Hugh Hefner Movies

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

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

Eight erotic vignettes with Christmas themes involving Playboy Playmates.

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

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

A chorus girl comes to the realization that she is not getting any younger and that her longtime relationship with a nightclub singer is going...

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

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

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

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...

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

How Women Love to Be Loved

1979 comedy special starring Chevy Chase in the vein of Saturday Night Live.

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

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...

Jennifer McCarthy is featured in this special Playboy tape.

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

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

The mystique of the Asian woman is one of the world's most alluring fantasies. The quiet passion in her eyes evokes visions of the physical pleasures...

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...