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25 Best Romantic Movies on Amazon Prime Video for Valentine’s Day

By Reed Gaudens

Blake Lively attends 'The Age of Adaline' New York Premiere at the AMC Loews Lincoln Square 13 theater in New York City. �� LAN (Photo by Lars Niki/Corbis via Getty Images)
Blake Lively attends 'The Age of Adaline' New York Premiere at the AMC Loews Lincoln Square 13 theater in New York City. �� LAN (Photo by Lars Niki/Corbis via Getty Images) /
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379471 02: Richard Gere Stars As Will Keane And Winona Ryder Stars As Charlotte Fielding In Mgm Pictures’ Romantic Drama, ‘Autumn In New York.’ (Photo By Getty Images)
379471 02: Richard Gere Stars As Will Keane And Winona Ryder Stars As Charlotte Fielding In Mgm Pictures’ Romantic Drama, ‘Autumn In New York.’ (Photo By Getty Images) /

14. Autumn in New York

Release Year: 2000

Written By: Allison Burnett

Directed By: Joan Chen

Starring: Richard Gere, Winona Ryder, Anthony LaPaglia, Elaine Stritch, Vera Farmiga, Sherry Stringfield, Jill Hennessy, J.K. Simmons, Sam Trammell, Mary Beth Hurt

If you’re a fan of the hit Netflix series Stranger Things, then you’re probably counting down the days until the second season premieres and you’re probably a reborn fan of ’80s and ’90s film icon Winona Ryder. Well, for the overlapping fans of romance movies and Winona Ryder, there’s Autumn in New York.

The film follows Will Keane (Richard Gere), a New York restaurant owner and notorious playboy. But he meets his match in Charlotte (Winona Ryder), a woman half his age who suffers from a life threatening illness. As the pair forge an unlikely relationship, they forever change each other.

Of all of the romance movies featured in this list, Autumn in New York will for sure be the one reduce you into a puddle of tears. The 2000 throwback film stars two of the brightest stars of the time and tells a touching and unsuspecting love story.

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