Looking back at the ’90s, it was an era filled with memorable fashion moments, which have even seen a comeback in recent years. From casual acid-wash jeans to glamorous Versace gowns, A-listers were spotted wearing some of the most iconic looks ever during that decade.
Ready to go for a walk down this fashion memory lane? Then click through the gallery!
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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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Elizabeth Hurley
Hurley became an instant fashion icon after wearing this iconic Versace pin dress at the post-premiere party for ‘Four Weddings and a Funeral’ (1994).
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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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Naomi Campbell and Kate Moss
Supermodels Naomi Campbell and Kate Moss rocked the ’90s fashion world with unforgettable outfits. In 1999, they were spotted at the Versace Diamonds are Forever show in London wearing these iconic slip dresses.
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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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Eve
Turning heads in this glittery micro-mini dress for the 1999 Soul Train Lady of Soul Awards, the rapper looked beautiful in one of the biggest ’90s fashion trends.
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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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Jada Pinkett Smith
While attending the 1997 Vanity Fair Oscar Party, Jada Pinkett Smith was giving major mermaid vibes with this shimmery green skirt and top set.
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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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Microsoft and partners may be compensated if you purchase something through recommended links in this article.
