Where it happened: Her bedroom
Langauge: English
Sex: Male
Rating: 5
Category: Straight
Mary was my first real girlfriend, I had always been an “outcast” in high school and only dated once during those years. I had always put work first anyway, even though a girlfriend was something I wanted too. We had hooked up and been together for a couple of months.
We had dated but I’d never been further than kissing with her, she was the first girl I’d kissed too. On the phone we’d tease about getting wild or whatever but I didn’t think it would happen right away…I had been raised not to be pushy and to be a gentleman.
My birthday was coming up, and she had hinted she had a big thing planned. It was October, a month before I turned 22, and we were at her house where she was a live in nanny.
When I came over, she was in blue silk shirt and shorts. After watching tv, she told me she had 2 beds in her room. I didn’t believe it, so she took me upstairs to show me. She also joked that her mom had told her to wait to have sex and how she’d never listened to her mom.
We got upstairs, the door was shut, and we were making out again. I let my hands explore under her shirt, it was so good. She teased me by raising her shirt revealing the bottom curve of her tits, but then it became clear we didn’t have condoms. So I went driving up the street and got some. Upon return, we were back in the bedroom. The kissing started up again, and she began helping me get naked…then helped me by putting the condom on me. I got on top first (her choice when I asked) and couldn’t feel a single solitary thing! I hated condoms from that moment on. She was really hot and breathing heavy…even the bed started making noise against the wall but she didn’t care.
I laid on the bed, and she started to suck me, but must have thought I didn’t like it (it was the only thing I COULD feel) but stopped. Then we tried the floor. She got on top again and we were going once again. I tried to keep count every time her body started shaking/vibrating, and sure enough…she had cum SIX times in 3 hours! I never did cum, not even close…since I couldn’t feel anything…but I didn’t care…I had made her feel so good.
Within the next couple days, I got sick (sore throat) and didn’t work or anything…didn’t call her either. She thought that I had just used her and was seeing other girls. She got her boss to call me as if she was a single chick trying to hook up with me, and I didn’t fall for it. Mary came on the phone again and admitted it was a trick. I was so hurt and upset, I never talked to her again, and after a week she left me alone. I regret cutting her off, she was so tall and thin with a great body and sex drive. I still think of her sometimes…and what could have been. But at the time, she really hurt me.
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