Woah! The Icelandic singer ruffled a few feathers at the 2001 Oscars with this frothy swan getup designed by Marjan Pejoski.
Excessive ruffles gave the leggy lady's 1992 Oscar Ruth Meyers and Bill Hargate look a costume-like quality.
Yikes! We just can't look away from this pearly bubble skirt and jacket from the 1995 Academy Awards.
The blond beauty's Christian Lacroix look read more Swiss Miss than stylish star at the 2004 Oscars.
Two words: Womp womp. On paper, Charlize wearing Christian Dior is a match made in heaven, but in reality this swirled-bodice design was just plain bizarre at the 2010 show.
Mon cher... The singer's sheer gown (and coordinating topper) were funky additions to the 1998 show.
Although usually she's flawless, the red carpet veteran took a misstep at the 2002 award show with a Goth-like look by Alexander McQueen.
Found: Belle's Beauty and the Beast ball gown! And while the dress is iconic in the animated film, it doesn't translate well to the 2009 Oscars.
She's bright here! No one missed the funny lady's paisley pantsuit and bold lime-green-and-purple overcoat at the 1993 Oscars.
Never one to bore on the red carpet, the eccentric star hit the 1987 Oscars with disheveled hair and a voluminous tulle skirt.
At the 2001 Oscars, the star's usually on point style flat lined with this squeamish Stella McCartney look.
The singer caused a frenzy at the 1999 Oscars when she wore a white Christian Dior tuxedo backwards. A jaunty hat topped off her attention-grabbing look.
We get it—this wasn't meant to be a serious style. Still it's super wacky, and we just couldn't resist including The Dictator star's 2012 Oscars getup.
In 1989, the actress proved some things are best left to the professionals when she stepped out in a self-designed look featuring a tapestry-lined skirt and lace trimmed biker shorts.
She's known for her outrageous outfits, but the star went above and beyond with an over-the-top Bob Mackie design featuring a dramatic two-foot headpiece and a skin-baring beaded ensemble at the 1986 Oscars.
The starlet lands on the list not once but twice, with her second fashion offense being a distressed tulle dress.
With her multi-hued Versace number, the singer definitely stood out on the red carpet at the 2002 Oscars.
Note: It's not generally a good idea for one's hair to match her cobalt satin pajamas design, especially not at the 2014 Oscars.