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Gwyneth Paltrow -

While wearing this classic bubblegum pink Ralph Lauren gown, Paltrow went on to win an Oscar in 1999 for Best Actress for her role in 'Shakespeare in Love.'

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Mary J. Blige -

In 1996, Mary J. Blige attended the Grammy Awards wearing a full leopard print ensemble with velvet gloves and dark sunglasses. Talk about an unforgettable look!

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Jennifer Aniston -

Aniston opted for a two-piece gray ensemble at VH1 Divas Live back in 1998. With minimal accessories, she looked stunning in this look that could even be worn today.

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Julia Roberts -

Giving dresses a break, Julia Roberts stunned in a suit and tie at the 1990 Golden Globe Awards. This gray, oversized suit is a total timeless piece.

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Angelina Jolie -

Looking like a true glamorous star, Jolie wore this sparkly creation at the 1999 Golden Globes. She ended up taking home the trophy for Best Actress in a Miniseries thanks to her performance in 'Gia.'

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Kate Hudson -

Spotted at the 1999 MTV Movie Awards, the actress was giving major girl next door vibes. In true '90s fashion, she paired a sheer corset top with a low-rise maxi skirt.

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Lil' Kim -

Known for her provocative style, rapper Lil' Kim attended the 1999 MTV Video Music Awards in a breast-baring one-shoulder jumpsuit and matching purple wig.

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Winona Ryder and Johnny Depp -

The iconic former couple arrived hand-in-hand a the 1991 Golden Globe Awards, looking like they came straight out of a Tim Burton movie.

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Madonna and Michael Jackson -

The King and Queen of Pop turned heads as they arrived at the 1991 Academy Awards. Madonna wore a glittery strapless gown, a fur stole, and Harry Winston jewelry, while Jackson went for a sequin blazer paired with his iconic gloves.

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Cindy Crawford -

The supermodel wore a striking halter-neck red dress at Revlon's Unforgettable Women Contest in 1990. For extra glamour, she added some sparkly diamonds and a red lip. 

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Janet Jackson -

Jackson rocked a total laid-back '90s look at the 1992 West Independent Spirit Awards. The star tucked a long-sleeved tee into a belted pair of mom jeans with a newsboy cap.

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Jennifer Lopez -

Before wearing that famous green Versace dress in 2000, J.Lo rocked this sparkly and metallic mini dress at a 1999 event. And that's Donatella Versace herself in the background.

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Britney Spears -

Spears served many iconic late '90s looks. From her belly-baring schoolgirl uniform to bedazzled tank tops and low-rise jeans, she was the epitome of bubblegum pop. She's seen here during the Baby One More Time tour in 1999.

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Sharon Stone -

The actress attended the 1993 MTV Movie Awards with a simple black dress, but paired it with elegant opera-length gloves, a feathered hat, and some chic sunglasses.

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Mary-Kate and Ashley Olsen -

The iconic sisters were the fashion icons of every teen girl in the '90s. Spotted at the 1999 premiere of 'Anna and the King,' the Olsen twins matched black cardigans and fringed skirts.

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Gwen Stefani -

At a PETA event in 1999, the No Doubt front woman rocked her pink hair with an all-denim look. Known for her athletic style, Stefani would often perform in cargo pants and crop tops. 

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Cameron Diaz -

Diaz's outfit at the 1999 Golden Globe Awards was pure '90s. The actress paired grungy eye makeup and crimped hair with a pant-dress and a tiny purse.

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Whitney Houston -

This leather corseted two-piece look on Whitney Houston is one of her most memorable outfits from the decade. Performing at the 1999 Brit Awards, she also rocked a short bob.

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Brad Pitt and Gwyneth Paltrow -

At the 'The Pallbearer' premiere in 1996, the beloved '90s couple were often photographed on the red carpet in coordinating outfits and matching haircuts.

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Halle Berry -

At the 1998 Emmy Awards, the stylish actress walked the red carpet in a stunning bejeweled purple gown, rocking tiny sunglasses with a dark lip.

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Christy Turlington -

The supermodel was spotted out and about in 1991 in this stunning Versace look. With her stylish short hair, she paired her yellow and black attire with a Chanel purse.

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Sarah Jessica Parker -

SJP arrived at the 1995 Tony Awards in the outfit of every '90s girl's dream: a part-silky and sheer dress with a pair of strappy silver sandals to boost the look.

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Keanu Reeves -

Keanu Reeves was rocking all neutrals in this tan suit while attending the 1993 MTV Movie Awards. He had a successful year with movies like 'Much Ado About Nothing' and 'Little Buddha.'

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Linda Evangelista -

Attending the opening of a Versace store in 1990, the iconic supermodel looked fabulous in an all-black cropped blazer top and high-waisted pants. This is definitely a look we can see being worn today.

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Liv Tyler -

Spotted at a 1992 AIDS benefit event, the actress was the ultimate '90s babe, rocking memorable and edgy dresses like this black number.

Sources: (Marie Claire) (Harper's Bazaar)

See also: Early 2000s fashion trends everyone is guilty of 

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