My life as a woman

When I was eight years old, my mother walked in on me with her bra on, two crocket balls in the cups, feeling myself up and listening to the Radio. She didn’t get too angry, but we talked about it. At the time I remember feeling embarrassed, but very comfortable in her clothes. There was nothing said to my father, and we never mentioned it again.

In middle school I discovered my sisters underwear, and when she was out with friends, I would try on her clothes, and then carefully put them back the way I found them. Throughout high school I was the perfect guy, hooked up with women, dated, but always in the back of my mind I thought about the female body. In college, I lived alone, and while I still dated women, I bought my own clothes and at night, while masterbating to porn, always watching the woman’s body bounce on a big dick.

Let me interrupt and tell you more about me. I have always been the small guy. I ran cross country in high school. I’m 5’6” about 120, and thankfully, the only thing large about my body is my dick. Usually when I first hooked up with a girl, they made comments, and I actually had a few that wouldn’t go any further. Soft I’m 5 inches, hard, 9.5.

The moment happened one night when I was out with friends. I had smoked up earlier and was on the dance floor with a girl and while dancing behind her, she brought my hand up and put it on her chest. She was attractive, but I instantly got hard thinking about myself feeling my own chest. After dancing and drinks, I ditched my friends and went back to her place and we had sex. The entire time I fucked her I watched her tits and wanted them to be mine. When I came, I wasn’t me. I was her accepting myself.

When I went home I thought long and hard about it all. For days, the idea kept swimming in my mind. I began to wonder if I was gay. I went through my past, and thought about it all. I decided I would experiment in a non-threatening way. I went online and before I knew it, I was on my way to a house to meet a guy. I had arranged it so he would be sitting on the couch with his head covered. When I went in, I went straight to work. I knelt between his legs and unzipped his pants. His dick was soft, but when I put it in my mouth, it was like my entire life changed. I closed my eyes and immediately I was a woman. I grabbed my nonexistent tits. In my mind I was the woman that I had fucked. I had huge tits, and was enjoying a man. It wasn’t even the man that was such a turn on, it was me as a woman.

I wasn’t gay. I was straight. All the time I had been fucking women, I was turned on because I was the woman, not me. I went crazy on his dick, and before long he came. I wasn’t even present for most of the act, but as he came I could imagine it on my chest, in my pussy, the thoughts were too much for me to handle. When I left, I realized that I had cum in my pants. It was the most exciting night of my life.

At the time I was working as a web designer for a firm in California. I traveled some, but as they were outsourcing their web development, most of my time was spent at home, and there was little to no oversight. When I met my supervisor, his exact words were that he didn’t care if I smoked an ounce of pot a day, as long as I got the jobs done. When I made my next trip to LA, I visited a plastic surgen’s office and sat for a consultation. It was awkward at first. He came in and sat down on a chair opposite me. There was a lot of silence and eventually, he just looked at me and told me that his time was valuable, and he couldn’t waste much more time. The I spoke.

“I have been thinking for a long time that I am a woman. Since I was really little, I’ve wanted a woman’s body. That’s why I’m here.”

“Ok. So are you talking about total sexual reassignment surgery. How far do you want to go?”

“Everything except my penis.”

“Well you are looking at permanent hair removal, some speech lessons, hormone therapy, facial surgery, you have a good body structure, but maybe breast augmentation.”

“And you can do all that?”

“Well I can’t do all that right now. You need to make sure you really want this.”

“Well I’ve thought about this enough. I want to know how to get this started.”

“Well I’m not going to do anything until you prove that you really want to be a woman and have thought this through. I make it a policy that a patient should live as a woman for at least six months.”

I had my answer. “Ok start the clock. I want to schedule everything now.”

“Well Denise will give you a place to go to get the necessities and she can schedule the times for the next appointments.”

I left his office excited. I made the appointment six months from that day and drove to Wentworth Avenue to a store that they told me to visit. When I got there I handed them the letter from the Doctor, and the lady brought me to a back dressing room completely clueless about what was required.

When she came back in she had a check list. She asked me how large I wanted my breasts, and I was clueless. She brought in several breast forms and showed me the size. Still completely clueless, she said she would bring in some vests and I could try them on. We started small, and went through a few sizes. Everytime I wanted bigger. I wanted the tits the girl I fucked had. We moved up a vest and then suddenly, when I tried the next size on I felt they were me.

“Size 12 it is. You do want them big. Let me measure you to see what bra size you would be.”

She placed the measuring tape around me and then looked at me, “36F. Big. Let me go get you one.”

