Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "playboy"
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51. Batman: Mask of the Phantasm (1993)
PG | 76 min | Animation, Action, Adventure
Batman is wrongly implicated in a series of murders of mob bosses actually committed by a new vigilante assassin.
Directors: Kevin Altieri, Boyd Kirkland, Frank Paur, Dan Riba, Eric Radomski, Bruce Timm | Stars: Kevin Conroy, Dana Delany, Hart Bochner, Stacy Keach
Votes: 57,025 | Gross: $5.62M
52. Down with Love (2003)
PG-13 | 101 min | Comedy, Romance
In 1962 New York City, love blossoms between a playboy journalist and a feminist advice author.
Director: Peyton Reed | Stars: Ewan McGregor, Renée Zellweger, David Hyde Pierce, Sarah Paulson
Votes: 44,445 | Gross: $20.30M
53. The Tinder Swindler (2022)
TV-MA | 114 min | Documentary, Crime
Posing as a wealthy, jet-setting diamond mogul, he wooed women online, then conned them out of millions of dollars. Now some victims plan for payback.
Director: Felicity Morris | Stars: Simon Leviev, Cecilie Fjellhøy, Ayleen Charlotte, Pernilla Sjöholm
Votes: 73,280
54. Bonjour Tristesse (1958)
Not Rated | 94 min | Drama, Romance
Spoiled Cecile, 17, spends her summer at the French Riviera with her rich, widower, playboy dad and Elsa. Anne, her late mom's friend, visits and brings changes to all.
Director: Otto Preminger | Stars: Jean Seberg, David Niven, Deborah Kerr, Mylène Demongeot
Votes: 5,636
55. Freedom to Love (1969)
90 min | Documentary
Documentary, dramatized at times, on human sexual behaviour. Daring for its time for its approach to some of the most delicate aspects of this taboo subject.
Directors: Eberhard Kronhausen, Phyllis Kronhausen | Stars: Marie Antoinette, Daniel D. Halleck, Monique Kraamwinkel, Sacha Kraamwinkel
Votes: 281 | Gross: $0.03M
56. Reckless (1935)
Not Rated | 97 min | Comedy, Drama, Musical
Wealthy Bob Harrison buys all the seats in the theatre to watch Mona Leslie's musical by himself. He loves her, her agent Ned Riley loves her. Conflict ensues.
Director: Victor Fleming | Stars: Jean Harlow, William Powell, Franchot Tone, May Robson
Votes: 1,515
57. Messiah of Evil (1974)
R | 90 min | Horror
A young woman goes searching for her missing artist father. Her journey takes her to a strange Californian seaside town governed by a mysterious undead cult.
Directors: Willard Huyck, Gloria Katz | Stars: Michael Greer, Marianna Hill, Joy Bang, Anitra Ford
Votes: 5,886
58. Our Man Flint (1966)
Approved | 108 min | Action, Adventure, Comedy
When scientists use eco-terrorism to impose their will on the world by affecting extremes in the weather, Intelligence Chief Cramden calls in top agent Derek Flint.
Director: Daniel Mann | Stars: James Coburn, Lee J. Cobb, Gila Golan, Edward Mulhare
Votes: 7,127 | Gross: $16.00M
59. The Blue Gardenia (1953)
Not Rated | 90 min | Crime, Drama, Film-Noir
A telephone operator ends up drunk and at the mercy of a cad in his apartment. The next morning she wakes up with a hangover and the terrible fear she may have committed murder.
Director: Fritz Lang | Stars: Anne Baxter, Richard Conte, Ann Sothern, Raymond Burr
Votes: 6,245
60. Alfie (2004)
R | 103 min | Comedy, Drama, Romance
A cockney womanizer learns the hard way about the dangers of his actions.
Director: Charles Shyer | Stars: Jude Law, Sienna Miller, Susan Sarandon, Renée Taylor
Votes: 55,038 | Gross: $13.40M
61. Daisies (1966)
Not Rated | 75 min | Comedy
After realizing that all world is spoiled, Marie and Marie are committed to be spoiled themselves. They rip off older men, feast in lavish meals and do all kinds of mischief. But what is all this leading to?
Director: Vera Chytilová | Stars: Ivana Karbanová, Jitka Cerhová, Marie Cesková, Jirina Myskova
Votes: 15,505
62. The Green Hornet (1966–1967)
TV-PG | 99 min | Action, Adventure, Crime
A newspaper publisher and his Asian valet/martial arts expert battle crime as the feared Green Hornet and Kato.
Stars: Bruce Lee, Van Williams, Wende Wagner, Lloyd Gough
Votes: 3,287
63. Undateable (2014–2016)
TV-14 | 22 min | Comedy
A womanizer helps his sister, his bar-owning roomie, and his three friends with much-needed dating advice.
