Vanity Fair: The Wildest Oscar Fashions

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By Vanity Fair

Mullet gowns, backwards suits, and more – here, the most daring Oscar looks

There is a reason why the Oscars are known as Hollywood's biggest night: the A-listers, the awards, and the fashion. And for all the tasteful, monochrome gowns on the carpet each year, there are, thankfully, a handful of edgy, bold, and even confusing looks . Some are signs of the times, like Demi Moore and Geena Davis in their respective

late 80s and early 90s mullet gowns, while others are shots in the dark, like Celine Dion in her backwards suit. Sometimes, the wildest Oscar gowns are the most fun of the night-and they are almost always the most talked about. Click through the slide show for more daring looks.

Vanity Fair: Wildest Oscar Fashions
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Vanity Fair: The Wildest Oscar Fashions

A simple black Versace gown helped Jolie achieve a gothic attitude miles away from her later, Brad Pitt-era image. 

Thanks to a sheer top, this Alexander McQueen turned heads all the way from Hollywood to Heathrow. 

Props to Moore for dressing herself, even if the result—a bustier top, biker shorts, and half skirt—won't eclipse that nude, pregnant V.F. cover in her pantheon of iconic looks. 

Our fashion-obsessed hearts could go on and on for hours about Dion's John Galliano backwards ensemble

In a high-low, bridal-esque dress, Davis's Ruth Meyers and Bill Hargate evoked a wedding attended by several thousand of your fiercest rivals

When it comes to Cher, it pays to expect the unexpected—but even then, who could have foreseen the bedazzled Bob Mackie she wore at the 1986 awards?

Thurman's Christian LaCroix dress had a costumey vibe, perhaps reflecting the designer's desire to break into show business. 

When Goldberg hosted the 1993 Oscars, she opted for a deep-purple-and-neon coat that revealed an outré printed jumpsuit. 

Clad in American Express cards, money must have been on the brain for this costume designer.

Kirkland’s black dress with multi-colored wings had a high-flying quality.

Swinton’s oversize, Snuggie-esque Lanvin gown was certainly cozy.

The singer was nothing but committed in her Marjan Pejoski swan dress, which is probably the most talked about Oscar ensemble ever. 


Related Links:
The Best Oscar Looks of All Time
Every Best Actress Winner in Oscar History
Jennifer Lawrence vs. Lupita Nyong'o: A Fashion Showdown

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