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  1. Home
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  3. 20 Crazy Grammy Getups

20 Crazy Grammy Getups

Paisley! Polka dots! Plants! See the wackiest, most shocking looks from music's big awards night
By Dawnie Walton Updated February 04, 2008 at 11:00 PM EST
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OK Go (2007)

OK Go
Credit: Lester Cohen/WireImage

OK...where'd they go? Also, how do they breathe?

1 of 21

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2 of 21

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Jennifer Lopez (2000)

Jennifer Lopez
Credit: Scott Gries/Getty

The Grammy Awards' default ''shocking outfit'' let us in on the wonders of double-sided tape and served as a reminder of how endangered the (silk-screened) rain forests really are.

2 of 21

3 of 21

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Anthony Kiedis (1993)

Anthony Kiedis | Nothing on top, Kwanzaa gift wrap on bottom. Red-hot, sir.
Credit: Shooting Star

Nothing on top, Kwanzaa gift wrap on bottom. Red-hot, sir.

3 of 21

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Imogen Heap (2007)

Imogen Heap | Oh, are you a fan of nature?
Credit: Frazer Harrison/Getty

Oh, are you a fan of nature?

4 of 21

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Toni Braxton (2001)

Toni Braxton | Wow. It just looks so...uncomfortable. Where does the tape...? What if the wind...? I give up; the logistics of it are boggling. (Is that a…
Credit: David McNew/Getty

Wow. It just looks so...uncomfortable. Where does the tape...? What if the wind...? I give up; the logistics of it are boggling. (Is that a mud flap?)

5 of 21

6 of 21

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Seal (1992)

Seal | Yo-ho-ho, what do we have here? It's Seal, a full decade ahead of his time in Pirates of the Caribbean couture.
Credit: Adam Scull/Globe Photos

Yo-ho-ho, what do we have here? It's Seal, a full decade ahead of his time in Pirates of the Caribbean couture.

6 of 21

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Alicia Keys (2002)

Alicia Keys
Credit: Frederick M. Brown/Getty

Alicia would've looked very cool and minimalist in a tank top and jeans, but somehow my grandma's nightie got all up in the mix.

7 of 21

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Elton John (2001)

Elton John
Credit: Dave Hogan/Getty Image

Finally, someone who knows how to match.

8 of 21

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Christina Aguilera (2001)

Christina Aguilera
Credit: Chris Weeks/Getty

Elvira Jr. didn't exactly mop up the competition that night. But that fringed atrocity could have done a number on the floor.

9 of 21

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Foxy Brown (2003) and Lil' Kim (1998)

Lil' Kim, Foxy Brown | If you put their outfits together, you'd actually have one properly covered woman.
Credit: Andrea Renault/Globe Photos; Sonia Moskowitz/Globe Photos

If you put their outfits together, you'd actually have one properly covered woman.

10 of 21

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Michael Portnoy, a.k.a. ''Soy Bomb''

Bob Dylan
Credit: Timothy A. Clary/Getty

You have one moment of glory, with millions of eyes glued to your every move — and this is what you write on your chest? ''Go Giants'' would've been more inspiring.

11 of 21

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Britney Spears (2001)

Britney Spears
Credit: Dave Hogan/Getty Image

Mmmm...rainbow sherbet!

12 of 21

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Missy Elliott (2002)

Missy Elliott | Slumber party after the show!
Credit: Steve Granitz/WireImage.com

Slumber party after the show!

13 of 21

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Sheryl Crow (2005)

Sheryl Crow
Credit: Kevin Winter/Getty Images

Look, if you want to be on Dancing With the Stars that badly, all you have to do is tighten up that wrist! Or, you know, just ask.

14 of 21

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Earth, Wind & Fire (2004)

Earth, Wind & Fire | Shouldn't the cutoff year for them getting away with dressing like this have been (very generously) somewhere in the early '90s?
Credit: Fitzroy Barrett/Globe Photos

Shouldn't the cutoff year for them getting away with dressing like this have been (very generously) somewhere in the early '90s?

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Gloria Estefan (1989)

Gloria Estefan
Credit: Phil Roach/Ipol/Globe Photos

Pretty standard Gloria fare; we just thought it deserved to be highlighted...with a beige marker.

16 of 21

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Teri Hatcher (2006)

Teri Hatcher | Little Bo Peep goes dominatrix, and I go dead inside. Boy shorts!
Credit: Lester Cohen/WireImage.com

Little Bo Peep goes dominatrix, and I go dead inside. Boy shorts!

17 of 21

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Linda Ronstadt (1989)

Linda Ronstadt
Credit: Phil Roach/Ipol/Globe Photos

It's a Russian nesting doll come to life*!

*Maybe.

18 of 21

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Sting and Mary J. Blige (2004)

Mary J. Blige, Sting
Credit: Fitzroy Barrett/Globe Photos

Wait, why is he wearing navy knee socks?! Snuffy and Big Bird sure did grow up to be weird.

19 of 21

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Bootsy Collins (2002)

Bootsy Collins | It's Bootsy, baby! What else did you expect? Rowr!
Credit: Lucy Nicholson/Getty

It's Bootsy, baby! What else did you expect? Rowr!

20 of 21

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OK Go (2007)

OK Go
Credit: Lester Cohen/WireImage

OK...where'd they go? Also, how do they breathe?

21 of 21

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    Everything in This Slideshow

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    1 of 21 OK Go (2007)
    2 of 21 Jennifer Lopez (2000)
    3 of 21 Anthony Kiedis (1993)
    4 of 21 Imogen Heap (2007)
    5 of 21 Toni Braxton (2001)
    6 of 21 Seal (1992)
    7 of 21 Alicia Keys (2002)
    8 of 21 Elton John (2001)
    9 of 21 Christina Aguilera (2001)
    10 of 21 Foxy Brown (2003) and Lil' Kim (1998)
    11 of 21 Michael Portnoy, a.k.a. ''Soy Bomb''
    12 of 21 Britney Spears (2001)
    13 of 21 Missy Elliott (2002)
    14 of 21 Sheryl Crow (2005)
    15 of 21 Earth, Wind & Fire (2004)
    16 of 21 Gloria Estefan (1989)
    17 of 21 Teri Hatcher (2006)
    18 of 21 Linda Ronstadt (1989)
    19 of 21 Sting and Mary J. Blige (2004)
    20 of 21 Bootsy Collins (2002)
    21 of 21 OK Go (2007)

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