Most Popular Womanizer Movies and TV Shows
- Movies or TV
- IMDb Rating
- Instant Watch Options
- In Theaters
- On TV
- Release Year
51. Funny People (2009)
R | 146 min | Comedy, Drama
When seasoned comedian George Simmons learns of his terminal, inoperable health condition, his desire to form a genuine friendship causes him to take a relatively green performer under his wing as his opening act.
Votes: 111,267 | Gross: $51.86M
54. Sleeping with Other People (2015)
R | 101 min | Comedy, Drama, Romance
A good-natured womanizer and a serial cheater form a platonic relationship that helps reform them in ways, while a mutual attraction sets in.
Votes: 37,742 | Gross: $0.81M
55. Daddy's Home 2 (2017)
PG-13 | 100 min | Comedy
Having finally gotten used to each other's existence, Brad and Dusty must now deal with their intrusive fathers during the holidays.
Votes: 55,813 | Gross: $104.03M
56. The Choice (I) (2016)
PG-13 | 111 min | Drama, Romance
Travis and Gabby first meet as neighbors in a small coastal town and wind up in a relationship that is tested by life's most defining events.
Votes: 32,162 | Gross: $18.71M
61. Along Came Polly (2004)
PG-13 | 90 min | Comedy, Romance
A buttoned-up newlywed finds his strictly organized life descend into chaos when he falls in love with an old classmate.
Votes: 121,485 | Gross: $88.10M
62. Entourage (2015)
R | 104 min | Comedy
Movie star Vincent Chase, together with his boys Eric, Turtle, and Johnny, are back - and back in business with super agent-turned-studio head Ari Gold on a risky project that will serve as Vince's directorial debut.
Votes: 73,412 | Gross: $32.36M
64. Nine (2009)
PG-13 | 118 min | Drama, Musical, Romance
Famous film director Guido Contini struggles to find harmony in his professional and personal lives, as he engages in dramatic relationships with his wife, his mistress, his muse, his agent, and his mother.
Votes: 41,429 | Gross: $24.00M
67. I Now Pronounce You Chuck & Larry (2007)
PG-13 | 115 min | Comedy, Romance
Two straight, single Brooklyn firefighters pretend to be a gay couple in order to receive domestic partner benefits.
Votes: 136,103 | Gross: $120.06M
68. Casanova (2005)
R | 112 min | Adventure, Comedy, Drama
The fabled romantic Giacomo Casanova, after failing to win the affection of the Venetian woman Francesca Bruni, strives to discover the real meaning of love.
Votes: 50,466 | Gross: $11.29M
69. All That Jazz (1979)
R | 123 min | Drama, Music, Musical
Director/choreographer Bob Fosse tells his own life story as he details the sordid life of Joe Gideon, a womanizing, drug-using dancer.
Votes: 25,682 | Gross: $37.82M
70. The Unbearable Lightness of Being (1988)
R | 171 min | Drama, Romance
In 1968, a Czech doctor with an active sex life meets a woman who wants monogamy, and then the Soviet invasion further disrupts their lives.
Votes: 32,287 | Gross: $10.01M
71. What's Your Number? (2011)
R | 106 min | Comedy, Romance
A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.
Votes: 69,657 | Gross: $14.01M
73. Mortdecai (2015)
R | 107 min | Action, Comedy, Crime
Juggling angry Russians, the British Mi5, and an international terrorist, debonair art dealer and part-time rogue Charlie Mortdecai races to recover a stolen painting rumored to contain a code that leads to lost gold.
Votes: 63,528 | Gross: $7.61M
74. Around the World in 80 Days (1956)
G | 175 min | Adventure, Comedy, Family
A Victorian Englishman bets that with the new steamships and railways he can circumnavigate the globe in eighty days.
Votes: 23,098 | Gross: $42.00M
75. Big Eyes (I) (2014)
PG-13 | 106 min | Biography, Crime, Drama
A drama about the awakening of painter Margaret Keane, her phenomenal success in the 1950s, and the subsequent legal difficulties she had with her husband, who claimed credit for her works in the 1960s.
Votes: 80,872 | Gross: $14.48M
77. The Man from U.N.C.L.E. (1964–1968)
50 min | Action, Adventure, Crime
The two top Agents of the United Network Command for Law and Enforcement (U.N.C.L.E.) fight the enemies of peace, particularly the forces of T.H.R.U.S.H.
78. The Wild Wild West Revisited (1979 TV Movie)
PG | 96 min | Action, Adventure, Comedy
In 1885, after years of retirement, West is called in from his Mexican home, and Gordon is taken off the road as a Shakespearian actor to track down and arrest Dr. Michelito Loveless, Jr. ... See full summary »
79. 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.
