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Meg Ryan and Billy Crystal in When Harry Met Sally. Columbia Pictures Synopsis: Years after a post-college road trip, Harry (Billy Crystal) and Sally (Meg Ryan) reunite in New York City as they ask themselves an age-old question: can a man and a woman be just friends? Why it s so good: From proclamations of love on New Year s Eve to the endlessly quotable diner scene, When Harry Met Sally has remained a classic due to Nora Ephron s unparalleled writing. Modern romantic comedies owe a lot to When Harry Met Sally (1989). Synopsis: Years after a post-college road trip, Harry (Billy Crystal) and Sally (Meg Ryan) reunite in New York City as they ask themselves an age-old question: can a man and a woman be just friends? ....