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Randy and I were out of school for the summer and we had been out earlier in the day on his family's boat waterskiing and swimming as both of our pare...ts worked, we pretty much had all day to do what we wanted. After a few hours of skiing and swimming we decided to dock the boat and go back to his house to get some lunch, plus he had been telling me that he had something that he wanted to show me. We got to his house and made some sandwiches and were pretty much kicking back. Now Randy and I. We did it over and over. Him pressing in until the pain came, easing back, waiting, me saying "OK" and him pressing again. Each time he went a little deeper before it hurt much. He was caressing my back and my ass, and in between tries he leaned onto me, kissed my neck and played with my nipples. Sexy. Finally he pressed in and my ass muscles were stretched enough to give way. In he slid, slow, gentle. I gasped, never so full. He slid deep, as deep as he could go, his damp thighs and stomach. More

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