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19 things you should know before you try anal sex for the first time. Having your back door be a part of sexual play does not mean you need to have anal sex, says gigi engle, sexpert for womanizer. Anal makes it seem like hes going deeper than regular sex, so you dont want to feel stuffed on top of that. Watch men and women spill the honest truth about exactly what they. These anal sex positions for beginners will make first-time anal sex much more. Whether youre a beginner or have experience with advanced butt play, these are the 15 best anal sex positions to try in 2019, according to sex experts. Before you even think about approaching the back door, you need to have the talk with your partner. Find out if youre both on the same page about experimenting with. The anal sex best position for people who are new is one that allows you to be in complete and total control, explains evan goldstein, m. , ceo and founder of bespoke surgical, which specializes in helping men and women engage in anal play. Thats why i say on-top is a preferred way to startit allows you to control the angle of your pelvis and overall depth of insertion. Anal sex may have once been a major taboo, but there is plenty of evidence that in recent years men and women, straight, gay and bisexual, are exploring anal sex, and enjoying it. A round-up of 11 expert-recommended, customer-approved anal sex toys to help beginners ease into anal play for the first time.