While maintaining anal hygiene is important, people tend to be too fastidious when it comes to cleaning up before anal intercourse. Check out his expert advice on how to make anal sex more pleasurable: How To Prepare for Bottoming (Along With Some Common Mistakes) Joseph Terlizzi, a New York-based colon and rectal surgeon, for the lowdown on how gay and bi men can prepare, how to do the deed, and how to stay safe post-coital. When it comes to having safe and pleasurable anal sex, it’s important to know all the facts. Everything you wanted to know about bottoming but were too afraid to ask.