I lost my virginity when I was 23 or 24. I'm a little hazy on the exact year, but I guess that shows that it doesn't really matter when it happens.

I have a couple regrets. I said a lot of dumb things ruining any sort of romantic mood there was with a couple girls. I got stoned and played video games instead of hanging out with a really cute girl that I had a lot of chemistry with. All those are small, but I do sometimes feel like I missed out.

I don't really regret how I lost my virginity. I lost it (sort of) to a stripper. I had sex with this result awesome 25 year old girl who was beautiful and really nice to talk to. Never planned on it happening that way, but we went to a private room and she pulled out a condom. I didn't ask and I didn't resist. I never came though, so I honestly don't know if that counts. I overheard her talking to a bouncer later saying I made her cum three times but I didn't finish so I think she felt discouraged or something. I'm not sure.

If it doesn't count then I lost it to the woman who became my wife. And that story is just as embarrassing if not more. Basically got limp as soon as the condom went on and that ended up ruining our first attempt. We tried again maybe a week later and it was awesome for both of us. But my wife did say she almost stopped talking to me because she thought I didn't find her attractive. It was just performance anxiety. That and I really have a hard time using condoms. I go soft almost immediately, but it's not as big of a deal now being married