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But I enjoyed the experience. It was a rush of emotions. We had been dating for about four months. After kind of a lot of convincing on my part, she agreed to have sex.

At the time, I was thrilled. It felt almost as good as I expected it to. A bit awkward, sure, but worth it.

I definitely have regrets now, though. She wasn't ready for it and it put a permanent stain on our relationship, which went on to last three years.

I will always regret not waiting until she felt more comfortable. We were working on a summer play together, and there was definitely some will-they-or-won't-they chemistry between us.

We hung out a few times, and eventually, the subject of sex came up in conversation. I said that I was a virgin.

She said she was fine with that, even though she wasn't a virgin. We actually had sex during her period, but I didn't really mind it.

I was pretty happy afterward as most guys are , but I wasn't going around boasting or anything. Our relationship eventually turned rocky — pretty typical for a high school relationship — but I'd like to think we're friends now.

I try to keep in touch. It's a fairly simple concept, but when it's your first time, everything is difficult. I was I was in a long-distance relationship with a girl I hadn't actually met in person up until that point.

We didn't really know each other physically, and that probably contributed to the awkwardness. I don't have any regrets, but it could have turned out better.

I could tell she was getting frustrated with how I was performing, even though I told her it was my first time. I was pretty nervous. There was a girl in one or two of my classes, but she wasn't my girlfriend.

We were basically strangers. Hooking up with her felt great because I could talk about it with my friends and feel good about myself and feel like the 'cool' one.

But it was super awkward, and if I could do it all over again, I certainly would have waited a bit longer — at least to be with someone I really liked.

She was great — funny but shy, cool but aloof, and she liked all the same music I did. One night, when it was pouring rain, she came over.

She couldn't get a ride, so she walked three miles. That made me think maybe she wanted to have sex, which was absolutely terrifying.

We had never done that before. We're both shaking — her from the freezing New England rain, me from pure fear.

I'm pretty sure I used some stupid line, like, 'We should get you out of those wet clothes' or 'Let's warm you up, babe. Eventually, I got it on.

I came immediately. It was so brief, I honestly still felt like a virgin. A few weeks later, we had sex again for a more respectable amount of time.

I remember she said, 'OK, now I feel like I've had sex. I had hooked up a couple times with a girl who was a year older than I was.

She asked me to pick her up at a party. I didn't really know what her intentions were, but after she got in the car, she told me to park at a nearby park.

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