I'm still an anal virgin, but have always wanted to find a guy I can trust to fuck me and not hurt me.

older man in a video booth at adult bookstore, it certainly hasn't been the last.

my first boss

signed, average American worker

Met a guy online. We had jacked off together a few times cam-2-cam and sexted and stuff, and eventually it came up that I was a virgin. He had a big 9x6 cock, and I wasn't sure if I could take it, but I already knew I was into big dicks, and I loved his cock, so I asked him to take my virginity. He was dating a guy, and wasn't so sure, but after a while I think he really wanted to take my virginity, so he got a "hall pass" from his bf, and we got together, and he fucked me. It was awesome! It hurt a little, but I guess my ass is reasonably stretchy, so with some lube, it was ok. He sure didn't last long. I guess he liked my tight virgin hole.

After that, he got all pissy and accused me of trying to break him up with his bf, and we haven't talked since. Oh well. LOL

Thanks for the stories, very horny reading them. Gals where you at?

I declare this the winning response!

Priceless..Lmao.

ass virgin but think about it

Bottomed for my best friend in high school, my biggest regret is that we didn't do it more.

When I was 18 there was a tranny girl a Lil older then me who moved in by me at first I thought he was a girl

Delete

Never been fucked but think about It all the time and want It so fucking bad.Had a lot of things Inside my ass but never real cock.

When I was 16 I had met a older man. He took me to a gay sauna I sucked alot of cock that day and he (the guy who took me) took me up the ass for the first time. Hurt like hell but I grew to love it. Now when I masturbate I use a toy in my asshole. But does not beat the real thing.

My cousin's roommate his last year of college. We hung out together one weekend, jerked each other off and sucked each others cocks. My cousin set us up knowing I'd been interested in hooking up with a guy, and literally gave his roommate my number after catching him jerking off to gay porn. Eventually I decided I wanted him to fuck me. It was total virgin shit, he came too quick, basically just as it was starting to get good. Almost too much lube, I temporarily went soft, and then as soon as he found a rhythm, he blew his load just as I was getting hard again.

Mr. Cucumber, we met at the supermarket. He was English and quite long. We still stay in touch. Since then I was pegged by a big strong women who was married to a straight crossdresser, a dude I knew from work. I asked her to do me after seeing her belt and array of cocks on the couch ( still think it was for me to see, since I mentioned to her hubby it was something I wanted to try ). She was brutal but it felt fine, I deserved it as she pointed that out to me. I enjoy my plug and toys.