#1 Whoopi Goldberg
Spotting Whoopi at the theater entrance might make you think you stumbled into a dressing room. But she's actually a producer, not an actress—this is her real-life outfit. Her hat looks like it came straight from an 18th-century man's wardrobe.
Second Place: Sarah Silverman
Every red carpet appearance, Sarah's outfits look like they were plucked straight from the laundry basket. Nothing matches, and nothing is wrinkle-free.Sarah, please hire a stylist already!
Third Place: Thora Birch
Even fashion icons can accidentally dress like grandmas. Thora Birch's outfit completely lacks feminine curves—another baffling sartorial achievement. Even if she's no longer a fashion icon, she shouldn't treat herself this badly.
Fourth Place: Amanda Peet
Does Amanda share Uma's penchant for gothic gowns? Why did they both opt for these long dresses? Amanda's gown is beautiful, but that boyfriend-style blazer is a major misstep—such a shame.
Fifth Place: Ali Fedowsky
Single and fabulous, Ali Fedowsky's dress offers nothing noteworthy. Aside from the handbag being passable, there are few details worth noting—her red carpet star quality is completely lost.
6th Place: Helena Bonham Carter
Miss Carter's style is always unpredictable. While she chose a Vivienne Westwood cocktail dress we all adore this time, wasn't it a size too small? She looks precariously unbalanced and utterly awkward.
7th Place: Uma Thurman
Uma Thurman's red carpet look is utterly baffling. Has "dressing like a granny" become the new trend? This heavily pleated gown ages her at least 30 years. While retro styles are popular, there should be limits to how far one takes it.
8th Place: Madonna
Madonna has been trying desperately to look cool lately, but she seems to have forgotten she's not a spring chicken anymore. The heavy makeup and thigh-high boots that barely cover her legs make her look like she's trying to paint an old cucumber green.