother and sister both had huge dressers full of underwear and pantyhose. They also had lots of pretty dresses in their closets just waiting patiently for me. I would always start with pantyhose. By the time I got the sandals and dress on, I would usually have to run to the bathroom because I could not hold back ejaculating. After a while, I became better at holding back, so I could take the fantasy further before making a mess. As time went on, I became even bolder. The laundry hamper was my heavenly getaway. Not only at home, but at neighbors while babysitting. I became well known as a willing babysitter in the neighborhood, which opened up quite a few opportunities to enter the laundry hampers of many young mothers (Some with absolutely wonderful lingerie). It became like a drug to me. The more I dressed, the more I masturbated, which in turn lead to my wanting to dress more often. As I dressed, I found myself looking in the mirror and not being happy with seeing a boy dressed in girl’s clothes. I wanted to see a girl staring back at me in the mirror. I started thinking about putting on makeup.

I can recall spending the night at my best friend, Mark’s house on Friday nights in the winter time. I would spend most of my summer days at his house playing ping pong all day. His home was my home away from home. Mark and I were not what you would consider “typical friends.” He was over 6 feet tall, muscular from working out with the football team. I, on the other hand was a lot shorter at 5’5”, and slim. Had we not met at age seven, we might not have ever become friends. Somehow, we always found many things in common and did not let our “popularity status” affect our friendship. Mark had girls lining up to date him. I, on the other hand was his “cute little friend” that no one really wanted to date. “You’re too good of a friend”, was the line I always got from girls when I asked them out. (Whatever)

He had a sister named Britney. She was a vision. She was everything I fantasized about looking like. She was 17, a cheerleader, prom queen, and had a wardrobe to die for. She was one of those girls that could be mistaken for a snobby little princess, but nothing could be further from the truth. She had everything she could ask for, but seemed very down to earth. I fantasized often about getting into HER laundry hamper. Unfortunately, Britney’s room was upstairs and Mark’s was downstairs, so when I had to use the restroom, I would probably be questioned if I used the upstairs bathroom. It was getting to be about 10:30PM and Mark and I were just watching the end of a movie on TV. There was a scene involving a drag queen. I became a little restless in my chair. She was beautiful and I found myself hypnotized and dreaming that I could be that cute if I just had some help and applied myself. Mark must have noticed because he woke me out of my trance.

“Brian! Hey buddy, didn’t you hear me?”

“Huh?” was all I could say.

Mark looked at me really strange and said,

“Dude, that’s not a real girl you know.”

“You could have fooled me.” I blurted out.

We then had a short conversation about how women have such a different way of looking at things than men do.

“Wouldn’t it be cool to have a girlfriend with a thought process and interests like a guy?” I felt my lower region stir as that comment came out of Mark’s mouth.

I looked at him and smiled. “Well, she is probably out there, don’t you think?”

Mark returned my smile and for a second, I felt him look me up and down before responding. “Is she?”

I felt my face get red. At that moment, the front door was opened. It was Britney. Her boyfriend just dropped her off after the football game. She was still wearing her cheerleader uniform. I could hear her walk down the stairs. She entered the room in which we were sitting. I must have still been beet red.

“What have you been up to, Brian?”

Once again, “Huh?” was all I could get out as I drooled over her beauty.

“Have you lost weight, Brian? You look so skinny! Are you eating Ok?” Britney always seemed to kind of like me. Not like as a boyfriend, but she always seemed to be kind of looking out for me.

“Let me look at you. Please stand up. She smiled and seemed genuinely concerned. Little did she know that I had secretly been taking all natural hormones for about two months. My breasts had become very tender and I had FELT a lot softer, but did not think it was that noticeable.

“Your face looks nice”, and then she hesitated and walked closer. “Are you wearing makeup?”

I was mortified! I experimented with my sister’s mascara, but that was two days ago and I had washed it off! Did I get it all off?

“No way, what are you talking about, Britney?” I did my best to play it off, but she could tell that I was uncomfortable.

She gave me a big smiled and turned to walk away. “I’m sorry Brian. It almost looks like you might make a better Brianna, than Brian. It’s just an observation. I’m going to take a shower and go to bed.”

I did not even have a chance to respond and she was gone. “What was that all about?’ I asked Mark trying to hide my excitement of her observation.

“Well, don’t take this the wrong way Bri, but Britney has a point. You have been losing a lot of weight lately. You don’t look unhealthy…just kinda... well, ya know….uh, feminine?

I just stared at him. This was my chance to confide my secret desires to a friend. “Well….Mark, uh….I guess….I just….uh.”

I chickened out.

“You guys are seeing things! Are we going to sneak that bottle of wine in here or not?”

He seemed to snap out of his daze and said. “Oh yea, it’s in the car. I’ll go get it."

Mark snuck out to the car and came back in the front door after getting two wine glasses from the kitchen. He seemed really excited as he poured the wine. “Cheers to you, Brianna!” he whispered while half laughing.

“Knock it off, Mark.” I whispered back, half smiling. Mark and I polished off the whole bottle and were very sleepy. Mark drank three quarters of the bottle, easily. Maybe even more, so he was getting ready to doze off. He looked up at me as he put his head back on his pillow. He was clearly drunk. He looked me up and down, smiled and whispered, “You know, Brianna, you might want to try a little makeup and some lipsti……….zzzzzzzzzzzz.

This might be my opportunity, I thought. As Mark was dozing off, my heart started pounding. He started to snore and I was headed upstairs tiptoeing and being as quiet as possible. I was so excited that I walked down the hall shaking my hips like a sexy girl. I quietly opened the door to Britney’s bathroom. As I closed the door, I switched on the light and took a deep breath. It smelled of Britney’s perfume. My heart felt like it was going to come out of my chest. I locked the door and turned toward the laundry hamper. I opened it and it squeaked. “Damn!’ I whispered. Then I saw it. It was right on top of the pile. Britney’s cheerleading uniform. I just stared at it.

“What am I doing?” I said to myself. “C’mon Brianna, when are you going to get another chance like this?” I reached in and grabbed the pile. It was cold that night, so she had worn suntan pantyhose underneath her skirt. She had also worn her mock turtleneck body liner under her shell top. It was a complete uniform and I was about to try it on! I quickly disrobed and got completely naked. I needed to get the pantyhose on first. I rolled up my socks in a ball in order to make some nice fake boobies to place under her sports bra. I sat on the toilet and rolled the pantyhose and slid them up my leg. They smelled heavenly! I could feel my whole body tingle. As I pulled the hose over my member, I almost came, but managed to hold back. My feet looked cute and I pointed my toes. The baby blue bloomers hugged my butt perfectly. It felt like it was molding my bottom into a female shape. The sports bra was next, and then the skirt. I was able to zip it up! The diet has paid off! Britney’s skirt actually fit me! It was soooo cute and short. It had pleats. I twirled, but did not want to look in the mirror until after the body liner and shell was in place. The body liner was baby blue and fit like a second skin. It clung to my arms and torso like it was meant to be there. God! This just felt so good…so right!

I LOVED feeling like a girl! After pulling the shell top on, I looked in the mirror.

Shit! A boy in a girl’s cheerleader outfit was staring back at me. My hair was long, but just not, well, styled like a girl. I opened her drawers and found some tie-backs and barrettes. I had no clue of what to do with them. Just then, I heard a soft knock on the door.

“Brian, is that you in there?” It was Britney!

“I’ll be right out,” I whispered.

“Brian, you have been in there for a half hour! What is going on?”

I had to think fast. I told her that I was sick. She did not believe me. I heard her try the door. Then I heard her use a tool to unlock the door. It was opening! I threw my body against the door and pushed.

“Please don’t come in Britney!” I pleaded. It was too late. She was part of the way in pushing back on the door when she saw my reflection in the mirror. Her eyes got big.

“I knew it! Brianna, LISTEN!” She suddenly got stern. “If you do not let me in, I will tell the whole school about you wanting to be a cheerleader.”

I let up on pushing the door shut. I stood there, mortified, head down.

“I am so sorry, Britney.” Please let me close the door so I can take your uniform off. This is really embarrassing.”

She looked me up and down, smiled and said, ‘It fits, doesn’t it?” I just nodded.

“Come into my room, Brianna. I want to show you a few things. Oh and don’t change, ok?”

I just did as I was told. Walking down the hall, I was aware of the silky pantyhose rubbing against my legs. I couldn’t help myself, and starting slightly shaking my hips. Britney entered her room, and asked me to shut the door. Her room was everything I had imagined it would be: lots of pink things….extremely feminine. She picked up her vanity chair, and placed it in front of me. She asked me to sit in it and sat on the bed opposite me.

“You have nice legs, Brianna.”

“Please stop teasing me”, I pleaded.

Britney just smiled. “Do you not remember the conversation we had about two hours ago? I really meant what I said. You…Brian… Brianna, whatever name you wish to be referred to, can pass as a pretty girl. You just need some assistance. NOW, do you want to be a girl?”

I looked down at my nylon clad feet.

“Why are you doing this?” I asked.

She smiled again and replied. “Well, Brianna…oh, may I call you Brianna?”

I looked up and half smiled, then, nodded.

“Great. Ok Brianna, I have three brothers and love them all. But I have always longed for a sister. My current crop of friends, well yeah, they could kind of be my sister’s, but….well...they are so caught up in bullshit. You, on the other hand, well, you could be my, my...well, my project!”

Her smile and eyes got real wide.”Brianna, will you allow me to transform you into my sister?”

I tried to hide my excitement. After all, I was still very embarrassed. I never imagined anyone ACCEPTING my secret! I mustered as much courage as I could find inside of myself and asked her, “Do you really think that I could look like a real girl?”

