Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "playboy"
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1. Knives Out (2019)
PG-13 | 130 min | Comedy, Crime, Drama
A detective investigates the death of a patriarch of an eccentric, combative family.
Director: Rian Johnson | Stars: Daniel Craig, Chris Evans, Ana de Armas, Jamie Lee Curtis
Votes: 463,998 | Gross: $165.36M
2. The Wolf of Wall Street (2013)
R | 180 min | Biography, Crime, Drama
Based on the true story of Jordan Belfort, from his rise to a wealthy stock-broker living the high life to his fall involving crime, corruption and the federal government.
Director: Martin Scorsese | Stars: Leonardo DiCaprio, Jonah Hill, Margot Robbie, Matthew McConaughey
Votes: 1,197,022 | Gross: $116.90M
3. Arrow (2012–2020)
TV-14 | 42 min | Action, Adventure, Crime
Spoiled billionaire playboy Oliver Queen is missing and presumed dead when his yacht is lost at sea. He returns five years later a changed man, determined to clean up the city as a hooded vigilante armed with a bow.
Stars: Stephen Amell, Katie Cassidy, David Ramsey, Susanna Thompson
Votes: 407,949
4. The Dark Knight (2008)
PG-13 | 152 min | Action, Crime, Drama
When the menace known as the Joker wreaks havoc and chaos on the people of Gotham, Batman must accept one of the greatest psychological and physical tests of his ability to fight injustice.
Director: Christopher Nolan | Stars: Christian Bale, Heath Ledger, Aaron Eckhart, Michael Caine
Votes: 2,313,154 | Gross: $534.86M
5. Captain America: Civil War (2016)
PG-13 | 147 min | Action, Adventure, Sci-Fi
Political involvement in the Avengers' affairs causes a rift between Captain America and Iron Man.
Directors: Anthony Russo, Joe Russo | Stars: Chris Evans, Robert Downey Jr., Scarlett Johansson, Sebastian Stan
Votes: 667,425 | Gross: $408.08M
6. Iron Man (2008)
PG-13 | 126 min | Action, Adventure, Sci-Fi
After being held captive in an Afghan cave, billionaire engineer Tony Stark creates a unique weaponized suit of armor to fight evil.
Director: Jon Favreau | Stars: Robert Downey Jr., Gwyneth Paltrow, Terrence Howard, Jeff Bridges
Votes: 943,426 | Gross: $318.41M
7. Iron Man Three (2013)
PG-13 | 130 min | Action, Adventure, Sci-Fi
When Tony Stark's world is torn apart by a formidable terrorist called the Mandarin, he starts an odyssey of rebuilding and retribution.
Director: Shane Black | Stars: Robert Downey Jr., Guy Pearce, Gwyneth Paltrow, Don Cheadle
Votes: 758,625 | Gross: $409.01M
8. Batman Begins (2005)
PG-13 | 140 min | Action, Adventure
After training with his mentor, Batman begins his fight to free crime-ridden Gotham City from corruption.
Director: Christopher Nolan | Stars: Christian Bale, Michael Caine, Ken Watanabe, Liam Neeson
Votes: 1,313,054 | Gross: $206.85M
9. The IT Crowd (2006–2013)
TV-14 | 25 min | Comedy
The comedic misadventures of Roy, Moss and their grifting supervisor Jen, a rag-tag team of IT support workers at a large corporation headed by a hotheaded yuppie.
Stars: Chris O'Dowd, Richard Ayoade, Katherine Parkinson, Matt Berry
Votes: 134,480
10. City of God (2002)
R | 130 min | Crime, Drama
In the slums of Rio, two kids' paths diverge as one struggles to become a photographer and the other a kingpin.
Directors: Fernando Meirelles, Kátia Lund | Stars: Alexandre Rodrigues, Leandro Firmino, Matheus Nachtergaele, Phellipe Haagensen
Votes: 701,542 | Gross: $7.56M
11. The Man from U.N.C.L.E. (2015)
PG-13 | 116 min | Action, Adventure, Comedy
In the early 1960s, CIA agent Napoleon Solo and KGB operative Illya Kuryakin participate in a joint mission against a mysterious criminal organization, which is working to proliferate nuclear weapons.
