Hugh Hefner Movie Trailers
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Showing results: 61-120 of 164
Playboy: Jenny McCarthy - The Playboy Years Trailer (1997)
01 January 1997
Jennifer McCarthy is featured in this special Playboy tape.
Playboy: Erotic Fantasies II Trailer (1992)
01 November 1992
Softcore titillation is aimed at frustrating both sexes until both are ready, willing, and able to dive to whatever conclusion and gratification both are capable of.
Playmate Pajama Party Trailer (1999)
16 March 1999
Playboy Playmates take over the Playboy Mansion for a sleepover party.
Playboy Video: Playmate Calendar 1996 Trailer (1995)
14 November 1995
The 1996 edition to the Playmate Review series which features sultry scenes from all 12 centerfolds of Playboy's stunning beauties.
Why Be Good?: Sexuality & Censorship in Early Cinema Trailer (2007)
23 May 2007
Before the G, PG and R ratings system there was the Production Code, and before that there was, well, nothing.
Playboy Video Playmate Calendar 1998 Trailer (1997)
21 October 1997
Celebrate 12 new ways to enjoy each and every day of the year with Playboy's annual celebration of the world's most desirable women!
Playboy Video Magazine, Volume 12 Trailer (1987)
26 April 1987
The twelfth and final Playboy Video Magazine released in pysical format features video centerfold Ava Fabian, a comedy roast of Tommy Chong, a look back at classic sex symbol Marilyn Monroe, R-rated Candid Candid Camera skits featuring Allen Funt and Michelle Bauer, the erotic vignette "A Tale of Tail," a profile of model Ellen Stohl and much more.
Naked Ambition Trailer (2025)
12 September 2025
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.
Playboy: Women of Starbucks Trailer (2003)
07 October 2003
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 shed their standard-issue aprons-and everything else.
Playboy: Joanie Laurer, Nude Wrestling Superstar Trailer (2002)
01 January 2002
She took them all on now wrestling superstar Joanie Laurer takes it all off in a rare behind-the-scenes peek from the set of her electrifying Playboy photo shoot.
Playboy's Asian Exotica Trailer (1998)
12 January 1998
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 and erotic rituals of the exotic Far East.
The Naked Ape Trailer (1973)
01 August 1973
Somewhat based on Desmond Morris's fascinating book of pop anthropology, this partially animated satirical docudrama produced by Playboy Magazine publisher Hugh Hefner, traces the evolution of human kind and offers insight into the reasons why we behave the way we do.
Playboy: Joanie Laurer Nude Trailer (2001)
01 January 2001
She took them all on, now wrestling superstar Joanie Laurer takes it all off in a rare behind-the-scenes peek from the set of her electrifying PLAYBOY photo shoot.
Comedy Central Roast of Pamela Anderson Trailer (2005)
14 August 2005
Comedy Central's best roasters and stand up comedians take a whack at actor/model Pamela Anderson.
Man of the Year Trailer (1995)
15 September 1995
First-time director Dirk Shafer also penned this raucous "mockumentary," a blend of fact and fiction that re-creates his 1992 reign as Playgirl magazine's Centerfold of the Year.
The World of Hugh Hefner Trailer (1973)
01 January 1973
This 1973 documentary by the award-winning director Tony Palmer shone a light on the multi-millionaire Hugh Hefner and his Playboy empire.
Playboy: The Ultimate Pamela Anderson Trailer (2002)
01 January 2002
Playboy brings you everything Pamela, from her discovery to present day and all in one place.
Toil And Trouble: Making 'Macbeth' Trailer (2014)
23 September 2014
A new documentary on the Criterion Collection edition of Roman Polanski's 1971 adaptation of Macbeth featuring interviews with the director, producer Andrew Braunsberg, assistant executive producer Victor Lownes, and actors Francesca Annis and Martin Shaw.
Playboy Video Centerfold: Donna Edmondson - Playmate of the Year 1987 Trailer (1987)
01 January 1987
Donna Edmondson was Playboy Playmate of the Month for November 1986 and Playmate of the Year 1987. She was awarded the prestigious title of Playboy Playmate at the age of 20.
