I set up a site for people to anonymously post stories about how they lost their virginity. Here are the winners, or losers, it depends on how you look at it.
Name: Kerri D.
From: Mt. Clemens, MI
Virginity lost at: 16
I lost my virginity, just recently, to my boyfriend Kevin. More specifically we lost our virginities to each other. I had read up on it for the last few months in Glamour and was quite eager to try it for myself. Unfortunately, Glamour had set me up to expect more than just two minutes of sex (almost the entire commercial break, LOL) that felt more like little jabs into my vagina than the passion ecstasy that Glamour and Cosmo had described. Afterwards, I had to reassure Kevin several times that it was good and then left it at that. I didn’t want him to cry in front of me for the third time this week!
Name: Kevin S.
From: Mt. Clemens, MI
Virginity Lost At: 17
Although I had told my friends and teammates I had been with girls before, I actually just recently lost my virginity to my girlfriend Kerri. But oh, I entered the sexual world with a bang. I pleasured her like crazy. I don’t know for sure, but she probably had like five or six orgasms! She probably doesn’t even know for sure, she probably lost count of all of them! Like, I’m an athlete; of course I’m going tear it up in the bedroom. I mean, I lasted like a whole ten minutes! Afterwards she was just lovin’ on me, saying how I had changed her world and that life would never be the same after that. Kudos to me, Kevin.
Name Derek M.
From: Colorado Springs, CO
Virginity Lost At: 11
As a kid, my Uncle Marty always took and interest in me. He didn’t have any kids of his own and had always told me that I was his favorite. He was always making me laugh by playing tickle monster and when I stayed at his house he would give me all the lollipops I wanted, just as long as I ate them as slow as possible in front of him. Around my eleventh birthday I stayed over with him when my parents were out of town. I brought my favorite movies and was ready for an awesome weekend. Dinner Friday night was great, he ordered pizza, and sodas, and even let a few beers of his. He was the coolest! After we watched one of my movies he said he had a surprise for me downstairs. I walked down and he started giving me a massage. I was uncomfortable, but I loved my uncle, so I went along with it. After that I remember feeling sleepy and then not much else. I woke up on the couch the next day and was embarrassingly sore, so I didn’t tell anyone. It wasn’t until I was older that I was able to figure out what happened. I hate you, Uncle Marty.
From: Richmond, VA
Virginity Lost At: 45
Well, I was a late bloomer. In high school or even college I didn’t have any interest in boys, girls, or even learning about sex for that matter. The friends I did have were constantly going on and on about their sex lives and I just didn’t see the appeal. After all, I don’t want a guy peeing in me!
Through my twenties and thirties I remained uncomfortable, rarely wearing anything revealing or even speaking to most men. My friends pressured me into a few dates, but all the guys just seemed like they were obsessed with sex and nothing else! It wasn’t until around my forty-fifth birthday that I decided I should try it, just once, and see what it was like. It must be something if everyone is talking about it, right?
There was this single guy that lived in my building at the time. He seemed about my age, nice-ish, and sorta attractive, I guess. One day in passing I explained my situation to him and we set a date for the next night. . He showed up at my door at seven wearing nothing but a cape and Batman mask. I was a bit stunned at this, but he claimed it was totally normal. Everyone wears capes and Batman masks during sex he assured me. I wonder why my friends had always left out this detail? We start at it and it isn’t so bad. I’m starting to enjoy myself actually! He finished and I feel as if I’ve conquered something. A real coming of age moment (tee hee!). After looking at me for a second he says to me in the Batman voice, “Gotham is safe for another night.” Then he twirls around in his cape and retreats back to his apartment at the end of the hall.
Sounds like a normal virginity story, right, guys, right?
Name: Ethan R.
From: New Boston, IL
Virginity Lost At: 15 (allegedly)
So yeah, I’m at the homecoming dance. It’s fucking stupid, but the girls like that shit, so whatever. I’m drunk. Yeah, fuck it; I’m the drunk sophomore at the high school dance. I don’t give a fuck. That’s just how I roll, bitch midgies.
This senior, Jeanie Watts just gets all over me. Girl must be craving my dick. Saying all how she wants to please me. I’m all like, “Eh, join the club, bitch. I might hit it one day.” She won’t stop though. So, yup, looks like I’ve gotta fuck my way outta this one. I take her to the bathroom and I’m making out and shit with her. I go, “Spread those lips. Yeah, that’s right, baby, those lips.” I get in and start slamming. She’s lovin’ it. Ba-da-ba-ba-ba style. Day one and I’m a fucking pro at fucking. She’s screaming out, “Oh my God, Ethan!” I tell her God’s not here, but there’s more dick if she’s calling for that. When she can’t take it anymore I finish all over her. Like I’m a Dennis Leary in Rescue Me putting out a five-alarm fire. Yeah, good thing you took pictures before the dance, because that dress is full of stains, stories, and shame now, Jeanie Watts.
She walks back to the dance, if you can consider hobbling walking. Since I’m already in the bathroom I take a massively runny dump and take another shot. I walk back out and see Jeanie arguing with her date. Hey, homecoming dance, I win.