As she smiled and nodded, I was already asking my next question. Before long, we were chatting quietly just like two girls at a slumber party. Britney encouraged me to act and move like a girl while talking. It all seemed to come so natural for me. She showed me how to sit properly with knees closed, and the right way to cross my legs. She sat me at the vanity mirror and showed me how to use clips in my hair to style it more feminine.

It was nearly 3:00 when she said, “Listen, if you get caught in here, we will both be in a ton of trouble. So why don’t you get back downstairs and get some sleep. We will talk more tomorrow, ok? Oh, and by the way, here you go.” Her outstretched arm was holding a pink satin camisole and panties. “Would you like to sleep in this tonight?”

I smiled and threw my arms around her. “How can I ever repay you, Britney?”

She kissed me on the cheek and said, “I will think of something, little sister.” Then she grabbed her perfume bottle and gave me a little spritz on the neck.

I took the pretty camisole and panties and headed back to her bathroom. I really did not want to change out of the uniform, but knowing that I could sleep in a pink camisole was a wonderful alternative. I snuck back downstairs to Mark’s room.

Mark was snoring in his queen size bed. I normally slept on the floor in my sleeping bag. I slipped into the panties and cami. Oh it felt soooo right, but I was COLD! I watched him sleeping peacefully as I stood there, barefoot. I wandered what it would be like to be held like a girl. I tiptoed over to his bed and knelt down beside him so my face was right next to his.

“Mark”, I whispered. I was really taking a chance, here. What if he wakes up and freaks out? He did not open his eyes, but answered me.

“What is it?”

“I am cold.”

“So get a blanket.”

“I don’t know where they are.”

He opened his eyes slightly, rubbed them and started to tell me where to find them, when he realized what he was looking at.

“What are you wearing?”

“It’s your sister’s PJ’s,” I answered, attempting to strike a sexy pose.

He looked at me up and down. It was dark. I wondered what my silhouette looked like in the dark. Mark opened the covers as if to say, “Come on in.”

I lay down next to him. We laid there silently for about 30 seconds, but seemed like minutes. Mark finally whispered. “What in the hell are you doing?”

“I’m cooooooold……” I purred.

He put his arm around my shoulders and held me. I could feel my lower region stirring. It felt as if I was getting wet inside my panties. I put my hand on his stomach, and laid my head on his hairy chest.

“You smell nice Brianna.” He whispered again. Then he did something I never imagined. He got up on his arms and hovered over me. His breathe smelled of wine. He lay down on top of me, and moved his lips towards mine. He then kissed me full on. I kissed back. He opened his mouth and moved his tongue towards mine and I welcomed it with enthusiasm. I was a boy, dressed as a girl, kissing another boy, fantasizing about being the girl of his dreams. I could feel his cock pressing against my stomach. It was huge and I wanted to feel it in my mouth. I wanted to please him orally. I whispered in his ear, “Oh Mark, I want to suck your cock.”

It all seemed to come so naturally. I reached down and grabbed hold of his cock. It was stiff, but soft. I caressed it with both hands as he kissed my neck. He got off of me and turned on his back. I lay on top of him and got an up close look at his huge member. I opened my mouth and closed it lust around the head. I had secret fantasies about doing this and looked it up on the internet. There was a complete clinical “how to” on a website. I studied it and had a real good idea of what to do. I was prepared to please my man!

I first concentrated on the mushroom head. I licked and teased it. I flicked his pee-hole with my tongue. He moaned. It just seemed to be a natural instinct. Thinking about the instructions, and wanting to maximize his pleasure, and satisfy my natural craving, I proceeded to lick all along the shaft, exploring all its shape, thickness, soft skin paying particular attention to the underside of his head. I was really getting excited and wanted to take more into my mouth, particularly because Mark had his hands roaming all over my butt and legs. I read about how to deep throat, and wanted to attempt it. I relaxed the back of my throat and opened my mouth wide. As I lowered my head, I could feel his penis head touch the back of my throat. My natural reaction was to gag, but I closed my eyes and relaxed my throat even more. As my man’s cock entered my throat, I closed my lips around the base of his cock, and tried to swallow. (Just like my one-a-day vitamins. Then I slid my lips up and down his shaft. The only way I could describe this experience was…….I felt incredibly feminine. It was as if I was a real girl pleasing my man. I squeezed my legs together and my semen erupted in my panties. I continued sucking for all I was worth.

Mark moaned loudly and out of nowhere, he said, “Brianna, I am going to cum!” He actually did not complete the sentence before erupting a load of warm semen in my mouth. I continued to swallow. I instinctively knew that I would enjoy swallowing his cum. He was shuddering with pleasure, and for some reason, my panties were soaking wet, but not entirely from my own semen. My anus was dripping. It was as if my anus was behaving like a woman’s vagina, ready for sex! My thoughts raced towards the idea of being penetrated. How is that done? Does it hurt? I want it!

I rolled off of him and quickly snuggled up onto his chest again. A man was holding me after having oral sex!

“WOW!” he whispered. “You should have been born a woman. From now on, I am going to call you Brianna! Is that OK with you?”

I snuggled up to his neck. “But, I am a guy, Mark.”

“I can’t wait to see you in makeup. I just KNOW you are going to make a very pretty girl. You can’t stop now Bree! In your heart, you know you are a girl!”

Bree. I liked that that nickname. I smiled and fell asleep to his steady breathing in his arms.

The sun shone brightly in my eyes the next morning and woke me up. I was still in Mark’s arms and feeling like a glazed doughnut. (Very sticky, but yummy!) I slid out of bed and quickly got to the bathroom down the hall in order to change back into my boys clothes. I could hear the rest of the family upstairs chatting quietly and preparing breakfast. I decided to take a shower. I noticed a razor in the shower stall and decided that it would be fun to try and shave my legs. I was motivated to move forward in my transformation. I went from being deathly afraid about someone catching me and not accepting my behavior, to seriously considering stopping my path to becoming a man, and getting on the fast track to womanhood! WOW, the more I thought about it, the more I wanted to do this right. I was going to take a hot bath and shave my legs the way the models did in the shaving cream commercials! I stripped naked and started the bath. There was a knock at the door.

“Brianna!” It was Britney. “Honey, my parents just left to go Christmas shopping. Open the door!” I put a towel around my waist and opened the door. She was standing there smiling. “Any regrets?”

I smiled back. “No way!”

“Good! Would you like to take a bath in MY bathroom? I have lots of perfumed bath oil beads and if you are interested, I can give you a quick lesson in shaving your legs and armpits. Whatcha think girly girl?”

I followed her upstairs. As we passed Mark’s room, I snuck a peek. He was still snoring.

Britney grabbed my hand. “C’mon little sissy, I have lots of plans for you today. We only have about an hour to get you ready for the inspection.”

“What inspection are you speaking of?” I inquired.

“Well, after getting back in bed last night, I started thinking of all of the things a teenage girl needs. You need a ton, Brianna! So I made a short list of my most trusted friends. I called two of them this morning. You know Katie, and Kimber, right? Well, I asked them if they had any stuff that they no longer used to donate to a project I was involved with.” “You told them about me?”

“Not exactly, Bree-Bree. Now don’t go getting your panties in a bunch. I want you to strip, relax, and get in your bubble bath. Once you get in, close the shower curtain and call me in, OK? I have some specific things that I would like you to do.” She gave me a peck on the cheek, looked me in the eyes, and hugged me. “You are going to LOVE your experience as a girl! We have it made. We have all the power ya know?” She closed the door after exiting the bathroom.

I had really gone past the point of no return. How was I going to break this to my parents? How were people going to react at school? The tub was being filled with perfumed water. It was intoxicating. I noticed that Britney left a pink, satin robe on top of the laundry hamper. I forgot about all my concerns. It was as if the excitement I felt completely over rode any concerns. The tub was full. I got in. It was hot! I lowered my body in slowly and got used to the water.

My GOD, it smelled so good! I grabbed the body wash. It had a Victoria Secret’s label on it. I starting getting all soaped up. I wanted that delicious, feminine smell all over my body. I closed the curtain and called to Britney.

She poked her head in the door, phone in hand, and whispered with her hand cupped over the receiver, “Be there in one minute, doll. Use the salon shampoo. After you rinse, put some cream rinse in and let it sit. Then spread the Lady Edge shaving foam over your legs.”

I did as instructed, heart pounding, shaking with excitement. With each little nuance of a feminine experience, I became more and more convinced that it was my destiny to be female. The cream rinse was another breathtakingly, feminine smell. I pulled it through my hair just like the commercials. My legs had very little hair to begin with, but getting them hairless and silky, was something I wanted to experience again and again. I heard Britney say goodbye to whomever she was speaking with and she opened the door.

“OK, Bree, how do you feel about what has happened so far?”

“It’s like a dream come true, Britney, but I am a little concerned about your friends getting involved.”

“Funny you should bring that up. I was just speaking to Katie from down the street. She is on her way over.” My eyes got big and I began to protest, but she put her hand up and smiled. “Now Bree, Bree, did you really think you were going to keep this a secret? Last night, you told me that you wanted to be a girl. Today, you told me that you have no regrets. Trust me, Katie will not only be cool with this, she is willing to help.”

“You already told her?” I squealed.

“RELAX, cutie pie! Don’t you trust your big sister?” I nodded slowly. “It looks like you are already on your way. I see you have gotten silky smooth. Isn’t it just the best thing? Now let’s rinse your hair and get it into a towel. I want you to get used to patting yourself dry, just like a girl. I put some body powder on the counter. After you are completely dry, powder puff your entire body, get your robe on, and meet me in my room. I want you to sit with me at my vanity mirror."

