Where it happened: My Brother's place
Langauge: English
Sex: Male
Rating: 6
Category: Straight
Well, I had been flirting heavily with this girl in my English class. Within a few months we exchanged phone numbers and started talking. I liked her alot. So my parents were gone on a trip and I was staying at my brother’s house. I called her from there, and later her older brother picked me up and brought me over.
We watched the beggining of some movie, I cant remember at all what it was. But shortly into it we started making out on the couch. We didnt get too far that night, it was mostly just kissing. Eventually around 1 or 2 a.m. her brother brought me home.
Well, the next night came around, and this time she came over to my brother’s place. It wasn’t long until my brother and his friends evacuated the place…I suspect they knew what was going on and just wanted to leave us alone. We made out for a long time, slowly, bit by bit we got more into it with pieces of clothes coming off…all this on my brother’s bed. It had gotten to where we were both in nothing but our jeans. So, I took mine off, I really wanted to feel her touching my dick…but much to my surprise she took her jeans off too…and she wasnt wearing under wear. I remember that moment so clearly, it was the first time I had ever seen a woman completely naked in front of me. moreover, I really wasnt expecting her to do that at all ! but ofcourse it was fine with me !!!
So there we were, both completely naked…and I had the feeling “IT” was going to happen that night. I laid down on top of her to kiss her more and before I knew it she was guiding my dick inside her. So clearly I remeber thinking ” OH My GOD I AM HAVING SEX !! ” Up until then I just wasn’t really expecting that. But being a 16 year old male I was SOOOO ready for it to happen.
Also being the first time and all, I didn’t last very long at all. I pulled out just before I came and not too long afterwards went back at it. We had sex for a very long time, several hours. To be honest, I just didn’t know when to stop, so it ended when she asked ” hey dont you wanna smoke a cigarette now ?” So we stopped then, smoked, and put our clothes back on. We continued to make out some more, and my brother and several of his friends came back into the house. So we stopped and hung out with them. At this point I was little freaked out by the whole experience…I just didn’t know what to do now so i ignored her. Eventually her brother came to pick her up. The other vivid image I remember from that night was seeing her start to cry as soon as they pulled away.
Now, I feel very bad about about how I treated her afterwards. but at the time I was just unprepared for sex, I had such an enormous expectation for sex that no one could have lived up to. I was very dissapointed and I took it out on her by ingnoring her. After that we never really even talked very much.
Now I look back on it and think about how I could have made things better. We really did have alot in common and I could have had a good relationship with her…I just wasn’t ready emotionally yet. now she is married and has a kid I think. I see her from time to time…and I still avoid her, but now its just beacuase I feel guilty about how I treated her.
This is one of the things in my life I most regret, not the sex, but giving her a very cold shoulder after what happened.
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