Style Evolution: Gwyneth Paltrow

May 09, 2008 - The rising star and then-boyfriend Brad Pitt sported matching blonde locks at The Devil's Own premiere in NYC in 1997. In 1999, she nabbed an Oscar for Best Leading Actress wearing Ralph Lauren's taffeta dress for her breakthrough role in Shakespeare In Love. he following year, she attended the awards show in a club-wear meets yoga ensemble. - 5 Comments