Stars: Chris D'Elia, Brent Morin, Bianca Kajlich, Ron Funches
Votes: 8,945
64. Emanuelle's Revenge (2022)
91 min | Romance, Thriller
A rich playboy spends his time recklessly playing with women. After seducing and dropping model Francesca, he becomes infatuated with the mysterious Emanuelle, who proves to be equally deceitful and has a more sinister agenda.
Directors: Monica Carpanese, Dario Germani | Stars: Beatrice Schiaffino, Gianni Rosato, Ilaria Loriga, Luca Avallone
Votes: 126
65. Love in the Afternoon (1957)
Not Rated | 130 min | Comedy, Crime, Drama
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.
Director: Billy Wilder | Stars: Gary Cooper, Audrey Hepburn, Maurice Chevalier, John McGiver
Votes: 17,109
66. An Ideal Husband (I) (1999)
PG-13 | 97 min | Comedy, Romance
London 1895: Cabinet minister, Sir Chiltern, and bachelor, Lord Goring, are victims of scheming women.
Director: Oliver Parker | Stars: Rupert Everett, Julianne Moore, Peter Vaughan, Minnie Driver
Votes: 16,744 | Gross: $18.54M
67. What's New Pussycat (1965)
Approved | 108 min | Comedy
A playboy who refuses to give up his hedonistic lifestyle to settle down and marry his true love seeks help from a demented psychoanalyst who is having romantic problems of his own.
Director: Clive Donner | Stars: Peter Sellers, Peter O'Toole, Romy Schneider, Capucine
Votes: 11,092 | Gross: $18.82M
68. Ninotchka (1939)
Not Rated | 110 min | Comedy, Romance
A stern Soviet woman sent to Paris to supervise the sale of jewels seized from Russian nobles finds herself attracted to a man who represents everything she is supposed to detest.
Director: Ernst Lubitsch | Stars: Greta Garbo, Melvyn Douglas, Ina Claire, Bela Lugosi
Votes: 22,968 | Gross: $1.19M
69. Magnificent Obsession (1954)
Not Rated | 108 min | Drama, Romance
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.
Director: Douglas Sirk | Stars: Jane Wyman, Rock Hudson, Agnes Moorehead, Otto Kruger
Votes: 7,658
70. American Playboy: The Hugh Hefner Story (2017)
TV-MA | 42 min | Documentary, Biography, Drama
The Amazon Original Series draws from unprecedented access to more than 17,000 hours of footage and over 2,600 scrapbooks from Hefner's personal archives, chronicling the life of an American icon and the history of the brand he created.
Stars: Matt Whelan, Emmett Skilton, Adam Jonas Segaller, Chelsie Preston Crayford
Votes: 2,414
71. It Takes a Thief (1968–1970)
TV-PG | 51 min | Action, Adventure, Crime
The adventures of suave cat burglar Alexander Mundy, who plies his trade for the U.S. Government.
Stars: Robert Wagner, Fred Astaire, Malachi Throne, Murray Pollack
Votes: 2,203
72. Flash Gordon (1936)
Passed | 245 min | Action, Adventure, Family
Flash Gordon, Dale Arden and Dr. Alexis Zarkov visit the planet Mongo to thwart the evil schemes of Emperor Ming the Merciless, who has set his planet on a collision course with Earth.
Directors: Frederick Stephani, Ray Taylor | Stars: Buster Crabbe, Jean Rogers, Charles Middleton, Priscilla Lawson
Votes: 2,667
73. Batman: Gotham Knight (2008 Video)
PG-13 | 75 min | Animation, Action, Crime
A collection of key events mark Bruce Wayne's life as he journeys from beginner to Dark Knight.
Directors: Yasuhiro Aoki, Futoshi Higashide, Toshiyuki Kubooka, Hiroshi Morioka, Jong-Sik Nam, Shôjirô Nishimi, Yoshiaki Kawajiri, Yûichirô Hayashi | Stars: Kevin Conroy, Jason Marsden, Scott Menville, George Newbern
Votes: 30,267
74. Masquerade (1988)
R | 91 min | Drama, Romance, Thriller
A recently orphaned heiress meets a young racing yacht captain in the Long Island Hamptons. He shows interest in her, but love may not be the reason.
Director: Bob Swaim | Stars: Rob Lowe, Meg Tilly, Kim Cattrall, Doug Savant
Votes: 4,423 | Gross: $15.86M
75. Criminal Law (1988)
R | 117 min | Crime, Drama, Thriller
A Boston defense attorney gets his wealthy client off for murder, then suspects him of killing again.
