If you’d like to maneuver on from the perineum and truly enter the anus, lube is crucial. Keep in mind that oil-based lubricant eats away at condoms, and silicone-primarily based ones can damage silicone intercourse toys. But when you’re utilizing your fingers, both of those must be fantastic. You might contemplate lube that’s designed just for anal play like Pjur Back Door Silicone Lubricant ($30; Babeland) or a more common lube like Please Cream Lubricant ($9; Babeland). Be sure not to use any numbing agents, either with or without lube. If you and your partner are both new to anal penetration, or new to it with each other, it’s a good suggestion to begin with a pinky except you each decide to start with a much bigger finger. One quick FYI is that prostate massages can make people really feel like they have to pee, so the individual having their prostate massaged ought to most likely empty their bladder beforehand.