20 movies like Kiss Me, Stupid, ordered by similarity : Cousin, Cousine(1975), The Soft Skin(1964), By Love Possessed(1961), Intermezzo(1939), Carol(2015), Cloud 9(2008), Brokeback Mountain(2005), (500) Days of Summer(2009), I Do... Until I Don't(2017), Three of Hearts(1993), Design for Living(1933), Afterglow(1997) ...
7.0/10
Romance
USA
1964
126 Minutes
Dean Martin Kim Novak Ray Walston Felicia Farr Cliff Osmond Barbara Pepper Doro Merande Howard McNear Henry Gibson Alan Dexter Tommy Nolan
music teacher pop star wife prostitute mechanic songwriter playful witty wild sultry small town nevada family home bar trailer gas station romantic dilemma business scheme jealousy sex appeal
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.
Romance
1975
96 Minutes
Marie-Christine Barrault Victor Lanoux Marie-France Pisier Guy Marchand Ginette Garcin Sybil Maas Jean Herbert Pierre Plessis Catherine Verlor
wife husband cousin lover family amusing cheeky tender witty france wedding comedy love family marriage temptation forbidden love love 1970s
Two distant French cousins (Marie-Christine Barrault, Victor Lanoux) meet, fall in love and have an affair despite their marriages.
7.5/10
Romance
France
1964
110 Minutes
Jean Desailly Françoise Dorléac Nelly Benedetti Daniel Ceccaldi Laurence Badie Jean Lanier Paule Emanuele Maurice Garrel
magazine editor stewardess husband wife mistress writer melodramatic sultry suspenseful paris lisbon, portugal airport family home infidelity jealousy crimes of passion love triangle obsession marriage forbidden love
Pierre Lachenay is a well-known publisher and lecturer, married with Franca and father of Sabine, around 10. He meets an air hostess, Nicole. They start a love affair, which Pierre is hiding, but he cannot stand staying away from her.
5.4/10
Romance
USA
1961
115 Minutes
Lana Turner Efrem Zimbalist Jr. Jason Robards George Hamilton Susan Kohner Barbara Bel Geddes Thomas Mitchell Everett Sloane Yvonne Craig Jean Willes Frank Maxwell
lawyer partner wife alcoholic son melodramatic intricate disheartening sultry law firm family home massachusetts small town infidelity father/son relationship legacy love triangle rape midlife crisis rivalry
Neurotic woman engages in an affair with the law partner of her impotent husband.
6.7/10
Romance
USA
1939
70 Minutes
Leslie Howard Ingrid Bergman Edna Best John Halliday Cecil Kellaway Enid Bennett Ann E. Todd Douglas Scott Eleanor Wesselhoeft Marie Flynn
pianist daughter wife son violinist engaging melodramatic stockholm new york city affair music family love triangle forbidden love temptation 1930s
A violinist's piano accompanist retires. He hears his daughter's piano teacher/Ingrid Bergman play and asks her to play on his next int'l tour. They fall in love.
7.2/10
Gay & Lesbian, Romance, Drama
UK|USA|Australia
2015
118 Minutes
Cate Blanchett Rooney Mara Sarah Paulson Jake Lacy John Magaro Cory Michael Smith Carrie Brownstein Kevin Crowley Nik Pajic Kyle Chandler
woman love interest divorcée romantic interest lover daughter mother photographer gay/lesbian emotional engaging endearing sad powerful tense united states manhattan new york new york city department store
An aspiring photographer develops an intimate relationship with an older woman in 1950s New York.
6.6/10
Romance, Drama
Germany
2008
98 Minutes
Ursula Werner Horst Rehberg Horst Westphal Steffi Kühnert
woman man couple lover cheeky confident emotional engaging heartwarming germany home apartment lake love love triangle loveless marriage lovers old age love forbidden love
A romantic drama about a woman who enters into an affair after 30 years of marriage.
7.7/10
Gay & Lesbian, Romance, Drama
USA|Canada
2005
134 Minutes
Heath Ledger Jake Gyllenhaal Linda Cardellini Anna Faris Anne Hathaway Michelle Williams Randy Quaid Graham Beckel Scott Michael Campbell David Harbour Kate Mara
cowboy rodeo rider rancher wife husband emotional moving wyoming family home ranch mountain mexico homosexuality cowboys love marriage frustrated desire relationships forbidden love love
Ennis and Jack are two shepherds who develop a sexual and emotional relationship. Their relationship becomes complicated when both of them get married to their respective girlfriends.
Romance, Comedy, Drama
2009
95 Minutes
Joseph Gordon-Levitt Zooey Deschanel Geoffrey Arend Chloë Grace Moretz Matthew Gray Gubler Clark Gregg Rachel Boston Minka Kelly
writer love interest friend girlfriend boss architect playful quirky witty los angeles apartment office bar store park obsession new love jealousy depression deception
After his girlfriend (Zooey Deschanel) dumps him, a greeting-card writer (Joseph Gordon-Levitt) reflects on their 500 days together to try to figure out where their love affair went wrong.
4.2/10
Romance
USA
2017
103 Minutes
Lake Bell Ed Helms Mary Steenburgen Paul Reiser Dolly Wells Amber Heard Connie Shin Wyatt Cenac Chace Crawford Chauntae Pink Rae Gray
couple filmmaker sister husband wife amusing cheeky hilarious offbeat quirky small town united states home family home love marriage midlife crisis family family relationships hard decisions
An ensemble comedy about the meaning of matrimony.
