Gwyneth Paltrow in Pink Ralph Lauren, 1999

Gwyneth Paltrow at the 71st Academy Awards in March 1999, the night she won Best Actress for Shakespeare in Love. Ralph Lauren made the pale pink taffeta gown with thin straps, a fitted bodice and a full skirt, and she kept the rest spare: a choker, a sheer wrap and a sleek bun. The princess silhouette became the defining Oscar image of the late 1990s and still comes up whenever a pink ball gown hits a red carpet.