Pegging is a sexual practice in which a woman performs anal sex on a man by penetrating the man's anus with a strap-on dildo. This practice may also involve stimulating the male genitalia.
The neologism "pegging" was popularized when it became the winning entry in a contest in Dan Savage's "Savage Love" sex advice column, held after an observation was made that there was no common name or dictionary definition for the act in the English language.
In terms of physical pleasure, a woman's genitals may get direct stimulation from the base of the dildo, or in the case of a double-ended dildo, from vaginal (or internal) penetration. A woman can use a secondary vibrator, between the dildo and her genitals, to get pleasure from pegging. Men may find stimulation of the anus, rectum, and especially the prostate, pleasurable. During anal sex, male pleasure can be particularly derived from the prostate, which can lead to an orgasm and ejaculation. Some men enjoy masturbating (or being manually stimulated) during pegging. Triple-ended dildos provide both vaginal and anal stimulation of the female partner.
Advice columnist Dan Savage wrote that he believes all men should try pegging at least once, as it may introduce them to a new enjoyable sexual activity and illuminate them to the receiver's perspective in sex.
A few instructional movies and books have emerged in recent years, including Bend Over Boyfriend (1998), Based on a series of lectures and workshops by Robert Lawrence and Carol Queen and co-produced by Fatale Media, Inc. The movie was created and directed by Shar Rednour and Jackie Strano, SIR Video Movies co-founders. Bend Over Boyfriend originally inspired Dan Savage to call the act "BOBing" but his readers subsequently voted on the winning term, "pegging".