The powder puff experience was one of the most sensual two minutes of my life! I puffed every single inch of my body with a perfumed powder. It seemed to make me even softer than ever. Once I felt how smooth my butt, legs, and lower region was, I completely lost it and had to clean up with some tissues. As I walked into Britney’s room, I lusted over the way my legs felt rubbing against one another. I sat daintily at her vanity, making sure to smooth the silky robe under my bottom, crossed my legs like Britney showed me the night before, and looked at myself in the mirror. Britney was sitting on the bed behind me.

“What do you see in the mirror, Bree?”

“Um, a guy dressed like a girl?”

“Would you like to know what I see?”

I nodded.

“I see a teenage girl that has yet to realize her full potential. Now, put your right foot up here on my bed. I am going to show you how to paint your toenails.” I just did as I was told. My entire lower region tingled as she applied the pale pink polish.

The next twenty minutes included lessons in walking in heels, female mannerisms, flirting with boys, AND the beginning of a lifelong passion. Britney gave me my first makeup lesson.

“Katie will be here shortly, and I want to use her foundation, cuz I think it will match your skin tone perfectly. OK?”
Just as she was saying that, there was a knock at the door.

“I’ll get it!” It was Mark calling upstairs.

“Is Mark up?” I said startled. Britney laughed at the absurd question. “UUUH, I am pretty sure he is, Bree. What’s wrong?”

I blushed. “What if he sees me like this?”

“What would you like to do, stay in my room all day?”

“No, it’s just that…well…we're not done yet.”

Britney put her hands on her hips and tried to suppress a giggle. “Do you like my brother?” I just looked at her. “You do! Oh my, well do not worry. There is no way that he sees you until we have completed the transformation, alright?” As I was nodding, Katie entered the room. She had a big box with her.

“Hi Brit, and...Brian? Is that you?”

I gave a weak smile and nodded.

“Hey, it’s cool with me~! Quite frankly, I can’t imagine why more guys don’t want to be girls. It’s the best life I can imagine! Welcome, so should I call you Brianna?”

“Yes, yes, yes," Britney interrupted. "It’s Brianna, or Bree-Bree. Did you bring the foundation?”

Katie then proceeded to empty the box onto Britney’s hope chest. Apparently, Britney asked Katie to bring any clothing, and makeup she no longer wore. There were panties and bra sets, pajamas, prom gowns, dresses, low rise jeans, tank tops with built in bras, cute sweaters, skirts, earrings, makeup, hair clips, curling iron, hair straightener, perfume, body spray, body sparkle, all kinds of shoes. She even brought last year’s cheer leader uniform! I reached over and picked it up.

Britney giggled. “Oh she likes being a cheer leader, don’t you Brianna?”

Again, all I could do was smile and nod. I looked at Katie and thanked her for bringing it.

Britney picked up the foundation and powder compact. She held it up next to my face. “Oh girly girl, this is YOUR COLOR ! By the time I get this on you, your skin will look like porcelain. Now pay attention, because you need to learn the subtle nuances of not only becoming a pretty girl, but the constant maintenance is very important. Understood little sissy? Now repeat after me. Oh yes, yes! Please teach me, big sister, Britney.”

I looked at her kind of funny. “Do you really want me to say that?”

Both girls put hands on hips and looked down at me. They scowled. “Damn it, Bree!” Britney was almost whining, “How can we be girls when you will not cooperate?”

“Britney, I am so sorry. I want to talk like a girl, but I, I, I ….guess I have to practice.”

Katie spoke up. “I have an idea. He is still too male. He needs to lose his penis!”

“What!!??” I screeched.

“No, no, no, honey. I mean hide it. Do you remember that show on HBO about transgendered people? I once saw a guy hide his penis inside his testicles. He kept them there all night comfortably. He, or she, said it made her feel more like a woman. Have you ever tried that, Brianna?”

I looked down at the floor a little embarrassed. “I saw the same show. I tried it that night and really liked it. I even slept that way all night. I just need a tight pair of panties.”

“Now you’re talking, Bree-Bree. What color panties would you prefer? Never mind. I know it’s pink. Now go to the bathroom and do your stuff. No wait! Can we watch?”

My first reaction was to say no, but I struck my best femme pose and said, “As long as it’s just between us girls!”
Both girls laughed. Britney opened her top drawer and pulled out a sexy pair of pink panties. I had actually gotten quite good at hiding my package. The girls were amazed!

“Are you feeling more feminine now, Bree?”

I crossed my legs and replied in the most feminine voice I could find.

“Oh yes, yes! Please teach me, big sister, Britney. Teach me how to wear makeup so I can live life as a pretty girl!”
Both girls were grinning from ear to ear. “Let’s make a girl!”

I watched in awe in front of the vanity mirror as they proceeded to apply the foundation: first a creamy substance, then the powder. It all blended together magically. Then the color, oh my what colors! By the time they had applied blush, eye liner, eye shadow, I was shuddering with delight. The girls were really enjoying it too. I asked if I could apply the mascara and lipstick, as they were something I enjoyed most, AND had a little experience with. They were happy to let me, but I was shaking so much, Britney had to step in. The lipstick was a pretty pink.

“This might hurt a little”, said Katie. “It has a formula that makes your lips kind of puffy. It’s like collagen, but milder. You’re going to feel like you have about one hundred needles poking your lips, OK?”

I took the tube from her and glided it on my lips, just like in the sexy commercials. It hurt!....and I loved it! My face was now female. For the first time ever, I looked like a pretty girl! I smiled from ear to ear at my reflection.

“Wow Bree. You are a very pretty girl with a dazzling smile!” The girls were amazed. “The boys are not going to be able to take their eyes off of you!”

I couldn’t even tell which girl was talking to me. I was in a daze.

“Boys! Where is Mark?” I exclaimed.

“I will go check downstairs”, said Britney.

Katie looked at me. “Do you like boys, Bree?”

I blushed. “Well, I feel more like a girl when I fantasize about being with a boy.”

“Just wait until you’ve been kissed!” We both giggled.

Britney came back in the room. “Mark is watching TV downstairs. He thought Brian was up here eating breakfast this whole time. I told him that he is not allowed to see his buddy until we were done transforming him into Brianna."

My eyes got big. “What did he say?”

Britney scrunched up her nose and smiled. “Well, BRIANNA, he said that he could not wait to meet the new girl in town! Watch think about that?”

“I think we ought to start curling my hair!” We all giggled again.

I was amazed at how quickly they were able to brush style my hair. By using clips, they made it into a real girl’s style. “Bree, we simply MUST get you to the salon.” Britney said. “Your hair needs a feminine style. We can make it cute, but if you really want it done right, I can set you up with Tami. She works at the beauty college and she owes me a favor.”

My head was spinning, and my crotch was tingling again. A salon visit? I took a good look at my face in the mirror as they brushed, combed, and curled. I was really noticing the differences. My eyebrows were much thinner, and arched. My lips looked much fuller, and my cheekbones higher thanks to the blush. I realized that even without makeup, my face could easily pass for the fairer sex.

Britney picked up her cell phone. “Tami? Hi sweetie! Can you fit in a favor for me today? You can! Awesome! Thank you so much. Uuumm, there is something you should know…….” She left the room, and continued to talk in a hushed tone. Oh well, one more person will know about Brianna. Hmmmmm.

It came time to choose my clothes for the day. Being in complete girl-mode, I wanted to show off my legs and wear a sun dress. The girls decided that I needed more practice in heels before going out in public wearing a dress, so we compromised and chose some cute, tight fitting, low rise, pink jeans, and a tight sweater that showed off my belly button. Katie supplied some cute, pink flats that had a bow on the front. I chose some bangles for my wrists, and a cute necklace with a heart shaped pink pendant. I struck a pose in Britney’s full length mirrored closet doors. My God, I thought. I am soooo cute, and I smell so good, and I-I,I want to live like this forever!

Britney came back into the room. “We are all set. We have a 1:00 appointment at the beauty school. You will get a cut, style, and nail tips. After that, we will head to the mall to get your ears pierced. Oh, Bree, you look so cute. I am so happy for you!”

Mark called upstairs. “Hey, Britney. It’s been long enough. Is she ready? I have to get to work!”

“It’s time to get a boy’s opinion, Bree. Are you feeling good about the new you?”

I nodded as I took another peek in the mirror.

Mark’s mouth dropped open. My heart was pounding so hard, I thought it was going to leap through my chest.

“Whoa! Will you do me the honor of letting me escort you to the school dance?”

I looked at the girls. They were giggling, and grinning. “Well?” they harmonized in unison, "Dating is the best part about being a girl!”

I looked back at Mark and he went down on one knee, and grabbed my hand. “Brianna, in my eyes, you are a very pretty girl. I would be proud to have you on my arm at the dance.”

I was blushing, and felt so much like a girl. “Of course I will, Mark! We ARE best friends, right?”

He smiled. “Great! I have to get to work. You girls have fun today.”

Both girls gave me huge hugs. It was amazing to me how quickly I was accepted as a girl. Had I known it would be this easy, I would have taken these steps a long time ago. The visit to the salon was better than any fantasy I had ever had, and I have had many, many fantasies about a makeover. Tami made only one mention of my gender. It was when we first walked in. She told me that had she not known, she might not have even questioned my being a girl. It made me feel so good. I looked through several picture books of cute “girl” hair styles before deciding on three different styles.

She cut it a little shorter than I wanted, but explained that she wanted to shape my face properly. She also gave me blonde highlights. Everyone was amazed at the transformation. I barely had time to admire Tami’s work, when I was whisked off to the mall. I wanted to shop for clothes, but the girls said we were there for one reason, and that was to get my ears pierced. Both girls worked in the mall and told me that I had to find a way home. “We will drop off your clothes later Bree! I will call you, OK?”

My house was only a few blocks from the mall, so normally, that would have not been such a big deal. Walking home as Brianna was another story. “Well, I may as well get used to it,” I said with a sigh.

The walk home was pretty uneventful, although I did get two whistles from guys in cars.

