Riffling Through the Grammy Closet: 35 WTF Outfits

Besides the killer performances and surprise wins year after year, one of the best things about the Grammys is that musicians feel the need to really let their freak flags fly on the red carpet. Scratch that, soar. And why shouldn't they? It's a musical award show—creativity is the name of the game. But perhaps some of these winners and nominees should have gotten a second opinion before stepping out of the limo? At the 2007 Grammys, OK Go went the creepy wallpaper route, if creepy wallpaper is a thing.

Russian import Sasha is definitely PRO the second amendment at the 2012 Grammys.

In 2000, J. Lo introduced us to possibly the most famous Grammy dress of all time. And P. Diddy looks like how the rest of us felt: half terrified, half mesmerized.

The Harajuku Barbie thought the 2011 Grammys were the perfect occasion to test out her Elvira-meets-leopard-princess look.

Remember Madge's Geisha girl phase in 1999? Ahh, memories.

Jo Calderone WHO? Annie Lennox was rocking dude chic way back in 1984... before Lady Gaga was even born!

Not to be rude, but is Ciara (seen here in 2011) wearing Judy Jetson's curtains?

At the 2000 Grammys, Missy Elliott chose function over form. You never know when there might be some b-tches you need to slice with the razor blades conveniently sewn to your suit coat.

At the 2012 Grammys, everyone was singing, "I see London, I see France, I see Fergie's—TOO EASY."

You would think that 2011 Best New Artist nominee Florence Welch would have chose something with a little more dazzle than her grandmother's Easter tablecloth.

At the 2002 Grammys, gospel nominee Dottie Peoples was just preparing for her upcoming 4th of July party... in February.

We love you, Hayley Williams, but this was the 2011 Grammys you were attending, not your cousin's 7th birthday party.

If you're ever thinking about trying to pull off blonde dreads, see this photo of Xtina at the 2001 Grammys. Stop, take a deep breath and reconsider.

Half of RiRi's dress was missing at the 2011 Grammys, but even that can't stop her hot.

Leave it to M.I.A. to turn her 2009 pregnancy into some kind of art installation.

So that's where our wicker ottoman went—on top of Grace Jones' head at the 1983 Grammys.

2000 Grammy winner Whitney Houston posed in the press room like she didn't have half of a pink fox hanging off of her body. What a professional.

Robyn should have called her girlfriend for a second opinion on that outfit before she headed to the 2012 Grammys red carpet.

We get that it's all about the art(pop) for Lady Gaga, but at the 2010 Grammys, all we could think about was that poor guy behind her.

Chris Martin & Co. went for Sergeant Pepper-meets-thrift store chic at the 2009 Grammys. #NAGL

We swore we'd never say anything mean about Queen Mary, but we just wish she picked a different Sesame Street character than Big Bird to fashion her outfit after at the 2004 Grammys.

Toni Braxton at the 2001 Grammys: the inventor of the phrase "NSFW."

Johnny Depp as Captain Jack Sparrow or Cyndi Lauper at the 1984 Grammys? You decide.

Before his penchant for leather skirts, in 2006 Yeezy dressed like R. Kelly... who was going as Prince for Halloween.

No, Brian Setzer! 1999 is not the time. Step away from the Bedazzler!

Who WOULDN'T show their thong to this guy? In 2001, not many people. Today? Eh...

There are no three words that 2011 Grammy nominee Katy Perry hates more than "Less is more."

1974 was a rough time for all of us, even Cher, who showed up to the Grammys looking like a Hawaiian tourism pamphlet model.

Judging by the moss growing out of her head, you would never know how pretty 2007 Best New Artist nominee Imogen Heap's voice is.

Lil' Kim in 1998 is much like the Lil' Kim of today. Never change, Lil' Kim. Never change.

For the 2012 Grammys, Bill Cosby lent Rick Ross his finest crushed velvet sweatshirt.

We're hoping Marilyn Manson made some time for a spa day after his appearance at the 1997 Grammys.

Hey, Foxy Brown, it's 2003. You gotta start buttoning your shirts.

2002 Best Pop Collaboration Grammy winner Pink celebrated her win by going to a rave after the show. (Not really. At least not that we know of.)

We're kind of feeling the "all leopard everything" trend Bootsy Collins was trying to start in 2002. Wonder why it didn't catch on...