Claire Harmeyer
September 19, 2019 11:08 am

Ah, the Emmys. As the opener to awards season, there’s something extra special about this particular red carpet. Stars pull out all the stops on this magical night in September, and we anxiously anticipate what they’ll step onto the red carpet wearing each year. Home to some of the most beautiful red carpet moments, the Emmy Awards never disappoint when it comes to fashion.

In celebration of the big night on Sunday, September 22nd, we’re taking a trip down memory lane and gushing over our favorite Emmys red carpet looks of all time.

Angelina Jolie, 1998

Jeffery Mayer, Getty Images

Way back in 1998, Angelina Jolie rocked the scoop neck that has made quite the comeback this year. Plus the sheer bejeweled slit? Iconic.

Sarah Jessica Parker, 2000

SGranitz, Getty Images

From the feathers to the sparkles to the tight silk waist, this look couldn’t be more Carrie Bradshaw.

Jennifer Aniston, 2002

Gregg DeGuire, Getty Images

We love everything about Jen’s sultry and sophisticated gown, from the neck scarf to the subtle bedazzled accents. Even Brad’s hair can’t distract us from Jen’s beauty.

Halle Berry, 2005

Gregg DeGuire, Getty Images

Halle makes everything seem effortless, and stunning in this flowy blue dress is no different. The big hoop earrings added a dash of playfulness to this look.

Olivia Wilde, 2008

Frazer Harrison, Getty Images

Olivia looked like an actual princess in this timeless gown.

Leighton Meester, 2009

Dan MacMedan, Getty Images

Leighton served Greek Goddess vibes in this toga-like gown and ornate gold cuffs.

Blake Lively, 2009

Gregg DeGuire, Getty Images

We couldn’t include Blair and not Serena. Blake stunned in this sultry red dress with scales slinking toward her waist.

Christina Henricks, 2010

Jon Kopaloff, Getty Images

Christina’s copper hair was the perfect accent to this lavender dress.

Nina Dobrev, 2011

Kevin Winter, Getty Images

Nina looked like an actual mermaid in this dress. Can you say bombshell?

Sarah Hyland, 2014

Frazer Harrison, Getty Images

Sarah Hyland always rocks the Emmys red carpet, but this sweet number is our fave of hers. This two-piece set inspired countless prom styles in 2014.

Lady Gaga, 2015

Frederick M. Brown, Getty Images

In true Gaga fashion, what could have been a simple white gown turned into a major fashion moment with the addition of giant puff sleeves.

Kerry Washington, 2016

Robyn Beck, Getty Images

Kerry absolutely slayed the Emmys red carpet in 2016, all while pregnant with her second child. Goals.

Sarah Paulson, 2016

Alberto E. Rodriguez, Getty Images

We’re totally mesmerized by this beaded Prada gown. And Sarah’s hair couldn’t match the golden jewel accents more perfectly.

Gina Rodriguez, 2017

Frazer Harrison, Getty Images

We’ve never met a plunging neckline we didn’t like, and the intricate fabric of Gina’s dress made this one even more jaw-dropping.

Mandy Moore, 2017

Frazer Harrison, Getty Images

Is that Mandy Moore or an Oreo? We’re making this comparison in the best way possible—this monochrome gown was unforgettable.

Tessa Thompson, 2017

Steve Granitz, Getty Images

Tessa Thompson took us back to ’70s glam with this metallic rainbow gown. We would watch her twirl around in this getup all day long.

Zoe Kravitz, 2017

Frazer Harrison, Getty Images

You need a 360 view of Zoe’s 2017 Emmys dress to see all of the beautiful colors it included. We really fell for this feathery design.

Reese Witherspoon, 2017

Frazer Harrison, Getty Images

Fellow Big Little Lies star Reese looked like the powerful boss she is in this silk blazer dress. Fitting, since BLL dominated the 2017 Emmys.

Johnathan Van Ness, 2018

JC Olivera, Getty Images

Yas queen. Sparkles, a thigh high slit, and sheer fabric—Jonathan pulled out all of the stops with his look last year. Would we expect anything less?

Tracee Ellis Ross, 2018

Axelle/Bauer-Griffin, Getty Images

Show. Stopper. We’ll never forget this hot pink, uber-puff-sleeve gown.

Evan Rachel Wood, 2018

Steve Granitz, Getty Images

There’s nothing like a woman rocking a power suit. The flowers in Evan’s hair are an unexpected and lovely touch.

We can’t wait to see which iconic looks will grace the red carpet this year. The 2019 Emmy Awards air on Fox this Sunday, September 22nd, at 8 p.m. EST.

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