Playboy's Girls of Hedonism: Runaway Bay, Jamaica Trailer (2000)
19 September 2000
Clothing is optional at Hedonism III, Jamaica's legendary adult resort dedicated to all things carnal.
Playboy: 21 Playmates Centerfold Collection Trailer (1996)
01 January 1996
A celebration of Playboy’s most sensual centerfolds ever caught on film. This stunning showcase of Playmates is a must-have addition to any collector’s library.
Without Lying Down: Frances Marion and the Power of Women in Hollywood Trailer (2000)
03 August 2000
From 1915-1939, Frances Marion was one of the most powerful talents in the movie industry. In one of the most liberating eras for women in film, she wrote more than 200 movies and was the world's highest paid screenwriter - man or woman.
Playboy: Sexy Shorts Trailer (2000)
12 December 2000
Seven erotic vignettes. Tales include "Face to Face" about a man who has the amazing ability to change his appearance and play the ultimate mind game on women, "Limousine Service" about two women spending the night out on the town when they cross paths with a mysterious stranger and "Sweet, Wild, Don't" about an extraordinary casting session.
Fascination: Unauthorized Story of Marilyn Monroe Trailer (2012)
15 May 2012
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 the world.
Playboy Video Magazine, Volume 1 Trailer (1982)
01 January 1982
Playboy Video Magazine was literally a video version of the publication. It included candid celebrity interviews, video editorials, the trademark playmate pictorials, interwoven with commercial parodies and short comedy sketches.
King: Man of Peace in a Time of War Trailer (2007)
16 January 2007
King: Man of Peace in a Time of War documents the work Martin Luther King did in attempting to bring peace to people during the turmoil of the Vietnam War and the Civil Rights Movement.
Bettie Page Reveals All Trailer (2013)
22 November 2013
The world's greatest pin-up model and cult icon, Bettie Page, recounts the true story of how her free expression overcame government witch-hunts to help launch America's sexual revolution.
Playboy Video Centerfold: Victoria Silvstedt - Playmate of the Year 1997 Trailer (1997)
21 July 1997
A Playboy produced documentary style video based on the modelling career of former Miss Sweeden, Victoria Silvstedt.
Playboy's Naturals Trailer (1998)
06 May 1998
Throughout the ages, nothing has captured the very essence of femininity and sensuality so completely as the curves of a woman's breasts.
Playboy Wet & Wild: Slippery When Wet Trailer (2000)
25 July 2000
Good clean fun has never been so sexy! See what happens when you bring together the world's most beautiful women and put them into one slippery scenario after another.
Playboy: Fabulous Forties Trailer (1994)
01 January 1994
The girls next door have grown up and they're hotter and more desirable than ever: "Women are like fine wine" - they get better with the years.
The Legacy of 'Some Like It Hot' Trailer (2006)
25 June 2006
A look back at the impact Billy Wilder's comedy classic "Some Like It Hot" has left since it's release in 1959.
Playboy: Playmates Unwrapped Trailer (2001)
13 November 2001
Eight erotic vignettes with Christmas themes involving Playboy Playmates.
The Third Girl from the Left Trailer (1973)
16 October 1973
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 nowhere.
Playboy: Wet & Wild VIII - Bottoms Up Trailer (1996)
20 August 1996
The bikinis are off and the surf is up in Playboy's untamed quest for fun and frolic. Watch as eleven sexy Playmates take you on an action-packed water-filled adventure of a lifetime.
The Tommy Chong Roast Trailer (1986)
01 January 1986
A "tribute" to comedian Tommy Chong, given to him by many of his fellow comedians.
Playboy Video Centerfold: Anna Nicole Smith - Playmate of the Year 1993 Trailer (1993)
05 December 1993
The ultimate blonde, fighting her way out of tight dresses, straps falling off her shoulders, eyes smoldering into the camera.
The N.Y. Friars Club Roast of Hugh Hefner Trailer (2001)
11 March 2001
The Comedy Central Roasts are a series of celebrity roast specials which air on the Comedy Central cable network.
