Hugh Hefner Movies

Sketchy producers hire an ailing movie star, hoping to cash in on the insurance when he dies.

This 1973 documentary by the award-winning director Tony Palmer shone a light on the multi-millionaire Hugh Hefner and his Playboy empire. It gave...

A group of professional skateboarders and their friends take part in the Gumball 3000 rally, an 8 day race around the world from London to Los...

A documentary on The Fly

Playboy’s Tempting Trios is a softcore erotic video compilation centering on groups of three beautiful women in a series of sensual vignettes...

A look at the life of Hugh Hefner, founder and editor-in-chief of Playboy magazine.

Playboy's bold collection of erotic tales presents a new chapter in sensual seduction, filled with forbidden journeys into your deepest desires and...

The hottest girls aren't always sexy models - but real girls next door. See these hot amateurs bare it all in this uncensored DVD from Playboy. Come...