This Is What The Oscars Red Carpet Looked Like 20 Years Ago

The Oscars red carpet has been home to so many iconic fashion moments over the years.

The 1999 award show, held at the Dorothy Chandler Pavilion in Los Angeles, was no exception. Two of the most iconic Academy Awards outfits made their debut that year.

First, there was Gwyneth Paltrow’s baby pink spaghetti-strap gown by designer Ralph Lauren. The dress itself, made of a crisp taffeta, wasn’t extremely extravagant. It featured no beading or embellishments, but thanks to its full skirt, it still delivered on the drama.

When Paltrow accepted the Academy Award for Actress in a Leading Role wearing that dress, it became instantly iconic and continues to be one of the most memorable in Oscars history.

Then there was Céline Dion’s unique take on a classic. The singer arrived on the red carpet wearing a white suit by John Galliano, but her jacket was on backward. At the time, she definitely landed on some worst-dressed lists, but we just like to think the “My Heart Will Go On” songstress was way ahead of her time.

“When I wore that, everyone was wearing dresses, not pants,” Dion told People magazine in 2017. “I was the only one with pants in a backward suit from Galliano and if I would do this today it would work. It was avant-garde at the time. And it doesn’t matter, you just have to assume what you wear, you wear, and I did.”

Ahead of this year’s ceremony, which airs on Sunday, Feb. 24 at 8 p.m. Eastern, relive those two iconic style moments and more ― like Ellen DeGeneres’ and Anne Heche’s matching tiny sunglasses, Cate Blanchett’s sheer Galliano gown, and Goldie Hawn’s sparkling blue dress ― below.

Drew Barrymore and Ed Norton

Joan Rivers

Gwyneth Paltrow

Celine Dion

Ben Affleck and Matt Damon

Mariah Carey

Geena Davis

Jennifer Lopez

Rachel Griffiths

Warren Beatty and Annette Bening

Uma Thurman

Meryl Streep

Sophia Loren

Kim Basinger and Alec Baldwin

Judi Dench

Kathy Bates

Liv Tyler

Carole Bayer Sager

Andie MacDowell

Catherine Zeta-Jones

Lisa Kudrow

Helen Hunt

Anne Heche and Ellen DeGeneres

Goldie Hawn

Anjelica Huston

Tom Hanks and Rita Wilson

Christina Ricci

Cate Blanchett

Renee Zellweger

Billy Bob Thornton and Laura Dern

Roberto Benigni and Nicoletta Braschi

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