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Worst Oscars Looks of All Time
Check out our top twenty worst Oscars looks of all time.
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Perhaps the most iconic Oscars dress of all time, for all the wrong reasons, Bjork sported this swan-creation at the 2001 Oscars. She deserves marks for originality, but this look is sheer madness.
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She may have picked up the Best Actress gong for Shakespeare in Love at the 1999 Oscars, but Gwyneth Paltrow looked more like she was going to senior prom than attending an awards ceremony.
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Perhaps worse than the pale blue gown with the beaded capelet, is Kate Hudon's poodle-like up-do, which she sported at the 2001 Oscars. Not a good look.
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Selma Blair left little to the imagination at the 2002 Academy Awards wearing a scarlet fringed Versace frock.
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It's hard to imagine Uma Thurman looking anything but impossibly chic, but she managed it at the 2004 Oscars in this Heidi-like dress.
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At the 1992 Oscars Geena Davis worked the 'runaway bride' look in an asymmetric hem pouffy ball gown with long gloves.
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Dior definitely put a foot wrong with this pink taffeta creation that Hilary Swank donned for the 2003 Oscars.
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It's voluminous in all the wrong ways, made from a futuristic-looking shiny material and does nothing for J Lo's figure. Two thumbs down for this Armani disaster she wore to the 2010 Oscars.
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Pamela Anderson looked more glamour model than glamourous at the Vanity Fair Oscars after-party in 2001 in a tiny denim mini skirt and cleavage-flashing shirt.
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Chloe Sevigny failed to impress at the 2001 Oscars in this belly-button baring monochrome number.
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Lara Flynn Boyle looked like a little girl playing dress-up in this ballet-inspired look at the 2003 Oscars.
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Where to start with Celine Dion's 1999 Oscars red carpet look. Apart from the travesty of the too-long trousers and backwards jacket, she paired the look with a matching white fedora and sunglasses. Just wrong!
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Another suit faux pax, this time Diane Keaton wore this costumey Ralph Lauren ensemble to the 2004 Oscars.
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Cher made headlines for all the wrong reasons in this navel-baring, Vegas-style get-up at the 1986 Oscars. The headpiece really is the cherry on top.
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Angelina Jolie worked a frumpy-goth look in a full-length black dress, limp hair and pale complexion.
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Susan Sarandon may have won the 1996 Best Actress Oscar for Dead Man Walking, but she certainly didn't take home any best dressed plaudits for this brown satin number.
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Faith Hill wore this rainbow-hued travesty to the 2002 Oscars. Ick.
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In 1989, Demi Moore debuted her attempt as a fashion designer in a bizarre ensemble consisting of a bustier top and bicycle shorts.
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Perhaps taking inspiration from Demi, Kim Basinger also took a stab at designing her own Oscars dress in 1990. The half dress, half jacket top half, combined with the voluminous skirt and shiny satin glove combine to make this one of the most badly-judged
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Another unfortunate look from poor ol' Gwynnie at the 2002 Oscars, this ill-fitting frock does nothing for her.
