Hugh Hefner Movies

Lon Chaney, the silent movie star and makeup artist, renowned for his various characterizations and celebrated for his horror films, becomes the...

Jennifer McCarthy is featured in this special Playboy tape.

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...

Before MTV and the age of television, there were Soundies. First appearing in 1941, these three minute black-and-white films featured artists of the...

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

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

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...

Despite decades of opposition from the right, and recent personal setbacks, Gloria Steinem remains one of the most outspoken and visible symbols of...

A collection of the best lovemaking tips from our For Couples Only series, this sensual and elegantly-produced instructional video reveals techniques...

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

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

Documentary on the sexual revolution in America.

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

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....

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

Lynda Wiesmeier, Playmate of the Month July 1982, along with other Playmates

A documentary on The Fly

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

Hugh Hefner invites you to Playboy’s Roller Disco and Pajama Party! With your host, Richard Dawson!

Surrender to your most forbidden passions.