He's a virgin, I'm a diagnosed Hypersexual.

Alright, I've known this guy since we were kids. We began a flirtation a little over 4 years ago. We -briefly- dated, but I ended it for various reasons. That was 4 years ago. Since then, I've been in relationships and tried avoiding him because that sexual tension never went away. Recently, I found myself single and we started "talking" again. He's smart, funny, laid back, and very attractive. Girls in high school were always attracted to him, but he's never actually committed to anyone since 7th grade (which hardly counts). SOMEHOW, he's still a virgin (though he's done everything else). We hooked up when he was last in town (just heavy making out and grinding). We talk about having sex (I trust him enough to do as I've known him almost my whole life) but I also know that other attractive girls have offered him sex and he declined. I've always felt that maybe he was intimidated since he's inexperienced, and most girls our age are experienced in comparison. I honestly can't figure out why else he has been able to remain a virgin (He's 21, not religious, and certainly doesn't seem gay). Recently, a girl I *used* to be friends with in high school found out that he was into me and told him that I'm a diagnosed hypersexual. When he told me about it, he seemed cool with it, but now I'm afraid that if he has indeed been intimidated by girls in the past, that this won't help my situation. Is it possible that he's avoided sex because he's embarrassed by his inexperience? As a side note, despite being attractive and a good catch overall, he's very awkward with girls. I've had to take the lead on the few dates that we've been on for most of the time (in ways aside from conversation) . And when he does initiate physical contact (both sexual and non), it's just extremely awkward.
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Most Helpful Guys

  • He's probably intimidated due to his inexperience but I'm also guessing that he's looking for that right girl to be with. I know when I was younger I was looking for "the one" and made my girlfriend wait over a year before we had sex. Maybe he's one of those guys that wants to lose his V card from someone that means something. I know that's what I was looking for...

    • I wasn't aware guys put forth meaning to sex, as most guys tend to boast the exact opposite. Thank you for the insight, I appreciate it :)

  • I am not sure what the actually question is but my guess is that he may be scared that girls have experience and he does not

    • "Is it possible that he's avoided sex because he's embarrassed by his inexperience? " was the question, which you answered. Thank you :)

    • I do think that is why but you can always let him know it is OK and be like a "coach" for lack of a better term if you know what turns you on you can have him to that do you so it will feel good for you and he can feel good for doing good.

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  • Yes, oftentimes guys are nervous around someone they like at first and especially I would imagine if they are inexperienced and they know the girl is, just make him comfortable and work him into things, once he gets more comfortable around you and with the physical part of things he will probably loosen up and be less awkward around you

    • I've been trying to make him as comfortable as possible, and trying to take things slow just in case. Thanks! :)

  • What if he is just waiting for the right girl? If not, it could be a number of reasons.

  • The idea of having sex scares the sh*t out of me. Maybe he's the same way?