Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "playboy"
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51. Suspicion (1941)
Approved | 99 min | Film-Noir, Mystery, Thriller
A shy young heiress marries a charming gentleman, and soon begins to suspect he is planning to murder her.
Director: Alfred Hitchcock | Stars: Cary Grant, Joan Fontaine, Cedric Hardwicke, Nigel Bruce
Votes: 42,628 | Gross: $4.50M
52. 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: 57,089 | Gross: $5.62M
53. Gigi (1958)
G | 115 min | Comedy, Musical, Romance
Weary of the conventions of Parisian society, a rich playboy and a youthful courtesan-in-training enjoy a platonic friendship which may not stay platonic for long.
Directors: Vincente Minnelli, Charles Walters | Stars: Leslie Caron, Maurice Chevalier, Louis Jourdan, Hermione Gingold
Votes: 24,595
54. 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: 5,908
55. 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: 44,469 | Gross: $20.30M
56. 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: 3,291
57. 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
58. 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: 15,526
59. 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: 55,057 | Gross: $13.40M
60. Miss March (2009)
R | 90 min | Comedy, Romance
Eugene believes in no sex before marriage. So DID his girlfriend, Cindi. His BFF loves sex. At Senior Prom, just before sex with Cindi, he falls into a coma. Waking up 4 years later, his Cindi is Miss March in Playboy. Can he get her back?
Directors: Zach Cregger, Trevor Moore | Stars: Zach Cregger, Trevor Moore, Raquel Alessi, Molly Stanton
Votes: 22,301 | Gross: $4.54M
61. 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, Pernilla Sjöholm, Kristoffer Kumar
Votes: 73,348
62. 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: 8,948
63. 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: 5,657
64. 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: 2,207
65. 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: 11,101 | Gross: $18.82M
66. 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: 17,126
67. 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: 129
68. 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: 12,424
69. 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: 2,506 | Gross: $28.41M
70. 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: 7,685
71. The Merry Widow (1934)
Passed | 99 min | Comedy, Musical, Romance
When a small kingdom's main taxpayer leaves for Paris, its king dispatches a dashing count to win back her allegiance.
Director: Ernst Lubitsch | Stars: Maurice Chevalier, Jeanette MacDonald, Edward Everett Horton, Marcel Vallée
Votes: 3,276
72. 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: 7,138 | Gross: $16.00M
73. 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: 7,672
74. 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: 2,668
75. 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: 16,750 | Gross: $18.54M
76. 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: 4,430 | Gross: $15.86M
77. 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: 6,252
78. 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: 4,650 | Gross: $9.97M
79. 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: 11,742
80. 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
81. 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: 12,869 | Gross: $0.01M
82. 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: 14,767 | Gross: $0.08M
83. 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: 30,273
84. Holiday in the Vineyards (2023)
PG | 107 min | Romance
It follows a widow who struggles keeping the local vineyard and raising two young boys. She may be in store for a Christmas miracle when she falls for a big city playboy who is sent to get intel on a prospective vineyard for sale.
Director: Alex Ranarivelo | Stars: Josh Swickard, Sol Rodriguez, Eileen Davidson, Omar Gooding
Votes: 2,070
85. Repeat Performance (1947)
Approved | 91 min | Crime, Drama, Fantasy
On New Year's Eve 1946, Sheila Page kills her husband Barney. She wishes that she could relive 1946 and avoid the mistakes that she made throughout the year. Her wish comes true but cheating fate proves more difficult than she anticipated.
Director: Alfred L. Werker | Stars: Louis Hayward, Joan Leslie, Virginia Field, Tom Conway
Votes: 2,020
86. 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: 2,480
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: 8,640 | Gross: $5.00M
88. 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: 21,933
89. The Moon Is Blue (1953)
M/PG | 99 min | Comedy, Romance
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.
Director: Otto Preminger | Stars: William Holden, David Niven, Maggie McNamara, Tom Tully
Votes: 2,528
90. 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: 15,029
91. 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: 2,821
92. The Adventurers (1970)
R | 171 min | Action, Adventure, Drama
The wealthy playboy son of an assassinated South American diplomat discovers that his father was really murdered on orders of the corrupt president of the country--a man who was his ... See full summary »
Director: Lewis Gilbert | Stars: Charles Aznavour, Alan Badel, Candice Bergen, Thommy Berggren
Votes: 909 | Gross: $2.84M
93. 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: 6,238 | Gross: $12.45M
94. Love Affair (1939)
Approved | 88 min | Comedy, Drama, Romance
A French playboy and an American former nightclub singer fall in love aboard a ship.
Director: Leo McCarey | Stars: Irene Dunne, Charles Boyer, Maria Ouspenskaya, Lee Bowman
Votes: 6,468
95. 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: 5,872
96. 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: 8,201
97. The Bachelor and the Bobby-Soxer (1947)
Approved | 95 min | Comedy, Romance
A high school girl falls for a playboy artist, with screwball results.
Director: Irving Reis | Stars: Cary Grant, Myrna Loy, Shirley Temple, Rudy Vallee
Votes: 9,643
98. 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: 38,194
99. 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: 15,149 | Gross: $0.35M
100. What Love Is (2007)
R | 93 min | Comedy, Romance
When Tom comes home on Valentine's Day to a "Dear John" Letter from his girlfriend, he spends the rest of the night talking to his four best friends about woman, sex & love until five women show up and the battle of the sexes begins.
Director: Mars Callahan | Stars: Cuba Gooding Jr., Matthew Lillard, Sean Astin, Mars Callahan
Votes: 1,535