Kendall Jenner was first thrust into the public eye 16 years ago, as the 11-year-old younger sister on Keeping Up With the Kardashians. But in 2014, the second-youngest member of the Kar-Jenner dynasty struck out to forge her own path as a model.
Since her runway debut for Marc Jacobs’ fall 2014 show, Jenner has become a ubiquitous presence, not only on our TV screens, but on the runway and in magazines, too. With such a jam-packed schedule, the budding model became a regular street style subject, as she bounced from show to show.
Early photos captured Jenner’s style at the beginning of its evolution. Even at 19, she shows the same fashion DNA that she has today: a love of simplicity. As she’s become more entrenched in the fashion world, Jenner’s interest in fashion history broadened, as well as her wardrobe. These days, whether she’s rocking head-to-toe The Row, an enviable Phoebe Philo coat, or a vintage 1988 Mugler skirt-suit, she’s become one of our favorite street style stars.
Jenner’s day-to-day looks are so widely covered, that at one point, her personal style was even the subject of an advertising campaign. Last year, she began repping unreleased Bottega Veneta from head-to-toe; the brand inevitably announced that the looks were part of an ad campaign all along.
Over the last 10 years, Kendall Jenner has gone from nascent model to fashion fiend. Below, scroll through some of her best street style looks, from 2014 until now.
Jacopo Raule
1/54
In Paris, 2014
NCP/Star Max
2/54
New York, 2014
SMXRF/Star Max
3/54
With mom Kris Jenner in Los Angeles, 2014
Light Brigade/Bauer-Griffin
4/54
Coachella, 2015
Gardiner Anderson/Bauer-Griffin
5/54
With Hailey Bieber in 2015
Bauer-Griffin
6/54
Coachella, 2015
BG001/Bauer-Griffin
7/54
Los Angeles, 2016
James Devaney
8/54
Wearing a Paris Georgia top, 2019
Gotham
9/54
2021
Gotham
10/54
In New York, 2021
Marc Piasecki/Getty Images
11/54
In Paris, 2021
Photo: Backgrid
12/54
In vintage 2001 Dolce & Gabbana, 2022
Gotham
13/54
At the 2022 US Open Tennis Championships
Gotham
14/54
Wearing a vintage Prada dress and Gucci horsebit boots, 2022
Gotham
15/54
In Sportmax, 2022
Gotham
16/54
2022
Marc Piasecki
17/54
Paris, 2022
Gotham
18/54
2022
Alix Newman/Shutterstock
19/54
In Bottega Veneta, 2022
PETE
20/54
Wearing Proenza Schouler, 2022
Photo: Backgrid
21/54
In a Simon Miller coat and R13 boots, 2023
Gotham
22/54
Wearing custom Nensi Dojaka, inspired by Chanel spring 1994 after the 2023 Met Gala
Photo: Getty Images
23/54
2023
Photo: Backgrid
24/54
In Bottega Veneta, 2023
RAAK
25/54
In Bottega Veneta, 2023
Photo: Gotham
26/54
In Skall Studio, 2023
Rachpoot/Bauer-Griffin
27/54
In a vintage Bates Rave jacket and Khaite jeans, 2023
Photo: Courtesy of Gotham.
28/54
2023
Backgrid
29/54
Wearing fall 1997 John Galliano, 2023
Photo: Backgrid
30/54
In Stella McCartney, 2023
Photo: Backgrid/EVGA
31/54
In a Phoebe Philo coat, 2023
Rachpoot/Bauer-Griffin
32/54
Wearing The Row, 2023
KGC-339/TIDNY-249
33/54
In Bottega Veneta, 2023
Photo: Backgrid
34/54
Wearing a Paloma Wool top and Blumarine skirt, 2023
Photo: Gotham
35/54
Carrying an Hermès Kelly, 2023
Photo: Backgrid
36/54
Wearing shoes by The Row, 2023
Photo: FRAT
37/54
Wearing St. Agni, 2023
@Tiziano.Raw / SplashNews.com
38/54
In Prada, 2023
NACA
39/54
In Bottega Veneta, 2023
FRAT
40/54
In 1988 Alaïa, 2023
Photo: Splash News
41/54
Wearing Adidas x Wales Bonner sneakers, 2023
Photo: Backgrid
42/54
In Ann Demeulemeester and boots by The Row, 2023
Backgrid
43/54
Wearing The Row, 2023
Backgrid
44/54
In Bottega Veneta, 2023
Photo: Backgrid
45/54
Wearing Camilla and Marc, 2023
BACKGRID
46/54
In Rick Owens, 2023
EVGA
47/54
In Balenciaga, Aspen, 2024
Photo: Backgrid / SPOT, MAST
48/54
Los Angeles, 2024
BACKGRID
49/54
Wearing Bottega Veneta in Aspen, 2024
NACA, FRAT50
50/54
Wearing fall 1988 Thierry Mugler in Paris, 2024
Photo: Backgrid
51/54
In Bottega Veneta, 2024
CAMA, VAEM, DALI
52/54
Wearing a KNWLS set, 2024
Gotham
53/54
Wearing custom Vivienne Westwood by Andreas Kronthaler to 2024 Met Gala after-parties
Gotham
54/54
Wearing Givenchy by Alexander McQueen to 2024 Met Gala after-parties
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