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Jul 11,  · 'My boyfriend asked me to penetrate him, My boyfriend asked if we could try anal. It may be that anal sex simply doesn’t appeal to you. Anal sex is something he wants to try, but she doesn't. What should she do if she's not comfortable with anal sex? Mar 10,  · don't be afraid, my boyfriend and I do anal, the first time yea it hurts because it's different, but so does vaginal sex for the first time. the key is Status: Resolved.

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