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Romantic Movies That Men Should Watch

'Before Midnight' reminds us that there are films about love that even guys can enjoy

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Annie Hall

1989's When Harry Met Sally may be the blueprint for all modern-day romantic comedies, but the blueprint for that movie was laid down by Woody Allen's 1977 landmark. An alien watching the awkward courtship of Annie (Diane Keaton) and Alvy (Allen) might marvel that humans ever manage to hook up at all, since the film is full of examples of the ways men and women fail to understand each other. (Here, Allen offers some deep insights, disguised as jokes and cinema tricks, using animation, split-screens, subtitles, and pretty much everything else in the filmmaker's arsenal.) Of course, without all the jokes, this would just be the tragedy of a man who falls in love with a woman who outgrows him. But with humor, it’s a dazzling display of the creative imagination's ability to turn heartbreak into universally relatable art. Bonus points for all the hilarious cameos, including Christopher Walken as Annie's scary brother, Paul Simon as a show-business weasel, Jeff Goldblum as a guy who can't remember his mantra, and Shelley Duvall as the Rolling Stone writer who tells Alvy, "Sex with you is a Kafkaesque experience. . . I mean that as a compliment."

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