Over the years, Hugh Hefner produced dozens of Playboy-themed films — over 200 according to the late icon’s IMDB page.
Hefner was also well known for cameoing in various TV shows, ranging from Entourage to Sex and the City. Following Hefner’s death at the age of 91, we’ve rounded up five of his best.
Back in 1993, Hefner voiced himself on The Simpsons, giving Bart a tour of the Shelbyville Playboy pa. The episode ‘Krusty Gets Kancelled’ also featured the Red Hot Chili Peppers, Johnny Carson, and Bette Midler.
By 2005, Hefner was making regular appearances as himself on TV. Fittingly, the often controversial Playboy founder appeared on the testosterone-filled comedy-drama Entourage.
