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When Harry Met Sally (1989

Harry (Billy Crystal) and Sally (Meg Ryan) have been friends for years. But a question hangs between them: What would happen if they slept together? It's that sexual tension – the "will they or won't they?" – that makes When Harry Met Sally so compelling. “Billy Crystal isn't handsome like George Clooney, but you know he's the one. And maybe in the end that's what makes it so wonderful."

The Lake House (2006)
Kate (Sandra Bullock) and Alex (Keanu Reeves) strike up a correspondence after he moves into the lake house she once occupied. Through letters, a romance begins to grow between the two. Only problem – he's living in 2004, and she's living in 2006. It's an implausible premise, but a passionate story and charismatic leads make it memorable. “I am a hopeless romantic and have always wished someone would love me that much.

Roman Holiday (1953)
While on a tour of European cities, bored and sheltered Princess Ann (Audrey Hepburn) gets a taste of the freedom she's always longed for with American reporter Joe Bradley (Gregory Peck). The two fall in love during a whirlwind day exploring Rome. Alas, duty calls, and the two must part ways. The romance wasn't meant to be, but the movie is no less romantic for it.

“One of the best 'but it could never be' stories ever.”

Breakfast at Tiffany's (1961)
Holly Golightly is a party girl and aspiring socialite who's looking for her sugar daddy. Her new neighbor, Paul Varjak, is an aspiring writer and the kept man of a wealthy older woman. Neither one is looking for true love, but between wild parties and early-morning trips to gaze in the windows of Tiffany's, the two fall for each other. “I still cry at the end when Audrey is looking for Cat in the rain!"