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Losing Your Virginity Stories

By Eric Spitznagel. January 11, pm Updated January 14, pm. Mason, a former college football player from suburban Milwaukee, was almost 20 years old when he lost his virginity. For Mason, the simple act of kissing was something he largely avoided in high school, afraid that without enough experience he would do it wrong. When he went to college he met a girl, Jeannie, who invited him back to her dorm room to fool around. Over the span of two years, Orenstein spoke to hundreds of boys across the United States, ranging in age from their early teens to mids and spanning all races, socioeconomic backgrounds, religious beliefs and even sexual orientations. According to the latest data by the General Social Survey, men between the ages of 18 and 29 are having less sex than ever; the number of abstinent men has nearly tripled in the last decade, from 10 percent in to 28 percent last year. This paralyzing fear of sexual inadequacy begins for many boys with online pornography. They made it seem so convincing. Dylan, 17, is a high-school junior in Northern California.

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Growing up, there is so much hype built up about how your first time should be. You're told to either wait until marriage or to wait until it's with someone you love. However, that's not always the case, and whether you like it or not, losing your virginity is a memory that will stay with you forever. For most people, this does not include rose petals, candles, or Marvin Gaye. To get the real deal, we asked brave women to tell us about their first times. It was unexpected so there was no condom. Luckily, there weren't horrible repercussions, but there so easily could have been. If I could go back, I'd tell my year-old self to slow down, be patient, google 'how to give a hand job,' and never ever ever risk unprotected sex! I also think sex-ed did a disservice to my generation by harping on abstinence and not discussing other ways to pleasure your partner that are not sex. No first date, no first kiss, no first blow job.

Growing up, there is so much hype built up about how your first time should be. You're told to either wait until marriage or to wait until it's with someone you love. However, that's not always the case, and whether you like it or not, losing your virginity is a memory that will stay with you forever. For most people, this does not include rose petals, candles, or Marvin Gaye.

To get the real deal, we asked brave women to tell us about their first times. It was unexpected so there was no condom. Luckily, there weren't horrible repercussions, but there so easily could have been. If I could go back, I'd tell my year-old self to slow down, be patient, google 'how to give a hand job,' and never ever ever risk unprotected sex! I also think sex-ed did a disservice to my generation by harping on abstinence and not discussing other ways to pleasure your partner that are not sex.

No first date, no first kiss, no first blow job. So I took to the Internet to find a guy who was down to pop a virgin's cherry. It was a painstaking process with lots of chatting to find someone who I was sure didn't intend to lock me in a closet the second I got into his house.

And I found one. We kissed on the beach at sunset like it was out of a fairy tale except for the garlic breath. When we got back to his place, I was so excited for some mind-blowing sex. And it was. I just kept thinking, "That's it? It was the Summer after high school, and I didn't want to start college as a virgin. We had spent most of the Summer hanging out, and although we weren't dating, I felt supercomfortable with him and was really just ready. It happened in my parents' guesthouse, and I didn't mention the whole virgin thing until we were in bed naked — whoops!

It was sweet and fun with no emotional attachment, just the way I wanted it. That's not how everyone would have gone about cashing in the ole V card, but it was perfect for me. Bonus: his dad is a somewhat well-known C-list actor, so now I've got a great story whenever people ask.

We had been hanging out and making out for a few months, but this was the night we made it official. I should add that I was a late bloomer: I was But it was worth the wait and not that bad for the first time! Plus, we've since had plenty more times to practice! Source: HBO. So when I was 24, I decided to go for it with a cute guy with an accent who drove a Porsche and did amazing things with his mouth. It wasn't a great sexual experience, but he was really sweet. I had been dating this guy for a couple of months and knew that I wanted to lose my virginity with him.

Although it was kind of a blurry intoxicated mess, I'm so glad it was with him. He's still my current boyfriend and now we just laugh about that entire night. My high school boyfriend and I couldn't fool around on my bed, because it was visible through the window, so we were on my really tacky star-print black carpet that I had picked out when I was It hurt really bad, too, so I started crying about a second into it. He was totally nice about it, but I definitely don't look back on the experience fondly. It was freshman year of college.

My BF at the time and I were both virgins. We'd been together for a while, talked about it, and decided we were ready. Clearly we weren't. When we were finished and cuddling, I saw he had this look on his face and asked what was wrong. He said, 'We shouldn't have done that. My mom will kill me if she finds out. Needless to say, the relationship didn't last long after that. Prepare yourself: some of these stories are awkward, cringe-worthy, and hilarious.

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