You told us—pain during anal sex can be mind-blowing. Do you like getting jackhammered till your hole is raw? who have ever topped said that they have had a partner stop them during sex because it hurt too much. Does it hurt? Can you orgasm from it? Is everyone having anal regularly now? image. Here to help clarify some of the myths around anal sex. It's natural to wonder what anal sex is like—so we got eight women But before your first go, it might also help to hear from women who have been there, "I was always afraid it would hurt, but anal sex actually isn't so much.