My First Sex, First Trans

I was 17, I was at a party at a gay mans house, no, he wasn't abusing me, not fucking me, or anything. I went because I knew girls would be there and most of the other guys would be gay so I thought I might have a chance to have sex for the first time. He had beautiful women around his place all the time, plus I knew there would be smoking and drinking. I am thin, not too tall, pretty much no body hair except on my pubes and had long brown hair on my head. At the party I did meet lots of gay guys, and several girls one in particular came to my rescue when three guys were hitting on me at the same time. She pulled me away and stayed with me. She was beautiful, blonde hair, nice thin body, small tits, which I happen to really like, and very shapely legs. Turns out she was 22 and I thought my age would turn off my chances but she didn't seem to mind. She introduced me to some other girls too. We were kissing and feeling, her hand rubbing my crotch and about an hour later she suggested that we go to her place which was just a few doors away. On the way out we said goodbye to our host, and he pulled me and her to the back porch and asked if she had told me. She said no, and he told her to tell me. She was born a guy, but was trans. She was on hormones, had natural but small boobs, but did have a small cock. I didn't have to touch her there at all if I didn't want to, but no matter what, she was open to me doing whatever I wanted with her. Our host lifted her mini skirt, she had her small cock tucked in, and with perfectly trimmed hair looked like a pussy, then she turned around and pulled down her panties and showed me her butt. She said she understood if I didn't want to go with her, he said that now I knew and there was nothing wrong with having sex with a beautiful woman, or man, or trans, sex was sex, take if for the good parts.

We went to her place, she sucked me hard, then asked if I wanted to do it in her mouth or fuck. I didn't care, then she asked if I'd ever had sex and I admitted I hadn't. She finished me in her mouth and kept me there. Pulling off she said not to freak out it would help me get hard sooner, and with my cock in her mouth a lubed finger went into my butt and rubbed my prostate. I was hard again in no time, and she was naked except for her panties, lying on the bed. I got between her legs, she was lubed and ready, and she pulled her hips up, pulled her panties down in back and guided me into her. We fucked for probably 20 minutes and it was incredible. After I asked about her, and how she got to feeling good. Of course the answer was she felt good when I felt good. But lying next to her kissing my way from her mouth to her neck to her titties and sucking on them I jacked her little clit till she shot all over. She asked me if I was going to leave her all messy or lick up the remnants of what I made her do. I slowly licked it up and quite frankly hated the taste. I fucked her again, and left.

We started dating, she was my girlfriend and I was getting regular sex. I would even suck her little clit sometimes because she made me feel so damn good I wanted her to also. One day she had two girlfriends over, one trans the other born female. It was a set up for me to get my first taste and fuck in pussy. And I fucked the other transgirl while sucking my girlfriends clit. After they left, she confessed the set up and I didn't mind at all. She asked if I liked pussy better than being with her. I told her I liked her as a person, even without a pussy. She said she could get me pussy when I wanted some and it wouldn't interfere with our relationship. And she did, I fucked three girls or women who were willing and they came over several times, they also taught me how to suck and lick on a girls tits, on her pussy, even their ass. I fucked other trans, and eventually my girlfriend watched while one of her trans friends with a 7 inch clit fucked me with it. That hurt, she could tell, but then she went down on me while it was happening and I got used to it.

For three years until she had to move to another city for a job, I had a very robust and varied sex life. I started dating some of the real girls I'd fucked, and now am married to one of them. She knows of course, even saw me fuck my trans girlfriend, and knows that some of the transgirls fucked me, and even that two gay men fucked me and I sucked them. But we've both had our bi times, and our slutty times. We are married have two kids and have a great sex life, and when we need a little spice we just remember and recreate those old days