Here we've displayed a list of the best Playboy films : Cabaret(1972), Bachelor Mother(1939), Girl With a Suitcase(1961), Heaven Can Wait(1943), The Talented Mr. Ripley(1999), Crazy, Stupid, Love.(2011), Love Affair(1939), The Lincoln Lawyer(2011), Love in the Afternoon(1957), Buck Privates(1941), The Pink Panther(1963), Magnificent Obsession(1954) ... ...
7.8/10
Musical
USA
1972
124 Minutes
Liza Minnelli Joel Grey Michael York Helmut Griem Fritz Wepper Marisa Berenson Elisabeth Neumann-Viertel Helen Vita Sigrid von Richthofen Gerd Vespermann Ralf Wolter
singer student nazi master of ceremonies widower playboy creative disturbing unrestrained berlin nightclub apartment mansion love triangle homosexuality nazism show business love transformation 1930s
A female girlie club entertainer in Weimar Republic era Berlin romances two men while the Nazi Party rises to power around them.
7.6/10
Romance
USA
1939
81 Minutes
Ginger Rogers David Niven Charles Coburn Frank Albertson E.E. Clive Ferike Boros Ernest Truex Leonard Penn Paul Stanton Frank M. Thomas Edna Holland
orphan playboy father mother grandfather baby hilarious heartwarming spirited department store orphanage apartment new york city abandonment marriage mother/child relationship love growing up love sacrifice
An unemployed woman discovers an abandoned baby on the steps of an orphanage, and accepts an offer to take responsibility for the child in return for a job.
7.6/10
Comedy, Drama
Italy|France
1961
135 Minutes
Claudia Cardinale Jacques Perrin Corrado Pani Romolo Valli Luciana Angelillo Renato Baldini Ciccio Barbi Nadia Bianchi Elsa Albani Riccardo Garrone Edda Soligo
singer playboy teen boy bandleader amusing passionate italy nightclub hotel class distinctions show business first love atonement brother relationship love underdog 1960s
A girl pursues a guy who fooled her, but fascinates his younger brother instead.
7.5/10
Fantasy
USA
1943
112 Minutes
Gene Tierney Don Ameche Charles Coburn Marjorie Main Laird Cregar Spring Byington Allyn Joslyn Eugene Pallette Signe Hasso Louis Calhern Helene Reynolds
devil playboy husband wife parent offbeat amusing heartwarming uplifting new york city hell afterlife death infidelity family morality metamorphosis love wretched excess 19th century
An old roué arrives in Hades to review his life with Satan, who will rule on his eligibility to enter the Underworld.
7.4/10
Crime, Mystery & Thriller, Drama
USA
1999
139 Minutes
Matt Damon Gwyneth Paltrow Jude Law Cate Blanchett Philip Seymour Hoffman Jack Davenport James Rebhorn Sergio Rubini Philip Baker Hall Celia Weston Fiorello
sociopath playboy expatriates father friend detective thrilling suspenseful tense new york city italy boat hotel rome apartment deception death affair friendship obsession
In late 1950s New York, Tom Ripley, a young underachiever, is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.
7.4/10
Romance
USA
2011
118 Minutes
Glenn Ficarra Steve Carell Ryan Gosling Julianne Moore Emma Stone Analeigh Tipton Jonah Bobo Joey King Marisa Tomei Beth Littleford John Carroll Lynch
husband wife daughter playboy son babysitter lighthearted hilarious melodramatic california bar high school household car divorce family rekindled romance one-night stand infidelity romance
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
7.4/10
Comedy, Drama
USA
1939
87 Minutes
Irene Dunne Charles Boyer Maria Ouspenskaya Lee Bowman Astrid Allwyn Maurice Moscovich Scotty Beckett Ferike Boros
playboy frenchman singer love interest grandmother fiancé tender mushy endearing cruise ship atlantic ocean new york city empire state building madeira, portugal affair chance meeting romance accident love sacrifice
A French playboy and an American former nightclub singer fall in love aboard a ship. They arrange to reunite six months later, after he has had a chance to earn a decent living.