5.5/10
Comedy, Romance, Drama, Gay & Lesbian
USA
1993
105 Minutes
William Baldwin Kelly Lynch Sherilyn Fenn Joe Pantoliano Gail Strickland Cec Verrell Claire Callaway Tony Amendola
male prostitute pimp lesbian criminal nurse girlfriend charming offbeat witty engaging house bar hospital prison romantic dilemma relationships prostitution lesbianism love reconciliation
A lesbian hires a male escort to her sister's wedding. She thinks of a scheme to get her ex-girlfriend back: he dates and dumps the ex.
7.5/10
Romance
USA
1933
90 Minutes
Fredric March Gary Cooper Miriam Hopkins Edward Everett Horton Franklin Pangborn Isabel Jewell Wyndham Standing Harry Dunkinson Helena Phillips Evans James Donlan Vernon Steele
artist playwright american boss husband love interest cheeky madcap playful paris apartment london new york city office roommates jealousy romantic dilemma love triangle sex competition
A woman cannot decide between two men who love her, and the trio agree to try living together in a platonic friendly relationship.
6.1/10
Romance
USA
1997
113 Minutes
Julie Christie Nick Nolte Lara Flynn Boyle Jonny Lee Miller Jay Underwood Domini Blythe
handyman actress housewife businessman witty engaging playful spirited montreal apartment hotel bar house unhappy marriage adultery relationships flirtation unlikely romance love temptation
A handyman with marital problems meets a housewife with the same.
7.3/10
Romance
USA
1932
83 Minutes
Clark Gable Jean Harlow Mary Astor Donald Crisp Gene Raymond Tully Marshall Willie Fung
foreman prostitute surveyor wife servant employee passionate engaging fiery indochina plantation jungle love triangle adultery deception rubber business prostitution forbidden love temptation transformation
The owner of a rubber plantation becomes involved with the new wife of one of his employees.
7.4/10
Romance
USA
1941
97 Minutes
William Powell Myrna Loy Gail Patrick Jack Carson Florence Bates Sidney Blackmer Vladimir Sokoloff Kathleen Lockhart Sig Ruman Donald MacBride Sara Haden
architect wife mother-in-law artist lawyer wild playful apartment insane asylum love triangle misunderstanding divorce jealousy feigned insanity love 1940s
A wife suspecting infidelity starts divorce proceedings, so the husband pretends to be insane in order to delay the divorce and clear up the misunderstanding.
7.2/10
Drama, Romance
India
2001
190 Minutes
young man young woman driver muslim music teacher bleak brutal disheartening emotional heartwarming patriotic india pakistan bungalow house college love family patriotism riots
Set during the Partition of India in 1947, a Sikh truck driver falls in love with a Muslim girl belonging to an aristocratic family.
7.1/10
Romance
USA
1949
115 Minutes
Jennifer Jones Van Heflin Louis Jourdan James Mason Christopher Kent Gene Lockhart Frank Allenby Gladys Cooper John Abbott Harry Morgan George Zucco
wife husband doctor lawyer wealthy man disheartening emotional hedonistic sultry france small town adultery ambition love wealth marriage love fall temptation wretched excess
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.
7.8/10
Musical, Romance
France|West Germany
1964
91 Minutes
Catherine Deneuve Nino Castelnuovo Anne Vernon Marc Michel Ellen Farner Mireille Perrey Jean Champion P. Caden J.P. Dorat
pretty woman mechanic businessperson husband wife emotional melodramatic moving france small town cherbourg, france social standing love triangle small-town life love growing up discovery 1960s
A young woman separated from her lover by war faces a life-altering decision.
8.1/10
Romance
USA
1934
105 Minutes
Claudette Colbert Clark Gable Walter Connolly Roscoe Karns Alan Hale Ward Bond
heiress reporter father husband salesman boss charming amusing playful madcap hotel bus highway countryside vehicle road love triangle road trip class distinctions prejudice
A renegade reporter and a crazy young heiress meet on a bus heading for New York, and end up stuck with each other when the bus leaves them behind at one of the stops.
6.9/10
Romance
USA
1989
113 Minutes
Jeff Bridges Michelle Pfeiffer Beau Bridges Ellie Raab Jennifer Tilly Xander Berkeley Dakin Matthews Ken Lerner Albert Hall Terri Treas Gregory Itzin
brother musician singer wife child dog sultry witty uneasy seattle apartment nightclub hotel siblings jazz romance ambition performance jealousy quest
The lives of two struggling musicians, who happen to be brothers, inevitably change when they team up with a beautiful, up-and-coming singer.
7.3/10
Romance, Comedy, Drama
USA
1966
125 Minutes
Jack Lemmon Walter Matthau Ron Rich Cliff Osmond Judi West Lurene Tuttle Harry Holcombe Les Tremayne Marge Redmond Noam Pitlik Harry Davis
lawyer cameraman doctor athlete ex-wife investigator witty suspenseful cleveland stadium hospital household bar insurance friendly fire parallel universe food industry inventions great depression quest
A crooked lawyer persuades his brother-in-law to feign a serious injury.
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