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10 Madonna, 1991 Getty Images Madonna channels Marilyn Monroe in a Bob Mackie strapless jeweled gown and white fur stole at the 1991 Oscars

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Advertisement - Continue Reading Below 15 Grace Kelly in To Catch a Thief (1955) Sunset Boulevard Images While portraying a wealthy heiress on vacation in the South of France, Grace Kelly managed to look the part in a white strapless chiffon evening gown and diamond necklace that were sure no jewel thief could resist