When Harry Met Sally: Billy Crystal’s Field Jacket as Harry

Billy Crystal in When Harry Met Sally… (1989) Vitals Billy Crystal as Harry Burns, sarcastic political consultant and recent divorcée New York City, Fall 1988 Film: When Harry Met Sally… Release Date: July 14, 1989 Director: Rob Reiner Costume Designer: Gloria Gresham WARNING! Spoilers ahead! Background Rob Reiner’s 1989 romantic comedy When Harry Met Sally is often (deservedly) included on lists compiling the greatest fall movies. As tomorrow will be the first day of autumn here, I return to my own frequent celebration of Billy Crystal’s fall wardrobe as Harry—specifically during his fateful visit to comfort Sally (Meg Ryan) at her apartment after she learns that her ex-boyfriend is getting married. Sally: Why didn’t he want to marry me? What’s the matter with me? Harry: Nothing. Sally: I’m difficult. Harry: You’re challenging. Sally: I’m too structured, I’m completely closed off. Harry: But in a good way. Sally: No, no, no, I drove him away. And, I’m gonna be forty. Harry (doing the…

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