Autumn in New York

Will Keane, a Manhattan restaurateur, is content with his playboy lifestyle until he meets Charlotte Fielding, a free-spirited young woman. Together the pair pursue a passionate affair that forces them both to reevaluate what they want out of life, even as fate threatens to steal away their future.

Directed by Joan Chen, Autumn in New York leans on a strong ensemble — Richard Gere, Winona Ryder, Anthony LaPaglia — to carry a story that balances spectacle with character.

The film landed with audiences for its craft and performances, and remains one of the most talked-about drama titles of 2000.