Here we've displayed a list of the best Romantic Dilemma films : Love Under the Rainbow(2019), It Happened One Night(1934), I Knew Her Well(1966), Design for Living(1933), Hum Dil De Chuke Sanam(1999), Pakeezah(1971), The Mysterious Lady(1928), Mary, Queen of Scots(1971), Sansa(2003), Pay It Forward(2000), The Pursuit of Happiness(1934), Porgy and Bess(1959) ... ...
Romance, Drama
UK
2019
80 Minutes
Jodie Sweetin David Haydn-Jones Dakota Guppy Donna Christie Garry Chalk Emily Delahunty Mason McKenzie Rebecca Davis Brendon Zub Peter Benson Anthony Ames
widower daughter teacher student touching heartwarming family home elementary school classroom coffee shop grief death of mother second chance new town romantic dilemma hope transformation discovery 2010s
A woman who has been dumped eleven times in a row, discovers (to her dismay) that she has a loser in love gene.
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.
Drama
Italy|France|West Germany
1966
97 Minutes
Stefania Sandrelli Nino Manfredi Ugo Tognazzi Joachim Fuchsberger Franco Fabrizi Turi Ferro Franco Nero Jean-Claude Brialy Mario Adorf Enrico Maria Salerno Solvi Stubing
young girl young woman aspiring actress failed actress lover love interest emotional engaging melodramatic sad passionate heartwarming italy rome village ambition exploitation relationships difficult decision tragic love
Adriana, a naive Italian country girl, moves to Rome to become a movie star and experiences the dark side of the business.
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.
Romance, Comedy, Drama
India|Hungary
1999
188 Minutes
Salman Khan Aishwarya Rai Bachchan Smita Jaykar Ajay Devgn Vikram Gokhale Kanu Gill Ahsan Khan Amrik Gill Istvan Wohimuth Csilla Szabo
wealthy girl student father lawyer husband bride spectacular moving melodramatic india italy mansion love triangle arranged marriage parental pressure lost loves journey romantic dilemma rivalry forbidden love
Nandini has to choose between Sameer, the man who taught her to fall in love; and Vanraj, the man from whom she learnt how to abide and fulfill promises of love.
Drama
India
1971
125 Minutes
Meena Kumari Raaj Kumar Ashok Kumar Veena Kashif Rasheed Siddiqui Altaf Chandabai Pratima Devi Lotan Nadira Praveen Paul
courtesan prince husband ranger mother madam melodramatic powerful dark passionate india brothel palace secret past family troubled childhood romantic dilemma prostitution song and dance underdog
The story of a prostitute, with a pure heart (PAKEEZAH), and grand dreams...
Drama, Romance
USA
1928
96 Minutes
Greta Garbo Conrad Nagel Gustav von Seyffertitz Edward Connelly Richard Alexander
spy mysterious woman general captain russian saboteur tense emotional vienna court opera house espionage romantic dilemma spies career vs. love dangerous assignment forbidden love transformation rise 20th century
An attractive Russian spy seduces an Austrian officer in order to get some important plans, but when she actually falls in love with him, both of them are placed in a dangerous situation.
Drama, History
UK|USA
1971
128 Minutes
Vanessa Redgrave Glenda Jackson Patrick McGoohan Timothy Dalton Nigel Davenport Trevor Howard Daniel Massey Ian Holm Andrew Keir Tom Fleming Katherine Kath
mary stuart elizabeth tudor husband courtier lord somber fascinating passionate scotland england royal court royalty catholicism political intrigue romantic dilemma exile betrayal love revenge fall
During the sixteenth century, the Catholic Mary, Queen of Scots engages in over two decades of religious and political conflict with her cousin, the Protestant Queen Elizabeth I of England, amidst political intrigue in her native land.
Drama
France
2003
116 Minutes
Roschdy Zem Ivry Gitlis Emma Suárez Valentina Cervi Rita Durão Silke Ayako Fujitani Bassem Samra Georges Abe Amar Attia
hustler artist beautiful woman conductor elderly man fascinating spirited engaging italy russia japan spain street traveling romance art unlikely friendship romantic dilemma mentorship adventure
Sansa is a young man. The camera pursues him, takes a peep at him, tries to catch his face, his look, his cap. The camera gets out of breath running after the man, becoming an observer, a ... See full summary »
Drama
USA
2000
122 Minutes
Kevin Spacey Helen Hunt Haley Joel Osment Jay Mohr Jim Caviezel Jon Bon Jovi Angie Dickinson David Ramsey Gary Werntz
teacher student single mother journalist homeless person ex-husband inspiring heartwarming emotional las vegas school household los angeles house big city kindness alcoholism assignment investigation book
A young boy attempts to make the world a better place after his teacher gives him that chance.
