Kylie Jenner's Signature Red Carpet Style Has Come a Long Way

Kylie Jenner is a woman of superlatives, or at least of notable firsts: She’s the youngest Kardashian; she’s allegedly a self-made billionaire; she’s the sister who has undergone the most radical style transformation. Not bad for a Gen Z-er with four accomplished older sisters and an Olympian for a parent. She was born into a reality-television dynasty, and as a result, grew up in the spotlight, accompanying her parents on the red carpet and frequently twinning with Kendall Jenner, the sister just two years her elder.

But over time, Kylie has cultivated a look that sets her apart from her closest sibling and aligns her more directly with her Kardashian half-sisters, filling her closet with shimmering Balmain looks and plenty curve-hugging pieces. She’s established relationships with some of fashion’s biggest brands and designers—from Jean Paul Gaultier and Maison Margiela to Casey Cadwallader of Mugler—and let’s not forget her decades-long friendship with Balmain’s Olivier Rousteing. Below, see Kylie Jenner’s red carpet evolution, from tween star to Balmain muse and self-described “cool mom.”

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Jenner’s choice of Haider Ackerman for the 2023 Met Gala may have surprised some, but the red and blue cut-out gown looked oh-so right on the event’s iconic red carpet.

2023: Vanity Fair Oscar Party

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Jenner wore a custom silver Maison Margiela bow dress and Amina Muaddi heels for the 2023 Vanity Fair Oscar Party.

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Jenner turned a lot of heads in this roaring Schiaparelli velvet dress (featuring an extremely realistic 3D lion head) for the brand’s runway show during Paris Fashion Week.

2023: Jean Paul Gaultier Show

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The mogul opted for one of Jean Paul Gaultier’s signature corset gowns to attend the brand’s spring/summer 2023 couture show.

2022: Thierry Mugler: Couturissime Exhibition

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For the opening of the Thierry Mugler: Couturissime at the Brooklyn Museum, Jenner looked otherworldly in a black corseted gown and glittering headpiece.

2022: CFDA Fashion Awards

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Jenner looked as chic as ever in this one-shoulder and sheer Thierry Mugler dress for the 2022 CFDA Awards.

2022: Business of Fashion Gala

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Clearly, Jenner was feeling the lace look when she chose this lingerie-inspired Mugler ensemble to attend the Business of Fashion 500 Gala.

2022: Billboard Music Awards

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Jenner brought along her daughter Stormi to the 2022 Billboard Music Awards where she wore a curve-hugging silver and navy Balmain dress.

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Jenner chose a dramatic, bridal-style gown from Off-White (complete with a baseball cap veil) to attend the 2022 Met Gala.

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Jenner looked ravishing in a green Jean Paul Gaultier cone bra dress for the 2021 Parsons Awards.

2020: Vanity Fair Oscar Party

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Jenner opted for a glittery Ralph & Russo couture gown at the 2020 Vanity Fair Oscar Party.

Jenner stole the show in a purple Atelier Versace gown for the 2019 Met Gala themed “Camp: Notes on Fashion.”

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Wearing a sculptural pink Balmain couture outfit, Jenner certainly made a statement for the 2019 Grammy Awards.

2018: MTV Video Music Awards

Channeling business woman chic for the 2018 MTV Video Music Awards, Jenner wore a white suit dress and silver heels.

Jenner opted for a strapless Alexander Wang gown and sleek, crytsal-encrusted sunglasses for the 2018 Met Gala.

2018: Louis Vuitton Menswear Show

Kylie and Kim attend the Louis Vuitton Menswear spring/summer 2019 show in equally colorful looks.

For the 2017 Met Gala, Jenner showed up to the annual event in a custom Versace dress that she styled with an edgy platinum bob.

The star attended a Coachella event with fresh green hair while wearing sparkly mini dress from PrettyLittleThing.

2017: Golden Globe Awards

When you’re a Kardashian, even the runway won’t do—Jenner went custom once again for the 2017 Golden Globes in a silver La Bourjoisie gown.

Jenner called on Balmain’s Olivier Rousteing to outfit her in this cut-out sparkling gown for the 2016 Met Gala.

Glistening in gold Shady Zeineldine, Jenner attended the 2015 ESPYS in Los Angeles, California.

2015: American. Music Awards

A regular at the American Music Awards, Jenner went custom for the 2015 edition in a chainmail and leather Bryan Hearns number.

2015: The Gallows Premiere

Kylie once told us her mom is her style icon, so it makes sense they would pair up on the red carpet, too. Here, Kylie wore a Cushnie et Ochs top with Alaïa leggings and a Kimora Lee Simmons coat for the premiere of The Gallows.

2015: Balmain x H&M Launch

Wearing Balmain x H&M, Jenner appeared at the launch of the brands’ capsule collection in 2015.

2015: Billboard Music Awards

Completing the arc that brought her into Olivier Rousteing’s fold, Jenner wore Balmain to the 2015 Billboard Music Awards.

2015: GQ Grammy Awards Afterparty

This cut-out Steven Khalil gown was Jenner’s outfit of choice for the 2015 GQ Grammys afterparty.

2014: MTV Video Music Awards

Jenner matched her black bob to this silk Alexandre Vauthier number and patent Gucci heels at the 2014 MTV Video Music Awards.

2014: American Music Awards

Jenner once again chose Alexandre Vauthier, this time in burgundy, for the American Music Awards.

2014: MuchMusic Video Awards

Jenner opted for an orange Nicolas Jebran mini dress at the MuchMusic Video Awards in 2014.

2014: Billboard Music Awards

The blue dye of Jenner’s bob popped against the white palette of her Alex Perry dress and Louboutin heels during the 2014 Billboard Music Awards.

2013: American Music Awards

Jenner, in Maiyet and Giambattista Valli, debuted a new hair style when she walked the red carpet at the American Music Awards with sister Kendall.

2013: After Earth Premiere

The star went with a sleek black two-piece look to attend the premiere of After Earth (the movie fronted by then-boyfriend Jaden Smith) in 2013.

The mogul opted for white and nude, a palette she’d come to favor down the line much like her sister Kim, at the 2013 MTV Movie Awards.

2013: Kids’ Choice Awards

Jenner wore a dress by Msfts, the label by then-reported boyfriend Jaden Smith, to the Kids’ Choice Awards in 2013.

2012: Fashion’s Night Out

Jenner packed on the sparkle for Fashion’s Night Out in 2012.

In coordinating blue dresses, Kendall and Kylie proved their twinning days were just getting started for the premiere of Prom in 2011.

2011: Justin Bieber: Never Say Never Premiere

Though Kylie opted for a white strapless dress, she seemed to match her nude patent heels to Kendall’s pair for the premiere of Justin Bieber: Never Say Never.

Kylie joined her sisters Kim and Kendall in a white mini dress for the 2010 Teen Choice Awards.

2009: Kiss and Tell Release Party

Jenner wore a floral mini dress at the 2009 release party for Selena Gomez’s album Kiss and Tell.

2009: KIIS-FM’s Wango Tango

Kendall and Kris joined Kylie to attend a 2009 KIIS-FM event.

2008: Heroes Celebrity Carnival

A pre-teen Jenner attended a 2008 charity event in white shorts and a ruffled blouse.

2000: The Emperor’s New Groove Premiere

The Jenner family looked as stylish as ever (was this Kylie and Kendall’s first matching moment?) at the world premiere of The Emperor’s New Groove in 2000.

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