Oh, and, she was 18 too. Maybe 17 actually. She turned 18 in December of '98, I can’t remember if we did it before that or after. Does that make me look bad?
She was decidedly not a virgin, I believe I was her 5th deflower-ee. She had a weird knack for it.
16
unknown
unknown
never telling that story again, and those that know it, know why 
16
Max (Maximillion, actually. haha)
I was sick of the virginity thing and decided to lose it to the next guy who came along. So (even though the next guy who came along was a moron), on my first date with this character, was my de-virginization. It lasted about 5 minutes, and I continued to date the blockhead for 3 months. The sex never seemed to last more then 5 minutes. A few months ago, a friend of mine “ran” into him. He’s still at the 5 minute mark. (shake of the head with a chuckle). What a goof he is.
No regrets. My virginity was never held any importance with me. Maybe one day I’ll regret it, but not now.
Damn! I am sincerely impressed!
hardygrrl - Sounds like it should have been the biggest mistake of HIS life. His sorry ass should have been thrown in jail!
As for me -
Me 16
Dean 18
After a keg party in the canyon, drunk.
The second time was after I turned 17 and with the love of my life, Brett. His waterbed. Very nice and no regrets.
Hey Twisty! Do tell!!! 
I was 18, he had turned 16 about 5 minutes ago. (We had agreed upon it that way.) We had been dating for about a year and a half, dated for a year and a half after. Both virgins. NO regrets about the first time, or even the 9 months after. Plenty of fun times. I only regret extending the relationship longer than it should have gone. We’re still friends, but he’s having a hard time letting go and getting a little clingy. Oh well!
I was 11 and he had a knife.
xcheopis ((((Big Hug)))) 
As for my experience, I already posted about that somewhere. The only thing I have to add is if the first time counted then his name was Billy and he was 16 and not a virgin. If not then it was Chris (Billy’s cousin) and I’m not sure if he was a virgin, I’m guessing not though.
I was 19, freshman in college. He was 20. His name was Jeff.
I had a thing where I wanted to lose my virginity before 20. So my friend Jeff volunteered himself. If anyone tells you differently, don’t believe them. They’re just jealous.
{{xcheopis}}
Hey, I see you prefer Sluggy to Cathy. Nuthin to be ashamed about there - I pretty much prefer Sluggy to anything else.
The one that (I think, anyway) doesn’t count: I was almost 13. He was 19. I didn’t want to, but after he hit me a few times I stopped arguing.
The one that did count: I was 13. I was convinced that if I just had sex with enough guys, it’d make me feel back in control of my life. And anyway, I figured saying yes to everyone was better than saying no and having to do it anyway. (Note to impressionable young readers: NOT recommended.) I don’t remember his name, or most of the names that followed him.
Regrets? Tons.
I’ve said it before, and I’ll say it again: nothing could ever convince me to relive my teen years. You could tell me it’s a choice between that and dying tomorrow, and I’d call all my loved ones and say goodbye, I’m about to find out if I was right about that atheism thing. Those people who tell teenagers “these are the best years of your life” - you know them? They should spend a few days in stocks, in a public place, right near a high school.
I was 17, she was a college student don’t remember her name…working at an outdoor drama in North Carolina. CAST PARTY!.. got really stoned, we sat on the porch at this house necking and petting (this was 1 am in the middle of the boonies), then went into the bathroom and did it on the floor. I’ve always regretted being high for my first time, but other than that…
I was 14, and Rochelle was 16 and we got busy on my parents bed. Regrets? Not really, but sometimes I wish I would have waited a bit longer. I have had a lot of sex since then and wish that my first had been with someone a bit more patient.
{{xcheopis}}
Hey, I see you prefer Sluggy to Cathy. Nuthin to be ashamed about there - I pretty much prefer Sluggy to anything else.
