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Description:Started moving again and at some point she said it hurt and we stopped. I think it has worked this way those two times because if the woman is feeling relaxed enough overall, and you're both already slippery, and everything somehow lines up just right, the sphincter takes a little time to clench hard, so smooth easy entry is possible. It had felt different from regular sex, but the thought of trying anal had never entered my mind, and the way vaginal sex feels is varied enough that I just figured it felt a little different because of the position or something. She made some comment about what we had just done and it took me a little while to realize what she meant.

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