Best Playboy Movies & TV Shows

A list of the greatest movies & tv shows about Playboy. On this top list of Playboy movies are films such as, The Persuaders!, Humor Risk, La Conga Nights, RiffTrax Live: House on Haunted Hill, Killjoy, Casanova, The IT Crowd, Zig Zag, Hugh Hefner: American Playboy, among many other enticing movies about Playboy.What would you say are among the best Playboy movies of all time. And how many of these popular films have you seen before.

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The Persuaders!

Two episodes of the TV series "The Persuaders" joined into a movie. Two playboys, Brett Sinclair (Roger Moore) and Danny Wilde (Tony Curtis), investigate crimes along the French Riviera.

Humor Risk

Harpo played the hero, a detective named Watson who "made his entrance in a high hat, sliding down a coal chute into the basement". Groucho played an "old movie" villain, who "sported a long moustache and was clad in black", while Chico was probably his "chuckling [Italian] henchman". Zeppo portrayed a playboy who was the owner of a nightclub in which most of the action took place, including "a cabaret, [which allowed] the inclusion of a dance number". The final shot showed Groucho "in ball and chain, trudging slowly off into the gloaming". Harpo, in a rare moment of romantic glory, gets the girl in the end.

La Conga Nights

In this comedy, actor Hugh Herbert plays six different roles. Only one of the roles is a man. The story centers around a dizzy music lover, who has grown rich through real estate deals. Also figuring in the story are a cab driver/performer, and a down-on-her-luck, aspiring singer. They meet when she hails his cab as she skips out on her former boarding house because she cannot pay rent.

RiffTrax Live: House on Haunted Hill

Is there any possible downside to accepting an invitation from Vincent Price to spend an evening in a creepy mansion that was built on something called “Haunted Hill?” If so, Mike, Kevin and Bill couldn’t find it! In fact they were so eager to join Mr. Price and his terrifying moustache that they riffed the film live, on-stage, and now you can reap the rewards from the safety of home with this live show DVD! Yes, horror classic House on Haunted Hill provides a mesmerizing walk down “people actually used to find this SCARY?!?” lane. Join the RiffTrax guys as they bring their special brand of rapid-fire comedic commentary to every skeleton-hanging-from-visible-wires, clumsy sexual overtone, and a stunningly inept test pilot whose “heroics” typically lead him to bloody his own nose after locking himself in a broom closet!

Killjoy

A romantic rivalry leads to an innocent woman's murder. Or is it a hoax crime, part of a cunning deception? At City General Hospital, two young doctors engage in a move-and-countermove rivalry over Laury Medford. It may be more than Laury's beauty that motivates the men. Her father is the hospital's chairman of the board. Marrying her would be an inside track to the chief of staff post. Meanwhile, a senior hospital staffer, who is the mother of one of the two doctors, plots to enhance her son's chances, a mysterious outsider who says he knew the dead woman tails the two men, and Laury may be more than she appears. Murder? Hoax? The answer isn't revealed till the final freeze-frame.

Casanova

Exiled from his beloved Venice, Giacomo Casanova flees to Paris at the dawn of the Enlightenment in hopes of putting his reputation as a playboy behind him. But old habits die hard, and temptation is everywhere as Casanova finds a wealth of new opportunity and trouble.

The IT Crowd

Two I.T. nerds and their clueless female manager, who work in the basement of a very successful company. When they are called on for help, they are never treated with any respect at all.

Zig Zag

A dying man frames himself for murder so his widow can collect the reward.

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 Bedtime Story

Parisian playboy plays father to an abandoned baby who interferes with his womanising.

Vagabond Lady

Josephine Spiggins is thinking of marrying John Spear, the stuffed-shirt son of a department store owner. When John's free-spirit brother Tony returns from touring the South Seas in his boat, the "Vagabond Lady," Jo is attracted to him instead.

Lord Lucan: My Husband, The Truth

The 40 year mystery uncovered by his wife. This is the story of Lord Lucan, playboy, aristocrat, gambler and murderer. The public has been transfixed for over 40 years, when on November 7th, 1974 Lucan family nanny Sandra Rivett was killed and he disappeared without a trace. Ever since, one voice has remained almost entirely silent; his wife, Lady Lucan. Now she wants to set the record straight.

The Great Fire

Inspired by the historical events of 1666 and with the decadent backdrop of King Charles II’s court, The Great Fire focuses on the circumstances which led to the catastrophic fire, Thomas Farriner’s family life at the bakery in Pudding Lane, the playboy King’s extravagant lifestyle, and Farriner’s complex relationship with his fictional sister in law, Sarah.

