I'll cut right to the chase. My husband and I really enjoy anal sex. I need a lot of foreplay, and it always kind of hurts at first, but once we get. After chatting with a year-old mom who loves anal sex, I got to thinking about the precise ways The truth: So you tried it once and insertion hurt really bad. 22 Things Nobody Tells You · Expectations vs. Reality · Anal Sex. Question: Hello Dr. Debby, my guy loves anal sex. Frankly, I do at some points during his erection, too (not when he has a full erection, though. Whether you love it, hate it, have tried it or have thought about it, anal sex seems to be less taboo these days. But a new British study found that. Like most sexual activities, anal sex carries the risk of passing on sexually transmitted infections (STIs). An estimated 90% of men who have sex with men and as many as 5% to 10% of sexually active women engage in receptive anal intercourse.