Best movies like Playboy: Inside the Playboy Mansion

A unique, carefully handpicked, selection of the best movies like Playboy: Inside the Playboy Mansion Starring Hugh Hefner, Janet Pilgrim, Joyce Nizzari, Joy Tarbell, and more. If you liked Playboy: Inside the Playboy Mansion then you may also like: The Naked Ape, Nitrate Kisses, Not a Love Story: A Film About Pornography, The Notorious Bettie Page, Cobain: Montage of Heck and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

A look inside the Playboy mansion around the year 2000. Features Hugh Hefner and his 7 girlfriends pre-Girls Next Door.

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The Naked Ape

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. Though often dealing with sexuality, nothing in the film is terribly offensive or graphic. A prime example of mainstream experimental film-making from the early 70's featuring a young and breathtakingly lovely Victoria Principal.

Nitrate Kisses

Essay documentary explores eroded emulsions and images for lost vestiges of lesbian and gay culture. First feature by a pioneer of lesbian cinema, Hammer weaves gay and lesbian couples with footage that unearths the forbidden and invisible history of a marginalized people.

Not a Love Story: A Film About Pornography

Documentary about the pornography industry and the apparent violent anti-woman slant much of it takes.

The Notorious Bettie Page

Bettie Page grew up in a conservative religious family in Tennessee and became a photo model sensation in 1950s New York. Bettie's legendary pin-up photos made her the target of a Senate investigation into pornography, and transformed her into an erotic icon who continues to enthrall fans to this day.

Cobain: Montage of Heck

Hailed as one of the most innovative and intimate documentaries of all time, experience Kurt Cobain like never before in the only ever fully authorized portrait of the famed music icon. Academy Award nominated filmmaker Brett Morgen expertly blends Cobain's personal archive of art, music, never seen before movies, animation and revelatory interviews from his family and closest friends.

Angels and Insects

In Victorian England, wealthy patriarch Sir Harald Alabaster invites an impoverished biologist, William Adamson, into his home. There, William tries to continue his work, but is distracted by Alabaster's seductive daughter, Eugenia. William and Eugenia begin a torrid romance, but as the couple become closer, the young scientist begins to realize that dark, disturbing things are happening behind the closed doors of the Alabaster manor.

BaadAsssss Cinema

With archive film clips and interviews, this brief look at a frequently overlooked historical period of filmmaking acts as an introduction rather than a complete record. It features interviews with some of the genre's biggest stars, like Fred Williamson, Pam Grier, and Richard Roundtree. Director Melvin Van Peebles discusses the historical importance of his landmark film Sweet Sweetback's Baadasssss Song. For a contemporary perspective, the excitable Quentin Tarantino offers his spirited commentary and author/critic bell hooks provides some scholarly social analysis.

Beverly Hills Cop II

Axel heads for the land of sunshine and palm trees to find out who shot police Captain Andrew Bogomil. Thanks to a couple of old friends, Axel's investigation uncovers a series of robberies masterminded by a heartless weapons kingpin—and the chase is on.

The Canyons

The discovery of an illicit love affair leads two young Angelenos on a violent, sexually charged tour through the dark side of human nature.

Miss March

A young man awakens from a four-year coma to hear that his once virginal high-school sweetheart has since become a centerfold in one of the world's most famous men's magazines. He and his sex-crazed best friend decide to take a cross-country road trip in order to crash a party at the magazine's legendary mansion headquarters and win back the girl.

Star 80

Paul Snider is a narcissistic, small time hustler who fancies himself a ladies man. His life changes when he meets Dorothy Stratten working behind the counter of a Dairy Queen. Under his guidance Dorothy grows to fame as a Playboy Playmate. But when Dorothy begins pursuing an acting career, the jealous Paul finds himself elbowed out of the picture by more famous men.

Model Shop

While trying to raise money to prevent his car from being repossessed, George is attracted to Lola, a Frenchwoman who works in a "model shop", an establishment that rents out beautiful pin-up models to photographers. George spends his last twelve dollars to photograph Lola, and discovers that she is as unhappy as he.

Killer Eye: Halloween Haunt

When Jenna asks her four hot girlfriends to help convert an old mansion into a Halloween Haunt, they decide to party instead! Things get steamy between the girls, until they accidentally unleash the half-pint, horrible Killer Eye, a perverse party crasher from beyond. Bent on having his way, the Killer Eye will stop at nothing until he gets exactly what he wants.

