Worst Dressed Celebrities

by SheKnows

Jul 28, 2010 at 6:51 p.m. ET

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Amy Winehouse needs to go to fashion rehab for this outfit choice.

1 /10: Worst Dressed: Anna Wintour

You'd think the mega style maven Anna Wintour, editor in chief of American Vogue, would know enough to avoid clam shells as shoulder pads.

Oops, she did it again! Britney Spears stepped out without a bra. We're starting to wonder if she even owns one.

Wowza! The curvaceous mama made no bones about her fuller figure when she donned this skin tight yet majorly poofed out number at the Oscars.

Someone call 911! Lady Gaga has been attacked by a Kermit the Frog parasite!

We couldn't help ourselves . . . Lady Gaga's underwear as outerwear deserved a second spot on the worst dressed celebrities list.

At least Lindsay is trying to make a match: her overdone spray tan goes nicely with the orange hue of her jail jumpsuit.

It's always hit or miss with Mary Kate Olsen's fashion choices. This time around, the six-sizes-too-large muumuu is a definite miss.

Mickey Rourke, where do we begin? The overall look - including token dog - is a major fashion don't.

There aren't enough worst dressed lists in the world for Bai Ling, but here's a particularly offending floral and neon outfit choice.

Technically this is more of a worst rat's nest hair ever, but we're gonna let Russell Brand slide onto the worst dressed celebrities list anyway.