text: 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. Get a toy and a condom for easier cleanup and go at your own pace. Either way is a hundred percent fine, and if he keeps pressuring you when you have made it clear that it is not on the table, tell him to suck it. Before embarking on the full monte of penetrative anal sex, you can—and should! This is open to interpretation and could mean anything from toys to fingers or mouths.