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You can’t have a look back at daring fashion without including Nicole Kidman’s John Galliano for Dior dress worn to the 1997 Ceremony. Chartreuse, mink-trimmed, and silk, it has gone down in style history as one of the bests.
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Jennifer Lopez is known a very specific style of gowns: nude-colored, plenty of sparkle, and even more skin. But at the 2003 Academy Awards, the singer went for a romantic, one-shouldered gown in an unexpected mint hue that was a welcome change.
As the off-screen counterpart to Carrie Bradshaw, Sarah Jessica Parker can always be counted on for a daring fashion moment. This Chanel Couture gown from the 2010 ceremony was equal parts elegant and unexpected.