The Simpsons 20th Anniversary Special - In 3D! On Ice! Trailer (2010)
10 January 2010
The Simpsons 20th Anniversary Special – In 3-D! On Ice! is a documentary special that examined the "cultural phenomenon" of the American animated television series The Simpsons.
Playboy Video Playmate Review Trailer (1983)
01 January 1983
Ten bunnies in sexy poses, 'candid' interviews, and erotic situations.
Playboy Video Centerfold: Stacy Sanches - Playmate of the Year 1996 Trailer (1996)
01 January 1996
Marching right off the pages of PLAYBOY and into the lives of readers nationwide, Miss March, Stacy Sanches, captures our Playmate of the Year title.
The World of James Bond Trailer (1995)
29 October 1995
Elizabeth Hurley hosts a one hour documentary on the history of the James Bond film series to tie in with the seventeenth Bond film, GoldenEye.
Playboy: Who Wants to Be a Playboy Centerfold? Trailer (2002)
10 May 2002
From a nationwide search, many were called, but few were chosen to spend a special week in Los Angeles.
Gloria: In Her Own Words Trailer (2011)
15 August 2011
Despite decades of opposition from the right, and recent personal setbacks, Gloria Steinem remains one of the most outspoken and visible symbols of the women’s movement today.
Playboy: Girls of South Beach Trailer (1996)
01 January 1996
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 most sensual women in the world.
Loose Lips - Her Last Interview Trailer (2013)
01 December 2013
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 book, The Other Hollywood: The Uncensored Oral History of the Porn Film Industry.
Playboy: Secret Confessions Trailer (1994)
01 January 1994
Surrender to your most forbidden passions.
Playboy Video Playmate Calendar 1999 Trailer (1998)
20 October 1998
This year's calendar is hotter than ever as Playboy brings you 12 of the world's most fantastic forms in this salute to sensuality that will keep you smiling every day of the year!
Playboy's Girls of Rock & Roll Trailer (1985)
04 February 1985
Showcases the most dynamic new female talents of today, from their public music to their private lives.
Playboy Video Playmate Calendar 2000 Trailer (1999)
19 January 1999
Playboy Video Playmate Calendar 2000
The Crazy World of Julius Vrooder Trailer (1974)
17 October 1974
After returning home from the war, Vietnam veteran Julius Vrooder resides in a veteran's hospital, where he has been vaguely diagnosed as "psychiatrically impaired.
Sunset Strip Trailer (2012)
16 March 2012
Home to the biggest sounds, iconic images and cultural movements experience the Strip from its origins in the 1920’s with Prohibition through the Mafia Wars, Teen Riots, Punk, Hair Bands, Heavy Metal, Hip Hop and Grunge to today’s resurgence.
Playboy Video Playmate Calendar 2001 Trailer (2000)
17 January 2000
Playboy Video Playmate Calendar 2001
Playboy: Playmates at Play Trailer (1990)
01 February 1990
Playmates show off their athletic prowess.
Hugh Hefner: American Playboy Trailer (2003)
18 November 2003
With his magazine Hugh Hefner changed the face of publishing, combining titillation with hard-edged reporting and serving up nudity with taste.
The Death of a Playmate: The Dorothy Stratten Story 20/20 Trailer (2019)
18 October 2019
The story of Dorothy Stratten (1960-1980), the 1980 Playboy "Playmate of the Year", who was murdered by her estranged husband, just as her entertainment career was taking off.
Lon Chaney: A Thousand Faces Trailer (2000)
24 October 2000
Lon Chaney, the silent movie star and makeup artist, renowned for his various characterizations and celebrated for his horror films, becomes the subject of this documentary.
NBC television special: The Pursuit of Pleasure Trailer (1967)
08 May 1967
A special documentary dealing with topics as narcotics, sex, promiscuity, fads, pop culture and morals in 1967.
Playboy Video Playmate Calendar 2009 Trailer (2008)
11 November 2008
Playboy Video Playmate Calendar 2009