Whoopi Goldberg

Event: Academy Awards

Year: 1993

Est. Cost: $9,000*

Whoopi Goldberg’s look at the 1993 Oscars is one of the most memorable red carpet moments in history. The actress and comedian wore a purple and green jumpsuit with a matching, oversized coat. The outfit was designed by Ritta Ramey and was widely criticized for its bizarre color combination and unflattering silhouette.