Hugh Hefner Movies

Documentary recounting the life story of Louise Brooks in 5 sections: "Lulu in Toe Shoes"; "Lulu in Hollywood"; "Lulu in Berlin"; "Lulu in Hell"; and...

Jennifer McCarthy is featured in this special Playboy tape.

A conservationst, stranded with his family at a Newfoundland coastal resort, flies in the face of custom and fights an entire community to prevent a...

Playboy Video Magazine was literally a video version of the publication. It included candid celebrity interviews, video editorials, the trademark...

At fifty years of age actress Farrah Fawcett reveals her body to the camera in this one off special.

First-time director Dirk Shafer also penned this raucous "mockumentary," a blend of fact and fiction that re-creates his 1992 reign as Playgirl...

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....

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...

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

A look back at the impact Billy Wilder's comedy classic "Some Like It Hot" has left since it's release in 1959.

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

Playboy brings you everything Pamela, from her discovery to present day and all in one place.

Survey Marilyn Monroe’s life through photographs, from Hollywood stills to candid pictures snapped on the streets of New York.

Sun-drenched South Beach, Florida is a magnet for the daring and adventurous. The city is home to neon-lit streets, intriguing nightclubs – and...

The coffee's not the only thing that's hot and steamy in Playboy's Women of Starbucks. Ten beautiful baristas come out from behind the counter to...

A new documentary on the Criterion Collection edition of Roman Polanski's 1971 adaptation of Macbeth featuring interviews with the director, producer...

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

A special documentary dealing with topics as narcotics, sex, promiscuity, fads, pop culture and morals in 1967.

This is a great performance. Through yelling and energetic story-telling, he talks about marriage, drugs, being arrested (thanks to his ex-wife),...

A documentary based on former Playboy Bunny Kathryn Leigh Scott's book of the same name. The book and the documentary feature many interviews with...