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Sean

Age when it happend: 17
Where it happened: In my Room
Langauge: English
Sex: Female
Rating: 2
Category: Straight

My first time is anything but romantic… stupid is what I would call it. For several months, I had been hopelessly in love with a Girl (I’ll call here Teneha for now) that lived down the street from me. We had gotten very close, but she never wanted to let it get to far. After school had started (my senior year), Teneha met another guy and soon forgot about what we had had together. I’ve never since then been in love with anyone as much as her (there are even times still where I think about her).
After a while of watching Teneha and her new boyfriend (as well as driving them around everywhere, even to local make-out spots where they had me get out of my own car to give them some privacy to make-out) I started looking for something to try and release some of the pain of watching her with another man, so I started spending a lot of time with another female friend of mine (I’ll call here Maria).
It all happened one weekend when my parents left on vacation (and my younger brother spent the weekend at a friends house), I had both girls and Teneha’s new boyfriend stay over at my house. We had a lot of fun hanging out together, and finally it was time to go to bed. Teneha and her boyfriend stayed in one room, and Maria and I stayed in my room. I felt that if I could have sex with Maria, it might somehow help me to get over the sadness of not having Teneha. One thing led to another, but the whole time I couldn’t help but think that somehow I was cheating on Teneha, and even though we went for several hours (Maria came several times), I couldn’t get into it enough to cum. Finally, I went to sleep, and to this day I regret that my first time was only a way for me to try and hide the loss I had felt from losing Teneha.
Now, I look back with shame at what I had done. Maria and I don’t talk anymore (we didn’t have sex again after that night, though Maria wanted to), and I rarely get to talk to Teneha, but I’ve learned from my experiance that night. I know that there is more to sex than just the Physical side of it, and sex can’t fix a broken heart.

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