Comedy
USA
1934
80 Minutes
Francis Lederer Joan Bennett Charles Ruggles Mary Boland Minor Watson Adrian Morris Barbara Barondess Walter Kingsford Duke York Burr Caruth Jules Cowles
hessian violinist beautiful woman innkeeper daughter father charming amusing witty connecticut barn inn romance culture clash american revolutionary war dessertion romantic dilemma love pursuit american revolution
Lederer is a Hessian soldier who defects to the Americans during the Revolutionary War.He falls in love with a Yankee girl, but a thuggish local militiaman jealously makes things hard for him while he's a prisoner of war.
Musical, Drama, Romance
USA
1959
138 Minutes
Sidney Poitier Rouben Mamoulian Dorothy Dandridge Sammy Davis Jr. Pearl Bailey Brock Peters Leslie Scott Diahann Carroll Ruth Attaway Clarence Muse Everdinne Wilson
poor person drug addict african-american disabled person drug dealer beautiful woman emotional melodramatic sultry charleston, s.c. shantytown catfish row love triangle poverty drug addiction romantic dilemma hard times difficult decision underdog love
A woman whose past is scorned by nearly everyone around her meets a man who'd love her regardlessly- if only everyone else would allow them to.
Romance
France
1979
93 Minutes
Jean-Pierre Léaud Marie-France Pisier Claude Jade Rosy Varte Marie Henriau Daniel Mesguich Julien Bertheau Dorothée
proofreader ex-lover ex-wife salesgirl emotional unrestrained amusing paris train record store romantic dilemma growing up divorce media circus love 1970s
Antoine Doinel is now more than thirty. He divorces from Christine. He is a proofreader, and is in love with Sabine, a record seller. Colette, his teenager love, is now a lawyer. She buys ... See full summary »
Comedy
USA
1995
95 Minutes
Shannen Doherty Jeremy London Jason Lee Claire Forlani Michael Rooker Priscilla Barnes Renée Humphrey Ben Affleck Joey Lauren Adams Jason Mewes Ethan Suplee
young man best friend ex-girlfriend game show contestant father store manager hilarious madcap quirky spirited new jersey shopping mall elevator clothing store slackers romantic dilemma jealousy sabotage teen culture sexual advances
Both dumped by their girlfriends, two best friends seek refuge in the local mall.
Drama
USA
1933
76 Minutes
James Cagney Patricia Ellis Alice White Ralph Bellamy Ralf Harolde Robert E. O'Connor Robert Barrat G. Pat Collins Tom Wilson Barbara Rogers Renee Whitney
photographer editor student reporter police officer criminal charming spirited witty brash new york city newsroom new life photography romantic dilemma controversy tabloid journalism pursuit transformation 1930s
Ex-convict Danny Kean decides to become honest as a photographer for a paper. He falls in love with Patricia, the daughter of the policeman who arrested him. Mr Nolan, her father, doesn't ... See full summary »
Drama, History, War
Netherlands|Belgium
2008
103 Minutes
Martijn Lakemeier Yorick van Wageningen Jamie Campbell Bower Raymond Thiry Melody Klaver Anneke Blok Mees Peijnenburg Jesse Van Driel Dan van Husen Ad van Kempen Tygo Gernandt
airman teen boy sister father german officer bleak intense suspenseful emotional village secret hideout forest river on the run romantic dilemma life during wartime survival rescue love discovery
In the Nazi-occupied Netherlands, a teenage boy gets involved in the Dutch Resistance after coming to the aid of a wounded RAF pilot.
Drama, History
UK|USA|France|Germany
2000
143 Minutes
Gillian Anderson Eric Stoltz Dan Aykroyd Eleanor Bron Terry Kinney Anthony LaPaglia Laura Linney Jodhi May Elizabeth McGovern
socialite suitor aunt married man somber tender new york city monte carlo, monaco estate yacht single life romantic dilemma inheritance fall love 1900s
A woman risks losing her chance of happiness with the only man she has ever loved.
Adventure, Romance, Western
USA
1927
102 Minutes
Douglas Fairbanks Lupe Velez Geraine Greear Eve Southern Gustav von Seyffertitz Michael Vavitch Charles Stevens Nigel de Brulier Albert MacQuarrie Mary Pickford
leader general young woman bandit villager priest melodramatic spectacular amusing andes mountains village romantic dilemma faith power struggle crime outlaws adventure love rivalry pursuit
A girl is saved by a miracle after she falls from a cliff in the Argentine Andes, and is blessed with healing powers. A shrine is built on the site, and a whole city grows around it, rich ... See full summary »
Comedy
USA
1940
98 Minutes
Myrna Loy Melvyn Douglas Raymond Walburn Lee Bowman Bonita Granville Felix Bressart Donald Meek Sidney Blackmer Ernest Whitman Ann Morriss Edna Holland
editor artist boyfriend father sister law student witty melodramatic new york city niagara falls, n.y. train nightclub mansion opposites attract career vs. love love-hate relationship love triangle romantic dilemma rivalry love
A single magazine editor pretends to be married in order to avoid advances from male colleagues, but complications ensue when she meets a potential suitor.
