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The 18 Most WTF Outfits In VMAs History

Sometimes in fashion, the good IS the bad and the ugly.

The MTV Video Music Awards are an annual celebration of artists, their accomplishments, and their contributions to the music video genre. It's also an excuse to dress over the top. Crazy. Bananas. WTF.

As we ready for the 2017 VMAs on Sunday, we celebrate 18 of the greatest fashion moments in VMA history.

Watch the 2017 MTV Video Music Awards Sunday, August 27, at 8/7c on Logo and MTV.

Li’l Kim, 1999

Icon! Vanguard! Queen! Li’l Kim and her one boob made fashion history when she show up to the VMAs on 9/9/99 in this asymmetrical, lavender jumpsuit; which is either the most or least feminist outfit ever worn in the history of the world.

Lady Gaga, 2010

Gregg DeGuire/FilmMagic

LOS ANGELES, CA - SEPTEMBER 12: Lady Gaga poses in the press room at the 2010 MTV Video Music Awards at the Nokia Theatre on September 13, 2010 in Los Angeles, CA. (Photo by Gregg DeGuire/FilmMagic)

These award shows are long. Can you blame her for sneaking in a snack? Not pictured: The hibachi hat and soy sauce packet jewelry her assistant or publicist was obviously wearing.

Rose Mcgowan, 1998

Often imitated, never duplicated. Rose McGowan may never win a moon man of her own, but in a way, after wearing this dress in 1998, the VMA’s will be forever hers.

Christina Aguilera, 2002

This is what happens when your stylist forgets to bring your shirt, and you believe him when he says scarves as tops are the new thing.

Kudos for showing both side- and under-boob at once, though.

Lenny Kravitz, 2004

We can only imagine that Lenny used the same logic that so many gay guys apply to their Pride outfits; find something you like, cut it to shreds, and add feathers.

Coco, 2005

If you’re familiar with Coco’s modeling "career," you’ll know she's actually wearing more fabric than usual. Like, this look is an evening at the opera for Coco. Classy.

Nicki Minaj, 2011

The look that says, “Please alert our staff if you’re feeling ill. A face mask will be provided to protect you and those around you. You’re mental health provider will be with you shortly.”

Outkast, 2001

Does this pre-date Yo Gabba Gabba, because we might have a lawsuit on our hands. “The plaintiffs, Outkast, are suing DJ Lance Rock and Foofa for stealing their look.” GUILTY!

Macy Gray, 2001

A girl’s gotta do what a girl’s gotta do, you know?

Prince, 1991

Tasteful, elegant, and conservative as always. Prince left a little to the imagination when he wore this luxurious, yellow, single-breasted, jumpsuit to perform at the 1991 VMAs. It just wasn’t his butt cheeks.

Miley Cyrus, 2013

When you want to be completely nude, but not really.

Howard Stern, 1992

Picking up where Prince left off, Howard Stern picked up the torch and help paved the way for exposed back side at social events. What would we do without these brave souls? Trailblazers.

Katy Perry and Riff Raff, 2014

THIS! Perry and Riff Raff donned a copy of of Britney and Justin's 2001 AMA garb. Why mankind hasn't decided to make this our official uniform is beyond us. It would be a happier world if we were all running around in denim-on-denim evening wear.

Cher, 2010

The look that said, “I’m Cher, bitch, and I’ve still got it!” Let's see how you look in your 30 year old costumes someday.

Lil' Kim, 2001

People make a big deal about the time she wore one tittie out, but lest we forget the time she wore TWO titties out.

Tyson Ritter (All American Rejects), 2009

This really should have caught on in menswear. When glitter chests are the new mermaid hair, please refer all thank you’s to this young man, Tyson Ritter.

DJ Fatman Scoop, 2008

Because why even bother, you know?

Will.I.Am, 2010

Why do we feel like he called a meeting with his team, showed them a butt plug, and said, “THIS! Make me look like this!”

Watch the 2017 MTV Video Music Awards Sunday, August 27, at 8/7c on Logo and MTV.

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