“Autumn in New York” (2000) – This movie romance combines the May-December obstacle and the Upstairs-Downstairs complication with a dead-end romance between the doomed Winona Ryder character and the one played by Richard Gere. ✰✰✰
“A Walk to Remember” (2002) – What can I say? The Chick Flick Guy is a sucker for Mandy Moore. Bad boy falls for good Christian girl who believes in him. They'll always have the stars. ✰✰✰
“Love and Other Drugs” (2010) - Another confession (and spoiler): She (Anne Hathaway) doesn’t actually die from her Parkinson’s in the end. There's more humor in this and yet it's more emotionally satisfying than the other two. ✰✰✰✰

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