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Grammys throwback: Remember these red carpet style moments from over 20 years ago?

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A look back at the best Grammys style moments from 1999
Getty Images
ByJacqueline Laurean Yates
April 01, 2022, 9:00 AM

The 2022 Grammy Awards are Sunday night, and while we're excited to see the new crop of winners, we also can't help but reminisce about some of the most unforgettable red carpet moments from the past.

Throughout the years, we have seen everything from bucket hats to girl groups in matching looks be a the thing on the red carpet.

At the 41st Grammy Awards in 1999, musical artists like Jennifer Lopez, Celine Dion and Shania Twain showed up in everything from stick-straight hair to bright pastel eyeshadow to a sequin turtleneck dress. Perhaps, many of these trends might resurface for this year's affair.

Take a nostalgic scroll down memory lane and look at 10 amazing style moments from the Grammy Awards red carpet over twenty years ago -- 1999, to be exact.

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Purple Gaze

Celine Dion, Lauryn Hill, and more shined bright with purple eyeshadow on the red carpet.

Celine Dion attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Ron Wolfson/Getty Images
Lauryn Hill during the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
SGranitz/WireImage/Getty Images

Matchy-Matchy

Girl and guy groups like The Dixie Chicks and The Backstreet Boys as well as other dynamic duos like Brandy and Monica wore coordinating looks that demanded attention.

Brandy, left, and Monica attend the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
KMazur/WireImage/Getty Images
The Dixie Chicks attend the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Frank Trapper/Corbis via Getty Images
The Backstreet Boys attend the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
SGranitz/WireImage/Getty Images

Stick-Straight Hair

Madonna and Jennifer Lopez sported stick-straight hair.

Madonna attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
SGranitz/WireImage/Getty Images
Jennifer Lopez attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Kevin.Mazur/WireImage/Getty Images

Head-to-Toe Silk

Silky ensembles and cut-outs commanded attention. Jada Pinkett wore it well.

Jada Pinkett Smith attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Ron Galella, Ltd./WireImage/Getty Images

Crowning Glory

Raise your hand if you remember just how good Erykah Badu's headwraps were?!

Erykah Badu attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
KMazur/WireImage/Getty Images

Lady in Red

Whitney Houston turned heads in this red number with just the right glossy lipstick to match.

Clive Davis and Whitney Houston attend the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Steve.Granitz/WireImage/Getty Images

Sequined Turtleneck Dress

Shania Twain looks like a red carpet fashionista in her sequined turtleneck dress.

Shania Twain attends the 41st annual Grammy awards, Feb. 24, 1999, in Los Angeles.
Vince Bucci/AFP/Getty Images

Editor's Note: This story was originally posted on February 8, 2019.

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