Who broke your virginity?

[Joshua_me]

For me, it wasn't all that dramatic....

I had a "best friend" in high school named Matt, and we used to have "sleepovers" all the time...

By the time we were 15, 16, whatever all we talked about was sex.

Well, one night he was bragging about how big his cock was hard, and being in the state I was in, I asked to see it... (and DAMN, was it ! an 8 at least...)

And we sort of took it from there..... There wasn't a lot of BS, we were just friends that wanted to get off.... I just knew I needed to feel it up my ass... And that's what happened...... With his parents in the next room over....

We sucked and fucked all that summer long. It was like a primer in butt secks...

I dunno, it's hard to understand.

The only thing that worries me now is that I can't get ahold of him... NO cell #, no face book page.... I fear he might be....

Well, I'm not going to let myself go there.....

 

[NW007]

I honestly can't remember as that was so long ago

 

[pixie77]

Sad to say he was allot older plus he was taking my mother out. It gets worse, he was a drag queen.
I bad start and memory.

 

[thewiz]

I totally remember.

My brother-in-law's nephew, Pat, and I were watching a bull breed one of my brother-in-law's cows. Pat looked at me and asked if I liked watching and I said, "yes." I asked if he wanted to play "bull" that night and he said to come to his room.

I went in and touched his penis; he touched mine. It was the first time someone went down on me and I ended up sucking on his. I was 12 and he was 14.

Fast forward 8 years and we were both in college and preparing for careers that did not allow gays to be associated with leadership roles (I was going into police, he was going into corrections).

He came over to my place and we kissed, we sucked, and I asked if he would fuck me. It was literally a scene from "Brokeback Mountain" because all we had was spit. It hurt like hell and thank God he came fast!

Forward again to six years ago and I had gone to the tennis courts with my son. Pat was playing with his son and when we finished, the boys went over to get water. I asked Pat if he ever thought of us and he said "every day."

We had made plans to get together; unfortunately he went in for his physical and found out he had adult onset leukemia. The experimental treatments burned one of his heart valves and he had a heart attack/died. It forced me to confront who and what I was and I made the decision to come out.

My second time was checking out the gay scene in Chicago to make sure I wanted to make this step; Frank, a beautiful man who taught 10th grade at an all-boys Catholic School, sucked me, ate my ass, and then topped me; we flip-flopped and I did him....

 

[Nomenclature]

It was some creepy guy off of Manhunt. I was freaking out about the fact that I was gonna be an adult and still be a virgin, so I did it with the first dude who would agree to my terms.


It was completely horrible, and the guy lied about his age by a good 12 years.

 

[blublud]

Hmm. I began sucking dick regularly starting at age 11 but never seriously thought about anal until I was 15. I tried to do a friend but, dumb as we were, we didn't know you needed some lube so I was unsuccessful.

Fast forward 10 years at 25. I was with a guy several years younger and he wanted badly to see what it was like to have a dick up his ass. So, I satisfied him. This was my first genuine topping. I came up his ass (way before HIV). Then he wanted to do me. I was scared shitless because of the anticipated pain but, since he didn't show much pain when I did him and was smallish at about 5", I let him do me. Some discomfort but no pain upon entry, but it got MUCH better. I was surprised to actually be able to feel him spurt in me. It felt good.

We traded fucks for about a year in all diff positions, then we parted.

Another BIG fast forward to 2001 (but with a few toppings by me in the interval) and I was with a dude with 7-1/2" and decent girth. He fucked me one nite using only spit and there was no pain at all, except a bit when he was buried to the hilt. I was in heaven, I kept begging him to fuck me deeper, faster. Without anything touching my dick, I actually came. Amazing!!! But, anal climaxes are different than penile ones. They seem much more saturating and, well, just different but awesome.

Now, obviously, I prefer to bottom but I also enjoy topping. I just don't get either nearly often enough.

 

[DanimalX]

My best friend. The summer of our graduating year, we got drunk and slept in the same bed, this led to blowjobs and near the end of the summer I asked him to fuck me. Most memorable summer of my life.

 

[Lefty]

SNL, 40 yr old Virgin. boss at the office...damn it Ms HaHa.

That was as ambiguous a post as I have ever seen. The only

conclusion I dare draw is that your name won't change to Mr.

or even Mrs. CHAZ BONO.


Would you like to 'splain to Lucy?

 

[jasoncrew03]

Girl - A girl I went to a concert with named Rachel (I think that was her name) when I was 14.

Guy - Some Hungarian dude I met at a club when I was 15. I never knew his name.

I'm bad with names lol.

 

[Newmercedes]

It was some creepy guy off of Manhunt. I was freaking out about the fact that I was gonna be an adult and still be a virgin, so I did it with the first dude who would agree to my terms.


It was completely horrible, and the guy lied about his age by a good 12 years.

Man Ur Story hot Dude.

 

[GiacomoPisani]

my actual boyfriend,he was the very first guy i had sex with,then with his cousin and that's it,with no body else.

 

[RaKroma]

I never knew how to accurately answer this question. I lost my "straight virginity" to a girl named Rachel in high school. And I lost my "gay virginity" in college to a guy named Benoit. I still have him in my memory because that night, even though it was an arranged hook up, went so well and not too awkward or bad. He was so understanding and made the night feel special. I still think that even our first kiss was the best I ever had.