Mom and Dad were out of town, so I immediately logged on to the computer. I had a hidden favorite site about sex, and I had some questions about anal sex. The site had lots of great advice. I learned that my anus is very flexible and with practice, I would eventually enjoy penetration after becoming more flexible. I had no idea that the anus should be cleaned out entirely. I started thinking about my sister’s douche. I was very interested in that when I happen to come across it while rummaging through her cabinets one day.

After looking it up on the internet, it helped me understand a woman’s need to feel fresh and clean during her menstrual cycle. I wanted a menstrual cycle. I decided to start a shopping list. It would include several enemas, a douche, anal lube, and a vibrator. I was getting wet just thinking about it. I had some money, but not a lot. I just had to have these items. I got a blank stare from the lady at the drug store when I asked if they carried vibrators. I did not care. I was on a mission!

When I got home, I immediately stripped and got into my favorite teddy. I then followed the instructions on the enema box. I was surprised how easily the bottle slid into my anus with the anal lubrication. I gave myself two enemas. It was yucky, but necessary. I felt very lightweight. I borrowed some dusting powder from my sister, powdered my bottom and shaved scrotum. Then I positioned myself at the foot of my bed, and proceeded to liberally line my anal sphincter with the water based slippery solution. One finger was easy to get in. Even two was not too difficult. I started tugging in order to stretch it out, just like the instructions I read online.

Before long, my feet were pointed towards the ceiling, and I had both hands tugging at my bunghole. Both index and middle fingers were stretching my hole. After a few minutes of being uncomfortable, I decided to try my sister’s vibrator. I found it a while ago in her panty drawer, and hoped it was still there. I had a fleeting feeling of guilt that did not last long. I told myself that I would thoroughly clean it up and she would never know the difference. I found it exactly where it was before. It was big, easily 8 inches long and thick! I put my head back and turned it on.

I pressed the head against my hole and started whispering to myself to enhance my little private fantasy. I was fantasizing that I had a real pussy and I was in bed with Mark. “Mark, put your cock inside of me. I want to feel your cock moving inside of my pussy. Please gently push that beautiful rod inside of me and take me as your woman!”

I could feel myself start to loosen up, the more I spoke. I added more lubrication around and inside my hole. I pushed the penis head inside and tightened up. I started to talk myself through it, remembering the instructions that the key to good anal sex is to RELAX.

I started over and slathered lubrication up and down the big, plastic penis. I sat up and looked at it. I placed the head in my mouth and sucked it a little. The real thing tastes better. I chuckled at that thought. “OK, Mark, I want you to make love to me”, I said out loud. I took a deep breath and laid back again, After getting totally relaxed, I made another attempt, this time pushing back on the head as if I were trying to push out a stool. It went in fairly easily. I moved it back and forth. It was sliding in and out of me nicely, but to my surprise, I was not getting any sexual gratification out of it. It just felt as if I was going potty without the poop!

I kept up with the fantasy, and continued my dialog. “Put it deep inside of me Mark! I want you to cum inside of me and get me pregnant. Tell me that you love me. Tell me how much you love to be inside of me!” Wow, where did THAT comment come from? I was starting to tingle as I went deeper, and stroked faster. As I pulled the penis out, it felt less like I was pushing out a stool, and more like a sensual act. I was beginning to like it! I wanted it deeper; I wanted it to be a real penis. I wanted to be a woman! I was really beginning to buck and push against it, and I could feel it intruding me even deeper. I felt as if it was less of an intrusion, and more of a warm, welcomed friend. Now THIS is more of what I had hoped for!

I heard the front door open. “Helloooooo!”

It was my sister, Cindy! I tightened up, and the penis came sliding out. My legs squeezed together and I came.
Shit, she was headed upstairs!

“Brian? Are you here?”

I quickly ran to the door and locked it. “I am in my room, Cindy.”

“Open up! I have to show you my new dress!”

“Um, can you show me later?”

“Now, Brian! When have you ever hesitated to see one of my new outfits?”

She was right. I was always enthusiastic to see Cindy’s new clothing for my own personal reasons.

“Cindy, you need to know that I have made some changes since yesterday.”

“BRIANNA! The news is out, honey. After your appearances at the salon and the mall, the whole school will know by Monday.”

I closed my eyes, and answered her quietly. “Let me get dressed, Cindy. I will be right out.”

As I peeled off the teddy and slipped back into my pink jeans, I started realizing something. My whole life is going to change for the better. I do not have to hide my secret from anyone any longer. The funny thing is, as I looked in my mirror and recalled my conversations with Britney, and Mark Saturday night, I think most everyone already knew of my desires.

I opened the door and Cindy was leaning against the wall. “Hi sis! My, you ARE cute! Where did you get the cute outfit?…and what’s your new name?”

I told her about Britney and Katie’s generosity with the clothing they no longer wear. “Oh yes. I heard that a few other girls are planning on helping you too. So I guess I won’t have to worry about you stealing any of MY clothes anymore?”

I blushed. “Cindy, I am so sorry! By the way... I like the name, Brianna.”

“Don’t sweat it, Brianna. Mom and I were trying to pick the right time to ask you about it. Now we don’t have to.” She smiled. “By the way, I called mom on her cell. She knows, and is happy for you!”

I started crying and gave Cindy a big hug. “You are pretty good at being a girl already!” We both laughed.

I then felt compelled to be honest about stealing her vibrator. She was a little upset, but admitted that she was looking to buy a new one anyway, and now BRIANNA can buy it for her! I was happy to agree.
 

Britney & Brianna

The Girl was Always ThereBy Angela Rineheart
 
He lifted my chin to his face and looked through me with his steel blue eyes. “Do you love being a woman?”
 

---

 
During our second year of living together, my girl friend Debbie found my entire wardrobe which consisted of three boxes of female clothes, most of which I had purchased from thrift stores and stored in our attic. Once the questioning stopped about why I dressed, she got curious and wanted to see how I looked dressed with makeup. She chose a pink sun dress and pantyhose. I could feel her eyes burn through me as I slipped into the garments.

Then she asked me if I knew how to apply makeup, made me do that and put on my blonde wig with bangs. I looked great, and despite my embarrassment, could not hide my hard on. She told me that I was not the man she thought I was. She gave me one final opportunity to stay together by asking me if I could just dress every so often. That’s when I really came clean and expressed my true desire to see what it would be like to actually live as a woman for a few days. I also shared with her that I felt like I did not explore this odd thing that has become a pretty large time consumer, I might be missing out on a big piece of me. That had to hurt. She said that I made her feel stupid and began to cry. There was no consoling her. She left me that evening and went to stay with her mother.

I was sad but knew it was the right thing for both of us. The separation was incredibly painful. After all, we were boyfriend and girlfriend in high school. We talked a little about marriage, but I always put her off because of my quirky hobby. We spoke a few times after she moved out and during our conversations, she realized that I showed signs of being feminine, but she never wanted to accept them. I grew my hair out to my shoulders and shaved my legs and underarms and she accepted my lame excuses as to why I would do such a thing. She admitted to being a little suspicious but she was so caught up in her job and travel, that she didn’t want to talk about it because then she would have to deal with it. If the answer turned out to be what she feared, she would have to start over in another relationship.

She did not want to stay in the apartment because it would always remind her of the day she found my clothes.

After a week of moping around and feeling sorry for myself, I decided that I needed to do something good for myself. I decided to join the local health club. I was short in stature, and put on some weight after two years of what was like a marriage and eating out often. I met with a physical trainer that pointed out some things I already knew, but did not want to admit. I was out of shape, and a bit of a weakling. At 5’4”, I was already a small man. He asked me what I wanted to work on. I thought about it for a minute. Secretly, I did not want to build any upper body strength because I liked the way my shoulders looked in my spaghetti strap dresses. Then it got me to thinking about working out the way a woman might. I looked at him and asked, “What would you suggest I work on if I were a woman?”

He looked at me and tried to suppress his laughter. “Why would you ask that?”

“Well, I want a tighter butt, trimmer thighs, flat belly, and toned arms – not an 18-inch neck and biceps the size of canned hams. Doesn’t that sound like more of what a woman wants to have than a man?”

Then he smiled and blushed. “Oh, um, okay so, yes! As a matter of fact it kind of does sound like…um…..let’s see.”

He then regained his composure. “Women are naturally more flexible than men, which is one reason why they tend toward activities such as yoga and Pilates. You might consider signing up for those classes? I can help you tone your arms and flatten your belly.”

I could not believe how helpful he was. Of course, he wanted my business, so what does he care what I wanted to work on? So I went ahead and signed him on to be my personal trainer. His name was Craig. He was tall, had blue eyes, and a pretty good looking guy. I would say that he was in his early thirties. The rest of the hour was spent using free weights to tone my arms. Even though he was trying to push me, he was very polite in the way he went about it. After our workout, he shook my hand and complimented me on doing a nice job. He asked me if I had any tighter fitting workout clothes, than blushed.

“What I mean is, the yoga and pilates classes are pretty intense, so you might not want to wear baggy sweats." That got me to thinking about all of those hours spent in front of TV shows showing women in leotards working out. Oh how I dreamt of being one of those girls!

I nervously signed up for both yoga and Pilates sessions. The instructor was there and told me that I could join the class the next day. When I asked if there were other men in the class, she looked at me, smiled and said, “A couple.” Then she asked me if I wanted to take advantage of the 25% off discount spa and salon package for new members. It consisted of a full body deep tissue massage, then she leaned over and whispered, women get a facial mask, a manicure, pedicure and makeover. I studied her face. What was she trying to tell me? So, I decided to be bold.

“What if a man wants a facial mask, a manicure, pedicure and makeover?’

She smiled and looked at me coyly. “Do you want those things Mr. Rineheart?”

