Where it happened: mall
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My first time happened because of a dare, believe it or not. I was at the mall one afternoon with my friends Eric and Matt (we were skipping school), and like three typical teenagers we were getting goofy and daring each other to do stuff.
Well, we were in a record store and Eric told me that the lady in the other aisle had looked at my ass when I walked by her. I told him I didn’t believe him (she looked to be about 30, and I was just some punk 16-year-old kid. Why would she check me out?). Anyway, he dared me to walk over to her and tell her “I want to fuck you.” So Matt and Eric both said they would give me 20 dollars if I did it, so I walked over to the woman (she had dark hair, and was kinda overweight but with big boobs, and wore glasses) and told her loud enough so that my friends could hear it. . .”I want to fuck you.”
Both my friends starting giggling, and I turned beat red and couldn’t believe I did it. The lady just stared at me from the top of her glasses and said “Okay.” That totally freaked me out because I thought she would be mad, but then I figured she was just trying to make me nervous and get me back. . .so I told her I was just kidding and only said it as a dare.
“Well, that’s what I thought. I didn’t think you’d go through with it,” she said. That kinda pissed me off, so I followed her out the store and told her that YES, I did mean it. So she told me to lose my two little friends and that she would give me a ride home. I couldn’t believe it!!!
So she drove us to her apartment, and while she was stripping off my clothes warned me that what she was about to do was illegal since I was only 16, but had to swear not to tell anybody. So I said sure, and before I knew it we were both naked on the couch, and she had stuck my dick into her sloppy wet pussy and was riding me like a horse. I came several times that afternoon, but she kept getting me hard again so she could keep going. She was a wild woman, and desperately in need of sex!!!
Before I left she told me that from now on, watch who I propositioned because they might take me up on it.
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