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It was the winter of my senior year in high school, December 1965. Fall semester was almost over and the winter formal was just four weeks away. One o... my buddies had been dating Jane for about a month or so, had a fight with her, and they broke up. I wasn't seeing anyone steady, and after securing his approval, I asked her to the dance, fully expecting to be turned down. It wasn't that I didn't think she liked me, but, even though I had gone on a couple of double dates with her and her best. Finally, I anointed my cock in preparation for the final stage - the moment that I would claim her anal virginity.Withdrawing the plug and setting it aside, I straddled her haunches and pressed the head of my cock against the inviting target. It slid in easily and lodged just beyond the outer muscle, the path made easier by the penetration of the toy."No," Olivia groaned desolately as she suddenly realised her fate.I rocked back and forth, pressing the shaft repeatedly through her sphincter.. More

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