I smiled back and replied, “Maybe. How long before I have to decide?’

“You are given three weeks. After that, your discount offer expires.”

“That sounds good. I will let you know.” She smiled again. I smiled back and left the gym. My heart was racing.

I made my way over to the local JC Penney and went straight to the women’s fitness section. I picked out a jogbra, some cotton tights, and a scrunchie for my hair so I could put it in a pony tail. My intention was to wear the women’s things underneath my men’s workout clothing. It was more of my own private fantasy then any kind of exhibitionism. I returned home and started to but my new stuff away. As I was doing this, it dawned on me that I no longer wore male underwear….ever. Since Debbie moved out, I only wore women’s panties under my male clothes. I was not getting out much because I spent so much time at home.

If I wasn’t shopping for clothes on Ebay, I would be in front of the mirror practicing makeup application or practicing my hip shake in high heels. Tomorrow at the gym might be the closest I would ever come to going out in public looking somewhat “genderless.”….is that a word, I thought to myself? I decided to take a long bubble bath and get smooth all over. I rarely showered anymore. I loved the feel of a bath instead because I could take my time, relax, and let the bath oils soften my body. I don’t think I fully realized it yet at the time, but I was headed full steam down a road that would be difficult to return. A road called femininity. I toweled off and powdered my body.

Then I realized that I would not be able to do this in the men’s locker room at the gym. I giggled at the thought, and caught myself smiling back in the bathroom mirror. My goodness, my features are a bit “girly”. I stepped over to the full length mirror and stared at myself. I was wearing a light pink terrycloth bathrobe. I dropped it to the floor and tucked my maleness between my legs. I learned how to “tuck” while surfing online. It was amazing how my testes cooperated if I was patient with them. I could tuck them back up inside of me where they were before puberty. Then it was a matter of taping my penis underneath them so I could have the appearance of a flat front. (Just like a girl!)

I stared at my hairless, naked reflection. Do I really want to take this to the next level? I removed all of my female clothes from their boxes and hung them up in my closet. I fantasized often about venturing out in public as my alter ego. I liked the name Angie. My mind went back to the Pilate instructor offering a discount at the salon. I looked at my “male haircut” shoulder length hair. I wonder if the salon could give me a hairstyle that I could use for both male and female times? Hmmmm, time to look at hairstyles on the internet. I no longer had to sneak on to the computer when Debbie wasn’t home.

I found several styles that were incredibly cute and sexy. I used a computer program to paste a picture of my face into the pretty hairstyles. It was amazing! I chose three and printed them out never really intending to move forward with such a risky plan. I put my final bid on a pretty blue chiffon party dress on Ebay. I won! I fantasized about wearing it to a dance, masturbated, and drifted off to sleep.

That night, I dreamed of getting caught in the men’s locker room powdering myself after showering. The man that caught me was not offended or angry. He was curious and asked me why I was not in the women’s locker room. I can remember not being afraid, but just replying to him that I wanted to be a woman. He then politely suggested that I change in the women’s locker room. As I left the locker room, I looked at myself in the mirror. My features were softer, and my hair was full and beautiful! I even had small breasts! I just stared and masturbated at my reflection. Needless to say, it was a wet dream.

I took the next morning off of work in order to get in on the early morning classes I signed up for. Both classes were uneventful and very difficult. There was no doubt in my mind that I was on my way to losing inches, pounds, and becoming very flexible if I could stay with it. I stayed in the back of the classroom and kept to myself. I was a little afraid of someone seeing through my t-shirt and noticing my jogbra, but they were all working so hard, no one even gave anyone else a second look. I soon realized that this class was not a place to get attention, rather to work on you.

I sweated up a storm and needed a shower. The locker room was pretty much deserted as most people were at work or in route to their office. I loved the freedom of being able to work out of my house. The gym had private showers. I brought shampoo and conditioner. The one thing I like about taking a shower was when it came time to shampoo and condition my hair. I always enjoyed fantasizing about shampooing my hair the way women did in commercials. I looked in my gym bag for my stuff and noticed a can of Lady’s edge gel. I also noticed a small bottle of lube. I tossed them in to the bag the night before as a “wish I could” type thing, never really intending to follow through. But…………..the showers were abandoned. Nobody would notice, right?

I boldly grabbed it along with the shampoo and conditioner. My heart was pounding as I approached the showers. So far, so good. I had shaved my legs hundreds of times before, but it was the thought of doing something naughty that really got my heart pumping. I turned on the shower and quickly went into the fantasy in my head that I was showering as a woman. I closed my eyes and imagined myself getting ready to go out…on a date? Whatever, okay,…on a date.

I was running the conditioner through my silky, sexy hair…..then it came time to shave my legs. I put my foot up on a ledge and proceeded to spread the creamy gel up and down. The soap felt so good against my smooth body. I could feel an erection coming on. Here I was, NOT behind a locked door, putting myself in a position of possible ridicule. Not to mention, if someone saw me, they might want to kick my ass! It was exhilarating! I lubed in and around my ass and started to finger my anus pretending it was my vagina. I got past my second knuckle and started massaging my prostate gland. I got lost in my fantasy about being impaled on a man’s cock and and riding it until he shot his load inside of my vaginal walls. I came without even touching my erection.

I was feeling bold and headed over to the salon. I decided to stop being coy and see how the manager would respond to honesty. The manager came out after a few minutes and apologized for the delay. She introduced herself as Tamara. She was a knockout. She had shoulder length wavy brown hair, deep blue eyes, PERFECT makeup, gorgeously shaped eyebrows, and long eyelashes heavy on the mascara. I explained that I was a new member and asked about the discount. She smiled and confirmed that it was definitely available, but the best value for the money is a full package that includes a day at the salon. I started getting nervous and asked if we could speak in her office.

As we headed to the back room of the salon, I was taking everything in and recalled time spent in the beauty salon with my mother. When the babysitter was not available, she would bring me with her on her hair appointment days. Those were the early days of fantasizing about being a girl. When a child is young, he has no shame or inhibitions, so I naturally asked mom if I could “get pretty.” Mom would occasionally indulge me and allow me to get my nails painted. I was pretty much hooked on pretty things after that. We sat down in her office. She offered me a bottled water. I happily accepted as I was feeling my mouth go dry. I finally blurted out, “What can you offer a man during a day at the salon?”

She did not even flinch, and replied, “Well there are a number of services that men use all the time. We give pedicures, manicures, haircuts, ummm….”.I interrupted her. “What I am meaning to ask you is, um, what services in terms of a makeover…? She looked me, puzzled, and said nothing. Then I finally said it. “Can you give me a makeover in the same manner as you would a woman?”

Tamara’s puzzled look turned into a knowing smirk. “Soooooo ummm, you want to look like a woman?”

“Well, uh…yes, but….” I was beginning to back out…… “only if it is something you are comfortable doing…”

“Let me see your face,” she got up close to me. “It looks as if you have done some eyebrow plucking .Have you already started this transformation on your own?”

I was getting embarrassed and she knew it. “Well, I have dabbled a little bit….” She interrupted.

“Sooo are you speaking of a makeover with cosmetics, or just a hairstyle that can be male or female, manicure with tips and polish…? How far do you want to go with this?”

I looked her up and down trying to decide whether she was trying to help or ridicule me. I decided she was going to do the latter and with that I got up and decided not to go through with it.

“Thanks for your time, Tamara. I ummmm, I think I must be mistaken. Sorry for wasting your time…” and I was out of there, my heart beating furiously.

Once again, I let myself get caught up in a fantasy. I actually made myself believe that Tamara was going to make me look like a woman!

This happened before. It was a long time ago in junior high school. My best friend’s sister was a cheerleader in high school. When I visited, she use to flirt with me because she knew that I thought she was cute. It was a Saturday night in November. My buddy and I were watching a movie at his parent’s house and he fell asleep. She was just getting home from a football game and naturally in her cheer uniform. She came into the living room and sat next to me on the couch. She smelled so pretty. I was entranced. She knew exactly what she was doing. While we were making small talk about the game I watched as she slowly took off her shoes and socks. I could not help myself while I stared at her suntan nylon encased toes. She put them on my lap and told me that they were sore from being on her feet all night. “Would you please give me a foot massage?” I took her left foot in my hand and she started to rub my crotch with her right. I was rock hard in an instant!

“You like my pantyhose, Brian?”

“Yes.”

“Do you like to stare at my feet when I wear nylons, Brian.”

“Oh yes!”

I was ready to cum in my pants!

“Do you like my pink polished toe nails, Brian?”

“YES! YES!” I was rubbing her foot furiously.

“Why do you like staring at my feet Brian?”

“Because you are so beautiful.”

“Do you want to wear my pantyhose Brian?”

I was so caught up in the moment, I exclaimed, “Oh God YES!”

“Do you want your toenails polished Brian?”

“Wha? I, I, aaaah….yes?”

“Do you want to be a girl…….. Brianna?” She was bringing me to climax.

“I uh..oh God…..ummm, I don’t know,…oh God it feels sooo good…”

I shot a load all over the inside of my underwear.

She stood up, looked at me and said I was a freak. Then she walked away and went to her room leaving me sitting there in a pile of my own goo. I was mortified. For the next year, she teased me nonstop until she finally got bored and left me alone. I told myself to that I should never share this secret with anyone again. Even though I had many occasions that I wanted to tell somebody before I exploded, I never shared my secret again until that day with Debbie.

I was so flustered walking across the parking lot that I bumped right into somebody and fell on my butt. I looked up to say excuse me. It was Craig, my personal trainer. He reached down to help me up. “Are you okay Miss?...Oh Brian! I am so sorry. You came right at me and I didn’t have time to react….” His hands were much larger than mine. He made me feel so little. Did he accidentally call me miss?

“It was my fault Craig. I was not paying attention to where I was going.”

