The Wizard of Oz (1939)

Dorothy's blue and white gingham pinafore, worn by Judy Garland MGM's costume designer Adrian put Dorothy in a checked pinafore over a cream blouse with puffed sleeves, and the plainness is the point. She is a Kansas farm girl dropped into a world of saturated color, and the gingham keeps her readable as the outsider in every Technicolor frame. No dress on this list asks less of its wearer and gives the film more. Several identical copies were made for the shoot, and accounts still disagree on whether there were seven or ten.