7.3/10
Mystery & Thriller, Crime, Drama
USA
2011
119 Minutes
Matthew McConaughey Marisa Tomei Ryan Phillippe Josh Lucas William H. Macy John Alberto Leguizamo Michael Peña Bob Gunton Frances Fisher Bryan Cranston Trace Adkins
lawyer ex-wife daughter suspect playboy investigator confident tense los angeles car courtroom household trial investigation murder deception crime mystery pursuit discovery
A lawyer defending a wealthy man begins to believe his client is guilty of more than just one crime.
7.2/10
Romance
USA
1957
130 Minutes
Audrey Hepburn Gary Cooper Maurice Chevalier Van Doude John McGiver Lise Bourdin Audrey Wilder Paul Bonifas
private investigator musician millionaire playboy witty charming paris hotel train station opera house jealousy romance may-december romance lying love discovery 1950s
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with the wife of a client.
7.1/10
Comedy
USA
1941
84 Minutes
Bud Abbott Lou Costello The Andrews Sisters Lee Bowman Alan Curtis Jane Frazee Nat Pendleton Samuel S. Hinds Harry Strang Nella Walker Leonard Elliott
salesman soldier drill instructor hostess playboy valet hilarious witty boot camp theater united states military redemption love triangle father/son relationship escape rivalry transformation love 1940s
Two sidewalk salesman enlist in the army in order to avoid jail, only to find that their drill instructor is the police officer who tried having them imprisoned.
7.1/10
Comedy
USA
1963
113 Minutes
Peter Sellers David Niven Robert Wagner Capucine Brenda De Banzie Colin Gordon John Le Mesurier James Lanphier Guy Thomajan Michael Trubshawe Riccardo Billi
police officer criminal thief princess playboy hilarious madcap melodramatic italy paris ski resort crime conspiracy fortune pursuit mystery 1960s
The bumbling Inspector Clouseau travels to Rome to catch a notorious jewel thief known as "The Phantom" before he conducts his most daring heist yet: a princess' priceless diamond with one slight imperfection, known as "The Pink Panther".
7.1/10
Drama
USA
1954
108 Minutes
Jane Wyman Rock Hudson Barbara Rush Agnes Moorehead Otto Kruger Gregg Palmer Sara Shane Paul Cavanagh Judy Nugent George Lynn Richard Cutting
playboy widow best friend mentor melodramatic mushy heartwarming tender hospital brightwood house new love accidental death repentance love transformation wretched excess sacrifice 1950s
A rich playboy whose recklessness inadvertently causes the death of a prominent doctor tries to make amends to his widow, and falls for her in the process.
7.0/10
Adventure
USA
1926
111 Minutes
John Barrymore Mary Astor Willard Louis Estelle Taylor Helene Costello Myrna Loy Jane Winton John Roche June Marlowe Yvonne Day Philippe de Lacey
playboy girl father count don juan passionate spirited thrilling rome party jealousy revenge cheating new love pursuit forbidden love transformation 17th century
In 16th Century Italy, devil-may-care playboy Don Juan runs afoul of the despotic Borgias.
6.9/10
Crime, Drama
Italy|Spain|West Germany
1967
121 Minutes
Edward G. Robinson Janet Leigh Adolfo Celi Klaus Kinski Jorge Rigaud Robert Hoffmann Riccardo Cucciola Miguel del Castillo
professor safecracker small-time crook soldier engineer playboy confident suspenseful office building metro city city apartment safe rio de janeiro change of lifestyle unintended consequences financial scheme greed consequences get rich quick 1960s
At the suggestion of a retired professor, a motley group of criminals plans the robbery of a Brazilian diamond company but it must contend with a new alarm system and the mutual distrust among its members.
6.9/10
Comedy
USA
1919
77 Minutes
Douglas Fairbanks Frank Campeau Ralph Lewis Herbert Grimwood Albert MacQuarrie Kathleen Clifford Daisy Jefferson
playboy love interest psychiatrist mad scientist friend winsome madcap playful new york city church train experiments mental breakdown romance mind control abuse of power love transformation 1910s
Psychiatrist Dr. Ulrich Metz attempts to drive Daniel Brown to suicide.
