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We checked in with some experts and asked them to take the mystery out of anal sex, and they schooled us on some positions that can help ease you into your first time to actually make it an enjoyable experience. In the traditional cowgirl position, your partner lies down while you mount on top — yeehaw! As the partner on top, you can ease into anal penetration by moving up or down as needed. Remember to go at an easy pace and stay relaxed. It helps to have had an orgasm already and be highly aroused. Jess, Ph.

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Despite there being a healthy renaissance for butt play in recent years, backdoor entry is still a deal-breaker for many women — a no-way, no-how, entirely off-limits scenario. Still, more than a third of women For some women, like me, anal sex can be a mind-blowing addition to the bedroom. Anal sex has always been a welcome precursor to vaginal penetration and other below-the-belt play.