The 2019 American Music Awards are right around the corner, but first we're taking a detour down memory lane.

In advance of the annual show and red carpet, it only seems right to revisit one of the most historic nights in award show history: the 1999 American Music Awards. It was a night that saw numerous stars from basically ever genre in music. Britney SpearsN'SYNCBackstreet Boysand more musicians represented the pop music area, while Shania Twainand Garth Brooks to serve as the country music crowd. 

Plus, the red carpet fashion in itself deserves to be remembered. As the '90s drew to a close and the 'aughts were ushered in, new and unforgettable styles were beginning to emerge. Funnily enough, 20-years later those same trends are beginning to be en mode once again. 

Then, there's the music, which has pretty much ingrained itself in America's culture. Who can forget the iconic Big Willie Style album from Will Smith?

To take a trip down memory lane, check out the gallery below!

Cher

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Emily Robison, Natalie Maines, Martie Maguire, Dixie Chicks

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Whitney Houston

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98 Degrees

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Paula Abdul

Jim Smeal/Ron Galella Collection via Getty Images

LeAnn Rimes, Celine Dion

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Celine Dion

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Carmen Electra

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Will Smith, Jada Pinkett

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NSYNC, Joey Fatone, Justin Timberlake, Chris Kirkpatrick, Lance Bass, JC Chasez

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

Melissa Joan Hart

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Britney Spears

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Garth Brooks, Kiss

KMazur/WireImage

The Backstreet Boys

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Boy George, Enrique Iglesias

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

Jennifer Love Hewitt

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Tia Mowry, Tamera Mowry

Patrick McMullan/Getty Images

Stephan Jenkins, Charlize Theron

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Bill Maher, Snoop Dogg

Jeff Kravitz/FilmMagic

Brandy

Ron Wolfson/Getty Images

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