David, a Jewish charmer, is immediately smitten with the sophisticated and wealthy Anglo-Saxon Carrie after their initial, awkward encounter in a Boston bar. Despite her initial disdain for him, they cross paths once more, and he gradually wins her over. Their relationship unfolds under the watchful eyes of his even more scandalous best friend and her flamboyant confidante, who are both amused and puzzled as the couple falls passionately in love, only to seemingly fall apart just as dramatically.