A Look Back At Monica's Best '90s And Early '00s Fashion Moments

Sam Levi/WireImage/Getty Images Fashion Her fashion choices were just as good as her R&B hits. by Maria Bobila Updated: Feb. 20, 2024 Originally Published: Sep. 14, 2020

Monica is one of the biggest names in '90s R&B. Her 1995 debut hit "Don't Take It Personal (Just One of Dem Days)" is an evergreen anthem, and "The Boy Is Mine" with Brandy made pop culture history in 1998. Ahead, we look back at her best fashion moments from the beginning of her musical career.

Jim Smeal/Ron Galella Collection/Getty Images 1996, American Music Awards Monica took on the award show circuit in an all-white satin and feathered look for the 1996 AMAs.

Jim Smeal/Ron Galella Collection/Getty Images 1997, Soul Train Music Awards An off-the-shoulder tie-dye gown for her one of many Soul Train Music Awards appearances. (In 1996, she won R&B Artist of the Year.)

Jeff Kravitz/FilmMagic, Inc/Getty Images 1998, American Music Awards This metallic top and maxi skirt (with finger loops) is peak '90s pop aesthetic.

Jeffrey Mayer/WireImage/Getty Images 1998, VMAs An all-red Old Hollywood look for the 1998 MTV Video Music Awards.

Jeff Kravitz/FilmMagic, Inc/Getty Images 1998, Lady Of Soul Awards A ribbed and gold ensemble with her signature arm band at the 1998 Lady of Soul Awards.

KMazur/WireImage/Getty Images 1999, Grammys Fresh off their mega-hit duet "The Boy Is Mine," Monica (in a sleeveless shiny gown) and Brandy attend the Grammys in 1999.

Steve Granitz/WireImage/Getty Images 1999, Soul Train Music Awards Press Conference A pretty pastel blue outfit ahead of the Soul Train Music Awards in 1999.

Steve Granitz/WireImage/Getty Images 1999, Soul Train Music Awards In a monochrome pantsuit that would be street style gold today.

Steve Granitz/WireImage/Getty Images 1999, Kids' Choice Awards Monica polished off her super casual look of flared jeans and an off-the-shoulder top with a bold red lip.

Steve Granitz/WireImage/Getty Images 2000, Pre-GRAMMYS Party Another impressive matching-set moment with festive trim on the pants.

J. Vespa/WireImage/Getty Images 2000, GRAMMYS Head-to-toe leather and studs for the 2000 Grammys.

Sam Levi/WireImage/Getty Images 2000, Arista Records 25th Anniversary Celebration Another Y2K fashion staple. This silver top (with leather pants and wedges) is still a hit two decades later.

Gregg DeGuire/WireImage/Getty Images 2003, Essence Awards Ahead of the tennis skirt trend with a matching blazer for the 2003 Essence Awards.

Patrick McMullan/Patrick McMullan/Getty Images 2009, BET Honors Her black gown with layered gold studs and chains is very 2008-era Givenchy .

See more throwback fashion from Brandy , Fiona Apple , and Jennifer Lopez .

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