“No harm done. I just want to make sure you are okay. It was you that fell! How was the pilates class?”

“Oh,….. um, it was quite a workout, but I think it will do what I need it to do for me?”

“By that do you mean develop your body into a more female form?”

“I am a bit embarrassed talking about it.”

“Please don’t be. I do not mean to be rude, but with your body size and structure, you could have a pretty cute and petite woman’s body if you worked on it.”

“Please don’t tease me.”

“That is not my intention! When we collided, I thought I knocked over a woman.”

“Can you keep it a secret?”

“I am not here to judge you Brian. I am your personal trainer, so I would like to help you. Besides, it is a bit obvious that you shave your body smooth.”

I blushed. My cell phone was ringing. “I have to go.”
 
 
Odd. It was the gym calling.

“Hello.”

“Is this Brian?”

“Yes.”

“This is Tamara from the salon.”

“Oh,…um…hi.”

“I owe you an apology. I did not mean to embarrass you.”

“It’s okay, don’t worry about….”

“I may have something of interest to you. When you get home, go on www.outwardbeauty.com. If you are interested, please call me but not at the salon. Here is my personal cell phone.”

I thanked her and got into my car. My head was swimming on the way home. Outward beauty? What could that be? I was excited, raced home, and jumped on the internet.

It was truly amazing. The services offered at this website were exclusively provided to men that wanted to appear outwardly as female. I sat there staring and shaking with excitement. I was scared because Tamara was clearly on to me. But what did I expect?
I read about the genesis of the company. Apparently, Tamara and a few hairstylists and beauty technicians invested in a property in the industrial part of town and opened a private salon by appointment only. Business was not booming and all of the girls had to take on other jobs in order to pay for the note due on the office space.

Kristy, one of the hairstylists was going through a divorce and could not pay her share. She shared her story with the others about finding websites visited by her husband. They were cross dressing and transgender themed sites. When she confronted him, he confessed his desires. It sounded eerily familiar to what Debbie and I just went through. Like Debbie, Kristy was not going to accept this type of behavior from her husband, and they both filed for divorce.

Since business at the salon was bad, Kristy offered a radical idea. “What if we were able to offer a salon experience to transgender girls?” Her soon to be ex husband was their first client. That was two years ago. Now, 45% of their client base are cross dressers and tgirls. They were starting to expand beyond salon services. The special “coming soon” services were under the tab. EVERYTHING YOU NEED TO BECOME THE WOMAN OF YOUR DREAMS:

1. Femme portraits including fantasy sessions. (Bride, Princess, Cheerleader, prom Queen, etc.)
2. Body Foundation corset sales. (They called it “Custom hour-glassing”)
3. Female mannerisms. (How a woman composes herself).
4. Creating the perfect “high heel” walk. (The right amount to wiggle)
5. Flirting. (Control over a man)

I nervously called Tamara. She was very excited to hear back from me and told me that she thought I had lots of potential to be a very pretty girl.

“It all sounds so wonderful, but how do I continue in my male life?”

“Well, that is the reason I asked you how far you wanted to take it. If you do not mind me asking, where are you in your lifestyle situation right now?”

“What do you mean?”

“Married, girlfriend, living with a female, a male? Do you consider yourself Bisexual, homosexual, lesbian? These are things to consider when making a decision as to whether or not you want to live outwardly as a woman, or both. It is very difficult to do both, but then again, it is difficult to transition to another gender. You have to look inside yourself and make a decision.”

I explained what happened with Debbie. She responded with an “uh huh” as if she had heard the story a few times before. I found myself becoming very open and trusting with Tamara and explained my struggle with homosexual fantasies. She continued to nod.

“Have you ever considered the possibility that these are not homosexual fantasies, but perfectly normal heterosexual fantasies of a young female going through puberty?”

“Huh?”

“Let me explain. The girls and I have interviewed and performed makeovers on over 80 cross dressing men throughout our tenor at Outward Beauty. The answers we received from a questionnaire we have put together vary wildly as to sexual preference and fantasies. We have really gotten an education and can better give our clients what they are really looking for in a salon experience by getting the questionnaire answered honestly. I may be wrong, but it sounds as if you are feeling guilty about having a desire to be intimate with a man. If you were female, you would not likely be feeling guilty about such thoughts, right?”

“No.”

“So perhaps you will consider taking the questionnaire?”

“Well, what do I have to lose? I will take it!”

We set up a time for me to come and tour her facility over the weekend. In the meantime, I was getting behind on my work and needed to catch up. As long as my work was emailed in on time, my boss was cool with whatever I did with my time.

Okay, so now at least two people at the gym know that I am considering a gender lifestyle change. This is happening really fast! After catching up with work, I decided to take a few tests on my own online and see what others were saying about gender disorders. In order to get into the mood, I decided to treat myself to a long bubble bath.

After soaking and feeling very feminine, I powdered my body and painted my toenails. Another Ebay purchase arrived yesterday, so I naturally wanted to see how I looked in it. I opened the box and my heart started to pound. It was a strong well boned corselet white in color, garters, and matching bra and stockings. I liked the way it made my tummy disappear and gave an appearance of a nice round booty. The sheer silk stockings were pure heaven to slip into, and even more exciting to latch on to the corset. I comfortably tucked my penis behind the white silk panties and sat at my laptop.

“Okay Brian, is it Brian or Angie?”

I took a total of eight questionnaires. The results were pretty staggering. Six of the eight concluded I was female, and two said I wanted to live as a she-male. Either way, something was telling me to let Angie breathe!

That night, I dreamed of my trip to the salon. Except I entered the store as Angie. I was a woman getting a makeover at a salon just like any other woman. And boy was I a knockout! I walked in high strappy four inch heels as if I had walked in heels most of my life. I turned heads wherever I walked! After the makeover, I changed into an incredibly beautiful pale pink cocktail dress with matching shoes and clutch purse. I thought to myself, why would I want any other life? There was a knock at the door. Once again, the dreamed turned into a homosexual fantasy. It was a man.

He was at least four inches taller than I. He wore a dark blue suit and tie. He was clean shaven and smelled of a musk cologne. He took me into his arms and kissed me hard. I could feel my groin getting warm and moist. I unbuckled his pants and stroked his stiff cock through his boxer briefs. My panties were soaked. He put his hand down them and fingered my creamy vagina while kissing me again. I shuddered in orgasm.

He lifted my chin to his face and looked through me with his steel blue eyes. “Do you love being a woman?”

“Yes!” I exclaimed breathlessly.

“Do you want to blow me?”

“Oh God yes I do!!”

I dropped to my knees and pulled down his boxer briefs. His cock was partially hardened. I place it on my tongue and wrapped my glossy pink lips around his now rapidly growing meat. I took to it like I had done it before. He moaned with enjoyment and called me Angie over and over. When he climaxed, I swallowed it all.

The next morning was when I decided that I needed to see what it would be like to experience being Angie outside of my own apartment. I entered my new profile in a transgender dating website. I was now [email protected]

My profile had a brief explanation about how I wanted to go out in public as Angie, but was always a big chicken when it came to venturing out. I also wrote that I was curious about being on the arm of a man, but was not sure if that is truly what I wanted. I took a few snapshots after getting fully made up and wore a pretty purple cotton sundress with suntan pantyhose. I added them to the website. I was surprised at the many responses I received after only one day. I chose a man named Todd. He lived a few towns over from me. He seemed clean. He was honest about being married. He was curious what it would be like to date a tgirl and found my photo to be close to a genuine girl.

That comment encouraged me to go out and meet him. He made mention of a bar where lots of tgirls went so I would feel less self conscience. The bar was in a city that was over an hour away for me to drive, but that was okay because I needed a hotel room to change into Angie anyway. I did not want to walk out of the apartment and take the chance of a neighbor seeing me as a woman. We exchanged a few emails and decided to just take it slowly and see what happened.

Todd asked if I had any other photos. When I explained that I was just getting started and did not, he offered to take some if I had a place. I really wanted to take him up on it but explained that I was not yet comfortable showing him where I was staying. He then suggested that we just continue to chat. He would bring his camera in case things went well, and I began to feel comfortable. He sent a few more pics of himself. One picture with a suit and tie and another with his shirt off. It was really weird because I felt funny looking at his pics. He was a good looking man but I was not attracted to him the way I would be attracted to a pretty girl. Was this a mistake?

So I decided to try an experiment. I would take a bath, get dressed in some pretty lingerie, stockings and heels….just get really feeling “girly”. Them I would look at Todd’s pictures and see how I felt. Well, the results were pretty amazing. It seems that when I am fully in “Girl-mode, I want to be with a man. He suddenly became attractive to me! I noticed the color of his eyes, his hairy chest, and his sexy smile. I fantasized about having him hold me with his big strong arms….it was bizarre! The only way I could explain it is, the more feminine I became, the more I wanted it to seem more natural, therefore, I wanted it to be ….a man….with….a woman. And I so much wanted to play the role of woman! For the first time in my life, I masturbated to a picture of a man.
 
 
The next day was my appointment to visit Tamara’s place. She met me at the door and a huge hug.

“I am so glad that you opened up to me! You are going to be such a pretty girl.”

“Oh please.” I said. “I’ll bet you say that to all the tgirls.” We both laughed.

She gave me a tour of the whole facility. The more I saw, the more I wanted to make an appointment and get pampered like a woman. Tamara encouraged me to get into “girl-mode” while walking around. “What size heels do you wear Angie? I would love to see how well you have learned to handle a woman’s wiggle. Are you wearing pantyhose under your sweats?” Boy, did she know me. I was. I told her that I wore a woman’s size ten. She walked over too an upright dresser and pulled out a pair of four inch black patent leather pumps.

“Why don’t you slip into these for the rest of the tour?”

