Hugh Hefner Movies

A look back at the people, events, music, and trends of the 1970s.

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...

Playboy magazine darling (and one-time playmate of Hugh Hefner) Barbi Benton is Naughty Cheerleader Lynne Keefe, a small-town, small-brained babe who...

The Comedy Central Roasts are a series of celebrity roast specials which air on the Comedy Central cable network. This one is for Hugh Hefner.

"Cleavage" is an uplifting and informative journey to the most eye-catching destination on earth: The space between a woman's breasts. Cleavage is...

A "tribute" to comedian Tommy Chong, given to him by many of his fellow comedians.

A look inside the Playboy mansion around the year 2000. Features Hugh Hefner and his 7 girlfriends pre-Girls Next Door.

Tony Curtis, the man who influenced Elvis Presley and James Dean. A sex symbol, a matinee idol, a powerful and magnetic actor, Tony Curtis was the...

Documentary on the sexual revolution in America.

Various Hollywood people talk about love.

Somewhat based on Desmond Morris's fascinating book of pop anthropology, this partially animated satirical docudrama produced by Playboy Magazine...

Documentary about nudity, modeling and playboy.

"Why Do They Do It ?" preached that it was decent to be a sexual creature. A panel discussion in the Student Association as a kind of frame, you...

Go country with five corn-fed cuties from the hometowns of America's heartland.

This documentary presents the story of Dorothy Stratten, who was Playboy magazine’s Playmate of the Year in 1980. Stratten was murdered by her...

Bunny Yeager, once heralded as the world's prettiest photographer, had a huge influence in 20th-century pop culture though few people know her name....

Have you heard of the famous playmate Dorothy Stratten? A pretty and innocent face exploited. Stratten was born in a Salvation Army hospital in...

Let Playboy take you where you've never gone before with this daring look at what really goes on inside the ladies' locker room. It's where the girls...

In this provocative movie, Playboy shows you and your partner 101 ways to achieve heightened levels of sensuality and discover the ultimate in...

For many music fans, history is divided into the long, dull centuries before rock 'n' roll was born and the exciting decades since, when the...