I had known her all my life, even before she became a girl.
My name is Johnny and I am eighteen years old. I am not the most handsome guy around, but I good looking enough to hook a sexy girlfriend. That girlfriend used to be my best friend, a guy.
Jesse was always an effeminate guy. He was soft spoken with soft features. He was always shy, but not with me. He always had long hair and when it wasn't tied into a man-bun he looked very much like a girl.
Shortly after his sixteenth birthday, he told me about his plans to transition. It came as no surprise to me and I hugged him close for the last time as a guy.
Jesse dropped out of school shortly after and he seemed to go off the radar. He never went off the radar with me though, sending me pictures and texts all the time. Over the next year or so, with the aid of the pictures she sent me all the time, I watched as shy effeminate Jesse turned into the gorgeous soft breasted Jessica. She looked amazing and when she sent me her first fully nude pics I was amazed by her amazing body and large erect penis.
She told me that every day she thought of me and in a few short months she would be ready to come out of hiding.
She wasn't really in hiding, it's just the way she put it. She had gone over to America where people didn't know her, and it made her transition easier. I loved her more than I did when she was a guy and felt myself get hard every time I looked at her pictures.
Finally, the day arrived when she would come back. Her mother called me and asked if I would like to accompany her to the airport to pick her up, I jumped at the chance.
We waited at arrivals for her to walk through the doors. I knew she would have a little trouble at customs and watched as everyone walked past us. Finally, I saw her walk through the double doors and I could not help but get hard right there and then. She was wearing tight jeans and a white top, I could clearly see her bra under her top. Her face seemed to light up when she saw me and walked right up to me. We hugged each other tightly and I could not help myself but kiss her. We made out slowly right in front of her parents, her breasts pressing up against me.
We parted and Jessica hugged her mother and father. We all went out to the car and Jessica and I climbed into the back seats. We held hands the whole way home, and I knew we were meant to be.
Over the next week, we spent a lot of time together. It was great getting properly reacquainted. We hugged and made out a lot and both our parents didn't seem to have a problem with it. We went on dates nearly every day and no one batted and eye at us. For everyone it just seems like teens going out together. We had really become boyfriend and girlfriend.
We were sitting in Starbucks one evening sipping cappuccinos when Jessica turned to me.
"Johnny, I love you."
I could not help myself and leant forward, giving her a soft peck on the lips. She smiled at me and slid her hand over my thigh.
"I'm still a virgin. I want you to take my virginity." She blushed at me. "You know what I mean, I want you to be the first to put your cock in my ass. I want to feel you inside me and make me cum."
I knew what she meant, and I wanted it too. We both decided that we would do it the following week, the eve of her eighteenth birthday. As much as we had sent pictures to each other, I had yet to see her naked in the flesh. The thought turned me on and at the same time made me nervous. I had never had a problem with guys, and knowing Jessica as I did, I definitely didn't have a problem with her. The thing was to me there were boys and girls, I had had fun with both. I had never been with a ts before, I knew it was no biggie, I was just nervous.
The day arrived, and I had arranged with my parents that they would be out the house when she came around. They had agreed with me it was something they would rather not be home for. They decided to go to a restaurant and not get back till late, by which time Jessica and I would have done the deed.
Jessica arrived at my place about eight thirty wearing a sexy revealing dress and thigh high socks. She looked amazing and I got hard right away. I took her to the living room where I opened a bottle of wine for us. We drank and talked, kissing each other every few minutes. It was about nine thirty that we realised that we had finished the whole bottle and she suggested to take her to bed.
Up in my room, we lay on my bed kissing. We held each other close as our hands roamed each other's bodies. I pulled down the zip at the back of her dress and slid my hand over her bare back.
She pulled away from me and slid out of her dress. She looked amazing in her underwear. I could see the bulge in her panties, which only seemed to make me get harder. We both stripped out of our clothes and lay together naked. Her soft breasts pressed against me as her cock pushed up against mine.
We kissed as her hand wrapped around both our cocks and stroked them both at the same time. Her lips left mine as she started to plant kisses down my chest and over my belly. I felt her lips wrap around my cock and I groaned loudly. She was an amazing cock sucker and seemed to know every trick in the book. Her tongue slid over the underside of my cock head, giving me maximum pleasure.
After a good few minutes sucking, she looked up at me and smiled.
"Johnny, would you like to suck mine now?"
I had never sucked a cock before, but I wanted to suck on hers.