The most obvious thing is to act like you're preparing for a road trip, and go before you embark on this venture. If you are vaginally dry and don't use additional lube, you can cause micro-tears in the vagina.
Look, like we said before: Regular, healthy use of anal sex will not lead to this outcome.
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Do you enjoy back door play?
To help bust the myths, Dr. Dr Hutcherson recommends using a silicone-based lubricant, rather than a glycerine or water-based one, as it will last longer and be less messy. So you tried it once and insertion hurt really bad.
The truth is that your vaginal wall muscles simply snap back after penetration.