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V-Card Diaries: Charles "I was OK with my occasional fooling around that always got close but never ended in sex"

Today we're highlighting Charles in New York City, who has had a recent boost in self-confidence and is now ready to dive into the dating scene. If you want to tell your story, go to our submission form. You can find all our V-Card Diaries here. Tell us about yourself:

I am a 23-year-old (very soon to be 24-year-old) male living in NYC.

How do you define virginity?

Sexual Intercourse.

Tell us your story

Growing up I was always a shy kid, always had low self confidence. It's a miracle I got a girlfriend freshman year of high school that lasted almost a year. Since then I've been in a few quick relationships but nothing that lasted.

Heading into college I got into a romantic on-off-on-off again non-committed relationship with a woman for a while. I hoped she would finally want to date me if I hung around. Of course even though I said I was looking and not waiting I really wasn't looking. I was complacent, I was OK with my occasional fooling around that always got close but never ended in sex (she's a virgin as well). I'm not the type of guy to push a woman, I only ever went as far as they wanted to go. I felt it was disrespectful to be pushy for sex.

In recent years my self confidence has grown and I'm trying to look around for someone to date/go out with. Being a virgin at this age bothered me for a while, made me feel inexperienced and what woman wants a guy that can't make her feel good. But now I don't let it bother me, when the chance arises to have sex I'll take it regardless of whether it's in a relationship or not. I'm not going to just have sex with a stranger, but if it's someone I'm attracted to after a few dates, I'm OK with that now.