Dressed To Ill

The worst fashion choices at the VMAs -- Peekaboo chaps, cowgirl fringe, even pasties! On MTV's big night, see the stars who put too much of everything on parade
By Tim Stack and Leah Greenblatt
Updated September 09, 2007 at 08:05 PM EDT

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Britney Spears (2002)

Britney Spears: Anthony Dixon/LFI

No, Ma'am! Not a girl, not yet a streetwalker. It's hard to imagine this leather-clad cutie with kids, isn't it?

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Prince: Frank Micelotta / Retna Ltd.

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Lil' Kim (1999)

Lil Kim: George Desota/LFI

Breast in Show Before her year in prison for lying under oath, the pint-sized rapper wore this technically street-legal unitard to the ceremony. Hooray for pasties!

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Marilyn Manson and Rose McGowan (1998)

Marilyn Manson and Rose McGowan: Barry King/WireImage.com

Chained Melody The draped beading that Rose McGowan (with then-fiancé Marilyn Manson at the 1998 awards) called a ''gown'' made for a better window than a door; we've seen less skin on late-night Cinemax

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Destiny's Child (2001)

Destiny's Child: Nancy Kaszerman/ZUMA Press.

Pow-wow Ow! Cruise-ship act or internationally renowned pop trio? It was hard to tell when Destiny's Child appeared on the red carpet wearing matching, egregiously fugly coral-and-turquoise ensembles.

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Axl Rose: Kevin Mazur/Wireimage
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Christina Aguilera (2003)

Christina Aguilera: Frank Micelotta/Getty Images

Pink Lemon Either Christina Aguilera was shying away from her previously too-revealing looks by wearing feathered magenta couture, or she was barfed on by a technicolor flamingo — tough call.

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Paula Abdul (1987)

Paula Abdul: George Rose/Getty Images

Two Steps Back Oh, Paula. You should have known better than to take wardrobe advice from MC Skat Kat

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Macy Gray (2001)

Macy Gray: Kevin Mazur/WireImage.com

Fashion Statement Sure, this ensemble may appear to have an expiration date, but a quick trip to the hardware store for duct tape can extend its shelf life indefinitely.

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Tommy Lee (1999)

Tommy Lee and Christina Aguilera: Dave Allocca/DMI

J. Crüe Lee shows Christina Aguilera that just the right blend of dirty and pervy can make the flasher look red-carpet-ready.

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Lenny Kravitz (1993)

Lenny Kravitz: Ron Galella/WireImage.com

Hi-Ho Silver Just because the award is a spaceman doesn't mean you have to dress like one, Mr. Kravitz.

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Martha Stewart and Busta Rhymes: Ron Galella/WireImage.com
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