Grammy Fashion: Outrageous Outfits From Past Shows

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Grammy Fashion: The Most Outrageous Moments of All Time

Since the beginning, the Grammys -- music's most celebrated soiree -- have also been a huge night for fashion. Here, we salute the brave artists whose stylists worked overtime to make sure they turned heads on Grammy night. Click on to see who walked on the wild side with their looks at past awards.

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Lady Gaga

As a tribute to David Bowie, Lady Gaga wore an electric blue Marc Jacobs satin coat dress with Ziggy Stardust inspired hair.

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Wiz Khalifa

Wiz Khalifa came to the 2016 Grammys in a Thom Browne topcoat and Converse.

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Janelle Monae

Janelle Monae wore a Beetlejuice inspired outfit, as only Janelle Monae can.

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Dencia

Dencia came to the 2016 Grammys in a wacky onesie covered in Hello Kitty dolls.

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Charli XCX

Charli XCX wore an all white Moschino suit to the 2015 Grammys.

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Madonna

Madonna wore a bullfighter-inspired Givenchy bodysuit to the Grammys in 2015.

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Joy Villa

Joy Villa did not play it safe when she wore a dress made out of orange safety netting to the 2015 Grammys.

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Madonna

Forget whitening her teeth for the big event: a menswear-sporting Madonna (who matched with her son David) opted to wear a grill at the 2014 Grammys.

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Pharrell Williams

Pharrell Williams' vintage Vivienne Westwood topper went viral, spawning its own Twitter handle (with almost 19,000 followers).

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Janelle Monae

Janelle Monae wore a black charro-inspired suit at the 2013 Grammys.

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Florence Welch

Florence went for a reptilian look at the 2013 Grammys, wearing a shimmering, snug green gown.

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Kimbra

Kimbra looked like she Glinda the Good Witch in her tulle-laden custom-made gown at the 2013 Grammys.

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Lupe Fiasco

Lupe Fiasco took his style to the Far East, giving off an artsy Japanese sensei vibe on the 2013 Grammys red carpet.

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Nicki Minaj

Nicki Minaj channeled monastic vestments in a satin, scarlet Versace cloak accessorized with matching gloves and a pope impersonator at the 2012 Grammys.

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Cee Lo Green

Man or Muppet? Cee Lo Green really got into character at the 2011 Grammys when he dressed like a giant fowl-type creature during his performance with his Muppet backing band. Watch your back, Big Bird.

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Lady Gaga

Lady Gaga proved she was a star at the 2010 Grammys by actually carrying one on the red carpet. The Judy Jetson look won raves from fashion critics, but we can't imagine her feet were a fan of those crazy shoes.

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Britney Spears

Britney's look at the 2010 Grammy Awards took the bodysuit-and-lace combo to an unfortunate place. We're sure the Dolce & Gabanna dress looked good in her bedroom, but that's probably where it should have stayed.

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While simple is usually better, John ...

While simple is usually better, John Mayer's black suit ensemble is missing a little something. Maybe he could have opened his jacket to show some more of that purple? Perhaps dress his style up with some snazzy (but subtle) jewelry? John's personality is certainly unique; he should dress the part!

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M.I.A.

M.I.A. had two head-turning fashion moments in the same night. Not only did she perform flaunting her pregnant belly in bold polka dots, she hit the red carpet in a blue get-up that appropiately resembled children's clothes.

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Coldplay

We salute Coldplay's worn-and-torn take on Sgt. Pepper's. The band wasn't too stuffy in suits, too crazy with their colors, or too far-out with their fashion choices. Instead, their motley military jackets were the perfect look for their 2009 Grammys crusade: they took home three awards that year.

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The Jonas Brothers

Though Nick and Kevin Jonas looked sharp on the 2009 Grammys red carpet, we were very confused by Joe's sparkly jacket. Only Michael Jackson could have pulled that piece off.

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T-Pain

Maybe we shouldn't be so much concerned with his fashion than with T-Pain's safety: How can he see anything with those sunglasses on? And couldn't he at least have gotten them in a brown shade to match the rest of his sloppy look?

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Paula Abdul

Former 'American Idol' judge Paula Abdul hasn't always carried herself with the grace of a goddess, but at the 2009 Grammys, she tried to at least look the part. Sorry Paula, but your loud, yellow toga with tin foil accents just didn't deliver on the red carpet. Good luck on Mt. Olympus.

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Future Man

Future Man has won five Grammys as part of Bela Fleck and the Flecktones, but it looked like the "Drumitar"-ist had his sights set on an Oscar too -- as best supporting actor in a 'Pirates of the Caribbean' flick -- at the 2009 Grammys. Looks like someone walked the plank and fell off the fashion deep end.

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Cher

It's the Crea-Cher from the Black Lagoon! Known for her outrageous outfits, Cher celebrated the awards' 50th anniversary in a gown that was more swamp than romp at the 2008 Grammys. If we could turn back time, we would have advised the star to hire a better stylist.

