Crossing Delancey (1988)

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Joan Micklin Silver’s wonderfully affectionate spin on the romantic comedy infuses the genre with a fresh, personal perspective, following an unmarried Jewish woman’s search for fulfillment in New York City. Happily independent bookstore manager Izzy (a luminous Amy Irving) isn’t looking for love, but she’s forced to reevaluate her desires when she catches the eye of two very different men: a self-centered novelist (Jeroen Krabbé) and the mild-mannered Lower East Side pickle seller (Peter Riegert) with whom her old-fashioned bubbie (scene-stealing Yiddish-theater star Reizl Bozyk) sets her up. A love letter to 1980s Manhattan shot in beautifully burnished, autumnal tones, Crossing Delancey gracefully captures the magic of a city where disparate cultures, generations, and traditions both clash and connect.