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Health Conditions Chevron. Sexual and Reproductive Health Chevron. All products are independently selected by our editors. If you buy something, we may earn an affiliate commission. Okay, not just pleasurable. Preparation is just as important for safety as it is for comfort. Below, learn how to prepare for anal sex, as well as everything else you need to know about making anal sex safe, comfortable, and enjoyable, from prep to cleanup. This is where the real preparation happens. Because spoiler alert: You have options! Sure, anal sex typically refers to penetrative sex—meaning, something going into your anus—and penetrative sex typically requires the most preparation.

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I first wondered about how to prepare for anal sex when I was in college. I was 21, an age when everything is sort of do-or-die, especially regarding love. Although I had a couple of friends who had tried anal sex, I actually judged them ruthlessly for it. Anal sex was something I would just never, ever do. Then my boyfriend, my darling, my love, the man I planned to be with until I died, suggested we try anal too. My female friends, however, did not agree with this assessment. So, flat on my stomach one night in my apartment, with my roommate just on the other side of the bedroom door watching Sex and the City reruns, I did it.

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