Save this story Save Story Save this story Kendall Jenner was first thrust into the public eye nearly two decades ago, as the quiet, tomboyish 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, her interest in fashion history has broadened, as has her wardrobe. Case in point: these days, you can find Jenner mixing Matthieu Blazy’s Chanel with The Row or showing off her latest vintage Mugler grail .
Over the last 10 years, Kendall Jenner has gone from nascent model to fashion fiend. Below, in honor of the model’s birthday, revisit some of her best street style looks from 2014 until now.
Expand Light Brigade/Bauer-Griffin 3/69 At Coachella, 2015.
Expand Gardiner Anderson/Bauer-Griffin 4/69 With Hailey Bieber in 2015.
Expand Bauer-Griffin 5/69 Coachella, 2015.
Expand BG001/Bauer-Griffin 6/69 Los Angeles, 2016.
Expand James Devaney 7/69 Wearing a Paris Georgia top, 2019.
Expand Marc Piasecki/Getty Images 8/69 In Paris, 2021.
Expand Photo: Backgrid 9/69 In vintage 2001 Dolce & Gabbana, 2022.
Expand Gotham 10/69 At the 2022 US Open Tennis Championships.
Expand Gotham 11/69 Wearing a vintage Prada dress and Gucci horsebit boots, 2022.
Expand Marc Piasecki 14/69 In Paris, 2022.
Expand Alix Newman/Shutterstock 16/69 In Bottega Veneta, 2022.
Expand PETE 17/69 Wearing Proenza Schouler, 2022.
Expand Photo: Backgrid 18/69 In a Simon Miller coat and R13 boots, 2023.
Expand Gotham 19/69 Wearing custom Nensi Dojaka, inspired by Chanel spring 1994 after the 2023 Met Gala.
Expand Photo: Getty Images 20/69 In New York, 2023.
Expand Photo: Backgrid 21/69 In Bottega Veneta, 2023
Expand Photo: Gotham 22/69 In Skall Studio, 2023.
Expand Rachpoot/Bauer-Griffin 23/69 In a vintage Bates Rave jacket and Khaite jeans, 2023.
Expand Backgrid 24/69 Wearing fall 1997 John Galliano, 2023.
Expand Photo: Backgrid 25/69 In Stella McCartney, 2023.
Expand Photo: Backgrid/EVGA 26/69 In a Phoebe Philo coat, 2023.
Expand Rachpoot/Bauer-Griffin 27/69 Wearing The Row, 2023.
Expand KGC-339/TIDNY-249 28/69 In Bottega Veneta, 2023.
Expand Photo: Backgrid 29/69 Wearing a Paloma Wool top and Blumarine skirt, 2023.
Expand Photo: Gotham 30/69 Carrying an Hermès Kelly, 2023.
Expand Photo: Backgrid 31/69 Wearing shoes by The Row, 2023.
Expand Photo: FRAT 32/69 Wearing St. Agni, 2023.
Expand @Tiziano.Raw / SplashNews.com 33/69 In Prada, 2023.
Expand NACA 34/69 In Bottega Veneta, 2023.
Expand Photo: Splash News 36/69 Wearing Adidas x Wales Bonner sneakers, 2023.
Expand Photo: Backgrid 37/69 In Ann Demeulemeester and boots by The Row, 2023.
Expand Backgrid 38/69 Wearing The Row, 2023.
Expand Backgrid 39/69 In Bottega Veneta, 2023.
Expand Photo: Backgrid 40/69 Wearing Camilla and Marc, 2023.
Expand BACKGRID 41/69 In Rick Owens, 2023.
Expand EVGA 42/69 In Balenciaga, Aspen, 2024.
Expand BACKGRID 43/69 Wearing Bottega Veneta in Aspen, 2024.
Expand NACA, FRAT50 44/69 Wearing fall 1988 Thierry Mugler in Paris, 2024.
Expand Photo: Backgrid 45/69 In Bottega Veneta, 2024.
Expand CAMA, VAEM, DALI 46/69 Wearing a KNWLS set, 2024.
Expand Photo: Gotham 47/69 During New York Fashion Week, 2024.
Expand Gotham 48/69 Heading to the 2024 US Open dressed in Alaïa.
Expand Photo: Courtesy of SplashNews 49/69 Wearing a 1988 Alaïa jacket and Khaite jeans during spring 2025 Paris Fashion Week.
Expand Backgrid 50/69 Wearing McQueen at Rosalía’s birthday party, 2024.
Expand Photo: Backgrid 51/69 In Paris, 2024.
Expand Rachpoot/Bauer-Griffin 52/69 Wearing archival John Galliano in Paris, 2024.
Expand Rachpoot/Bauer-Griffin 53/69 Wearing The Row at the brand’s Paris show, 2024.
Expand Backgrid 54/69 In Los Angeles, 2024.
Expand Photo: Backgrid 55/69 In a Phoebe Philo bomber while out in Los Angeles, 2024.
Expand Jeremy Moeller/Getty Images 56/69 In a blazer from The Row in Paris, 2025.
Expand TheStewartofNY 57/69 Leaving the Calvin Klein Collection show in a shawl coat from The Row, 2025.
Expand TheStewartofNY 58/69 Wearing a Phoebe Philo coat in Greenwich Village, 2025.
Expand TheStewartofNY 59/69 At the Khaite show in New York, 2025.
Expand TheStewartofNY 60/69 Wearing Chloé in New York City, 2025.
Expand Aeon 61/69 Celebrating her October 2025 Vogue cover.
Expand Neil Mockford 62/69 In The Row in Paris, 2025.
Expand Best Image / BACKGRIDUSA 63/69 In St. Agni, 2025.
Expand Photo: Backgrid 64/69 At the Kylie Cosmetics 10-year anniversary party, 2025.
Expand TheStewartofNY 65/69 In SoHo, 2025.
Expand Photo: Backgrid 66/69 In vintage L'est Rose, 2026.
Expand TheStewartofNY 67/69 In New York, 2026.
Expand TheStewartofNY 68/69 Wearing vintage Mugler in New York, 2026.
Expand Aeon 69/69 Wearing The Row in SoHo, 2026
Source: Lifestyle
