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It's only painful if the guy doesn't know what he is doing, is inconsiderate or doesn't care. In my experience all women can find it enjoyable, if not learn to love it. Patience, lube, trust, and an awareness of how she is feeling, and it can be very pleasurable for her - if not at first, then after she has learned to relax. Get her to cum with anal stimulation and she'll want it again. Just make sure yo don't do it like in the pornos, because if she's new to it, that will be the end of it and you will have ruined her for the rest of us.