Comedy
USA
1999
80 Minutes
Gibson Frazier Susan Egan Cara Buono Brian Davies Dwight Ewell Frank Gorshin David Margulies Anthony Rapp Marisa Ryan Bobby Short
newspaper reporter girlfriend criminal artist editor quirky charming lighthearted new york city newsroom warehouse club jazz age romantic dilemma newspapers crime nostalgia relationships adventure discovery
Fantasy-comedy about a young man who lives as if it is 1928 or so, and his encounters with modern-day women and modern-day criminals.
Romance
USA
1997
115 Minutes
Stephen Dillane Victoria Foyt Vanessa Redgrave Glynis Barber Michael Brandon Vernon Dobtcheff Graydon Gould Noel Harrison
shop owner painter fiancé wife friend sister sultry melodramatic passionate israel dover paris vacation home los angeles white cliffs of dover infidelity travel fate marriage serendipity
L.A. shop owner Dana and Englishman Sean meet and fall in love at first sight, but Sean is married and Dana is to marry her business partner Alex.
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.
Comedy, Drama
USA
2014
87 Minutes
Mark Ruffalo Zoe Saldana Imogene Wolodarsky Ashley Aufderheide Beth Dixon Keir Dullea Georgia Lyman Chris Papavasiliou Alicia Love Manoah Angelo
mother african-american daughter white person sister father emotional heartwarming powerful vehicle restaurant workplace home life story growth life romantic dilemma motherhood 1970s
A father struggling with bipolar disorder tries to win back his wife by attempting to take full responsibility of their two young, spirited daughters, who don't make the overwhelming task any easier.
Romance
USA
1946
96 Minutes
Barbara Stanwyck George Brent Warner Anderson Lucile Watson John Ridgely Eve Arden Jerome Cowan Esther Dale Scotty Beckett Bobby Cooper Leona Maricle
widow major boyfriend son love interest moving emotional lake forest, ill. ski resort california chicago mourning relationships gossip romantic dilemma love triangle love love forbidden love discovery
A recent widow meets an army major while skiing and despite pressures from friends and family becomes romantically involved with him.
Romance
USA
1961
112 Minutes
Rock Hudson Gina Lollobrigida Sandra Dee Bobby Darin Walter Slezak Brenda De Banzie Rossana Rory Ronald Howard
mogul manager teen boy teen girl chaperone lover madcap lighthearted amusing tender italy villa hotel town vacation romantic dilemma scam generation gap accident unlikely friendship
Younger generation vs. "older" folks on vacation at an Italian villa.
Western
USA
1946
92 Minutes
Dana Andrews Brian Donlevy Susan Hayward Patricia Roc Ward Bond Andy Devine Rose Hobart Halliwell Hobbes Lloyd Bridges Stanley Ridges Dorothy Peterson
shop owner fiancée banker gambler best friend love interest spirited wild powerful oregon saloon frontier general store cabin portland, ore. romantic dilemma love triangle old west frontier life crime
Businessman Logan Stuart is torn between his love of two very different women in 1850's Oregon and his loyalty to a compulsive gambler friend who goes over the line.
Drama
Spain|USA
2002
133 Minutes
Javier Bardem Juan Diego Botto Laura Morante Elvira Mínguez Alexandra Lencastre Oliver Cotton Abel Folk Marie-Anne Berganza
detective terrorist dancer daughter father tense engaging sultry latin america dance studio apartment political unrest terrorism romantic dilemma dance deception investigation discovery quest love
A police detective in a South American country is dedicated to hunting down a revolutionary guerilla leader.
Romance, Other
USA
2006
132 Minutes
Cameron Diaz Kate Winslet Jude Law Jack Black Eli Wallach Ed Burns Rufus Sewell Shannyn Sossamon Miffy Englefield Emma Pritchard Sarah Parish
film editor coworker journalist brother boyfriend elderly person engaging tender los angeles england cottage house romantic dilemma vacation filmmaking relationships love discovery 2000s
Two women troubled with guy-problems swap homes in each other's countries, where they each meet a local guy and fall in love.
Drama
USA
1926
68 Minutes
Ricardo Cortez Greta Garbo Gertrude Olmsted Edward Connelly Lucien Littlefield Martha Mattox Lucy Beaumont Tully Marshall Mack Swain Arthur Edmund Carewe Lillian Leighton
peasant landlord politician mother bleak disheartening emotional spain paris countryside romantic dilemma class conflict flooding rejection opera forbidden love temptation unknown era
A young girl and her father are kicked out of their house by a cruel noblewoman, and the girl's heart is broken when her sweetheart, the noblewoman's son, won't go to Paris with them. After... See full summary »
Drama
Canada|South Africa|UK
2007
116 Minutes
Jimi Mistry Kristin Kreuk Neve Campbell John Light Irrfan Khan Madhur Jaffrey Aarya Babbar Lushin Dubey Chenier Hundal Jesse Moss Jaden Rain
soldier wife friend sister son emotional engaging india pakistan war romantic dilemma religion family honor accidental death forbidden love rescue escape 1940s
During the turmoil and violence of Partition, a Sikh ex-soldier, haunted by war, offers shelter to a young Muslim woman who has been separated from her family.