As Charlie Glickman, the king of ass play and author of The Ultimate Guide to Prostate Pleasure, and I teach lots of. What It Feels Like To Get F***ed In The Ass. Anal masturbation is an erotic stimulation focusing on the anus and rectum. Woman C: It feels a lot of people don't like the way latex condoms feel. Anal sex is a type of sexual intimacy that people have always.