Pin this image to save it for later! If it didn't, this wouldn't be a topic of conversation. In fact, he should start by inserting his penis little by little so that you get used to the feeling and maintain some control. If a guy is doing anal with you, he probably doesn't care about a little bit of natural body hair back there. Most of the anal nerves are within the first two inches of the anal opening. Take It Slow Many guys think the best way to do it is to just dive in. Now for the Fun Part Before inserting anything—fingers, sex toys, a penis—into the anus, Glickman recommends at least 10 to 15 minutes of foreplay. This isn't the same, but trying anal foreplay out on your own is informed by a similar mindset. Not in my experience! Put your vibe on low, and use it to play around the anal area during oral or sex, Kerner says, working your way closer to the anus as you go.
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Move around until you find one that makes you feel most at ease. Follow Anna on Twitter. Whether you're still debating to get in line for this particular roller coaster, or are already lurching up the steep hill, here's everything you need to know about anal sex.