5. An Affair to Remember (1957)
> Starring: Cary Grant, Deborah Kerr, Richard Denning, Neva Patterson
A remake of the popular 1939 film “Love Affair,” this romance follows a notorious playboy and a nightclub singer, both engaged, as they fall in love on an ocean liner heading to New York City. They agree to end their other relationships and meet on top of the Empire State Building in exactly six months, but fate may have other plans.
4. Roman Holiday (1953)
> Starring: Gregory Peck, Audrey Hepburn, Eddie Albert, Hartley Power
When a chance encounter brings together an errant princess in disguise and a disillusioned reporter, he realizes who she is and decides to write a clandestine news story about her to save his career. As the two explore Rome, however, the affection they develop for each other may thwart the reporter’s plans.
3. West Side Story (1961)
> Starring: Natalie Wood, George Chakiris, Richard Beymer, Russ Tamblyn
A modern adaptation of “Romeo and Juliet,” “West Side Story” follows two feuding gangs in New York City and the lovers from opposite sides who defy their friends and family to be together and attempt to negotiate peace.
2. Gone with the Wind (1939)
> Starring: Clark Gable, Vivien Leigh, Thomas Mitchell, Barbara O’Neil
Following the trials of a willful and manipulative Southern socialite as she endures death, loss, and the threat of poverty during the Civil War and Reconstruction, this epic story of unrequited love is one of the highest grossing films of all time.
1. Casablanca (1942)
> Starring: Humphrey Bogart, Ingrid Bergman, Paul Henreid, Claude Rains
Set and released during World War II, this iconic film portrays a love triangle involving a bar owner in Morocco who is reluctant to participate in the war until a woman he loves shows up with her husband — a wanted resistance leader — and requests his help escaping from the Nazis.
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