Votes: 34,897 | Gross: $53.67M
80. Madame Bovary (1949)
Passed | 114 min | Drama, Romance
A provincial doctor's wife's romantic illusions about life and social status lead her to betray her naive husband, take on lovers and run up ruinous debts.
81. The Spirit (2008)
PG-13 | 103 min | Action, Crime, Fantasy
Rookie cop Denny Colt returns from the beyond as The Spirit, a hero whose mission is to fight against the bad forces in Central City.
Votes: 58,495 | Gross: $19.78M
82. Baby Boy (2001)
R | 130 min | Crime, Drama, Romance
This is the story of Jody, an unemployed young black man, who's been living with his mother for several years, even though he's got a child of his own. Romantically, he's having ... See full summary »
Votes: 12,175 | Gross: $28.73M
83. Yuk po tuen: Tau ching bo gam (1991)
R | 99 min | Comedy, Drama, Fantasy
A man marries a beautiful wife, but decides to go out and experience as many sexual conquests as possible, with unusual and often hilarious results. Meanwhile, his wife is forced to enter a brothel and work as a prostitute.
Votes: 1,942 | Gross: $0.40M
84. Flatliners (1990)
R | 115 min | Drama, Horror, Sci-Fi
Five medical students experiment with "near death" experiences, until the dark consequences of past tragedies begin to jeopardize their lives.
Votes: 76,966 | Gross: $61.49M
85. Ghosts of Girlfriends Past (2009)
PG-13 | 100 min | Comedy, Fantasy, Romance
While attending his brother's wedding, a serial womanizer is haunted by the ghosts of his past girlfriends.
Votes: 79,862 | Gross: $55.25M
86. Boomerang (1992)
R | 117 min | Comedy, Drama, Romance
A successful executive and womanizer finds his lifestyle choices have turned back on him when his new female boss turns out to be an even bigger deviant than he is.
Votes: 24,531 | Gross: $70.10M
87. Are You Here (2013)
R | 114 min | Comedy, Drama
Two childhood best friends, one a superficial womanizer and the other a barely functioning bipolar, embark on a road trip back to their hometown after one of them learns his estranged father has died.
88. Broken Flowers (2005)
R | 106 min | Comedy, Drama, Mystery
As the extremely withdrawn Don Johnston is dumped by his latest woman, he receives an anonymous letter from a former lover informing him that he has a son who may be looking for him. A freelance sleuth neighbor moves Don to embark on a cross-country search for his old flames in search of answers.
Votes: 94,733 | Gross: $13.74M
89. Women on the Verge of a Nervous Breakdown (1988)
R | 88 min | Comedy, Drama
A television actress encounters a variety of eccentric characters after embarking on a journey to discover why her lover abruptly left her.
Votes: 33,072 | Gross: $7.18M
91. Welcome Home, Roscoe Jenkins (2008)
PG-13 | 114 min | Comedy, Romance
Dr. RJ Stevens is a talk show host who visits his family in the deep south. While there he reunites with his brother Otis, his sister Betty, his cousin/rival Clyde and his childhood love interest Lucinda Allen.
Votes: 12,897 | Gross: $42.44M
92. 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.
93. Repo! The Genetic Opera (2008)
R | 98 min | Horror, Musical, Sci-Fi
A worldwide epidemic encourages a biotech company to launch an organ-financing program similar in nature to a standard car loan. The repossession clause is a killer, however.
Votes: 22,843 | Gross: $0.14M
94. How to Be a Latin Lover (2017)
PG-13 | 115 min | Comedy, Drama
Finding himself dumped after 25 years of marriage, a man who made a career of seducing rich older women must move in with his estranged sister, where he begins to learn the value of family.
Votes: 12,830 | Gross: $32.09M
95. Barefoot in the Park (1967)
G | 106 min | Comedy, Romance
Paul, a conservative young lawyer, marries the vivacious Corie. Their highly passionate relationship descends into comical discord in a five-flight New York City walk-up apartment.
Votes: 15,427 | Gross: $19.99M
96. Instructions Not Included (2013)
PG-13 | 122 min | Comedy, Drama
A man who has made a new life for himself and the daughter left on his doorstep 6 years ago finds his family threatened when the birth mother resurfaces.
Votes: 27,789 | Gross: $44.47M
97. Old Dogs (I) (2009)
PG | 88 min | Comedy, Family
Two friends and business partners find their lives turned upside down when strange circumstances lead them to be the temporary guardians of seven year-old twins.
Votes: 35,202 | Gross: $49.49M
98. 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, but it may not stay platonic for long.
100. The Best Exotic Marigold Hotel (2011)
PG-13 | 124 min | Comedy, Drama, Romance
British retirees travel to India to take up residence in what they believe is a newly restored hotel. Less luxurious than advertised, the Marigold Hotel nevertheless slowly begins to charm in unexpected ways.
Votes: 87,508 | Gross: $46.41M