From instructions on repairing a diaphragm to erotic paintings, carvings and . neck broken off, showing a couple engaged in anal intercourse. Taylor Weidman/Getty Images News/Getty Images. We're always Q: I want to start experimenting with anal sex, but I've never done it before. Anal sex is the practice of inserting the penis, fingers, or a foreign object such as a vibrator into the anus for sexual pleasure. With the.