Sharon Stone in Gap and Vera Wang, 1998

Sharon Stone at the 70th Academy Awards in March 1998 with her then-husband Phil Bronstein, whose white Gap shirt she borrowed for the night. She wore it open at the neck with the sleeves rolled, tucked into a lavender satin Vera Wang skirt. Pairing an everyday shirt with a couture-level skirt on fashion's most formal night is the look most often credited with making high-low dressing acceptable on the red carpet.