I was past the point of embarrassment and only too happy to indulge myself. I got up on the balls of my feet and started to strutt a bit. She whistled. “Very nice Angie. I can see that you have been practicing!”

I smiled and said, “Every second that I have an opportunity! Hey Tamara, I have a question. What exactly is custom hourglassing?”

“Well my dear girl, it is simply giving yourself a gift of a woman’s shape. We custom fit you into a corset that you will not want to remove because it gives you the sexy shape you “GURLS” dream about. Is that something that interests you?”

I was full steam ahead in Angie mode. “Oh Tamara, if you only knew! The more I think about getting dolled up, the further I want to take it.”

“Do you mean actually live 24/7 as a woman?”

“I am honestly not absolutely sure. There are some reservations. I mean what about…” she put her finger up to my mouth and said, “Let’s get you a questionnaire and that will give us a lot of answers as to how far we should dip your painted toes in the water?”

I smiled and nodded. The tour continued and I swayed my hips getting ever more comfortable in the female role.

At the end of the tour, Tamara handed me an eight page questionnaire with the title, Are you a girl or a boy?....CHOOSE!

My lower region stirred. Most of the questionnaire was pretty easy, and even though it was lengthy, I did not mind because I was spending time in an environment that allowed me to act female without judging. Some of the questions were so Black and white, I felt like I wanted to answer it with a gray matter, but was not given the choice. On all of those occasions, I chose the answer that fell on the feminine side. After turning it in, there was little doubt in my mind that Tamara would tell me that I should have a sex change. Even though the thought excited me to no end, there was something inside of me that was telling me to follow my dreams, but my dreams did not necessarily mean having a vagina.

I started thinking about Kristy and how painful her divorce must have been. How much input did she have on this questionnaire? Why was it so black and white? Why can’t I be a Tgirl and keep my penis? Why does it seem like they are they pushing me to become a woman? My guess is that Kristy did not do much research on transvestites and cross dressers. She may have believed that you should choose one or the other, and not have an option to be an “in between” gender. Well, it doesn’t matter. It’s my choice no matter what is recommended. It was getting late and I had a workout appointment scheduled with Craig.

My next workout appointment started out a little uncomfortable, but I decided to apologize to Craig right away. I walked right up and looked at his chest. He towered over me. I looked up.

“Hi Craig. I am sorry for leaving so abruptly. I just got a little embarrassed.”

Craig said he completely understood and was very proud of my progress. He called me his “Mighty Mite project” and put his hands on my shoulders.

I smiled broadly. What a sweet guy, I said to myself. The gym was very quiet. There was hardly anyone there.

“Craig, where is everybody?”

“Today is the only day that personal trainers take a day off. Most everybody is at the beach.”

“I don’t understand. Why did you schedule time with me?”

“I forgot about it.”

“Craig! You could have called me and rescheduled…..”

“Could I?”

“Could you what?”

“Call you.”

“Of course you can.”

“Well, now that I have your permission, I will.” He was staring at me and I became a little uneasy.

“Craig, why would you call me if I am already here?”

“Maybe I would call you for another reason.” He was smiling broadly. If my intuition was correct, he may actually be flirting with me.

I smiled back and blushed. “What reason would you have to call me?”

“Perhaps I might have an extra ticket to a ballgame,…..or umm maybe I would like to take you to dinner,….orummm,…a movie?” Now it was him that was getting a bit embarrassed.

I had to know, so I just asked, “Craig, are you gay?”

“NO! I mean, I never even,….I have never had thoughts like that. Let’s be honest Brian. You are kind of feminine.”

“I can’t help how I am built, Craig!” I now had hands on hips. For some reason, I was defending my maleness. I must have looked like a slightly angry girl.

“That came out wrong. I mean,….you don’t exactly go out of your way to show any machismo. Wait, that did not come out right either…”

I was starting to feel bad watching him fumble all over himself. I felt a sudden surge of the power woman talk about that they have over men. He was like this poor little boy trying to say the right thing after inadvertently hurting his girlfriends feelings.

“Okay, Craig. Relax. I understand what you are saying. What I am unclear about is the attraction. Number one, why would a handsome, built guy have any interest romantically to a guy like me? Number two; How do you see me. A guy or a girl?” I was beginning to shake a little with my bold questions.

Craig took an exaggerated deep breath. “Okay, here it goes. Before I tell you, can I ask you if you have ever dressed as a woman?”

I put my hand up to my mouth and giggled like a girl. “Oh Craig, if you only knew.”

“Okay, well that certainly clears up a lot for me. I can tell you quite honestly that I am attracted to you as a person, neither male or female. You have a bubbly personality, a great smile, a cute laugh, and you and I have a lot in common. As far as how I see you? Well, to be frank, I believe that you would be a complete knockout in the female role. You have high cheekbones, beautiful eyes, shapely legs. Shoot, you even have cute feet, and once we get you in shape, your firm butt….well,…don’t get me started! There, I said it. That was really weird for me.”

So we stood there leaning against the weight machine. I let out my breath a little and started in.

“Craig, first of all, I have never been attracted to men. I have always been a straight guy attracted to the beauty of a woman.”

I found myself compelled to not only tell him about Debbie, but this curious change that is coming over me when I am in “girl-mode.” I also explained my dreams to him. I could not believe how honest I was being with him.

He put his hand on my shoulder. “Brian, do you have a female name?”

“I like the name Angie,” I said sheepishly.

Then he leaned over and whispered in my ear. “Does Angie want to discover what her dream was like in real life?”

I looked up at him and then looked around. The gym was practically abandoned. “Are you talking about what I think you are talking about?”

“Well. Angie. Since the fitness instructors locker room is empty, perhaps we could have some privacy and see how it feels?” I could tell he was a little nervous too. After all, neither one of us had ever experienced a homosexual encounter and that is exactly what we were considering.

“I think I would like to try.” I could not believe the words were coming from my mouth. I was about to see what it was like to suck a man’s penis! He got up without saying a word and started walking away from me. I followed with a hard on showing through my sweats. We walked silently through the empty employee’s lounge and into the men’s locker room for fitness instructors.

“Well, this is it. Would you like to take a shower?”

“Yes.” I replied. We chose lockers across from one another and stripped. There we stood, buck naked and both with half erections.

“This is weird.” He said.

I smiled and he smiled back and we headed for the showers. The showers were plenty big, and semi private with swinging glass doors. I stepped in and turned on the water.

I turned around to find Craig right behind me. “Oh! You startled me.”

“Would you mind if I joined you?”

“Ummmm, no, I don’t mind. This is really going to happen isn’t it?”

“Only if you want it to.” He moved closer and put his arms around me. Our stiff cocks were touching one anothers. He gave a gentle hug and looked down at me. Oh my God, he is going to kiss……….mmmmmmmm. My head went back and I felt his lips against mine. I accepted his kiss, then his tongue. My cock stiffened. It felt good and I told him that I liked it. His smile told me that he liked it as well. We got all soaped up and started washing one another spending quite a while on each others lower region. I took hold of his cock and looked up at him.

“Craig, I am going to get on my knees now.”

He slowly nodded his head. There it was. This stiff, fat sausage staring at me with one eye. I cupped his scrotum with my left hand and gently took his mushroom head into my mouth. My right hand grabbed hold of my own stiff member and I began to stroke myself. I moved my tongue up and down the underbelly of his penis and looked up for a reaction. His head was back and eyes closed. I took more of his shaft into my mouth and he moaned.

“Oh Angie! I love the way you make me feel!”

That really turned me on. I was now fully erect. The uneasy feeling that was there at one time was now in the rear view mirror. I loved sucking cock! I wanted to please this man and was determined to bring him to orgasm, which turned out to be easy. As I licked and sucked, I felt myself explode.

“Angie! Oh my God…..I…..am….Cumm….”

I could feel it happening. He was going to cum. I wanted to taste it, and did! It shot straight to the back of my throat. I had no choice but to swallow. The next wave filled my mouth and I almost gagged, but managed to get that down as well. He shuddered and started to go soft. It felt natural to lick the remainder around his head. Then I kissed it.

“That was fantastic! I cannot believe that is the first time you have ever given a blow job.”

“The only other time was in my dream.” I giggled.

He reached down and grabbed both of my butt cheeks, then lifted me up so we were face to face. I wrapped my legs around his waist as he carried me and kissed me.

“Angie, I want to see you as a woman. Will you go out with me?”

My heart was racing. Being intimate with Craig was amazing. I can only imagine how much more exciting it would be while in female mode.

“I think it is what I really want. I would like that, Craig.”
 
 
Friday morning, I found myself thinking about venturing out as Angie and started feeling a bit apprehensive and edgy. I was sore from my workouts, but feeling great physically because my body was already looking more toned. When I was home alone, I was spending all of my time in my girl’s clothes and was getting lonely for some companionship after getting a taste of being a girl and interacting. I gave Todd my email address and “Girl’s profile” on Yahoo. He was really getting anxious to meet Angie and asked me to meet him Saturday night for dancing.

Even though I received calls from Craig each day, and felt kind of like his new girl friend, I was looking forward to meeting with Todd. I decided to purchase and bring several outfits including lingerie and let him photograph me in my hotel room. I had a lot of prep to take care of prior to checking into the hotel plus it was an hour drive, so I needed to start early. Before leaving, I painted my toenails a light shade of mauve because I was not yet sure of the outfit I would be presenting myself in. A shudder of excitement went up my spine. I was going to be Angie tonight. I was going to be a female 100% outwardly for the entire evening!

Between boxes for wigs, and a large suitcase for under things, half of my trunk was full. I filled a shaving kit bag with two Fleet enemas, and some Astro Glide lubricant. I wanted to be prepared in case anal sex became part of the date.
My first stop at the mall was to get both ears pierced. I was not going to the thrift store for clothing today. I was going to buy myself female outfits that were for ME! I was due a big bonus at work. Charge cards were getting MAXX’ed today!