High Society

Childhood friends Tracy Lord and C.K. Dexter Haven got married and quickly divorced. Now Tracy is about to marry again, this time to a shrewd social-climbing businessman. C.K. still loves her. Spy magazine blackmails Tracy's family by threatening to reveal her playboy father's exploits if not allowed to cover the wedding. A remake of the 1940 rom com The Philadelphia Story.

De Palma

An intimate conversation between filmmakers, chronicling De Palma’s 55-year career, his life, and his filmmaking process, with revealing anecdotes and, of course, a wealth of film clips.

Commune

In 1968, Elsa and Richard Marley founded an alternative-living community, named Black Bear, in the remote Northern California wilderness with the motto "Free Land for Free People." This film tells the story of that intended utopia. Through archival footage and interviews with former residents, director Jonathan Berman explores the problems and realities of communal living and the evolution of a community that endured FBI harassment, cult leadership and more.

The House Bunny

Shelley is living a carefree life until a rival gets her tossed out of the Playboy Mansion. With nowhere to go, fate delivers her to the sorority girls from Zeta Alpha Zeta. Unless they can sign a new pledge class, the seven socially clueless women will lose their house to the scheming girls of Phi Iota Mu. In order to accomplish their goal, they need Shelley to teach them the ways of makeup and men; at the same time, Shelley needs some of what the Zetas have - a sense of individuality. The combination leads all the girls to learn how to stop pretending and start being themselves.

Inside Deep Throat

In 1972, a seemingly typical shoestring budget pornographic film was made in a Florida hotel, "Deep Throat," starring Linda Lovelace. This film would surpass the wildest expectation of everyone involved to become one of the most successful independent films of all time. It caught the public imagination which met the spirit of the times, even as the self appointed guardians of public morality struggled to suppress it, and created, for a brief moment, a possible future where sexuality in film had a bold artistic potential. This film covers the story of the making of this controversial film, its stunning success, its hysterical opposition along with its dark side of mob influence and allegations of the on set mistreatment of the film's star.

The Ladies Man

Because of his salacious language, late-night radio advice-show host Leon Phelps, along with his sweet and loyal producer Julie, is fired from his Chicago gig. Leon gets a letter from a former lover promising a life of wealth, but he doesn't know who she is. Can Leon find his secret sugar-mama? What about Julie?

Lady Chatterley

In the Chatterley’s country estate, monotonous days follow one after the other for Constance, trapped by her marriage and her sense of duty. During spring, deep in the heart of Wragby forest, she encounters Parkin, the estate’s gamekeeper. A tale of an encounter, a difficult apprenticeship, a slow awakening to sensuality for her, a long return to life for him. Or how love is but one with experience and transformation.

Sex and Death 101

A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale (Ryder) who targets men guilty of sex crime.

Rebecca's Secret

A detective suspects that the wife and mistress of an abusive man conspired to kill him.

Bettie Page Reveals All

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.

Autism: The Musical

Follows five autistic children as they work together to create and perform a live musical production.

Inside the Rain

Facing expulsion from college over a misunderstanding, a bipolar student indulges his misery at a strip club where he befriends a gorgeous, intelligent, outrageous woman and they hatch a madcap scheme to prove his innocence.

Miss Nude America

A "Felliniesque" journey into the heart of the insatiable American dream; A slice of quintessential Americana, depicted with candor, pathos and humor.

The Beast That Killed Women

Panic and fear strike the hearts of the terrorised sun-kissed nudist girls of a once peaceful nudist resort in sun-bleached Miami, when a mysterious, yet menacing intruder manages to find his way in the camp.

Luscious

When a passionate young model convinces her boyfriend, a painter, to take to the canvas to renew their sexual chemistry, their erotic, uninhibited masterpieces command the attention of the art world. Smothered in paint, the couple slip and slide into a new realm of their relationship.

Eggshells

A group of hippie students in Austin, Texas move into an old big house in the woods. However, something else is there and it's influencing them.

Fatal Instinct

A homicide detective (Michael Madsen) falls for a resort owner (Laura Johnson) suspected of slaying a playboy developer.

