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Flashback Fashion: 1999 American Music Awards

20 photos
Nov 20, 2019 10:56 PM
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Cher
1/20
Frank Trapper/Corbis via Getty Images

Cher

If we could turn back time, we'd go back to 1999 to witness this red carpet lewk in real life.


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Ron Galella/Ron Galella Collection via Getty Images

Dixie Chicks

These country singers are blowin' us away with their '90s chic red carpet ensembles.


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SGranitz/WireImage

Whitney Houston

And IIIII will always love this purple and black coat. 


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Vinnie Zuffante/Getty Images

98 Degrees

We say "I Do" to this boy band's red carpet appearance. 


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Jim Smeal/Ron Galella Collection via Getty Images

Paula Abdul

The former American Idol judge is "Straight Up" killing it in this all pink ensemble.


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Ke.Mazur/WireImage

LeAnn Rimes & Celine Dion

Name a more iconic duo. We'll wait


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Frank Trapper/Corbis via Getty Images

Celine Dion

ICON-ic.


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Ron Galella, Ltd./Ron Galella Collection via Getty Images

Carmen Electra

The Baywatch star proves her bombshell status on the red carpet.


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9/20
SGranitz/WireImage

Will Smith & Jada Pinkett Smith

This family photo is something we will (red table) talk about until the end of time.


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10/20
Ron Galella, Ltd./Ron Galella Collection via Getty Images

NSYNC

Frosted tips for the win.


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11/20
SGranitz/WireImage

Melissa Joan Hart

The Sabrina the Teenage Witch star makes a bewitch-ing appearance.


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Jeff Kravitz/FilmMagic, Inc

Britney Spears

"Gimme More" red carpet looks as angelic as this.


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KMazur/WireImage

Garth Brooks & KISS

These stars clearly wanted to rock and roll all nite.


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Frank Trapper/Corbis via Getty Images

Backstreet Boys

These boys were living larger than life on the 1999 AMAs red carpet.


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Ron Galella, Ltd./Ron Galella Collection via Getty Images

Boy George & Enrique Iglesias

The U.K. meets Spain with these two pop stars.


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Steve Granitz Archive 1/WireImage

Jennifer Love Hewitt

Who else had a stylish red choker like this?


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Patrick McMullan/Getty Images

Tia & Tamera Mowry

Talk about a blast from the past.


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Barry King/WireImage

Stephan Jenkins & Charlize Theron

Third Eye Blind lead singer brings the famous actress as his date to the show.


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Jeff Kravitz/FilmMagic

Bill Maher & Snoop Dogg

These two always know how to drop it like it's hot.


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Ron Wolfson/Getty Images

Brandy

Animal print never goes out of style.


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