Purposely went to gay club, I liked it

Had a BJ from a friend back when we were 14 or so. He didn't want me to suck him, though I was willing. He took my load and swallowed. He asked me for it again, and I couldn't, it felt too wrong. First it was another guy and second he was my friend, someone I hung with and played ball with. He asked a few times but we kept hanging out even though I didn't let him. By 17 he was definitely acting like a gay guy, a very femme gay guy. I eventually asked and he'd been getting fucked by a couple guys at school for over a year, and had been sucking them since before he sucked me off 3 years before. He said he also was regularly letting this married guy in our neighborhood fuck him. He stopped hanging around me, he obviously liked getting fucked and sucking and I had a girlfriend by then that I finally got to put out.

A few women/girls later, after college, and working in Europe, I came back to the states on assignment for a month in New York. I had a live-in girl in Europe and didn't want to cheat. I had only had anal sex starting with my Danish girlfriend who lived with me in Europe. She was hot for it, loved it and almost insisted that during her period or just when in the mood she gets cock up her ass. I was quite willing and didn't think anything about it, I loved it. She wondered if I thought ill of her for wanting it and it took a while to convince her that I really liked it too. So I guess in my mind as I went to the gay club I might find some young, thin, femme acting guy and fuck his ass. For some reason I felt that doing it with a guy wasn't cheating. (YES I KNOW!!!). So I convinced my horny 25 year old self that I was going to a gay club just to check it out.

It was a gay, lesbian and trans friendly club. Many butch women, which actually appealed to me, and plenty of gay guys of all kinds. Transgurls too, that were sexy as hell. I was buying drinks for a couple of gurls and a bottom gay friend of theirs. In the evening, dancing, drinking or whatever, they were all talking about gay sex and that one of the gurls, the most petite and really good looking one, was way out of my league, she was quite "butch". Her name was Aline, and I went home with her. Aline was 5ft. 8in tall, weighed about 130lbs, had B cup implanted tits a thin waist and measurements that were 38 28 34. She was gorgeous, with bobbed, shortish hair coal black. Before we left, the other gurl and the guy were telling me that since I was a novice, I'd be much better off with either or both of them, they LIKED getting fucked, especially by a newbie. I didn't listen.

At Aline's she put on music, told me to take off all my clothes and excused herself. When she came out of her bedroom she was in black lace corset, pushing up her titties, her nipples reddish brown. The corset had garters dropping down to her black stockings. Her thong covered her front and was also black and from the back showing a prime piece of ass. She came to me standing naked and grabbed my cock and put her other arm around my waist and pulled me in for a kiss. Tongues intertwining, my cock growing to it's full 7 inches. I reached for her "clit" and she moved my hand to her butt saying "Not yet baby, that's for later". She pushed my fingers into her boi pussy she'd already lubed up. "Your gonna give me all that meat baby?" she asked. I was putty in her arms.

Moving into the bedroom, she sucked on me, got me to blow into her mouth, then kissed me pushing my own cum into my mouth. I had never tasted cum before, and I resisted a bit "What baby, it's ok for me to swallow but you don't like it?" she asked. "Swallow it, now" she said in no uncertain terms and I did it. "good boy". She rolled off me and continued playing with my cock and got me hard again in record time. Then she turned very very feminine and laid back pulling up her legs and opening up for me. She reached down and put the head of my cock to her hole. "This what you wanted ?" she asked and I told her it was indeed what I'd been waiting for all night since I saw her. I was fucking this gorgeous, seemingly woman, her thong pulled aside for me to fuck her boihole. My girlfriend in Europe usually would take it doggie, or on her belly but sometimes we'd be fucking and she'd switch my cock to her butt in missionary. I kept thinking about doing this to her. Then I told Aline I was about to cum and she told me to give it to her inside IF I was clean. "I am, I am" I muttered through deep breaths. I pushed and pushed and shot what I thought was the best cum of my life into her boipussy. After i slid off her and laid down to rest next to her.

The rest didn't last too long. "Just to play and have fun" she said as she fastened some ties to my wrists keeping me on the bed. In about 10 minutes she was moving something under the sheet that covered us. Then she pulled to sheet off, and rolled on top of me. I was on my belly and she was on my ass. I felt what I found out was 6 inches of thick "clit" to her, cock to me pushing at my ass. I moved away and told her I didn't do that. "you do now baby" she told me as she drove home. My ass burning, me wincing and half ass screaming in pain. "You'll get used to it baby, I'm just giving you what you gave me, what's right is right" as she was moving in and out of me, fucking my asshole with her cock. I kinda got used to it and calmed down a bit, she felt my ass relaxing. Telling me that was good and I'd soon like it. It was an intrusion, different that is for sure but nothing I'd wanted. It took her a long time to cum and by then I was quite relaxed as she pressed firmly into my ass and shot her load of cum into my ass. She pulled out and patted me on my ass. "That was great baby, you're so much fun, you want another blow job?" she asked as she rolled me over. Then she saw the cum all in my pubic hair, on my still hard cock, and on the sheet. "Damn baby, you did like it" with that she started kissing me while fingering my just-fucked asshole.

I stayed with her that night, I fucked her again, she fucked me again. In the morning she insisted that I give her a blowjob before she went to work. I spent the rest of the time in New York getting fucked by Aline, and eventually by a few of her friends, only one a transgurl, the others gay top men. It was my 6th cock that I realized, I was a bottom. I actually liked getting cock up my ass and getting fucked, I missed having cock in my ass when I wasn't getting fucked.

I'm back home now, my girlfriend is great, but she doesn't have a cock to fuck me with. She bought a strap on dildo and loves fucking me, we bought the most expensive one possible, the most realistic one with foreskin that moves and everything. It's just not the same as real cock fucking me.