6.9/10
Drama
UK|USA
1958
94 Minutes
Deborah Kerr David Niven Jean Seberg Mylène Demongeot Geoffrey Horne Walter Chiari Martita Hunt Jean Kent David Oxley Elga Andersen Jeremy Burnham
adulterer playboy party girl mistress widower daughter brooding emotional french riviera loss grief sex jealousy love rivalry 1960s
Cecile, decadent young girl who lives with her rich playboy father Raymond. When Anne, Raymond's old love interest, comes to Raymond's villa, Cecile is afraid for her way of life.
6.8/10
Drama
USA|India
1965
120 Minutes
Shashi Kapoor Felicity Kendal Madhur Jaffrey Geoffrey Kendal Laura Liddell Utpal Dutt
actor wife playboy daughter movie star emotional striking moving india road stage town race relations colonialism family performance jealousy cultural differences love growing up
The story of a family troupe of English actors in India. They travel around the towns and villages giving performances of Shakespearean plays. Through their travels we see the changing face... See full summary »
6.8/10
Romance
USA
2004
96 Minutes
Adam Sandler Drew Barrymore Rob Schneider Sean Astin Lusia Strus Blake Clark Dan Aykroyd Amy Hill Allen Covert Maya Rudolph Kevin James
marine biologist playboy friend stoner girlfriend father endearing hilarious quirky hawaii car restaurant beach bedroom boat memory commitment sexual conquests amnesia dating
Henry Roth is a man afraid of commitment until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams until discovering she has short-term memory loss and forgets him the next day.
6.8/10
Musical
USA
1933
92 Minutes
Joan Crawford Clark Gable Franchot Tone Nelson Eddy May Robson Winnie Lightner Robert Benchley Ted Healy The Three Stooges Gloria Foy Maynard Holmes
burlesque dancer playboy director assistant grandmother singer heartwarming emotional new york city broadway theater dance love triangle jealousy show business love pursuit 1930s
An attractive dancer is rescued from jail by a rich man, who helps her to have her first big opportunity at a musical play on Broadway.
6.7/10
Drama
USA
1937
93 Minutes
Bette Davis Henry Fonda Ian Hunter Anita Louise Donald Crisp Hugh O'Connell Katharine Alexander Mary Philips Minor Watson Ben Welden Sidney Toler
bootlegger widow secretary attorney playboy father melodramatic disheartening emotional chicago apartment europe marriage illegitimate child inheritance elopement love custody battle forbidden love sacrifice
Mary Donnell, a young legal secretary with a past, elopes with a client's son, but his father has the marriage annulled without knowing she's pregnant.
6.7/10
Crime, Drama
UK
1954
100 Minutes
Laurence Harvey Gloria Grahame Richard Basehart Joan Collins Stanley Baker Margaret Leighton
boxer veteran sergeant playboy gentleman tense spirited rousing gripping london crime robbery deception adventure pursuit fall 1950s
In London, three otherwise law-abiding good men and their unscrupulous leader are about to commit a serious crime, but for different reasons.
6.7/10
Comedy
USA
1953
99 Minutes
William Holden David Niven Maggie McNamara Tom Tully Dawn Addams Fortunio Bonanova Gregory Ratoff Hardy Kruger Johanna Matz
young woman playboy girlfriend father lighthearted cheeky charming new york city apartment store window ledge bedroom battle of sexes virginity father/son relationship may-december romance false accusations quest temptation 1950s
Two aging playboys are both after the same attractive young woman, but she fends them off by claiming that she plans to remain a virgin until her wedding night. Both men determine to find a way around her objections.
