Who could forget this year’s My Week With Marilyn nominee, Michelle Williams, in a marigold dress by Vera Wang at the 2006 Oscars? Those red lips just may be why Michelle was cast to play Hollywood’s greatest icon, Marilyn Monroe.
Angelina Jolie has worn many stunning Oscar gowns over the years, but we will never forget when she stunned us by showing up in all-black, Catwoman-like Versace at the 2000 Oscars. This was the same night she infamously kissed her brother on the lips.
Bjork’s infamous Marjan Pejoski swan dress would look normal on today’s red carpet, what with Lady Gaga’s meat dress and Nicki Minaj’s pope accessory. In 2001, however, it was a truly avant garde statement—and a whole lot of (controversial) fun.
Audrey Hepburn’s graceful style has become worldwide iconic at this point, but in 1954 she wore an innocent yet beguiling floral Givenchy dress to pick up her Best Actress Oscar for Roman Holiday—and her fashion destiny was sealed.
Sharon Stone used her basic fashion instincts to pair a sexy, unbuttoned white shirt with a blue silk secretary skirt at the 1996 Oscars. Her outfit was both irreverent and classic—just like Sharon.
In 1999 the world fell in love with Gwyneth Paltrow’s beautiful, romantic pink Ralph Lauren gown, which resembled the film she’d been nominated for, 'Shakespeare in Love.'
Not only was Halle Berry the first African American actress to win an Oscar, in 2003 she trail-blazed the "naked dress" trend in her flower-grazed Elie Saab gown at the awards show.
Nicole Kidman was a statuesque China doll in an green, oriental-printed Dior gown designed by John Galliano at the 1997 Oscars. With Tom Cruise by her side, she looked every bit the glamorous movie star.
South Park creators Matt Stone and Trey Parker dressed in drag at the 2000 Oscars. Matt’s gown looked similar to Gwyneth Paltrow’s pink Shakespeare in Love dress, while Parker’s resembled Jennifer Lopez's sexy green Versace gown. The two proved that no matter how seriously some might take the red carpet, the best fashion is all in good fun.