Fluffy Cumsalot: Porn Star

Fluffy Cumsalot, Porn Star is an extraordinary documentary about porn stars and their stage names. Featuring Ron Jeremy, Marilyn Chambers, Jenna Jameson, Seymore Butts and over 70 more of the world's top porn stars, this film is a fascinating and revealing documentary about adult performers and the origin of their on-screen names.

Mondo Freudo

A “hidden camera” takes the viewer on a worldwide tour of sexual practices and rituals, including Tijuana strippers, Asian sex shows, British prostitutes, New York devil worshipers and a Mexican slave market.

Dangerous Pleasures

A black widow, who's left six dead husbands in her wake, is investigated by a detective and an insurance investigator.

The Bachelor Party

Mr. Playboy Hugh Hefner has passed away. In shock over his hero's passing, the most famous bachelor in the galaxy, Shawn "The Showstopper" Valentino, is considering leaving the playboy lifestyle for one of his special girl friends. The Famous Bachelor has invited them to his secret mansion to make the decision of a lifetime between love...and The Lifestyle.

Shotgun Boulevard

A previously unreleased collection of video segments edited into one feature film known as 'zen film making'; an underground guerrilla film making technique.

My Dinner with Hervé

An unlikely friendship evolves over one wild night in LA between a struggling journalist and actor Hervé Villechaize, the world's most famous gun-toting dwarf, resulting in life-changing consequences for both.

Desperately Seeking Seka

Desperately Seeking Seka is an adventurous odyssey through X-rated America, featuring open-hearted interviews with some of the most well known people in adult entertainment of yesteryear and today.

Hugh Hefner: American Playboy

With his magazine Hugh Hefner changed the face of publishing, combining titillation with hard-edged reporting and serving up nudity with taste. His swinging bachelor ways also made him an icon for the straight males for whom his publication was tailor-made. Join Richard Kiley in this documentary about the quintessential ladies' man. Includes footage, photos and interviews with Camille Paglia, Mel Torme, Tony Curtis and more.

A Tale of Two Bunnies

Two small-town girls arrive in Chicago to find fame and fortune. Ruby wants to be a fashion designer; Holly simply wants a city salary to help out her family. Both girls' heads are turned by the chance to become Bunny girls in Hugh Hefner's blossoming Playboy empire, but while Holly's personality enables her to rise quickly through the glamour ranks, Ruby becomes dependent on drugs.

Suddenly Naked

A famous 'Jackie Collins' type novelist falls for a quirky twenty year old kid.

Calendar Pin-Up Girls

Nudie-cutie that goes behind the scenes of the making of a pin-up calendar. Imagine that.

Robe of Gems

Deep in the Mexican countryside, a community is plagued by the constant threat of looming violence. Three women from different social classes—a maid, her wealthy employer, and a police officer—become tragically affected by a missing-person case related to organized crime.

Gloria: In Her Own Words

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. This film blends interviews of Steinem in her Manhattan apartment, archival footage, photographs from throughout her life and clips from press interviews over the years.

In Search of James Bond with Jonathan Ross

Jonathan Ross delves into the world of James Bond and meets with new and former cast members who reveal humorous stories and anecdotes in a series of interviews. All the 5 Bonds at the time are featured, though only Lazenby (reflecting in the usual frank, self criticizing manner), Moore and Brosnan granted an interview. Connery and Dalton are featured through some unused footage from LWT's 30 years of James Bond program. The ever faithful Desmond Llewelyn turns up in character as well as some other less related peeps like Christopher Lee, Paul McCartney and the ultimate playboy: Hugh Hefner -- who all give an interesting perspective on the worlds most famous spy.

Playboy's 25th Anniversary Celebration

A salute to Playboy Magazine on the occasion of its twenty-fifth anniversary, hosted by founding publisher Hugh Hefner and an all-male guest list.

Wishing for a Dream

Actress Mika Andrews and her filmmaker boyfriend, Louis Digman struggle through the stresses, hopes, desires and disappointments of the entertainment industry to succeed in 'Hollywood.'

Backgammon

When Lucian and Miranda are left alone in an isolated mansion for the weekend, their mutual attraction grows, as does their unease about the whereabouts of Miranda's ex-boyfriend who may be hiding somewhere in the house.

Jim & Andy: The Great Beyond

Offbeat documentarian Chris Smith provides a behind-the-scenes look at how Jim Carrey adopted the persona of idiosyncratic comedian Andy Kaufman on the set of Man on the Moon.

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