Kendall Jenner’s Style Evolution: A Runway of Her Looks Over the Years

Okay, let’s talk about Kendall Jenner! For a while, her sister Kylie playfully claimed she was ‘basically 30,’ but now Kendall is officially turning the big 3-0 on November 3rd. It’s been a huge year for her, especially in her career. She’s absolutely killing it on the runway – think Vogue World and Paris Fashion Week – and she’s a total boss building her tequila brand, 818, while also juggling Season 7 of The Kardashians. She’s really doing it all!

While Kendall Jenner enjoys her current career, she doesn’t envision it lasting forever. She admitted to Vogue that constantly being in the public eye isn’t her favorite thing. In fact, she dreams of a completely different path, telling the magazine she’s serious about becoming an interior designer.

Outside of work, Kendall loves spending time with her horses, friends, and family, and enjoys being outdoors and focusing on her well-being. She shared with Vogue that she ultimately wants a more low-key life. Though she’s thankful for her current opportunities and enjoys her life now, she values simplicity and hopes to embrace it fully in the future.

Kendall Jenner acknowledges that life isn’t always easy, having openly discussed her struggles with anxiety. However, she’s optimistic about the future.

In a January interview on the Anything Goes With Emma Chamberlain podcast, she explained, “It’s taken me a long time to get where I am today. Healing and self-discovery are ongoing processes that constantly change and develop.”

This evolution is also reflected in her fashion choices. Continue reading to see how Kendall’s style has transformed over the years.

Kendall Jenner kicked off the 2025 Vogue World fashion show by modeling a famous outfit: the costume Nicole Kidman wore in the 2001 movie Moulin Rouge!

The reality star stunned on the runway at Paris Fashion Week in 2025, wearing a flowing white dress for the L’Oréal Paris show.

For the 2025 Met Gala, she wore a suited look by Torishéju Dumi.

Kendall attended the 2025 Vanity Fair Oscar After-Party in archival vintage Mugler.

Kenny surprised everyone at the 2024 Academy Museum of Motion Pictures Gala with a new blonde hairstyle and a stunning gown by Schiaparelli Haute Couture.

She showed her support for Team USA at the 2024 Olympics in Paris.

Kendall dazzled in an archival Givenchy gown by the late Alexander McQueen at the 2024 Met Gala.

The model deserved her own trophy for her Maison Margiela look at the 2024 Vanity Fair Oscar Party.

Kendall picked a fiery Fendi gown for the 2023 Annual Academy Museum Gala. 

Kendall put a daring spin on the classic little black dress with a David Koma design. The dress featured a see-through top and vibrant red floral details covering the bust.

Everyone was watching Kendall at the 2023 Vanity Fair Oscars after-party, where she stunned in a dress by Jean Paul Gaultier.

She was shining bright at the 2023 Met Gala in a pantless Marc Jacobs bodysuit.

Kenny turned heads at the Nobu Dubai opening in 2023 with a vibrant chartreuse dress and striking, long latex gloves.

I’m loving Kendall Jenner’s recent look! She was spotted at the Marni Spring 2023 show in such a cute, floral dress paired with boots. And yes, she was with Devin Booker at the time – they made a stylish couple!

Kendall stunned in a black Balenciaga gown at the 2022 Vanity Fair Oscar Party, finishing the look with her vibrant red hair.

To complement her dark Prada gown at the 2022 Met Gala, Kendall contrasted the look by lightening her eyebrows to a blonde shade.

At the 2022 event celebrating The Kardashians, the founder of 818 Tequila made a statement with her fashion choices, wearing a Givenchy outfit and shoes designed by Yeezy.

In 2021, she showed off her style by confidently wearing a striking black and white patterned crop top and pants.

The model stunned at the 2021 Met Gala in a jewel-encrusted Givenchy gown.

Kendall brought culottes into the 21st century with this leather look in 2020.

Kendall rocked a sparkly neon green bodysuit to the 2020 Brit Awards.

She turned heads at the 2019 Emmys wearing a striking floral gown by Richard Quinn. The dress had a bold touch with its latex top and sleeves.

At the 2019 Cannes Gala, Kendall Jenner looked stunning in a pink dress from the Giambattista Valli x H&M collection.

Kendall knew how to mix business with fashion in this blazer and matching heels in 2019.

Kendall stole the show at the 2019 Met Gala in this orange feather dress by Versace.

Kendall attended the launch party for Chaos SixtyNine Issue 2 in London, where she was photographed looking stylish in a Spring 2019 dress by Dudas and PVC Season 6 shoes from Yeezy.

In 2019, Kendall Jenner attended a Los Angeles Lakers game and was seen wearing leather pants with Yeezy heels.

The model stunned in a LPA Aurora dress and Yeezy heels at Revolve’s 2018 #REVOLVEawards.

Kendall Jenner celebrated the Kardashian-West Christmas Eve party in a stylish off-the-shoulder dress created by designer Christian Siriano.

Kendall was rolling in a green coat in New York City over her birthday weekend in 2018.

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2025-11-03 11:17