Director: Martin Campbell | Stars: Gary Oldman, Kevin Bacon, Tess Harper, Karen Young
Votes: 4,644 | Gross: $9.97M
76. Heaven Can Wait (1943)
Passed | 112 min | Comedy, Drama, Fantasy
An old roué arrives in Hades to review his life with Satan, who will rule on his eligibility to enter the Underworld.
Director: Ernst Lubitsch | Stars: Gene Tierney, Don Ameche, Charles Coburn, Marjorie Main
Votes: 12,411
77. Baby Face (1933)
Approved | 71 min | Drama, Romance
A young woman, sexually exploited all her life, decides to turn the tables and exploit the hapless men at a big city bank by gleefully seducing her way to the top.
Director: Alfred E. Green | Stars: Barbara Stanwyck, George Brent, Donald Cook, Alphonse Ethier
Votes: 8,189
78. Batman (1943)
Approved | 260 min | Action, Crime, Family
The very first serial to adapt the comic book character of the Batman. In it, the Batman is a secret U.S. government agent, attempting to defeat the schemes of Japanese agent Dr. Daka operating in Los Angeles at the height of World War II.
Director: Lambert Hillyer | Stars: Lewis Wilson, Douglas Croft, J. Carrol Naish, Shirley Patterson
Votes: 2,479
79. Juliet of the Spirits (1965)
Not Rated | 137 min | Comedy, Drama, Fantasy
Visions, memories, and mysticism all help a 40-something woman to find the strength to leave her cheating husband.
Director: Federico Fellini | Stars: Giulietta Masina, Sandra Milo, Mario Pisu, Valentina Cortese
Votes: 14,754 | Gross: $0.08M
80. Five Golden Dragons (1967)
Not Rated | 93 min | Action, Adventure, Comedy
A naive young American playboy in Hong Kong finds himself caught up in the middle of an international crime.
Director: Jeremy Summers | Stars: Robert Cummings, Margaret Lee, Rupert Davies, Klaus Kinski
Votes: 560
81. Daddy Long Legs (1955)
Approved | 126 min | Musical, Romance
A wealthy American has a chance encounter with a joyful young French woman, and anonymously pays for her education. She writes letters to her mysterious benefactor, nicknaming him from the description given by some of her fellow orphans.
Director: Jean Negulesco | Stars: Fred Astaire, Leslie Caron, Terry Moore, Thelma Ritter
Votes: 4,299
82. Tristana (1970)
PG-13 | 99 min | Drama
Shortly after her mother's death, an innocent and youthful woman will find refuge into the household of her middle-aged aristocratic guardian, who will submit her to his sexual advances.
Director: Luis Buñuel | Stars: Catherine Deneuve, Fernando Rey, Franco Nero, Lola Gaos
Votes: 12,861 | Gross: $0.01M
83. The Carpetbaggers (1964)
Approved | 150 min | Drama, Romance
Jonas Cord is a disagreeable young tycoon who's building planes, directing films, and catting around on the corporate make in 1930s Hollywood.
Director: Edward Dmytryk | Stars: George Peppard, Alan Ladd, Robert Cummings, Martha Hyer
Votes: 2,502 | Gross: $28.41M
84. A New Leaf (1971)
G | 102 min | Comedy, Romance
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. So he intends to marry a rich woman and - murder her.
Director: Elaine May | Stars: Walter Matthau, Elaine May, Jack Weston, George Rose
Votes: 7,672
85. Norma Jean & Marilyn (1996 TV Movie)
R | 139 min | Biography, Drama
This film follows Norma Jean from her simple, ambitious youth to her superstar pinnacle and back down. She moves from lover to lover in order to further her career. She finds fame but never happiness, only knowing seduction but not love.
Director: Tim Fywell | Stars: Ashley Judd, Mira Sorvino, Josh Charles, Ron Rifkin
Votes: 2,822
86. Department S (1969–1970)
60 min | Action, Adventure, Crime
An elite department within Interpol, Department S inherits those cases which the other member groups have failed to solve.
Stars: Peter Wyngarde, Joel Fabiani, Rosemary Nicols, Dennis Alaba Peters
Votes: 588
87. Kiss Me, Stupid (1964)
Approved | 125 min | Comedy, Romance
Jealous piano teacher Orville Spooner sends his beautiful wife, Zelda, away for the night while he tries to sell a song to famous nightclub singer Dino, who is stranded in town.
Director: Billy Wilder | Stars: Dean Martin, Kim Novak, Ray Walston, Felicia Farr
Votes: 8,634 | Gross: $5.00M
88. Batman Begins (2005 Video Game)
T | Action, Adventure, Crime
You play as Batman and unleash your terror into the hearts of criminals, battling against foes such as Dr. Jonathan Crane/The Scarecrow, Ra's al Ghul, and Carmine "The Roman" Falcone.
