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..still a good handful) and I have a great ass so I've heard. I had just turned 18 and although I had done some serious experimenting, I was still a virgin. So after throwing back dollar shots of whiskey all night with my friends, going swimming seemed like the best idea. In our group was my best friend Mel, her fuck buddy Nick, and his roommate Sean. We started off swimming in our bras and underwear but after some convincing and more whiskey we girls ended up topless. It was very invigorating swimming topless in their apartment pool where at any moment someone could look out and see us. When Mel and Nick went off to another corner of the pool Sean made his move. He started trying to sweet talk me at first, saying how pretty I was and how bad he wanted me. Then the next thing I knew where kissing and I had my legs wrapped around him. He went slow at first, by pushing a finger inside me to see if I would say no. But I knew how I wanted the night to end and I wanted it just as much. The immense pain from the stretching of his anal sphincter had been of very short duration also and had completely disappeared. Instead of abusing his prostate, the man's cock seemed to be almost caressing it. Clayton was no longer crying or begging because the agony that he had experienced had disappeared, although the cock was still plowing in and out of his ass. The line between pain and pleasure can be a thin one and, as the man drew his cock back and drove it forward again and again, the sensation that radiated throughout his body, increasing with every stroke, had evolved into pleasure.The feeling increased as the assault continued and Clayton was squirming on the mattress from the enjoyment of having his ass stretched, his rectum filled and his prostate massaged. The man on top of him noticed this and laughed. "It hurts, don't it, Smithers? It's gonna keep hurting for a long time," and he started driving his cock in harder and faster, giving Clayton even more pleasure.Both men.
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