Greatest Best Romantic Comedies All Time
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- DirectorCharles ChaplinStarsCharles ChaplinVirginia CherrillFlorence LeeWith the aid of a wealthy erratic tippler, a dewy-eyed tramp who has fallen in love with a sightless flower girl accumulates money to be able to help her medically.
- DirectorFrank CapraStarsClark GableClaudette ColbertWalter ConnollyA rogue reporter trailing a runaway heiress for a big story joins her on a bus heading from Florida to New York and they end up stuck with each other when the bus leaves them behind at one of the stops along the way.
- DirectorWilliam WylerStarsGregory PeckAudrey HepburnEddie AlbertA bored and sheltered princess escapes her guardians and falls in love with an American newsman in Rome.
- DirectorRobert MulliganStarsRock HudsonGina LollobrigidaSandra DeeYounger generation vs. "older" folks on vacation at an Italian villa.
- DirectorBilly WilderStarsJack LemmonShirley MacLaineFred MacMurrayA Manhattan insurance clerk tries to rise in his company by letting its executives use his apartment for trysts, but complications and a romance of his own ensue.
- DirectorLeo McCareyStarsCary GrantDeborah KerrRichard DenningA couple falls in love and agrees to meet in six months at the Empire State Building - but will it happen?
- DirectorHoward HawksStarsCary GrantRosalind RussellRalph BellamyA newspaper editor uses every trick in the book to keep his ace reporter ex-wife from remarrying.
- DirectorMike NicholsStarsDustin HoffmanAnne BancroftKatharine RossA disillusioned college graduate finds himself torn between his older lover and her daughter.
- DirectorGeorge CukorStarsCary GrantKatharine HepburnJames StewartWhen a rich woman's ex-husband and a tabloid-type reporter turn up just before her planned remarriage, she begins to learn the truth about herself.
- DirectorNora EphronStarsTom HanksMeg RyanRoss MalingerA recently widowed man's son calls a radio talk-show in an attempt to find his father a partner.
- DirectorErnst LubitschStarsGreta GarboMelvyn DouglasIna ClaireA stern Soviet woman sent to Paris to supervise the sale of jewels seized from Russian nobles finds herself attracted to a man who represents everything she is supposed to detest.
- DirectorDelbert MannStarsCary GrantDoris DayGig YoungA rich businessman and a young woman are attracted to each other, but he only wants an affair while she wants to save herself for marriage.
- DirectorRob ReinerStarsBilly CrystalMeg RyanCarrie FisherHarry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
- DirectorJohn FordStarsJohn WayneMaureen O'HaraBarry FitzgeraldA retired American boxer returns to the village of his birth in 1920s Ireland, where he falls for a spirited redhead whose brother is contemptuous of their union.
- DirectorBobby FarrellyPeter FarrellyStarsCameron DiazMatt DillonBen StillerA man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster.
- DirectorRaja GosnellStarsDrew BarrymoreDavid ArquetteMichael VartanA newspaper reporter enrolls in high school as part of research for a story.
- DirectorFrank CapraStarsGary CooperJean ArthurGeorge BancroftA unassuming greeting card poet from a small town in Vermont heads to New York City upon inheriting a massive fortune and is immediately hounded by those who wish to take advantage of him.
- DirectorBilly WilderStarsMarilyn MonroeTom EwellEvelyn KeyesWhen his family goes away for the summer, a hitherto faithful husband with an overactive imagination is tempted by a beautiful neighbor.
- DirectorJohn MaddenStarsGwyneth PaltrowJoseph FiennesGeoffrey RushThe world's greatest ever playwright, William Shakespeare, is young, out of ideas and short of cash, but meets his ideal woman and is inspired to write one of his most famous plays.
- DirectorNorman JewisonStarsCherNicolas CageOlympia DukakisLoretta Castorini, a bookkeeper from Brooklyn, New York, finds herself in a difficult situation when she falls for the brother of the man she has agreed to marry.
- DirectorJean NegulescoStarsMarilyn MonroeBetty GrableLauren BacallThree women set out to find eligible millionaires to marry, but find true love in the process.
- DirectorBilly WilderStarsGary CooperAudrey HepburnMaurice ChevalierA 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.
- DirectorBilly WilderStarsMarilyn MonroeTony CurtisJack LemmonAfter two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in.
- DirectorClarence BrownStarsClark GableJean HarlowMyrna LoyThe wife of a publishing executive mistakenly believes that her husband's relationship with his attractive secretary is more than professional.
- DirectorNancy MeyersStarsMel GibsonHelen HuntMarisa TomeiA cocky, chauvinistic advertising executive magically acquires the ability to hear what women are thinking.