I chose four outfits that consisted of the following:

Lingerie

1. Blonde shoulder length wig.
2. Spaghetti strap suntan sheer catsuit
3. Light beige 4 inch peek-a-boo pumps
4. Pink heart shaped earrings and pendant

1. Brown Jennifer Aniston style wig
2. Red satin teddy with lace throughout
3. Red satin corset with satin garters
4. Sheer red hosiery and five inch red patent leather ankle strap open toed heels.
5. Red ruby princess shaped earrings and matching pendant

Dress Outfits

1. Brown Jennifer Aniston style wig
2. Pale pink sheer long sleeved dress with pleats
3. Pale pink 4 inch ankle strap heels
4. Pink sash waist belt
5. Sheer pink pantyhose
6. Large princess shaped pink cubic zirconia earrings and matching pendant

1. Blonde shoulder length wig
2. Off the shoulder black dress with satin piping
3. Sheer black pantyhose with seams up the back
4. Elbow length black satin opera gloves
5. Black satin 4 inch peek-a-boo pumps
6. Large tear drop shaped cubic zirconia earrings and matching pendant

I filled up the other half of my trunk. I thought my heart was going to come out of my chest. My mind was racing a mile a minute. I wished that I was already in my warm, perfumed bath at the hotel, but I had a long drive ahead of me. Most of the drive was going to be freeway so I decided to pluck my eyebrows on the way. My earlobes were killing me, but it was so worth it. It’s kind of like the ache in your feet after being in heels for a few hours. It hurts, but is worth it for beauty. I was so excited; I was plucking my eyebrows in clumps. (I would fill them in thinly with eyebrow pencil later.) I just did not want any trace of male. Tonight, I was Angie, a pretty girl!

I arrived at the hotel at 2:00 PM. I had agreed to meet Todd at 6:00. I had four hours to get stunning! I WANTED to be stunning. I uncorked a nice bottle of cabernet and poured myself a glass. My room was spacious with a large closet. I hung up my outfits and put the lingerie away in the dresser drawers. I could not wait to get out of my male clothing and into the bath. While shopping, I purchased some fragrant bath oil beads. I dropped them in the tub and started my bath. I then cleaned myself thoroughly with two enemas.

After bathing and getting silky smooth, I used perfumed dusting powder all over my body. I felt squeaky clean which made me really horny. I slid into my high french cut panties with a little bow in front and squeezed into my satin red corset. I then placed and glued my silicone breasts on my chest. I placed them just the way the woman at the mastectomy store instructed me. The weight I felt as they hung from my chest was indescribable. I kept cupping, and squeezing them. I stared at my hourglass shape in the mirror and thought to myself, I feel so good as a girl. Why would I ever want to go back to being a boy?

I walked daintily to the dresser drawers. Since I already had on the red corset, I chose to slip into Red satin teddy with lace throughout. I do not know which was more exciting. I would have to say it was a three way tie between pulling the crotch of the teddy over my pantied member, watching the teddy cover what appeared to be bare breasts, or sliding the hose up my silky, dusted legs and attaching them to the garters. I could see my painted toes through the sheer hose. Craig was right. I DID have pretty feet. I pointed my toes and giggled. Time to wrap up those pretty feet in some five inch heels. I wondered if real woman felt as erotic as tgirls when getting dressed?

I would imagine they got a lot of it out of their systems when they were teenagers, but could not imagine ever getting this out of my system. I tightened up the straps and shook my derriá¨re over to the full length mirror again. The height of the heels forced me to shake my hips in a very feminine way. The way my instep was arched was really getting me excited. I placed my hand on my silky crotch. “Oh how I love this”, I said allowed.

My makeup was neatly place on the counter ready for me to paint. I had gotten to the point of being able to make my face beautiful in less than 45 minutes. Tonight might take a little longer because my lips were going to be larger and shinier, my lashes longer and flirtier, my eyes larger and more doe-like than ever before.

I was very pleased with my work, especially after installing the wig. I just stared at the woman in front of me in the mirror.

“You are a hot little number Angie,” I said aloud.

Then I smiled and winked at myself. My confidence was sky high as I polished of my cabernet. I wanted to stay dressed in my lingerie. I wanted to be taken sexually as a woman and satisfy a man. I decided to greet him at the door in my lingerie. I was getting drunk and I was hungry for cock! By now it was only 5:00, and I wanted him there now. I had his cell number. Should I call? We were supposed to meet in the hotel bar for my safety, but deep down, we both knew what we were there for. At this point, I did not care about being a sweet, good girl. I was ready to be a whore. I picked up my cell phone and dialed his number. He picked up right away.

“Yes, this is Todd.”

“Hi, it’s Angie.”

“Hi Angie! Are you getting beautiful?”

“Well, I am getting an “A” for effort, but I will leave that judgment up to you.”

“If you get even half as pretty as the pictures, you will get high marks from me.”

“Oh I’ll bet you say that to all the tgirls.” We both laughed. There was an uncomfortable silence. I spoke up since I called him.
“Todd.”

“Yes, Angie.”

“Where are you right now?”

“Believe it or not, I am at the bar in your hotel lobby. I was so nervous; I decided to have a few drinks.”

“Oh my! Really? I mean…..uh you are right downstairs? I must be honest. I have had a little bit of wine and I got to thinking about you. Well….uh….would you like to meet me up here a little early….uhm…in my room?”

“What room are you staying in?”

“I am on the 21st floor. Room 2155.”

“I will be right there! I cannot wait to see you in person, Angie.”

We said goodbye and hung up. What have I done? Angie is going to be with her first man and it’s in a hotel room. I looked in the mirror for some touch up and smiled. “You are such a little whore,” I whispered at the mirror. I was starting to get a feeling that I could not breathe and became aware of how tightly drawn my corset was. “Relax, Angie.” Somehow, calling myself by my female name calmed me down a bit. My breathing became more even.

There was a light tapping on the door. I opened the door and peeked. I looked up. He was tall, just as advertised. I smiled at him and said “Hi”. I could tell I was blushing. He stood outside waiting like a gentleman to be invited in. I could see that he had a bottle of wine and flowers behind his back. He also carried what looked like a satchel. (I guessed that his camera was inside.) I opened the door and invited him in. His eyes got huge as he looked me up and down. I suddenly remembered that I was still in my sexy lingerie. I leaned against the wall batted my long false eyelashes and gave him my best come-fuck-me look.

“I just couldn’t help myself.”

I leaned my head back. He came toward me.

“Angie, will you allow me to kiss you?”

“Please do kiss me Todd.”

He grabbed me around my tightly corseted waist and pulled me towards him. I could feel his hard cock against my tummy. He put his index finger on my chin and pushed my face up towards his. He was so tall that I had to get on my tippy toes in order to meet his lips. We kissed lightly and he pulled away.

“Angie, you are so tiny. I want to kiss you fully. May I pick you up?”

He was wooing me and I was loving it! I was fully Angie. Any trace of Brian was now gone. Any maleness inside or outside was gone.

“I want to be taken, Todd.”

He gently grabbed both of my butt cheeks, picked me up, and kissed me open mouth. His tongue invaded my mouth and I returned mine in his. My penis was fully erect and it slipped out of my teddy. I wrapped my legs around his waist, my arms around his neck. I was wrapped around him like a tree as he took his shirt off. I got a big with of his musky cologne.

“Do you want me Todd?”

He responded breathlessly while kissing my neck.

“Oh Angie. I have wanted to be with you since the moment I saw your profile. Your eyes are even prettier than I imagined. I am struck by how beautiful you are in person.”

That comment fueled my passion. I pushed myself closer and rested my bottom on his fully erect penis. It was like sitting on a limb of a tree! I wanted to take it in my mouth and asked him if I could. He looked deep into my eyes as if he was in love.

“Is that what you want, my love?”

I nodded my head.

He gently set me set me down. I kneeled in front of him and kissed the head of his enormous manhood. I looked up at him and smiled. “I like the way you taste, Todd.”

“Can I taste you Angie?”

“What?”

“I like holding you. If I lifted you up, but you kept your face down there, we could taste one another.”

“Do you mean like a standing “69” position?”

“That’s exactly what I mean you hot little kitten!”

“Oh my…ummmm..okay.”

I did a handstand in front of him and he lifted me like I weighed nothing. I was now upside down face to face with his cock again. I could feel him plant his face in between my scrotum and anus. He was sucking and licking around my butt hole.

“Angie, tell me you want me to lick your pussy?”

A man calling my anus a pussy really turns me on. “Eat me, Todd!” was all I could get out before taking his member into my mouth. I was so glad that I got myself clean down there. It felt so good having my ass eaten, but I was also enjoying sucking this man’s cock! I was completely at his mercy. One hand was cradling his ball sack, the other playing with his butt cheek. His arms were wrapped around my torso keeping me from being pile driven onto the floor. I was afraid of losing my wig. I took a breath from the wild suck and lick fest. My cock was rubbing against him and I came right away. It got all over our stomachs and I could feel it make its way down to my chin.

“Todd, would you be more comfortable on the bed?”

He said nothing and walked over to the bed, swung me around like a rag doll and threw me on the king sized mattress.

“You even taste female! At this moment, you are incredibly sexy and I must get some pictures of you!”

He ran to where he left his bag, took out his digital camera and started snapping pictures. I felt like a playboy model and he was playing it up.

“Oh yea baby, that’s it! Now crawl towards me like the tigress that you are! Purr at me baby!”

He had some fabulous suggestions on how I should pose, including some very erotic close-ups of my face and mouth wrapped around his cock. It was a wild night. He made me feel like I was a sexy woman.

TO BE CONTINUED...

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