The ‘90s was the golden age of red carpet fashion, especially at the Academy Awards. From Cindy Crawford’s red Versace number to Celine Dion’s backwards tuxedo, all the trends of the decade were ready, present, and accounted for. Ahead, the best Oscars looks from the ‘90s.
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1999: Gwyneth Paltrow stepped onto the red carpet wearing a spaghetti-strap gown that fluted out at the bottom princess style. In a bubblegum pink silk, it was designed by Ralph Lauren. Her darker lip was so emblematic of the ‘90s.
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1998: Night loungewear for day was a huge ‘90s trend and Halle Berry embraced the look wholeheartedly in a satin slip dress with lace panel insets by Vera Wang.
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1999: The same year that Jennifer Lopez wore her iconic Versace dress to the Grammys, she went for a more traditional princess vibe at the Oscars, choosing a full-skirted black gown with an embellished strapless bodice from Badgley Mishka. Her updo was a classic ‘90s style.
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1998: Strapless fitted gowns were all the rage in the ‘90s, and Tyra Banks chose one that was embellished allover to ensure that she stood out on the red carpet.
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1999: Celine Dion borrowed from the boys, choosing a suit in lieu of a gown that was buttoned-up backwards and styled with a matching white hat.
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1997: Long may the crop top reign. Jada Pinkett-Smith dove headfirst into ‘90s and 2000s trends with a Versace metallic crop top and maxi skirt set for the 1997 Vanity Fair Oscars after party.
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1997: Nicole Kidman stepped onto the carpet wearing a chartreuse John Galliano for Christian Dior Couture gown with an embroidered bodice that proved the epitome of the decade when it came to slip dresses and award show wears.
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1996: From the choker to the high ponytail to the boat neck neckline, it doesn’t get much more ‘90s than Naomi Campbell’s Oscars gown.
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1996: Who can forget Winona Rider’s flapper moment when she chose an allover beaded vintage gown in pale pink, worn with a pouch-style bag and sheer shawl? That’s right, no one.
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1991: At the beginning of the decade, Cindy Crawford attended the Oscars on the arm of then-boyfriend Richard Gere, wearing an iconic red Versace gown with a down-to-there neckline and an up-to-there slit.
