Where it happened: Grandmother's Living Room
Langauge: English
Sex: Male
Rating: 9
Category: Straight
I do enjoy this page, but I believe about 60% of these are purely fiction. This story is 100% true and will be easily identified as so by a total lack of over-exaggerated facts!
I had been dating Sheila for about a month. I was a senior in high school and she was about 6 years older. I had been trying (like any good, horny teen boy) to make my horribly akward move for about two weeks. I had her shirt off on a few occasions and actually managed my hand down her pants once, but that was it. Sheila was cute, but not a supermodel by any stretch (for the record, I have never been mistaken for a model either). She did however have great, medium sized, perky breats. Completely relaxed she had large nipples. Aroused she could put your eye out! She could also nearly achieve orgasm by just having her breasts fondled. We had talked about sex a lot and she had even said what song she would like to fuck too and what dress she would wear to seduce someone.
Well, one of the nights I tried to make my move she shut me down pretty harshly. That night she was not in the mood. A few nights later she called me and said she was sorry how she had treated me. She asked if she could come over. At that time I lived with my grandmother, but she was confined to her bed so there was little fear of being walked-in on. When Sheila arrived she was wearing the white “seduction” dress she had talked about. Needless to say she was way over dressed for my grandmother’s house and I was instantly aroused. We went into the living room and without hesitation she went to the record player (that should date the story) and put on “the song”. With a smile on her face we slowly danced in that dark living room. Before the song had ended we were kissing and I was fondling those huge nipples through her dress. She told me to lay on the floor and she proceeded to completley undress. This is the first time I had seen her totally naked. I was doing everything I could to not cum in my pants. I took my pants off and she layed beside me. I think she knew not to touch my cock or the evening might have been all over! She opened her legs and told me to get on top. I resepectfully complied but needed her hand’s help to find just the right spot for entry. When she put her hand on it she said “Wow, you are big!” Now either she was an exceptional salesperson or had only been with very small guys before. I am at best average in size. After she guided me in, I began to slowly work in and out of her. She was pretty tight, so perhaps I was “big” to her. She asked me to suck on her nipples and she started moaning. Well, that’s pretty much all it took. A few more thrusts and I was exploding. Not dribbly little middle-aged cum, but full blown 17 year old Mount Vesuvius half-gallon cum. it felt great. I had no idea if she had an orgasm or not. As a dumb teen boy I was done and satisfied!
We dated on and off for a few more years. I gained exeprience and we had many excellent sexual encounters. But that first one will always stick with me.
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