Worst Oscar Dress For Actresses

Tuesday, February 24, 2009
Tilda Swinton (2008) - For any attendee, much less an eventual Best Supporting Actress winner (Michael Clayton), getting ready for the big night should involve more than raiding a box of trash bags from Lanvin.

Cameron Diaz (2002) - This awkwardly belted, unfortunately accessorized gown was only made worse by the actress' fresh out of bed head.

Gwyneth Paltrow (2002) - The actress didn't even try to cover up in see-through Alexander McQueen and a bucketful of eyeliner that she must have borrowed from Margot Tenenbaum.

Celine Dion (1999) - Is it hard out there for a Best Song nominee? Apparently, as the Canadian singer wore her floppy hat and oversized tux backwards and badly.

Demi Moore (1989) - Going casual doesn't always work, though. Consider this the first commandment of Oscar dressing: No bike shorts on the red carpet. Ever.

Uma Thurman (2008) - It's a testament to the actress's beauty that even in remnants from the Sound of Music wardrobe closet she still looked beautiful. But that doesn't make this puff-sleeved travesty of a Swiss maiden dress from Christian Lacroix okay.

Angelina Jolie (2000) - She should have been happy with her Best Supporting Actress win (for Girl, Interrupted) but in what could only be termed Goth Formal Jolie just looked scary.

Cher (1986) - The actress who elevated worst-dressing to an art form reached her pinnacle in this spider-headdressed Bob Mackie creation.

Bjork (2001) - Eight years after the Icelandic singer first walked the swan down the red carpet, the shock has finally subsided enough that some are starting to defend the avian attire. We're not buying it. A fluffy white skirt is fine, but next time, please please please ... leave the beak at home.