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Using plastic wrap with a dab of lubricant on the side that touches his hole can give you protection but still let you both feel the heat, says New York City doctor Dan William, MD, as will cutting a condom lengthwise to form a barrier. For some people, the anus is an erogenous zone. You should never go from anus to vagina or mouth without cleaning up first. The Ultimate Guide to Talking to Your Kids About Sex Experts suggest parents talk to their kids about sex early and often to help children feel more comfortable coming to them with questions or problems. Be sure to wash your hands well and scrub under your nails after anal sex, too, especially before inserting them into the vagina or mouth.