Monday, November 30

Kendall Jenner Through the Years

Going from Olympian’s daughter to reality fixture to fashion superstar, Kendall Jenner has grown up in front of fans’ eyes. Now, she’s taking the world by storm.

In 2017, Forbes named her the world’s highest-earning model after the then-22-year-old raked in a $22 million in a single year.

Two years prior, in an interview with WSJ Magazine, Jenner reflected on leaving her childhood behind. “I feel like I grew up too fast a long time ago,” she said at the time. “Having older siblings, you grow up around adults, so you mature more quickly. I saw my sisters and parents working every day, so I was pretty much brought up to be a workaholic.”

At the time, she had just turned 19 and was trepidatious about turning 20. “It’s the first step out of being a teenager,” she explained. “My sister Khloé always says to me and my younger sister, Kylie, ‘You have your whole life to be an adult but only so long to be a kid’ And we get it. In the right situations, I try to be as immature as I can sometimes — react to things as if I were 12. You can’t take things too seriously. I just laugh thinking about my dad being a teenager, partying. It’s the funniest thing. And it makes me think — what am I going to be like when I’m 65?”

If Kendall is still afraid of adulthood, she’s certainly not showing it, confidently striding down fashion runways around the world. Scroll down to see photos of Kendall’s life in the spotlight, starting with one of her first red carpet appearances with her famous family.

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Disney Princess

Kendall was just 2 years old when she and her parents, Kris and Caitlyn, attended the 1998 premiere of Disney’s Mulan.

Ron Galella, Ltd./WireImage

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Red Carpet Gals

Kendall and younger sis Kylie both attended the Emperor’s New Groove premiere with their parents in 2000.

Ron Galella, Ltd./WireImage

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Rocking the Red, White and Blue

The fam dressed patriotically for the Fourth of July-themed 6th birthday party of John Anthony DeJoria, son of billionaire John Paul DeJoria, in 2003.

Cesare Bonazza/WireImage

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Matching Fashion

In 2004, Kendall and Kylie wore matching skirts to the Hollywood premiere of Teacher’s Pet.

Lee Celano/WireImage for Hollywood Reporter

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Reality Beginnings

At 11 years old, Kendall likely had no idea how much her life was about to change as she joined Kylie and older sister Kim Kardashian at a 2007 viewing party for Keeping Up With the Kardashians.

Jeff Vespa/WireImage

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Braced for Fame

Kendall didn’t mind showing off her braces at a 2008 benefit event for the Elizabeth Glaser Pediatric AIDS Foundation.

Donato Sardella/WireImage

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Repping Her Brand

The rising star rocked an airbrushed, monogrammed cap at Variety‘s 4th annual Power of Youth event in 2010.

Jason Merritt/WireImage

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Runway Ready

Kendall, then 16, foreshadowed her future modeling career at a Rent the Runway pop-up shop in 2012.

Chris Weeks/WireImage

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Strutting Her Stuff

Kendall wowed the Milan Fashion Week crowd in 2014 as she modeled this flowing Pucci dress.

Victor VIRGILE/Gamma-Rapho via Getty Images

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Cannes-Do Attitude

The reality star exuded glamour in a daring transparent dress at the Cannes premiere of From the Land of the Moon (Mal de Pierres) in 2016.

Ian Gavan/Getty Images

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Hollywood’s Biggest Night

For Vanity Fair’s 2018 Oscars afterparty, Kendall rocked a Giambattista Valli creation. What the dress lacked in length, it made up for in shoulder ruffles!

John Shearer/Getty Images

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Bold Hues

Purple was the name of Kendall’s game at the Longchamp Spring/Summer 2019 Runway Show in New York City.

Dimitrios Kambouris/Getty Images

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Orange Is the New Black

The reality star looked like an haute couture showgirl in this feathered Versace creation at the 2019 Met Gala.

Evan Agostini/Invision/AP/Shutterstock

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Pretty in Pink

Kendall wore a hot pink, tiered dress from the Giambattista Valli x H&M collection at the 2019 amfAR Cannes Gala.

Matt Baron/Shutterstock

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Emmy Glam

Kendall — dressed in a black latex and red floral Richard Quinn dress — didn’t seem in on the joke about “real people just being themselves” in her and Kim’s scripted intro to the Best Reality TV Show Competition category at the 2019 Emmy Awards.

Brian To/Fox/PictureGroup/Shutterstock

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Roman Holiday

The model wore two dresses during 2019’s Giambattista Valli Loves H&M fashion show in Rome, including this ruffled number.


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Chugging Along

Kendall made headlines in 2019 while throwing back a can of Stella Artois beer at a New York Rangers game in NYC.

JD Images/Shutterstock

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From Lovers to Friends

Years after her on-off romance with Harry Styles, Kendall reunited with the “Adore You” singer as he guest-hosted The Late Late Show With James Corden in 2019. She even begged him to reveal which songs he has written about her during a game of “Spill Your Guts or Fill Your Guts,” but he refused.

Terence Patrick/CBS

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Playing the Field

The E! personality drove Twitter wild in 2020 when she clapped back at a troll who claimed that “Nba players [pass her] around” after she was spotted with Ben Simmons and Devin Booker. “They act like i’m not in full control of where i throw this cooch,” she fired back.

Swan Gallet/WWD/Shutterstock; Shutterstock; Matt York/AP/Shutterstock

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Going Steady

Soon after Kendall’s clapback, Us confirmed that she was “hooking up” with Booker. A source later revealed that the pair are “not super serious, and they’re just having fun together.”

Richard Young/Shutterstock; Shutterstock

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Sister, Sister

Kendall and Kylie celebrated the next chapter of their beauty collaborations in 2020 with the launch of the Kendall x Kylie makeup collection.

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