Director: Guy Ritchie | Stars: Henry Cavill, Armie Hammer, Alicia Vikander, Elizabeth Debicki
Votes: 276,200 | Gross: $45.45M
12. Batman & Robin (1997)
PG-13 | 125 min | Action, Sci-Fi
Batman and Robin try to keep their relationship together even as they must stop Mr. Freeze and Poison Ivy from freezing Gotham City.
Director: Joel Schumacher | Stars: Arnold Schwarzenegger, George Clooney, Chris O'Donnell, Uma Thurman
Votes: 234,851 | Gross: $107.33M
13. Fantastic Four (I) (2005)
PG-13 | 106 min | Action, Adventure, Fantasy
A group of astronauts gain superpowers after a cosmic radiation exposure and must use them to oppose the plans of their enemy, Doctor Victor Von Doom.
Director: Tim Story | Stars: Ioan Gruffudd, Michael Chiklis, Chris Evans, Jessica Alba
Votes: 312,146 | Gross: $154.70M
14. Weird Science (1985)
PG-13 | 94 min | Comedy, Romance, Sci-Fi
Two high school nerds use a computer program to literally create the perfect woman, but she turns their lives upside down.
Director: John Hughes | Stars: Anthony Michael Hall, Ilan Mitchell-Smith, Kelly LeBrock, Bill Paxton
Votes: 80,415 | Gross: $23.83M
15. The Aviator (2004)
PG-13 | 170 min | Biography, Drama
A biopic depicting the early years of legendary Director and aviator Howard Hughes' career from the late 1920s to the mid 1940s.
Director: Martin Scorsese | Stars: Leonardo DiCaprio, Cate Blanchett, Kate Beckinsale, John C. Reilly
Votes: 335,553 | Gross: $102.61M
16. Rush (I) (2013)
R | 123 min | Action, Biography, Drama
The merciless 1970s rivalry between Formula One rivals James Hunt and Niki Lauda.
Director: Ron Howard | Stars: Daniel Brühl, Chris Hemsworth, Olivia Wilde, Alexandra Maria Lara
Votes: 434,425 | Gross: $26.95M
17. Pillow Talk (1959)
Passed | 102 min | Comedy, Romance
An interior decorator and a playboy songwriter share a telephone party line and size each other up.
Director: Michael Gordon | Stars: Rock Hudson, Doris Day, Tony Randall, Thelma Ritter
Votes: 15,667 | Gross: $18.75M
18. Jupiter Ascending (2015)
PG-13 | 127 min | Action, Adventure, Sci-Fi
A young woman discovers her destiny as an heiress of intergalactic nobility and must fight to protect the inhabitants of Earth from an ancient and destructive industry.
Directors: Lana Wachowski, Lilly Wachowski | Stars: Channing Tatum, Mila Kunis, Eddie Redmayne, Sean Bean
Votes: 179,466 | Gross: $47.39M
19. Charlie Wilson's War (2007)
R | 102 min | Biography, Comedy, Drama
A drama based on a Texas congressman Charlie Wilson's covert dealings in Afghanistan, where his efforts to assist rebels in their war with the Soviets have some unforeseen and long-reaching effects.
Director: Mike Nichols | Stars: Tom Hanks, Julia Roberts, Philip Seymour Hoffman, Amy Adams
Votes: 110,955 | Gross: $66.66M
20. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 84,423 | Gross: $94.01M
21. About a Boy (2002)
PG-13 | 101 min | Comedy, Drama, Romance
A cynical, immature young man is taught how to act like a grown-up by a little boy.
Directors: Chris Weitz, Paul Weitz | Stars: Hugh Grant, Nicholas Hoult, Toni Collette, Sharon Small
Votes: 173,259 | Gross: $41.39M
22. On Her Majesty's Secret Service (1969)
PG | 142 min | Action, Adventure, Thriller
James Bond woos a mob boss' daughter and goes undercover to uncover the true reason for Ernst Stavro Blofeld's allergy research in the Swiss Alps involving beautiful women from around the world.
Director: Peter R. Hunt | Stars: George Lazenby, Diana Rigg, Telly Savalas, Gabriele Ferzetti
Votes: 81,903 | Gross: $22.80M
23. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
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.
Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett
Votes: 182,882 | Gross: $81.30M
24. 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: 19,675
25. Gentlemen Prefer Blondes (1953)
Approved | 91 min | Comedy, Musical, Romance
Showgirls Lorelei Lee and Dorothy Shaw travel to Paris, pursued by a private detective hired by the suspicious father of Lorelei's fiancé, as well as a rich, enamored old man and many other doting admirers.
Director: Howard Hawks | Stars: Jane Russell, Marilyn Monroe, Charles Coburn, Elliott Reid
Votes: 31,953 | Gross: $12.00M
26. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
Director: Nancy Meyers | Stars: Jack Nicholson, Diane Keaton, Keanu Reeves, Amanda Peet
Votes: 112,283 | Gross: $124.73M
27. Sabrina (1995)
PG | 127 min | Comedy, Drama, Romance
An ugly duckling having undergone a remarkable change, still harbors feelings for her crush: a carefree playboy, but not before his business-focused brother has something to say about it.
Director: Sydney Pollack | Stars: Harrison Ford, Julia Ormond, Greg Kinnear, Nancy Marchand
Votes: 36,955 | Gross: $53.67M
28. 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: 6,106
29. What Women Want (2000)
PG-13 | 127 min | Comedy, Fantasy, Romance
A cocky, chauvinistic advertising executive magically acquires the ability to hear what women are thinking.
Director: Nancy Meyers | Stars: Mel Gibson, Helen Hunt, Marisa Tomei, Alan Alda
Votes: 192,165 | Gross: $182.81M
30. The Nutty Professor (1996)
PG-13 | 95 min | Comedy, Romance, Sci-Fi
Grossly overweight yet good-hearted professor Sherman Klump takes a special chemical that turns him into the slim but obnoxious Buddy Love.
Director: Tom Shadyac | Stars: Eddie Murphy, Jada Pinkett Smith, James Coburn, Larry Miller
Votes: 110,238 | Gross: $128.81M
31. Sabrina (1954)
Passed | 113 min | Comedy, Drama, Romance
A playboy becomes interested in the daughter of his family's chauffeur, but it's his more serious brother who would be the better man for her.
Director: Billy Wilder | Stars: Humphrey Bogart, Audrey Hepburn, William Holden, Walter Hampden
Votes: 59,616
32. Arthur (1981)
PG | 97 min | Comedy, Romance
Alcoholic billionaire playboy Arthur Bach must marry a woman he does not love, or he will be cut off from his $750,000,000 fortune. But when Arthur falls in love with a poor waitress, he must decide if he wants to choose love or money.
Director: Steve Gordon | Stars: Dudley Moore, Liza Minnelli, John Gielgud, Geraldine Fitzgerald
Votes: 25,915 | Gross: $95.46M
33. The House Bunny (2008)
PG-13 | 97 min | Comedy, Romance
After Playboy bunny Shelley is kicked out of the playboy mansion, she finds a job as the house mother for a sorority full of socially awkward girls.
Director: Fred Wolf | Stars: Anna Faris, Colin Hanks, Emma Stone, Kat Dennings
Votes: 79,526 | Gross: $48.24M
34. Under Siege (1992)
R | 103 min | Action, Thriller
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.
Director: Andrew Davis | Stars: Steven Seagal, Gary Busey, Tommy Lee Jones, Erika Eleniak
Votes: 76,933 | Gross: $83.36M
35. August: Osage County (2013)
R | 121 min | Comedy, Drama
A look at the lives of the strong-willed women of the Weston family, whose paths have diverged until a family crisis brings them back to the Oklahoma house they grew up in, and to the dysfunctional woman who raised them.
Director: John Wells | Stars: Meryl Streep, Dermot Mulroney, Julia Roberts, Juliette Lewis
Votes: 84,905 | Gross: $37.74M
36. The Pink Panther (1963)
Approved | 115 min | Comedy, Crime, Romance
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".
Director: Blake Edwards | Stars: David Niven, Peter Sellers, Robert Wagner, Capucine
Votes: 48,645 | Gross: $10.88M
37. The Green Hornet (2011)
PG-13 | 119 min | Action, Comedy, Crime
Following the death of his father, Britt Reid, heir to his father's large company, teams up with his late dad's assistant Kato to become a masked crime fighting team.
