Hugh Hefner Movies

  • 2025
    Naked Ambition

    Naked Ambition

    Naked Ambition

    6.62025HD

    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....

    Naked Ambition
  • 1969
    Freedom to Love

    Freedom to Love

    Freedom to Love

    5.21969HD

    A sex education film dedicated to all forms of human sexuality.

    Freedom to Love
  • 2007
    Why Be Good?: Sexuality & Censorship in Early Cinema

    Why Be Good?: Sexuality & Censorship in Early Cinema

    Why Be Good?: Sexuality & Censorship in Early Cinema

    4.32007HD

    Before the G, PG and R ratings system there was the Production Code, and before that there was, well, nothing. This eye-opening documentary examines...

    Why Be Good?: Sexuality & Censorship in Early Cinema
  • 1980
    The Sensational Shocking Wonderful Wacky 70's

    The Sensational Shocking Wonderful Wacky 70's

    The Sensational Shocking Wonderful Wacky 70's

    41980HD

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

    The Sensational Shocking Wonderful Wacky 70's
  • 2006
    Playboy: Celebrity Centerfolds

    Playboy: Celebrity Centerfolds

    Playboy: Celebrity Centerfolds

    22006HD

    What do Marilyn Monroe, Suzanne Somers, Pamela Anderson, Anna Nicole Smith, and Carmen Electra all have in common? Their show business careers were...

    Playboy: Celebrity Centerfolds
  • 2010
    The Simpsons 20th Anniversary Special - In 3D! On Ice!

    The Simpsons 20th Anniversary Special - In 3D! On Ice!

    The Simpsons 20th Anniversary Special - In 3D! On Ice!

    6.92010HD

    The Simpsons 20th Anniversary Special – In 3-D! On Ice! is a documentary special that examined the "cultural phenomenon" of the American...

    The Simpsons 20th Anniversary Special - In 3D! On Ice!
  • 1970
    How Did a Nice Girl Like You Get Into This Business?

    How Did a Nice Girl Like You Get Into This Business?

    How Did a Nice Girl Like You Get Into This Business?

    2.91970HD

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

    How Did a Nice Girl Like You Get Into This Business?
  • 2008
    Thou Shalt Not: Sex, Sin and Censorship in Pre-Code Hollywood

    Thou Shalt Not: Sex, Sin and Censorship in Pre-Code Hollywood

    Thou Shalt Not: Sex, Sin and Censorship in Pre-Code Hollywood

    6.12008HD

    A look at the forces that shaped Pre-Code Hollywood and brought about the strict enforcement of the Hays Code in 1934.

    Thou Shalt Not: Sex, Sin and Censorship in Pre-Code Hollywood
  • 2008
    Playboy's Sexy Amatuer Home Videos

    Playboy's Sexy Amatuer Home Videos

    Playboy's Sexy Amatuer Home Videos

    02008HD

    The hottest girls aren't always sexy models - but real girls next door. See these hot amateurs bare it all in this uncensored DVD from Playboy. Come...

    Playboy's Sexy Amatuer Home Videos
  • 1967
    NBC television special: The Pursuit of Pleasure

    NBC television special: The Pursuit of Pleasure

    NBC television special: The Pursuit of Pleasure

    01967HD

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

    NBC television special: The Pursuit of Pleasure
  • 2012
    Fascination: Unauthorized Story of Marilyn Monroe

    Fascination: Unauthorized Story of Marilyn Monroe

    Fascination: Unauthorized Story of Marilyn Monroe

    7.22012HD

    Marilyn Monroe is one of the most famous and adored icons of the 20th century. Like no other Hollywood star, she won the hearts of millions around...

    Fascination: Unauthorized Story of Marilyn Monroe
  • 2003
    Hugh Hefner: American Playboy

    Hugh Hefner: American Playboy

    Hugh Hefner: American Playboy

    9.32003HD

    With his magazine Hugh Hefner changed the face of publishing, combining titillation with hard-edged reporting and serving up nudity with taste. His...

    Hugh Hefner: American Playboy
  • 2004
    Russ Meyer: King of Sexploitation

    Russ Meyer: King of Sexploitation

    Russ Meyer: King of Sexploitation

    62004HD

    Documentary about the late cult film-maker, Russ Meyer, with a penchant for strong, curvaceous women.

    Russ Meyer: King of Sexploitation
  • 2019
    The Death of a Playmate: The Dorothy Stratten Story 20/20

    The Death of a Playmate: The Dorothy Stratten Story 20/20

    The Death of a Playmate: The Dorothy Stratten Story 20/20

    02019HD

    The story of Dorothy Stratten (1960-1980), the 1980 Playboy "Playmate of the Year", who was murdered by her estranged husband, just as her...

    The Death of a Playmate: The Dorothy Stratten Story 20/20
  • 1995
    Man of the Year

    Man of the Year

    Man of the Year

    3.61995HD

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

    Man of the Year
  • 1995
    The Death of Playboy Playmate

    The Death of Playboy Playmate

    The Death of Playboy Playmate

    01995HD

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

    The Death of Playboy Playmate
  • 1986
    Playboy: Farmers' Daughters

    Playboy: Farmers' Daughters

    Playboy: Farmers' Daughters

    4.21986HD

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

    Playboy: Farmers' Daughters
  • 2011
    Gloria: In Her Own Words

    Gloria: In Her Own Words

    Gloria: In Her Own Words

    6.72011HD

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

    Gloria: In Her Own Words
  • 1974
    The Crazy World of Julius Vrooder

    The Crazy World of Julius Vrooder

    The Crazy World of Julius Vrooder

    5.61974HD

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

    The Crazy World of Julius Vrooder
  • 2013
    Loose Lips - Her Last Interview

    Loose Lips - Her Last Interview

    Loose Lips - Her Last Interview

    4.52013HD

    Before Linda Lovelace's untimely death in 2002, the sex superstar sat for a no-holds barred interview with pop-culture historian Legs McNeil for his...

    Loose Lips - Her Last Interview