When Harry Met Sally (1989)

Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship. Rob Reiner's romantic comedy documents a very unusual couple. There's never been a friendship quite like Harry and Sally's. From faking an orgasm at the corner deli, to debating the odds of having great sex with a guy named "Sheldon", there's nothing Harry and Sally don't do together. Well, almost nothing…. At the start, they are two recent college graduates who meet while sharing a ride together from Chicago to New York. They decide that it is impossible for men and women to be "just friends," and when they reach The Big Apple, they go their separate ways. Several years later they happen to be seated next to each other on an airplane, and Harry tells Sally about his recent marriage…and several years later, in another random meeting, he relays his divorce…when they become close friends…so close that their respective best friends fall in love. At a climactic New Years Eve party, they finally must confront and embrace their true feelings for each other. Harry and Sally are chums who resist sexual attraction to maintain their friendship, a relationship that's always teetering on the brink of love.