Director: Michel Gondry | Stars: Seth Rogen, Jay Chou, Christoph Waltz, Cameron Diaz
Votes: 155,380 | Gross: $98.78M
38. 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: 50,864 | Gross: $13.40M
39. Ninotchka (1939)
Not Rated | 110 min | Comedy, Romance
A stern Russian woman sent to Paris on official business 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: 19,060 | Gross: $1.19M
40. Malibu Express (1985)
R | 105 min | Comedy, Crime, Mystery
A womanizing private detective is assigned the task of investigating who is behind the hi-tech computer technology leaks to the Russians.
Director: Andy Sidaris | Stars: Darby Hinton, Sybil Danning, Art Metrano, Shelley Taylor Morgan
Votes: 1,815
41. Open Your Eyes (1997)
R | 119 min | Drama, Mystery, Sci-Fi
A very handsome man finds the love of his life, but he suffers an accident and needs to have his face rebuilt by surgery after it is severely disfigured.
Director: Alejandro Amenábar | Stars: Eduardo Noriega, Penélope Cruz, Chete Lera, Fele Martínez
Votes: 64,237 | Gross: $0.37M
42. The Ultimate Gift (2006)
PG | 114 min | Drama, Family, Romance
A deceased billionaire leaves his spoiled adult grandson a series of odd tasks to perform in order to receive "the ultimate gift," with the resentful grandson having no idea what that might be.
Director: Michael O. Sajbel | Stars: Drew Fuller, James Garner, Abigail Breslin, Bill Cobbs
Votes: 17,919 | Gross: $3.44M
43. Rising Sun (1993)
R | 129 min | Action, Crime, Drama
When an escort girl is found dead in the offices of a Japanese company in Los Angeles, detectives Web Smith and John Connor act as liaison between the company's executives and the investigating cop Tom Graham.
Director: Philip Kaufman | Stars: Sean Connery, Wesley Snipes, Harvey Keitel, Cary-Hiroyuki Tagawa
Votes: 42,646 | Gross: $63.10M
44. Days of Being Wild (1990)
Not Rated | 94 min | Crime, Drama, Romance
A man tries to find out who his real mother is after the woman who raised him tells him the truth.
Director: Kar-Wai Wong | Stars: Leslie Cheung, Maggie Cheung, Andy Lau, Carina Lau
Votes: 18,322 | Gross: $0.14M
45. The Shadow (1994)
PG-13 | 108 min | Action, Adventure, Crime
In 1930s New York City, The Shadow (Alec Baldwin) battles his nemesis, Shiwan Khan (John Lone), who is building an atomic bomb.
Director: Russell Mulcahy | Stars: Alec Baldwin, John Lone, Penelope Ann Miller, Peter Boyle
Votes: 23,477 | Gross: $32.06M
46. 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: 39,610 | Gross: $20.30M
47. Love Affair (1939)
Approved | 88 min | Comedy, Drama, Romance
A wanted criminal and a terminally ill woman meet on an ocean liner and fall in love.
Director: Leo McCarey | Stars: Irene Dunne, Charles Boyer, Maria Ouspenskaya, Lee Bowman
Votes: 4,553
48. Troll (1986)
PG-13 | 82 min | Comedy, Fantasy, Horror
A wicked troll king in search of a mystical ring that will transform him to human form invades a San Francisco apartment complex where a powerful witch lives.
Director: John Carl Buechler | Stars: Michael Moriarty, Shelley Hack, Noah Hathaway, Jenny Beck
Votes: 9,284 | Gross: $5.45M
49. Mildred Pierce (1945)
Approved | 111 min | Crime, Drama, Film-Noir
A hard-working mother inches towards disaster as she divorces her husband and starts a successful restaurant business to support her spoiled daughter.
Director: Michael Curtiz | Stars: Joan Crawford, Jack Carson, Zachary Scott, Eve Arden
Votes: 22,867
50. 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 1930's Hollywood.
Director: Edward Dmytryk | Stars: George Peppard, Alan Ladd, Carroll Baker, Robert Cummings
Votes: 2,002 | Gross: $28.41M