1 definition by Enlighten Me Please

Often used to spice up a couple's sex life, pegging is when a woman wears a strap-on dildo (or holds a handheld dildo/vibrator) and uses it to have anal sex with her male significant other. The act of pegging is rewarding for the man because it can likely assist him in achieving a prostate orgasm; arguably the most stimulating and rewarding orgasm for a man. Pegging has nothing to do with one's sexual orientation. If a man and a woman engage in this act together, this does not make the man gay in any way. Because of the stigma that society often places on anal sex, a heterosexual man may feel awkward or even ashamed for enjoying this type of stimulation, primarily because he does not want to be perceived as homosexual. A woman who pegs a man should encourage and assure him so that he is comfortable and relaxed. Pegging creates a state of submission, where the man is relinquishing all control to the woman; not natural for most men. This type of sexual activity can help couples achieve a closer and more intimate sex life.

Pegging can also occur between two people of the same sex, and is often a method of vaginal/anal stimulation between lesbian couples.
Jane surprised her husband Bill with a new sex toy; a strap-on. Bill now loves pegging sessions in the bedroom, but would never admit such a thing to any of his fishing buddies!
by Enlighten Me Please March 19, 2016
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