May-December
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37 titles
- DirectorHal AshbyStarsRuth GordonBud CortVivian PicklesYoung, rich, and obsessed with death, Harold finds himself changed forever when he meets lively septuagenarian Maude at a funeral.52 years. Ruth Gordon (b. 1896) & Bud Cort (b. 1948)
- DirectorJon AmielStarsSean ConneryCatherine Zeta-JonesVing RhamesAn insurance agent is sent by her employer to track down and help capture an art thief.39 years. Sean Connery (b. 1930) & Catherine Zeta-Jones (b. 1969)
- StarsRobert DuvallTommy Lee JonesDanny GloverTwo former Texas Rangers renew their spirit of adventure as they and several other residents of a small Texas town join a cattle drive to the Montana Territory.34 years. Robert Duvall (b. 1931) & Diane Lane (b. 1965)
- DirectorSofia CoppolaStarsBill MurrayScarlett JohanssonGiovanni RibisiA faded movie star and a neglected young woman form an unlikely bond after crossing paths in Tokyo.34 years. Bill Murray (b. 1950) & Scarlett Johansson (b. 1984)
- DirectorRoger MichellStarsAnne ReidDaniel CraigAnna Wilson-JonesA woman has a passionate affair with a man half her age, who is also sleeping with her daughter.33 years. Anne Reid (b. 1935) & Daniel Craig (b. 1968)
- DirectorStanley DonenJohn BarryStarsFarrah FawcettKirk DouglasHarvey KeitelTwo lovers stationed at a remote base in the asteroid belt of Saturn are intruded upon by an anal-retentive technocrat from Earth and his charge: a malevolent eight foot tall robot.31 years. Kirk Douglas (b. 1916) & Farrah Fawcett (b. 1947)
- DirectorBilly WilderStarsHumphrey BogartAudrey HepburnWilliam HoldenA 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.30 years. Humphrey Bogart (b. 1899), Audrey Hepburn (b. 1929), & William Holden (b. 1918)
- DirectorMelville ShavelsonStarsCary GrantSophia LorenMartha HyerA widower, his three young children, and an Italian nanny get to know each other better when circumstances have them living together aboard a badly neglected houseboat.30 years. Cary Grant (b. 1904) & Sophia Loren (b. 1934)
- DirectorFred ZinnemannStarsGary CooperGrace KellyThomas MitchellA town Marshal, despite the disagreements of his newlywed bride and the townspeople around him, must face a gang of deadly killers alone at "high noon" when the gang leader, an outlaw he "sent up" years ago, arrives on the noon train.28 years. Gary Cooper (b. 1901) & Grace Kelly (b. 1929)
- 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.28 years. Gary Cooper (b. 1901) & Audrey Hepburn (b. 1929)
- DirectorHenry HathawayStarsJohn WayneSophia LorenRossano BrazziAmerican ne'er-do-well Joe January is hired to take Paul Bonnard on an expedition into the desert in search of treasure.27 years. John Wayne (b. 1907) & Sophia Loren (b. 1934)
- DirectorRalph NelsonStarsCary GrantLeslie CaronTrevor HowardDuring World War II, a man persuaded to live on an isolated island and spot aircraft finds himself responsible for a teacher and several students, all female.27 years. Cary Grant (b. 1904) & Leslie Caron (b. 1931)
- DirectorWoody AllenStarsWoody AllenDiane KeatonMariel HemingwayThe life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress.26 years. Woody Allen (b. 1935) & Mariel Hemingway (b. 1961)
- DirectorJames L. BrooksStarsJack NicholsonHelen HuntGreg KinnearA single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.26 years. Jack Nicholson (b. 1937) & Helen Hunt (b. 1963)
- DirectorHoward HawksStarsHumphrey BogartLauren BacallWalter BrennanDuring World War II, American expatriate Harry Morgan helps transport a French Resistance leader and his beautiful wife to Martinique while romancing a sensuous lounge singer.25 years. Humphrey Bogart (b. 1899) & Lauren Bacall (b. 1924) also: The Big Sleep, Dark Passage, & Key Largo
- DirectorAlfred HitchcockStarsCary GrantGrace KellyJessie Royce LandisA retired jewel thief sets out to prove his innocence after being suspected of returning to his former occupation.25 years. Cary Grant (b. 1904) & Grace Kelly (b. 1929)
- DirectorAlfred HitchcockStarsJames StewartKim NovakBarbara Bel GeddesA former San Francisco police detective juggles wrestling with his personal demons and becoming obsessed with the hauntingly beautiful woman he has been hired to trail, who may be deeply disturbed.25 years. James Stewart (b. 1908) & Kim Novak (b. 1933)
- DirectorJohn HustonStarsClark GableMarilyn MonroeMontgomery CliftA divorcée falls for an over-the-hill cowboy who is struggling to maintain his romantically independent lifestyle.25 years. Clark Gable (b. 1901) & Marilyn Monroe (b.1926)
- DirectorStanley DonenStarsCary GrantAudrey HepburnWalter MatthauRomance and suspense ensue in Paris as a woman is pursued by several men who want a fortune her murdered husband had stolen. Whom can she trust?25 years. Cary Grant (b. 1904) & Audrey Hepburn (b. 1929)
- DirectorMichael AndersonJohn FarrowStarsDavid NivenCantinflasFinlay CurrieA Victorian Englishman bets that with the new steamships and railways he can circumnavigate the globe in eighty days.24 years. David Niven (b. 1910) & Shirley MacLaine (b. 1934)
- DirectorAlfred HitchcockStarsHenry FondaVera MilesAnthony QuayleIn 1953, an innocent man named Christopher Emanuel "Manny" Balestrero is arrested after being mistaken for an armed robber.24 years. Henry Fonda (b. 1905) & Vera Miles (b. 1929)
- DirectorJohn McTiernanStarsSean ConneryLorraine BraccoJosé WilkerIn the beautiful and dangerous Amazon rainforest, dissimilar people must make their choices between business, science, and love.24 years. Sean Connery (b. 1930) & Lorraine Bracco (b. 1954)
- DirectorSydney PollackStarsHarrison FordJulia OrmondGreg KinnearAn 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.23 years. Harrison Ford (b. 1942) & Julia Ormond (b. 1965)
- DirectorJohn FordStarsJames StewartJohn WayneVera MilesA senator returns to a Western town for the funeral of an old friend and tells the story of his origins.22/21 years. John Wayne (b. 1907), James Stewart (b. 1908), & Vera Miles (b. 1929)
- DirectorJohn FordStarsClark GableGrace KellyAva GardnerOn a Kenyan safari, white hunter Victor Marswell has a love triangle with seductive American socialite Eloise Kelly and anthropologist Donald Nordley's cheating wife Linda.21 & 28 years. Clark Gable (b. 1901), Ava Gardner (b. 1922), & Grace Kelly (b. 1929)