George Carlin: You are All Diseased

You Are All Diseased is the 16th album and 11th HBO live broadcast stand-up special by comedian George Carlin, recorded on February 6, 1999, at the Beacon Theater in New York City. "How's Everybody Doin'?" - 0:54 "Airport Security" - 8:02 "Fear of Germs" - 5:58 "Cigars" - 1:39 "Angels" - 1:10 "Harley-Davidson" - 1:23 "House of Blues" - 2:00 "Minority Language" - 2:12 "Man Stuff" - 5:23 "Kids and Parents" - 6:51 "TV Tonight" - 3:53 "Names" - 4:23 "Advertising Lullabye" - 2:37 "American Bullshit" - 2:39 "Businessmen" - 1:26 "Religion" - 2:06 "There is No God" - 8:37

Flipped

When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

Coupling

Six friends in their thirties navigate dating, sexual adventures, and mishaps on their quest to find love.

He's Mine Not Yours

Kent is ready to put his playboy past behind him and marry the girl he loves- but first, he has to prove he's changed his ways for good.

Rush

A biographical drama centered on the rivalry between Formula 1 drivers James Hunt and Niki Lauda during the 1976 Formula One motor-racing season.

Instructions Not Included

Valentin is Acapulco's resident playboy, until a former fling leaves a baby on his doorstep and him heading with her out of Mexico.

Batman Begins

Driven by tragedy, billionaire Bruce Wayne dedicates his life to uncovering and defeating the corruption that plagues his home, Gotham City. Unable to work within the system, he instead creates a new identity, a symbol of fear for the criminal underworld - The Batman.

Iron Man

After being held captive in an Afghan cave, billionaire engineer Tony Stark creates a unique weaponized suit of armor to fight evil.

Sabrina

Linus and David Larrabee are the two sons of a very wealthy family. Linus is all work – busily running the family corporate empire, he has no time for a wife and family. David is all play – technically he is employed by the family business, but never shows up for work, spends all his time entertaining, and has been married and divorced three times. Meanwhile, Sabrina Fairchild is the young, shy, and awkward daughter of the household chauffeur, who goes away to Paris for two years, and returns to capture David's attention, while falling in love with Linus.

Ninotchka

A stern Russian woman sent to Paris on official business finds herself attracted to a man who represents everything she is supposed to detest.

The Servant

Hugo Barrett is a servant in the Chelsea home of indolent aristocrat Tony. All seems to go well until the playboy’s girlfriend Susan takes a dislike to the efficient employee. Then Barrett persuades Tony to hire his sister Vera as a live-in maid, and matters take another turn for the worse…

Magnificent Obsession

A playboy tries to redeem himself after his careless behavior causes a great man's death.

Just a Gigolo

A playboy pretends to be a paid escort in order to court--and test the moral character of--a young British socialite. Comedy.

Two Girls on Broadway

Eddie Kerns sells his song to a Broadway producer and also lands a job dancing in the musical. He sends for his dance partner-fiancée Molly Mahoney who brings her younger sister Pat. Upon seeing Molly and Pat dance, the producer picks Pat for the show and gives Molly a job selling cigarettes. A wealthy friend of the producer named "Chat" Chatsworth also has his eye on Pat. Pat is teamed with Eddie in the specialty number as Kerns and Mahoney. Pat and Eddie soon realize that they are in love and must tell Molly. Pat balks at hurting Molly and goes out with Chat who already has five ex-wives.

Tangled

Katherine refuses to fall for playboy Drew Evan's tactical skills to seduce her, making him desire her more.

Once Upon a Time… in Hollywood

Los Angeles, 1969. TV star Rick Dalton, a struggling actor specializing in westerns, and stuntman Cliff Booth, his best friend, try to survive in a constantly changing movie industry. Dalton is the neighbor of the young and promising actress and model Sharon Tate, who has just married the prestigious Polish director Roman Polanski…

Hide-Out

Wounded criminal Lucky Wilson takes refuge in a small Connecticut farm. He falls in love with the farmer's daughter who at first is unaware of his criminal record. Lucky is fully prepared to shoot his way out when the cops come calling, but he is softened by the daughter's affections.

Jason King

Jason King - a suavely sophisticated former secret agent turned novelist - travels the world searching for material to fill his books, encountering an endless parade of glamorous women, exotic locales, menacing villains and daring intrigue! Before Austin Powers swung into action, Jason King set the standard for the hip crime-fighting international playboy!

