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VOTE: The 10 worst Oscars looks of all time

It wouldn’t be an award show if a couple celebrities didn’t fall flat on their faces — sartorially speaking, of course (Unless you’re Jennifer Lawrence, in which case you literally fall on your face.)

With arguably the biggest award show of the year coming up this weekend, we always like taking you back to Oscars’ past for a reminder of the best and worst moments.

In this case, we’re reliving some bad fashion memories — and we apologize in advance for dredging these eyesores up yet again.

Here are the top 10 in all their heinous glory.

Who do you think has the worst Oscars look of all time? Vote in our poll, and we’ll announce your choice on Friday, Feb. 20. Did we miss someone? Let us know in the comments. 

Whoopi Goldberg (1993)

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The co-host of “The View” apparently took style tips from a Disney villain. Her green brocade jumpsuit was semi-interesting, and would probably have been labeled a simple bad choice. However, the addition of the deep purple cape solidified her outfit as one of the most atrocious ever.

Diane Keaton (2004)

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Perhaps she was just ahead of her time. Actress Diane Keaton did the whole borrowed-from-the-boys thing at the 2004 Oscars and it flopped big time. The Ralph Lauren suit with a tailcoat, bowler hat and spats made her look like she was in costume. Maybe she was trying to emulate Willy Wonka at a formal event?

Faith Hill (2002)

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The country singer’s multi-coloured frock looked as though a couture designer had a little fun with illicit substances when s/he dreamed up the Lucky Charms-inspired garment. The dress in question wasn’t fashion forward, just tacky.

Bjork (2001)

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Björk’s 2001 swan dress is so infamous, it has its own Wikipedia entry. This controversial frock, designed by Marhan Pejoski, has been a fixture on pretty much every “worst Oscars dresses ever” list for the past 14 years. At the time, Pejoski slammed haters of his design in People. 

"Why a swan dress? Why not? I hate limits," he told the magazine. “"[Björk] doesn’t care about what others say…If my work either charms you or makes you want to puke I achieved something.” 

Last year, storied fashion house Valentino released a playful (and some say, more tasteful) version of the frock.

Gwyneth Paltrow (2002)

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The Goop founder rarely commits fashion blunders, but even the great Paltrow is not immune to the occasional error in judgment. Her 2002 Oscars dress was a bizarre cross between goth and bohemian and it simply didn’t work in her favour. The actress’s lack of a bra was also a point of contention that night.

Lizzy Gardiner (1995)

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Costume designer Lizzy Gardiner wore a dress made out of 254 gold American Express cards in 1995. No one would bat an eye if this unique frock was worn at the Grammys, but the novelty dress made no sense at the Oscars. We still can’t figure out if she was trying to convey some social message through fashion.

Sophia Loren (2009)

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The classy Italian actress wore a yellow mother-of-the-bride dress at the 2009 Oscars. The reason she chose to be covered in unbecoming ruffles remains to be seen.

Trey Parker and Matt Stone (2000)

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We realize the “South Park” creators dressed in drag as a joke at the 2000 Oscars, but it wasn’t even all that funny. The fashion delinquents wore poorly-made knockoffs of J.Lo’s infamous Versace gown and the powder pink Ralph Lauren gown Gwyneth Paltrow wore to the Oscars the previous year. They have since admitted to being high on acid that night. Classy.

Anna Nicole Smith (1996)

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For obvious reasons, Anna Nicole Smith’s 1996 Oscar dress often makes “worst dressed” lists. The turquoise velour dress vaguely resembled a towel she threw on after a dip in the pool, secured with a large star brooch.

Uma Thurman (2004)

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The “Kill Bill” actress wore a few large sheets of Bounty held together by a limp blue sash at the 2004 Oscars. The gold details didn’t make it look any less like a dress made of dryer sheets.