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Before diving into anal sex, some people like to start with a moving a well-trimmed, clean nail finger in the anus, very slowly inside. If there’s pain, stop, wait a moment, and breathe to allow the anal sphincter to relax. If the discomfort stops and you’re enjoying it, you can try inserting additional fingers, other sex toys, or a penis.

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This way your sphincter will get used to being full and relaxing around your man. If you don’t get a chance for regular anal sex, then my advice is to try using a dildo with a flared base (so that it doesn’t get sucked inside you) or use a butt plug when masturbating to train yourself anally. 9.

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