When she returned, I put the bra on and I began to feel more comfortable than I had ever been. We talked about other things I would need to do, she made some calls, I paid, and then went to the next address given me. There I was waxed from my neck down, except my pubic hair. When I got to my hotel room, I looked in the mirror, and was simply amazed at what I saw. I saw the beginnings of a body that I had always wanted.

When I went home I went shopping. I grew my hair out and loved every morning when I could get dressed. In six months I got a referral for hormone therapy, and after a few months, I really started seeing a big difference. I had gotten laser hair removal, my hair was thinning, and I even had the beginnings of breasts. I talked to the doctor several times on the phone, and by the time a year had rolled around, I made my final journey as a man. After much discussion with the doctor, I had insisted on 525cc on top of the muscle. He warned me that it would be a lot, a huge increase in size, and that it would be a more advanced surgery.

After everything was over, I laid in bed for weeks. I hurt all over and the bruising didn’t look like it would ever go away, but with time, everything faded. I was amazed with the transformation, and when it didn’t hurt anymore to touch my chest, I found myself jacking off in my bed feeling myself up. It wasn’t until a week later though that it all hit me. I looked in the mirror as I passed the window and for the first time, I saw my entire body. I would never have recognized myself. I looked like a woman, outside my dick, but if I tucked it between my legs, you couldn’t tell. I had curves, not huge curves, but my tits went a long way. They were crazy tight, but the doctor said the skin would stretch. My face had smoothed out with the surgeries. I had no facial hair, and with makeup and my hair no long, you would have a hard time noticing. Along with the fact that my voice had always been a bit higher than most guys, unless you found my dick there was no telling I was born a man. It made me the happiest I had ever been.

The only problem was that I had never spent as much money as I did at this point. I bought bras and panties, dresses and skirts. I simply loved to get one of the girls in the stores to help me, because they never even hinted that I was anything more than a woman, but I was still scared to make the next step. There were other problems. My back did hurt at first. Also, no matter what I did, running hurt. I didn’t want to go swimming because I knew there was one thing I couldn’t hide. Weeks past. I was the happiest I had ever been.

It was a Friday, and I had been inside my apartment for two weeks without leaving other than going to the grocery store. I decided I would go out for a beer and a meal. I put on a cut jean skirt and a black blouse, wearing panties and no bra since the firmness of my breast, although easing, still allowed me to go without a bra, even at my large size. I was sat at the bar, and ordered a salad and a beer, and after eating I order a beer and watched the baseball game on the television above the bar. After some time, I came to the end of my beer, and I thought about going home, but suddenly something stopped me. A guy had sat beside me and began looking over at me.

“Let me buy you another beer.”

I was shocked. It was clear he was hitting on me. I accepted the beer, and we talked about what he was doing in town, that he was leaving the next day, and that he was bored in his hotel room and decided to come out and “mingle with the people.” We laughed several times, and there was slight touching, and more beers. Eventually he told me he was heading back to his room, and there was a pause. I didn’t know what to say, but thankfully, he interrupted the silence.

“So hey, this is very forward, but would you like to come back to my room and have a drink?”

I was scared stiff. I tried not to think what would happen, but eventually, and I don’t know where it came from, but I said yes. I stood up from the stool and realized just how drunk I was. He clearly noticed too, because he put his arm around me and steadied me. We walked next door to his hotel, and he guided me into the elevator. He leaned against the back wall and I stood in front of him looking at the numbers begin to change. He grabbed my waist when it read floor 2, and had pulled me back against him by floor 4. He was kissing my neck by floor six, and when the doors opened to floor 7, it was all I could do to mask my hard on. He passed me and grabbed my hand to pull me to his room, and with my other hand, I pulled my dick under the waist band to mask it. I didn’t know how I would deal with the issue when I came up, and from the activity on the elevator, I knew it would be coming up.

When we got in the room, he turned to me and kissed me. I tried to stand away from him, but it was difficult. The feeling I felt was amazing. I felt so feminine. I felt desired, sexy. It felt as if all my life had been leading to that moment in time. I broke the kiss and immediately told him I needed to use the bathroom.

I peed, but it took a while to get my dick to go down. When I finally exited the bathroom, he was sitting on the bed drinking a mixed drink. I sat on the chair at the desk, and he asked if he could make me a drink. I said yes, and then we sat in silence as I sipped the very strong burbon and coke.

I finished my drink with little to no conversation, I began to think that nothing was going to happened, when he suddenly stood up from the bed, came over to me and bent down and kissed me. It was passionate, heavy. He forced me back in the chair with his kiss, and before I knew it his hand was on my chest. I had felt my chest a hundred times, but his touch was something completely different. He squeezed and tugged, found my nipples, now so hard they almost hurt, and rubbed them. He pulled back and then tried to go under my blouse, but I stopped him and pulled back to unbutton it.