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Every once in a while my boyfriend and I will have anal sex, and while things go smoothly and comfortably for a while I always end up with stomach pains and a sick feeling. Why does this happen? Has anybody else experienced this before?
N,o kidding....he may be creating a piston action and filling you with air. Best thing to cure that is try a thicker lube. Also, however, if he is going at you pretty hard, you may be getting your anal tissues and other organs (uterous) banged up. Try doing anal with very gentle strokes as an experiment and see if that solves the problem. The word "pain" should never be associated with anal sex, unless something is not right. Pain is your warning bell. Listen to it.
Experiment with those two things and you may find your solution. I have been there, exactly as you describe.
Have fun and be well!!!