Gentlemen Prefer Blondes

Lorelei Lee is a beautiful showgirl engaged to be married to the wealthy Gus Esmond, much to the disapproval of Gus' rich father, Esmond Sr., who thinks that Lorelei is just after his money. When Lorelei goes on a cruise accompanied only by her best friend, Dorothy Shaw, Esmond Sr. hires Ernie Malone, a private detective, to follow her and report any questionable behavior that would disqualify her from the marriage.

Public Nuisance No. 1

Irresponsible playboy Arthur Rawlings is sent by his uncle to work as a waiter at a hotel in the South of France. Arthur arranges for shop assistant Frances Travers, with whom he has fallen in love, to win a fairground lottery and stay in the hotel as a prize. Complications arise!

Pardon My Past

Eddie York (MacMurray) is mistaken for playboy Francis Pemberton and gets into trouble.

Surviving R. Kelly

Celebrated as one of the greatest R&B singers of all time, R. Kelly’s genre defining career and playboy lifestyle has been riddled with rumors of abuse, predatory behavior, and pedophilia. Despite damning evidence and multiple witnesses, to date, none of these accusations have seemingly affected him. For the first time ever, survivors and people from R. Kelly’s inner circle, are coming forward with new allegations about his sexual, mental, and physical abuse. They are now finally ready to share their full story and shed light on the secret life the public has never seen.

Go Princess Go

Zhang Peng is a playboy who hits his head as he falls into a pool when he's trying to run away from an ex-girlfriend. He wakes up to find that he's traveled a thousand years into the past but that's not even the biggest problem, he woke up as the crown princess, Zhang Peng Peng, of the dynasty. Hilarity ensues as Peng weighs between trying to get back to his time and leveraging his new female identity to seduce all the concubines and women he can. Did I forget to mention the hot crown prince and his equally handsome brother the 9th prince, who eventually fall in love with her.

Batman: Year One

A wealthy playboy named Bruce Wayne and a Chicago cop named Jim Gordon both return to Gotham City where their lives unexpectedly intersect.

Operation Odessa

The stranger-than-fiction true story of a Russian mobster, a Miami playboy, and a Cuban spy who teamed up in the early '90s to sell a Soviet submarine to the Cali Cartel.

Richard Pryor: Live on the Sunset Strip

Richard Pryor's stand-up act includes his frank discussion about his freebasing addiction, as well as the infamous night on June 9, 1980 that he caught on fire.

Under Eighteen

Working girl Margie Evans has decided there are two kinds of opportunities for a slum kid during the Depression: Those you make and those you take. Determined to help her family out of its financial bind, she is ready to do both after she shows up at the penthouse pool bash of a wealthy playboy.

The Aviator

A biopic depicting the life of filmmaker and aviation pioneer Howard Hughes from 1927 to 1947, during which time he became a successful film producer and an aviation magnate, while simultaneously growing more unstable due to severe obsessive-compulsive disorder.

A New Leaf

Henry Graham lives the life of a playboy. When his lawyer tells him one day that his lifestyle has consumed all his funds, he needs an idea to avoid climbing down the social ladder.

Double Harness

After tricking him into marriage, a woman tries to win the love of her philandering husband.

The Green Hornet

The Green Hornet is a television series on the ABC US television network that aired for the 1966–1967 TV season starring Van Williams as the Green Hornet/Britt Reid and Bruce Lee as Kato.

Baby Face

A young woman uses her body and her sexuality to help her climb the social ladder, but soon begins to wonder if her new status will ever bring her happiness.

Dancing Lady

Janie lives to dance and will dance anywhere, even stripping in a burlesque house. Tod Newton, the rich playboy, discovers her there and helps her get a job in a real Broadway musical being directed by Patch. Tod thinks he can get what he wants from Janie, Patch thinks Janie is using her charms rather than talent to get to the top, and Janie thinks Patch is the greatest. Steve, the stage manager, has the Three Stooges helping him manage all the show girls. Fred Astaire and Nelson Eddy make appearances as famous Broadway personalities.

Pillow Talk

Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.

The Talented Mr. Ripley

Tom Ripley is a calculating young man who believes it's better to be a fake somebody than a real nobody. Opportunity knocks in the form of a wealthy U.S. shipbuilder who hires Tom to travel to Italy to bring back his playboy son, Dickie. Ripley worms his way into the idyllic lives of Dickie and his girlfriend, plunging into a daring scheme of duplicity, lies and murder.

Kiss Me, Stupid

While traveling home from Vegas, an amorous lounge singer named Dino gets conned by a local mechanic/songwriter into staying in town for the night. The mechanic's songwriting partner, Orville, offers Dino his home for overnight lodging and enlists a local waitress/call girl to pose as his wife in order to placate Dino's urges.

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