After a divorce in the late 90s, Hugh Hefner became a bachelor again, and the era of the seven girlfriends emerged. For some, being one of the seven girlfriends was a highly coveted position that was as much a job as it was a relationship. Hef's girlfriends were not only supported by him, but they were used to publicly promote the Playboy brand during lavish events and club outings. But being a girlfriend was not all glitz and glam.
