Celebrity Style

15 Celebs Whose Emmys Looks Channeled The ’90s & ’00s

Corsets? Slip dresses? Check and check.

Originally Published: 
Anya-Taylor Joy wearing a 90s inspired dress to the 2021 Emmy Awards
Rich Fury/Getty Images Entertainment/Getty Images

The 2022 Emmys are quickly approaching. This star-studded event is among Hollywood’s most glamorous nights, and there’s been plenty of head-turning fashion on the red carpet over the years. Celebs including Zendaya, Anya Taylor-Joy, and Kerry Washington always pull out all the sartorial stops at the Emmys, often referencing everyone’s favorite decades — the ’90s and ’00s — for inspiration.

Last year’s Emmys saw a glamorous return to the in-person red carpet, and, boy, did it not disappoint. As expected, nods to Y2K style were present. And as the ‘90s and ‘00s trend has cemented even more into fashion these days, we can likely expect even more red carpet homages to the memorable fashion decades — especially with the likes of Sydney Sweeney, Jung Ho-yeon, Lily James, and Zendaya as nominees.

If current stylist-approved trends from other red carpets this year, as well as previous shows, are any indication, the ’90s and ’00s will play a major role in what many of the attendees ultimately decide to wear for the big night. So, what should you be on the lookout for fashion-wise come Monday night? Expect to see halter top necklines, ‘90s goth, 2000s glam, platform shoes, and expertly placed cutouts, proving that the influence of Y2K is alive and well on the red carpet.

Before Emmys 2022, take a walk down memory lane with some of the best ’90s- and ’00s-inspired Emmys outfits from years past.

Cindy Crawford’s Emmys Red Carpet Look, 1992

Ron Galella, Ltd./Ron Galella Collection/Getty Images

This 1992 outfit from Cindy Crawford is one of the most iconic Emmys red carpet looks ever. As if the beret wasn’t enough, this look perfectly encapsulates chic mid-‘90s style, from the dark berry red lip and high-slit midi skit to the sheer black tights and layered silk bustier.

Holly Hunter’s Emmys Red Carpet Look, 2000

Frank Trapper/Corbis Entertainment/Getty Images

Even back in 2000, this was a bold red carpet choice made by Holly Hunter. With bedazzled low-rise pants and a high-neck tank top in lieu of a traditional gown, this look screams 2000s fashion. Plus, check out that ultra-Y2K arm band.

Sarah Jessica Parker’s Emmys Red Carpet Look, 2003

James Devaney/WireImage/Getty Images

A U-shaped neckline was a favorite for glamor in the ‘90s and early 2000s. Other style essentials of the era were minimalist jewelry and strappy stiletto heels.

Jennifer Aniston’s Emmys Red Carpet Look, 2004

Jon Kopaloff/FilmMagic/Getty Images

It doesn’t get more ‘90s-inspired than an understated strapless column dress. Minimalist jewelry completes the look.

Halle Berry’s Emmys Red Carpet Look, 2005

Jon Kopaloff/FilmMagic/Getty Images

Talk about ‘00s fashion! This strapless, front-slit gown by Emanuel Ungaro in all of its flowy sapphire glory is very of the 2005 essence. The big hoop earrings, chunky chrome cuff, peep toe sandals, and small glitzy clutch add to it even more.

Kourtney Kardashian’s Emmys Red Carpet Look, 2009

Gregg DeGuire/FilmMagic/Getty Images

Strapless gown? Check. Chunky bracelet? Check. Now the real question is, are platform pumps hiding underneath that gown?

Blake Lively’s Emmys Red Carpet Look, 2009

Patrick McMullan/Patrick McMullan/Getty Images

Stacked bracelets, a plunging neckline, and peep toe pumps make this fiery red ensemble the ultimate nod to the 2000s. The subtle ruching is another element that was popular throughout the early aughts.

Kim Kardashian’s Emmys Red Carpet Look, 2009

Patrick McMullan/Patrick McMullan/Getty Images

What’s more 2000s-inspired than a one-shoulder silhouette? The hoop earrings and tiny clutch add the finishing touches.

Kerry Washington’s Emmys Red Carpet Look, 2016

Axelle/Bauer-Griffin/FilmMagic/Getty Images

A strapless number and stomach-baring cutouts? This look is hitting all the fashion marks that were major during the early aughts.

Tracee Ellis Ross’s Emmys Red Carpet Look, 2016

David Livingston/Getty Images Entertainment/Getty Images

Why wear just one throwback trend when you can wear... all of them? Big earrings, a one-shoulder silhouette, and a side cutout make this look a true ’00s-inspired winner.

Yara Shahidi’s Emmys Red Carpet Look, 2018

Steve Granitz/WireImage/Getty Images

Raise your hand if you wore a halter top dress to your prom in the 2000s. This style is back and better than ever, complete with an era-appropriate oversized floral appliqué that’s giving “glam corsage” vibes.

Sandra Oh’s Emmys Red Carpet Look, 2018

Steve Granitz/WireImage/Getty Images

Who doesn’t love a stacked bangle moment? Back in the ’00s, cuffs and chunky bracelets were everywhere, and they’re sure to be a popular accessory for Emmys 2022.

Zendaya’s Emmys Red Carpet Look, 2019

Matt Winkelmeyer/Getty Images Entertainment/Getty Images

Corsets worn as tops were a huge trend in the 2000s, thanks in part to Moulin Rouge! and the entire “Lady Marmalade” era. It’s a trend that has blown up recently, from casual streetwear looks to red carpet glam.

Kerry Washington’s Emmys Red Carpet Look, 2021

Rich Fury/Getty Images Entertainment/Getty Images

Kerry Washington makes this list for a second time with this recent 2021 look that is heavily inspired by Y2K fashion with its corset bodice, slinky silk fabric, and cowl neckline.

Anya Taylor-Joy’s Emmys Red Carpet Look, 2021

Rich Fury/Getty Images Entertainment/Getty Images

Another outfit from last year’s award ceremony, Anya Taylor-Joy’s Dior Haute Couture look pays a major homage to ‘90s glamour. With its minimalist color, silk slip silhouette, and high, collar bone-exposing neckline, this dress could be plucked straight from the ‘90s.

This article was originally published on