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Chris Brown

You definitely couldn't miss Chris Brown on the red carpet in his bright red-and-white suit at the 2008 Grammys.

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OK Go

Maybe they were making a statement. Maybe they were trying to literally blend into the red carpet. Maybe they wanted to just be known for something different than that treadmill music video. Whatever the case, OK Go's ensemble at the 2007 Grammys, made of your grandma's curtains, just came off strange.

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Madonna

Rocking her chained purple corset with a matching long-sleeved leotard and a Farrah Fawcett feathered do, Madonna's dancer-meets-bondage look could be the envy of girls half her age. We're with her ... except for the calf-high pantyhose. Where'd that come from?

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Kanye West

Kanye West had just closed his shirt, this outfit would have been a little less tragic at the 2006 Grammys. Instead, he looks like he walked out of a remake of 'Saturday Night Fever.' A little disco never hurt anyone but this is going too far. Button up, Kanye!

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Brad Paisley

Paisley was nowhere to be found in Brad Paisley's 2004 Grammys ensemble, but the country star didn't disappoint when it came to other eye-devastating patterns. We're convinced he stole Grandma's upholstery to make that jacket lining. Let's just say his all-flora outfit was nothing to fawn over.

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Mary J. Blige

Mary J. Blige is no stranger to daring outfits, but this poodle-yellow jacket atop a fringy canary-colored dress, and -- oddly -- green heels, was certainly one of them at the 2004 Grammys.

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Amy Lee

For all we know, Evanescence singer Amy Lee may have just started out with a bubble-gum pink princess dress. But when she decided to goth it up with a roll or two of electrical tape and then randomly rip the bottom, it went downhill fast.

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Bootsy Collins

A little leopard print goes a long way. A head-to-toe leopard ensemble of bell-bottoms, a Persian rug jacket, a top hat, and a leopard face exploding from your chest would be simply ridiculous on anyone but Bootsy Collins. His trademarked star sunglasses just add to the class!

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R. Kelly

Most of this outfit was fine -- normal, even. The black-and-white suit looked good and fit well. But R. Kelly just had to go and screw it all up with the bandit mask in 2004. That's one piece that would definitely look better trapped in his closet.

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Andre 3000

Andre 3000's lime-green, Native American-inspired stage costume was too feathered, too beaded, and just too much -- but that's what Andre is known for! We applaud him for managing to look gaudy and yet somehow good.

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Avril Lavigne

Avril Lavigne wore her love for all things rock on her sleeve -- and inside her jacket. In 2003, the poppy, punky princess urged Grammy-goers to "rock on" and served up her battle cry with a healthy dose of the rebel-lite attitude that made her famous.

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Pink

From the looks of it, Pink decided to wear more eyeliner than clothes to the 2002 Grammys. We don't even think the singer's barely-there outfit would have flown at the Moulin Rouge! And while we don't question her talent, we are wondering... where did the rest of her pants go?!

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Alicia Keys

Alicia Keys must have been in on some secret that we didn't know about. Apparently underwater garden parties are all the rage. There isn't any other way to explain the green flowy silk stuff and floral embroidery everywhere in her 2002 Grammy get-up. The plain white tank top and green belt remain a mystery.

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Nelly

Maybe Nelly thought he was going to a basketball game instead of the Grammys. Maybe he thought he was gonna get too hot in therre if he wore a suit to the 2002 Grammys.

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Lil Kim

What else could be expected from a girl who showed up to the VMAs in pasties? Compared to Lil Kim's other outfit adventures, the red-leather motorcycle jacket and white bikini top at the 2002 Grammys remains one of the rapper's more conservative red-carpet ensembles.

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Christina Aguilera

Nothing says "I'm a rising pop star, take my music seriously" more than a laced-up, ultra-v-neck, belly-button-baring top and braided hair at the 2001 Grammys.

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Toni Braxton

There are two rules to follow when getting dressed for a major awards ceremony: make sure your dress doesn't show your underwear, and make sure your dress ISN'T your underwear. Toni Braxton opted not to follow either of those at the 2001 Grammys.

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Destiny's Child

Destiny's Child could have easily blended in in the rainforest in their matching very-green gowns at the 2001 Grammys.

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Macy Gray

Leave it to Macy Gray to wear a t-shirt boldly proclaiming her goofiness at the 2001 Grammys. The rest of the ensemble was just as jarring: the dead polar bear across her shoulders, the embroidered jeans, the pink boots. The fact that her rose-tinted glasses were the most normal part of this outfit says a lot.

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Jennifer Lopez

Looking like it would blow open at any moment, Jennifer Lopez's silk chiffon Versace gown that goes down (way down) in red carpet history was fastened by a citrine-studded broach -- and no doubt plenty of double-sided tape -- at the 2000 Grammys.

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Britney Spears

Britney Spears did her impression of a pretty princess in this flouncy, leaf-encrusted, half bedazzled leotard gown on stage at the Grammys in 2000.