Gwyneth Paltrow's Breast-Baring Gown

In 2002 fashion's favorite "It" girl at the time, Gwyneth Paltrow made a public misstep when she donned a goth Alexander McQueen dress for the Oscars.

The dress had a very sheer top which showed off her assets, which unfortunately were sagging without any support.

Gwyneth had such confidence in her prowess as a fashionista, she bypassed having a stylist and chose her own clothes. Even if the looks -- like the pink confection she wore for her Oscar win -- worked, the fit was often off.