Top or Botton? When and why?

[biguycancun]

Setting aside for a moment those who identify as "versatile", when and why did you choose to identify as a top or bottom? I ran away from an attempted pass when I was 17 years old. But I spent the next 20 years wondering about it and during a situation similar to that time in my youth I said what the hell and accepted the pass, but as a top, and for the next decade or so I topped exclusively. Then I encountered a very powerful woman and began a faily long-lasting affair with her. She was a sexual athelete and we would fuck our brains out in every way imaginable. And then one night she told me she wanted to feminize me, and she did, and we had fun with a psuedo lesbian scene, and some weeks later she said she wanted to fuck me. And she did, with a very serious and expensive strap on, and I was hooked. Which led to me cheating on her with men, which led to our breakup, and I've been a sometimes cross-dressed but always 100 percent bottom since. I recently had the opportunity to top a woman, and while it was pleasant enough, to me at least, it doesn't compare to opening my legs and surrendering myself to a dominant man. The freedom of abandoning all responsibilities while being fucked is highly addictive.

[Neonaught]

For me, it was pretty simple. I tried the bottom a couple of times and it did nothing for me but I do love to top a nice ass that really enjoys getting fucked.

[tongueteaser]

For me, it was pretty simple. I tried the bottom a couple of times and it did nothing for me but I do love to top a nice ass that really enjoys getting fucked.

You sound so amazingly fun. I realized I was a bottom type only a couple years ago or more. I found myself excited about a dick and cum. I like what a dick does and responds and cums. I like the mouth full of warm rubbery cock and hearing a guy as I suck like a slut. I have been trying to find a guy that would take my ass first time. I have a smaller round girly firm ass for an older guy. Love to be submissive facing away and get dick in me like that. I just dont want to fuck a guy but maybe if younger and feminine I guess?

[delpark]

I have always liked being anally stimulated. After using various substitutes for cocks I wanted to experience the real thing. I asked a guy to fuck me. After the initial discomfort the pleasure took over. I knew I am not a top. I did discover that while being fucked that I wanted to be sucking cock at the same time.

[Gregshaw]

I'm a Top with women, I do love a tight pussy & a nice pair of boobs. I used to be a Top with guys, but that was when i was at college. These days I usually Bottom for a hard cock sticking out of a hot guy because he can give me pleasures in areas no woman can reach, not even with a strapon dildo. The real thing always feels better.

[Footstep40]

18, the first guy I was with we were exploring, he wanted me to top him, I maybe got in 5 thrusts, he didn’t like the bit of pain or the feeling at all, so he asked me if I wanted to try bottoming, sure I was 18, high, and horny as hell. It hurt a bit at first, we had some starts and stops, add more lube, but there finally came a moment where he was in, good missionary tempo, and I was really surprised by how much I enjoyed it, he was very into it too, it really felt good to me. I came pretty hard from him jacking me, and everything else that was going on. That’s the only time I’ve topped a guy.

[chongster]

I have always loved ass play and being anally stimulated. Long before I ever discovered my bi side, the first time a girl touched my asshole while we were fucking I started cumming. The first time I ever fucked a girl in the ass I was hooked on anal sex and fucked most of my girlfriends in the ass after that. My cock is 7" and pretty thick so I had some girlfriends who couldn't take it in the ass.
I first started getting into guys after really getting into Tranny porn. I had fantasies about fucking and being fucked by these beautiful chicks with dicks. Well that got me chatting on bi and gay sites and hooking up with my first guy. He was a younger guy and it was his first time too.
He asked if he could wear stockings and I was all for it. I really didn't know what was going to happen but I wanted to find out. I sucked his cock first for a bit and loved the feeling of his cock in my mouth, the he sucked me for awhile and that was nice too. We decided to move to the bedroom and got into a 69 and I was loving it and wanted it to last as long as possible. Then to my surprise he asked me to fuck him.
I put on a condom and lubed us both up but when I finally got my cock about halfway in his super tight ass he said it hurt to much and wanted me to stop. Truth of the matter was that was the tightest ass I ever had my cock in and I wanted to fuck it really bad but I took it out. Then he wanted to leave and left me with a case of blue balls thinking I should have just raped his little ass.
The next guy I hooked up with saw a picture of my cock and asked me if I wanted to fuck his tight ass. He was a young fem gay guy and I fucked his tight ass real good. After that I kept hooking up with younger smooth bottoms who liked to get fucked.
I hooked up with one Asian guy once that we flipped fucked, it was ok but I enjoyed fucking him more than being fucked by him.
So I'm a top for the most part, I have fucked a lot of sexy guys over the years. The ones I have enjoyed the most are guys who can cum while getting fucked. I always love making a girl cum and that goes for guys too.