At the 2001 Oscars, Gwyneth Paltrow tried to shed her WASPy image by going braless in a sheer black dress with a milkmaid braid and smoky eye makeup.

While we loved her inky-eyed style as a character in 'The Royal Tenenbaums,' it doesn't work in real life.

Gwynnie wore too much messy eye makeup and it didn't suit her. She was trying to be punk rock and it was a mistake. It prompts one reply: "Sellout!"

More From StarCrush