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The new season of the HULU show, The Kardashians, premieres on September 22.
Kendall Jenner was only 11 years old when Keeping Up with the Kardashians premiered in 2007. As a result, the 26-year-old model, who grew up on camera over the course of 20 seasons, has had her style moments rigorously documented. Jenner revisits some of those memorable outfits in a new “Life in Looks” video for Vogue. The 818 Tequila founder’s aesthetic has matured and refined in a remarkably short period of time: evolving from boho-chic at 2016’s Coachella Festival to original vintage Dolce & Gabbana worn at her eldest sister’s Italian wedding.
The first look in Jenner’s trip down memory lane was what she wore to the season one premiere party for Keeping Up. “I remember these dresses so well,” Jenner says of the cheetah-print and blush-pink dresses she and Kylie wore, respectively. “Kylie and I always had matching clothes,” she says. “My mom and Kourtney had a children’s clothing store called Smooch. I’m pretty positive both of these dresses were from Smooch.”
Next up, Jenner revisits walking for Marc Jacobs for the first time in 2014. She recalls wearing a sheer top for the New York designer—and, surprisingly, not feeling unnerved by the prospect of strutting down a runway with hundreds of eyes trained on her. “I was totally game,” she says of the pivotal moment, which she prepared for by taking some “walking lessons” at her agency’s offices. Only a year later Jenner would make her first appearance in the pages of Vogue, working with renowned creative director Grace Coddington and photographers Mert & Marcus on an Alice in Wonderland-inspired shoot. Kendall dived headfirst into the experience: donning a blonde wig for the first time and a disco-glam Miu Miu dress. “This was one of the first times I felt like modeling was working for me and was taking off,” Jenner says.
There have been some, in Jenner’s opinion, style missteps from time to time. (But seriously, let those who haven’t erred in their sartorial choices cast the first stone). Jenner cringes when she lands on a 2016 image of herself at Coachella, rocking a festival-ready flowing maxi dress and Yoko One-inspired sunglasses. “This was the vibe at the time,” Jenner says, laughing. “You need to understand! Would I wear this now to Coachella or anywhere? I don’t think so.”
The star delivers rich behind-the-scenes details while revisiting her Met Gala looks. One standout was the custom Off-White look she wore in 2018, designed by the late Virgil Abloh. Jenner has fond memories of the beloved designer, saying, “Most of our conversations were over FaceTime. But you never felt like there was a disconnect. He always was putting all of his energy into it. So you always felt really comfortable and safe in his arms, in a way.” Another great Gala tidbit: Jenner’s 2019 outfit, which was designed by Versace and coordinated with Kylie’s own Versace number, featured pieces made the night before. “My stylist at the time went in and just drew the feathers out and said, “Versace can you do this overnight?” Jenner says, sharing her amazement at the skill and speed of the Versace team.
Last up: Jenner attending Kourtney Kardashian Barker’s wedding to Blink 182’s Travis Barker this summer. “I look back at even the first little girl that we saw and how uncomfortable she was, '' Jenner says, looking at the final image, “and even the girl in 2014 at the Met Gala… And then coming into this girl who’s like a lot more, ‘I’ve found myself as a woman, I’ve found myself… It’s cool to see.”
Above, check out all the outfits included in Kendall Jenner’s “Life in Looks.”
Director: Alexandra Gavillet
Director of Photography: Tamara Santos
Editor: Alana McNair
Producer: Naomi Nishi
Associate Director, Creative Development, Vogue: Alexandra Gurvitch
Associate Producer: Courtney Walden
Cam Op: Marco Marchiori
Gaffer: Amy Hoang
Set Design: Gina Canavan
Set Design Assistant: Andie Dilley
Audio: Glo Marie
CCO: Moe Sherwood
Production Assistants: Phillip Arliss, Devin Beckwith
Filmed at: The Maybourne Beverly Hills
Hollywood Suite Designed by: Bryan O’Sullivan Studio
Production Coordinator: Ava Kashar
Production Manager: Kit Fogarty
Senior Director, Production Management: Jessica Shier
Director, Video Talent: Lauren Mendoza
Supervising Editor: Kameron Key
Post Production Supervisor: Marco Glinbizzi
Director of Content, Vogue: Rahel Gebreyes
Senior Director, Programming, Vogue: Linda Gittleson
Executive Producer: Ruhiya Nuruddin
VP, Digital Video English, Vogue: Thespena Guatieri