6.6/10
Romance
USA
1950
98 Minutes
Esther Williams Van Johnson John Lund Paula Raymond Clinton Sundberg Connie Haines Mel Torme Amanda Blake Tommy Farrell Sig Arno Dick Simmons
secretary dancer playboy band leader boss charming emotional amusing chicago sun valley, idaho office dance hall set-up roommates workplace romance love triangle misunderstanding dancing competition love pursuit
Ellen Hallet is in love with her playboy boss, Douglas Morrison, but is too timid to do anything about it. To help her, her roommate Chris decides to step in and devises a plan. Chris ... See full summary »
6.6/10
Drama
Mexico|USA
1962
153 Minutes
Glenn Ford Ingrid Thulin Charles Boyer Lee J. Cobb Paul Henreid Paul Lukas Yvette Mimieux Karl Boehm Harriet MacGibbon Kathryn Givney Marcel Hillaire
nazi patriarch grandchild pilot nephew playboy bleak emotional fiery gripping powerful argentina germany france family death betrayal honor world war ii rivalry
In Argentina, one daughter of patriarch Madariaga is married to a Frenchman while the other is married to a German thus leading to a crisis when Nazi Germany occupies France and some Madariaga family members fight on opposite sides.
6.6/10
Comedy
USA
1935
85 Minutes
Claudette Colbert Melvyn Douglas Michael Bartlett Raymond Walburn Jean Dixon Katharine Alexander Edith Fellows Clara Kimball Young Grace Hayle Charles Arnt
secretary boss friend daughter sister playboy frenetic hilarious playful new york city office household pennsylvania department store work vs. family ambition romance working woman family dysfunction rivalry
An efficient secretary at a department store marries her boss, but discovers that taking care of him at home is a lot different to taking care of him at work.
6.5/10
Comedy, Drama
UK
1945
109 Minutes
Rex Harrison Lilli Palmer Godfrey Tearle Griffith Jones Margaret Johnston Guy Middleton Jean Kent
playboy student secretary colonel best friend wife cool crafty engaging college england oxford university self-discovery seduction world war ii relationships bad behavior redemption discovery pursuit
Vivian Kenway (Sir Rex Harrison), a young Englishman from an aristocratic background, flunks out of Oxford, and decides to use his considerable charm to achieve his goal of, apparently, ... See full summary »
6.5/10
Romance
USA
1932
63 Minutes
Kay Francis David Manners Andy Devine Una Merkel Kenneth Thomson Claire Dodd Charlotte Merriam Edward Van Sloan Robert Greig
magazine editor playboy salesman fiancée secretary polo player airy witty lighthearted brooklyn, n.y. coney island office nightclub infidelity workplace romance love triangle jealousy corporate ladder divorce forbidden love
A female editor of a magazine falls in love with her male secretary.
6.5/10
Action
France|USA
1992
102 Minutes
Steven Seagal Tommy Lee Jones Gary Busey Erika Eleniak Patrick O'Neal Nick Mancuso Andy Romano Damian Chapa
cook beautiful woman playboy captain suspenseful thrilling ocean battleship terrorism treason violence nuclear attack explosion pursuit rescue 1990s
An ex-Navy Seal turned cook is the only person who can stop a group of terrorists when they seize control of a U.S. battleship.
6.4/10
Adventure
USA
1922
71 Minutes
Dorothy Dalton Rudolph Valentino Walter Long Emilius Jorgenson Maude Wayne Cecil Holland George Kuwa
playboy beautiful woman ship captain sailor thrilling melodramatic ship mexico san francisco sea kidnapping secret identity seafaring bootlegging mutiny treasure rivalry love adventure escape
A milquetoast young man of society toughens up once he's shanghaied and falls for the captain's tomboy daughter.
6.3/10
Comedy
USA|Germany
2005
78 Minutes
Emmanuelle Béart Charles Berling Dominique Blanc Jacques Bonnaffé Mathieu Demy Julie Depardieu Sara Forestier Stanislas Merhar Tom Novembre Clément Sibony Patrick Timsit
playboy fiancée mistress singer mother mexican general frenetic melodramatic amusing hedonistic paris nightclub mansion bedroom wedding france love triangle sex class distinctions breakup
Citizens of a small town, under the influence of a man in the midst of a mid-life crisis, come together to make an adult film.
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