So You Want to Try Anal Sex. Here's how to make sure anal sex is a pleasurable experience. By. Haley Swanson. June 29, Woman's butt. The more you try it, the more comfortable and confident you'll get with it, and it will only get better! If you're curious about anal sex, definitely try. So, there's this girl, and she's about to get married to a sailor (Ahoy!) the girl's mum takes her to one side and says, "If ever he asks to do "do it.