Hugh Hefner Movies

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...

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.

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

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

After returning home from the war, Vietnam veteran Julius Vrooder resides in a veteran's hospital, where he has been vaguely diagnosed as...

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

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...

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

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

Ten of the most gorgeous girls in the world--The Playboy Playmates--unfold before your very eyes in the PLAYMATE REVIEW. At work, at play, in the...

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

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

Eight erotic vignettes with Christmas themes involving Playboy Playmates.

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

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...

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...

Jennifer McCarthy is featured in this special Playboy tape.

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...