Stars: Christian Bale, Michael Caine, Liam Neeson, Katie Holmes
Votes: 15,019
89. The Flame (1947)
Approved | 97 min | Crime, Drama, Film-Noir
A woman falls for the victim of an intended blackmail plot.
Director: John H. Auer | Stars: John Carroll, Vera Ralston, Robert Paige, Broderick Crawford
Votes: 409
90. Batman: Year One (2011 Video)
PG-13 | 64 min | Animation, Action, Crime
A wealthy playboy and a Chicago cop both return to Gotham City where their lives will intersect in unexpected ways.
Directors: Sam Liu, Lauren Montgomery | Stars: Bryan Cranston, Ben McKenzie, Eliza Dushku, Jon Polito
Votes: 38,172
91. Mafia II (2010 Video Game)
M | Action, Crime, Drama
The chronicles of Vito Scalletta, a young Italian immigrant who joins the Italian mafia, but soon gets in over his head when illegal drug dealing and deception take place.
Stars: Rick Pasqualone, Robert Costanzo, Ray Iannicelli, Roger Rose
Votes: 11,730
92. Eureka (1983)
R | 130 min | Drama, Thriller
In 1925, a lone and obsessed Arctic prospector Jack McCann finally strikes gold. Twenty years later, he begins spiraling out of control when his only daughter becomes engaged to a man he strongly dislikes.
Director: Nicolas Roeg | Stars: Gene Hackman, Theresa Russell, Rutger Hauer, Jane Lapotaire
Votes: 3,770 | Gross: $0.12M
93. Hum Tum (2004)
Not Rated | 143 min | Comedy, Drama, Romance
A novel look at the eternal battle of the sexes and the trials and tribulations of Karan and Rhea and their attempts to understand each other.
Director: Kunal Kohli | Stars: Saif Ali Khan, Rani Mukerji, Kirron Kher, Rati Agnihotri
Votes: 15,144 | Gross: $0.35M
94. The Marrying Man (1991)
R | 115 min | Comedy, Music, Romance
A millionaire playboy goes to Las Vegas and comes out married to a woman he barely knows.
Director: Jerry Rees | Stars: Kim Basinger, Alec Baldwin, Robert Loggia, Elisabeth Shue
Votes: 6,228 | Gross: $12.45M
95. The Bob Cummings Show (1955–1959)
Not Rated | 30 min | Comedy
The romantic misadventures of Bob Collins, a suave, sophisticated bachelor and photographer operating in Hollywood, California. The show is centered around his womanizing ways with his models, and his sister's attempts to make him settle down.
Stars: Robert Cummings, Ann B. Davis, Rosemary DeCamp, Dwayne Hickman
Votes: 474
96. Black Cobra (1976)
R | 98 min | Drama, Horror
Eva comes to Hong Kong. Seeing Eva perform with a snake, Judas gets interested in her. He showers her with gifts. She moves in with him and his snakes. Things get grim.
Director: Joe D'Amato | Stars: Jack Palance, Laura Gemser, Gabriele Tinti, Michele Starck
Votes: 761
97. Mr. Hobbs Takes a Vacation (1962)
Approved | 116 min | Comedy, Family
Mr. Hobbs wants to spend a quiet holiday at the beach, but his wife has invited all their family to stay with them.
Director: Henry Koster | Stars: James Stewart, Maureen O'Hara, Fabian, Lauri Peters
Votes: 5,871
98. The Brothers (2001)
R | 106 min | Comedy, Drama, Romance
Four friends begin to question women and relationships when one of them announces impending nuptials.
Director: Gary Hardwick | Stars: Morris Chestnut, Shemar Moore, D.L. Hughley, Bill Bellamy
Votes: 5,083 | Gross: $27.46M
99. The Falcon Takes Over (1942)
Approved | 65 min | Comedy, Crime, Mystery
The Falcon and reporter Ann Riordan try to solve a string of murders after an ex-wrestler, released from jail, goes looking for his girl friend.
Director: Irving Reis | Stars: George Sanders, Lynn Bari, James Gleason, Allen Jenkins
Votes: 1,200
100. A Christmas Prince (2017)
TV-PG | 92 min | Comedy, Family, Romance
When a reporter goes undercover as a tutor to get the inside scoop on a playboy prince, she gets tangled in some royal intrigue and ends up finding love - but will she be able to keep up her lie?
Director: Alex Zamm | Stars: Rose McIver, Ben Lamb, Alice Krige, Honor Kneafsey
Votes: 21,931