ANSWERS: 3
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have him wear a cock ring..this will keep any swelling of his penis from going down. also, you can gradually stretch your anus which will make it easier for him to penetrate you. you do this over several weeks by using gradually thicker dildoes on yourself. this will stretch your anus. also, loads of lubricant. last choice is have him wear a male harness and use a dildo in your anus. that's if you really want it and he doesn't mind not penetrating you will his penis.
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Talk. Play. Experiment. Have fun. Don't be shy.
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