Going from having nothing up your ass ever to suddenly a whole penis can be jarring in many ways. The rumors are true: Anal does have the possibility of getting messy. If you want extra peace of mind, make sure the surface you and your partner engage on is comfortable and washable. Sure, the idea of a numbing cream that protects you from feeling any potential pain during anal is nice, but the risk for injury down the line is not worth it. Take any pressure to perform off yourself by trying penetrative anal sex alone first.
How to Ride a Guy for Gay Men: 12 Anal Master Tips! - Men's Variety
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20+ Tips on How to Have Anal Sex Without the Ouch!
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Talk to your partner about the prospect. Also, the "accidentally-slipping-it-in" move is an asshole thing to do. You can cause serious damage by pulling a stunt like that. Considering the nightmare that can come out of there after a night at a Mexican buffet, I can see how people would think that.