Bend Over Boyfriend (
BOB) is a series of
sex education videos covering the practice of a woman penetrating a man's anus with a
strap-on dildo (known as
pegging). The first of the two videos, which was released in 1998, became the best selling video to date for
Good Vibrations, a sex-toy business. The video was also featured on
The Daily Show. The videos promote the idea, as
Eye Weekly puts it, that "fucking your boyfriend in the ass is fun".