Someone From The Past

I am a pre-op transexual woman. I have been on hormones, eliminated my testicles to decrease male hormones, and have naturally grown smaller B cup breasts. I am completely passable, 5ft. 7in tall and weigh only 120lbs. I do have a small clitoris, but it rarely gets hard, though it does happen there are no sperm in the little ejaculate.

I'm also a part time transexual hooker. I work for an upscale agency that is very strict when it comes to keeping us girls and gurls safe. I took a call around 11pm a few nights ago. When I got to the room, the security guy went in, took the money and I entered. I was shocked, the client was my old friend Jimmy from grade school and high school. I started to run to hug him but realized I shouldn't. He was getting undressed, I sat in a chair until he was done and was asking him as much as I could about himself. He was more interested in fucking me, and sucking on my clit some than small talk.

So as I'm slowly stripping, putting on a good show I hear he is from a small town a few hundred miles away. I move to the edge of the bed and he takes my small clit into his mouth. I think it got a bit hard because it was Jimmy. Finally my cock was in my old friends mouth. I'd seen his cock many times in the showers in high school and I wanted it. I wanted it the way a girl wants her boyfriends cock inside her. Now I was finally going to get it. He had no idea who I was. I went down on him and he got hard, and I told him he had an hour does he want to cum from a BJ then recoup or have sex? He wanted inside me. First he wanted me on my belly, he fucked me for over 10 minutes that way, telling me that his wife Sherrie didn't let him do this to her, that she would barely suck him and had never taken his load in her mouth, only on her tits. I knew Sherrie, she was a cheerleader, the kind that smoked, and let the guys grope her on dates, but didn't put out . . . until she did. Then she went wild and fucked anyone who took her out and had a cock. Jimmy married the high school slut, granted a very very attractive slut.

At that he had me turn over and got on me missionary, and started kissing and sucking on my boobs. He told me his wifes were big, saggy and drooped to her belly button. Obviously; this guy was doing this for something new, not his wife. I asked him why someone like me instead of a cis woman and he told me about having feelings like this, wanting to be with a man, but not. I understood, many of the clients are like that. They want to have sex with a man, in his butt or even get fucked by a man, that looks like a woman. Soon he was grunting and groaning at me, sticking it to me at a furious speed, then held and spasm. He was spent. He pulled out, I got the condom off him and took it to the toilet. I came out and washed his cock for him and he was getting hard again. I said that his wife must love it that he can recoup so quickly. She only did it once a week, and then only one time, never more. We had time left, and he was sucking on my boobs, kissing my neck and I broke my client rule and kissed him on his lips. He was so gentle and loving, my little clit was getting hard.

I'd gotten my boyhood dream and my teen crush wish granted, I'd sucked and been fucked by Jimmy. He asked if I could keep it hard and I told him probably, though I knew with him I could. I lubed him and stuck my little three and a half inches into him, we were missionary, he was playing with my nipples as I played with his and we kissed fully and lovingly. I sucked him off totally one more time and did it without a condom and showed him the load and swallowed. As i left he said that he felt like we had a real connection, that we'd known each other for a long time. Two days later he asked the agency for me back again.

I never did tell him, though I really wanted to. Maybe I'll go back to our town for an upcoming reunion.