Where it happened: My Bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I had tried a few times with my adventurous friend Tara, but I wasn’t particularly attracted to her, and had a bit of anxiety “keeping things down.” We tried a couple times in a truck and once in my bedroom. The funniest thing was the first time she got into my pants, I practically panicked when I realized that she was going to see my weiner.
So I ended up hooking up with her friend Tammy, figuring she’d be relatively easy like her. We had met right at the end of the school year (11th grade), so our first date was meeting up to study. After some time together at the library, we went back to my house, where we talked and made out some. As she was only the third or fourth girl I had kissed, that in itself was kinda fun. She was certainly the first I had gotten to feel up. She had a really nice rack, and was really horny, but for sake of her reputation, she decided we couldn’t have sex on the first date.
So instead we did it on the second date. Same scenario: study at the library, back to my place (in separate cars, this is LA!), and she practically attacked me in my room. She was ferocious. Kissing and unbuttoning. I think I even got head (and gave head) for the first time (our first few times were a blur, and all in my room, so I lost track). Anyhow, I do distinctly remember how much better her pussy felt than a hand. And it was all over in just a few strokes. She was on the pill, so we didn’t use anything, I just popped inside of her.
I hadn’t told her it was my first time at the time, but she found out a few weeks later (after at least another 10-15 sessions) when I finally told her. Sex with her was thankfully better after the first time. In fact by the third time, she said it was the best she’d had. So I was pretty proud of myself.
We ended up dating for the next year and a half, until the stress of a long-distance relationship (she went to college 90-miles away) broke us up. We lost track of each other for a few years at a time, but we’re friends again. Her husband isn’t that comfortable with it, but the kids get along great.
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