**
[/QUOTE]
Yay! Another Sluggite! I’ve managed to convert a few people from my social circle but most people just think I’m being weird again.
xcheopis: See, there’s this guy named Torg who’s got this mini-lop named Bun-bun who has a bad attitude, a vendetta against Santa and a switch blade, and…
Other person: You’re being weird again.
Thanks. 
14, with the girl down the street. The only place we could think of was the nieghborhood graveyard. It was the single most awkward moment of my life. I went home that night and stole a bottle of rum from my dad and got plastered with regret. The following Monday, she spread it around the whole school…I thought guys did that? She actually bragged about it!! I have been trying to block it out ever since. Not working.
What would Ron Jeremy do?
Jennifer. We were both 16. We’d been dating for long enough that we were as comfortable as we were going to get.
Still together, no regrets.
17
Sal
Not impressed
I’ve moved on to Cykrider…much better.
I was 19. Her name was Kati. She was 18. We had been dating for about 6 months when she visited me at college. We talked about it and did it. It was terribly awkward and neither of us reached orgasm the first time.
In fact, in two months of sex, she never reached orgasm at all. I don’t think this was my fault. She didn’t love me, even though I loved her. She only had sex with me because I had treated her so well and she didn’t want to hurt me. So, yes, I regret it.
The second girl? I’m 22, she’s 19. Jen. We love eachother totally and, after an initially getting used to eachother, we both fully enjoyed the experience each and every single time. Three straight months. We’re not together anymore because of distance issues, but we will always love eachother in some fashion, and will never have any regrets. I hope that everyone discovers that sex can be that good and meaningful.
Yeah, I know that I volunteered more than was asked, but those of you who read my posts while we were together knew this girl was the center of my universe. I know we’re not meant to be together, but I will always look on the memories with nothing but happiness.
20
Betsey (she was 22)
Incredibly sober
I met her at a Rush concert in NYC during spring break. We were at a gathering of about twenty people, and we didn’t spend that much time talking to each other then. I still remember her then as the really pretty blonde sitting next to the girl that wouldn’t leave me alone.
A day or two later, I got an e-mail from her and we hit it off. Three weeks later she came down to DC to visit me for the weekend and we did it on Saturday night. No regrets, and although I was pretty nervous, she had no clue I was a virgin until I told her afterwards. We broke up a few weeks later, when she graduated and moved to Boston, wanting to start a “new life.”
We were both 17; she was not a virgin. Her name was Angie.
We were in something of a long-distance relationship (1000 or so miles apart), having met at this geeky science camp at the Naval Academy.
She’d already visited me, and for some (still unknown to me) strange reason, I turned her down when she propositioned me at that time.
Later, I visited her, and we did it four times in three days. It was…extremely memorable. So much so that she had difficulty believing I was a virgin that first time.
[TMI alert]
She came twice the very first time we did it.
[/TMI alert]
We were together (but apart) for a few months after that, then we both went off to college (her in California, me in Ohio), and though we saw each other again once after that (I visited her), I was involved with someone else, and it was never right again. A real shame in a lot of ways, actually.
Jeez, I guess the TMI alert bracket should have been closed here. Sorry; I just get nostalgic sometimes.
I’ve tried to block my first time out of my mind so the details are somewhat sketchy.
I was 17 and he was 22. His name was Kevin and he wasn’t a virgin. We dated for about 2 months before we had sex. I slept with him 3-4 times and then dumped him. He was sooooo awful… I called him the Minute Man if that tells you anything. I really regret that it was him just because the sex was so awful.
The 2nd guy I slept with is the one I wish was my first. I was 18 and he was 23. His name was Jim and he was really hot… gorgeous face and incredible body. He was just as sweet as could be. We met at a bar and had known each other for about 6 months and one night I ran into him at a friend’s all-night party and everyone ended up crashing at our friend’s house. Jim was in the spare bedroom and after everyone was asleep he came out to talk to me (I was on the couch) and we started kissing and he carried me to the bedroom and… you know. It was soooo incredible. I wish he had been my first!