Celeb Style
Kendall Jenner’s Beauty Evolution Is A Runway-Worthy Journey

She’s always ch-ch-changin’ up her looks.

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Only in the Kardashian-Jenner family would international supermodel Kendall Jenner be considered the *least* adventurous when it comes to fashion and beauty. Taking a look at the style metamorphoses of trend-defining sister Kim, hair transformation pioneer Khloé, makeup maven Kylie, and style chameleon Kourtney, Kendall’s beauty evolution may look pretty tame — but that doesn’t mean she hasn’t undergone her fair share of drastic makeovers.

As one of her generation's most famous faces, the second youngest KarJenner has been a blonde, brunette, and redhead in the span of just a few years. She’s worn some truly wild makeup and even donned huge (temporary) tattoos, but at the end of the day, Kendall’s biggest beauty moments are mainly limited to her professional life. Off the runway and away from the red carpet (aka at home and on her family’s reality TV show, The Kardashians), this KarJenner is mostly a jeans and T-shirt kind of gal.

Even so, when you’ve spent years modeling for some of the biggest names in the fashion world, you’re bound to have rocked a few dozen daring beauty looks. As you’ll see in Kendall Jenner’s beauty evolution, that’s definitely the case for the world’s highest-paid supermodel. From faux piercings to bleached brows, slicked-back bangs to brightly dyed locs, Kendall’s been there and done that for almost every beauty trend imaginable.

May 2024: Kendall Jenner’s Mermaid Hair

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Though you can usually expect Jenner’s hair to be equal parts chic and sleek, she changed things up in a major way at the 2024 Met Gala. For the “Garden of Time” theme, the supermodel went ethereal with her tresses, emulating a long, curly style not unlike those in The Little Mermaid.

She paired the look with vintage archival Givenchy from 1999 in an Alexander McQueen-designed gown. What made this dress so special was that it was never worn before. Jenner told Vogue, “It’s been sleeping for the last 25 years. It’s literally a ‘sleeping beauty’,” the title of the this year’s Met event.

May 2023: Kendall With A ‘60s Ponytail

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Wearing a sequin leotard by Marc Jacobs, and quite possibly the highest platforms you’ve ever seen, Kendall completed her sparkling 2023 Met Gala look in honor of Karl Lagerfeld with a ‘60s ponytail thanks to Jen Atkin and makeup by Mary Philips.

May 2022: Kendall Jenner With Bleached Eyebrows

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All aboard the bleached brows train! For the 2022 Met Gala, Kendall joined the legions of celebs who have ditched their natural brow color in favor of a bone structure-highlighting shade of barely there blond.

February 2022: Kendall Jenner With Red Hair

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Proving that she can pull off any hair color, Kendall debuted a very trendy shade of coppery red on the Prada Fall/Summer runway during Milan Fashion Week. The ultra-shiny shade looked even better down.

September 2019: Kendall Jenner With Blond Hair

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For Milan Fashion Week in 2019, Kendall walked the Fendi Spring/Summer runway with long bangs and blond hair. The shade toed the line between buttery and bleachy and showed off her dark roots.

September 2018: Kendall Jenner With A Sleek Lob

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Taking a break from wild hair transformations, Kendall was spotted in SoHo in September 2018, rocking a shoulder-skimming lob. The cut was sharp, sleek, and very much aligned with Jenner’s easy breezy, off-duty model vibes.

September 2017: Kendall Jenner With Green Hair

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In 2017, Kendall continued her habit of debuting daring hair transformations on the runway. During Milan Fashion Week, the model walked the Fendi Spring/Summer runway with a rich, blue-toned shade of green hair on one side of her hair and her natural hair color on the other.

March 2017: Kendall Jenner’s Punk Rock Smokey Eye

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On the Balmain Fall/Winter runway in March ‘17, Kendall wore one of her most major looks to date. Not only was the lip jewelry she wore an instantly iconic — albeit impractical — accessory, but her shiny mohawk braids and reverse cat eye smoked-out makeup were a thing of punk rock beauty.

September 2016: Kendall Jenner With Locs

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Just a few months later, Kendall was on the runway again with a wildly different look. In Sept. ‘16, she walked the Marc Jacobs runway during New York Fashion Week with a crown of rainbow locs.

June 2016: Kendall Jenner With Slick Side Bangs

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As her runway career exploded, Kendall began to experiment with the kind of intense hair and makeup looks usually only seen on runways. This slick side-bangs moment on the Givenchy Spring/Summer ‘17 runway was totally new for Jenner and very editorial.

March 2016: Kendall Jenner With Bleach Blond Hair

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In March ‘16, Kendall went bold blond for the Balmain Fall/Winter runway show. The ultra-pale color left half an inch of her natural roots exposed and was toned to an icy near-white.

June 2015: Kendall Jenner With Piecey Bangs

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Nothing says “I’m young and cool in the aughts” like a set of piecey bangs falling into your eyes, which is the exact look Kendall rocked on the 2015 American Music Awards red carpet. Complete with a sleek top knot, matte contour, and a glossy lip, this was the ultimate cool girl look at the time.

November 2013: Kendall Jenner Wears A Bold Red Lip

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The aughts were *the* era of liquid matte lipstick and Kendall dipped her toes into the trend for the 2013 American Music Awards. Her vibrant and cool-toned red lip was a departure from her usual natural approach to glam.

August 2011: Kendall Jenner’s First Smokey Eye

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New look, who dis? At the 2011 Teen Choice Awards, Kendall rocked one of her first major beauty looks: a fully-lined smokey eye. Her smudgy glam was paired with a slicked-back mohawk braid, which let her bold makeup take the center stage.

August 2009: Kendall Jenner With Metallic Inner Eye Makeup

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Continuing on her makeup experimentation journey, Kendall attended the 2009 Teen Choice Awards wearing a bit of blush, a slight contour, and a pop of metallic white-gold eyeshadow on her tear ducts.

May 2009: Young Kendall Jenner Wearing Eyeliner

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In just two years' time, Kendall was ready to break out the makeup, kind of. While walking a red carpet in May 2009, the almost-teen wore a bit of eyeliner that gave off some angsty tween vibes.

October 2007: Li’l Kendall Jenner With No Makeup

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At one of the first screenings of Keeping Up With The Kardashians in October 2007, Kendall (left) posed with little sister Kylie (right). The two were as fresh-faced as you’d expect from preteens and all of Kendall’s freckles were on full display.

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