Revisit Birthday Girl Kendall Jenner's Most Jaw-Dropping Fashion Moments Ever

Kendall Jenner officially turned 27 years old on Nov. 3, and we're celebrating by taking a look back at her best looks over the years, from memorable Met Gala ensembles to sheer gowns and more.

By Paige Strout Nov 03, 2022 12:00 PM
| Updated Nov 02, 2022 9:00 PM
Tags

The first week of November is full of Kardashian-Jenner birthdays.

Kendall Jenner officially turned 27 years old on Nov. 3, just two days before her mom Kris Jenner's birthday on Nov. 5. Having gone from being a reality TV star to one of the biggest supermodels in the world, Kendall's fashion evolution proves just how far she's come over the years.

Kendall—who is currently dating NBA player Devin Booker—began establishing herself as a red carpet staple in the early 2010s, wearing looks by designers such as Fausto Puglisi, Emilio Pucci and Calvin Klein at awards shows, premieres and film festivals.

And the more her modeling career took off, the more she experimented with her style, from rocking faux bangs at the 2015 American Music Awards to her black, sheer 2016 Cannes gown to her iconic orange feathered Met Gala ensemble in 2019.

Flash forward to 2022, and she's become a total trendsetter, wearing everything from slip dresses to fun prints and even bleaching her eyebrows for the 2022 Met Gala.

photos
Kendall Jenner and Devin Booker: Romance Rewind

In celebration of the birthday girl, scroll below to take a look back at Kendall's most jaw-dropping looks ever.

Runway Ready

Kendall Jenner opened Vogue World's 2025 fashion show by walking down the runway in the costume Nicole Kidman wore in the 2001 film Moulin Rouge!.

Strike a Pose

Oooh la la! The reality star hit the catwalk in a flowy white gown for the L'Oréal Paris presentation during Paris Fashion Week in 2025.

Suiting Up

For the 2025 Met Gala, she wore a suited look by Torishéju Dumi.

Lots of Lace

Kendall attended the 2025 Vanity Fair Oscar After-Party in archival vintage Mugler.

Going Blonde

Kenny ditched her signature brunette hair for a blonde 'do and rocked a Schiaparelli Haute Couture gown at the 2024 Academy Museum of Motion Pictures Gala.

Red, White and Blue

She showed her support for Team USA at the 2024 Olympics in Paris.

A Vision in Vintage

Kendall dazzled in an archival Givenchy gown by the late Alexander McQueen at the 2024 Met Gala.

Chic & Sheer

The model deserved her own trophy for her Maison Margiela look at the 2024 Vanity Fair Oscar Party.

Radiant in Red

Kendall picked a fiery Fendi gown for the 2023 Annual Academy Museum Gala. 

Floral Explosion

Kendall redefined the little black dress with this sexy David Koma number that featured a completely sheer top and bright red petal pasties.

Gold Goddess

All eyes were on Kendall at the 2023 Vanity Fair Oscars party, where she wore a Jean Paul Gaultier gown.

No Pants, No Problem

She was shining bright at the 2023 Met Gala in a pantless Marc Jacobs bodysuit.

Bright and Bold

Kenny dazzled in a bright chartreuse dress paired with latex leather opera-length gloves to the 2023 opening of Nobu Dubai.

Flower Power

The Kardashians star sported a fun, floral dress and boots while attending the Marni Spring 2023 show with her then-BF Devin Booker.

Hollywood Glam

Kendall looked like a movie star in her black Balenciaga gown at the 2022 Vanity Fair Oscar Party and completed the look with her red locks.

Bleached Brows

Kendall balanced the darkness of her 2022 Met Gala ballgown by Prada by bleaching her eyebrows blonde.

Business Chic

The 818 Tequila founder showed she means business at the 2022 FYC Event for The Kardashians, pairing her Givenchy outfit with shoes by Yeezy.

Black & White

She also proved she can rock the boldest of patterns in this matching black and white crop top and pants in 2021.

Bejeweled

The runway star was covered in head-to-toe jewels as she wore her Givenchy gown to the 2021 Met Gala.

Cool Culottes

Kendall brought culottes into the 21st century with this leather look in 2020.

Neon Dream

Kendall rocked a sparkly neon green bodysuit to the 2020 Brit Awards.

Coming Up Roses

She hit the 2019 Emmys red carpet in a statement-making floral gown by Richard Quinn that featured an edgy latex top and sleeves.

Kotton Kandy

Kendall was pretty in pink in this Giambattista Valli x H&M collection dress at the 2019 Cannes Gala.

Let's Get to Werk!

Kendall knew how to mix business with fashion in this blazer and matching heels in 2019.

Fun With Feathers

Kendall stole the show at the 2019 Met Gala in this orange feather dress by Versace.

Always Looking Bright

Kendall posed and smiled at the Chaos SixtyNine Issue 2 launch party in London and wore a Dudas Spring 2019 dress and Yeezy PVC Season 6 shoes.

Basketball Beauty

Kendall sat courtside at a Los Angeles Lakers game, where she wore leather pants and Yeezy heels in 2019.

Fangirl for Feathers

The model stunned in a LPA Aurora dress and Yeezy heels at Revolve's 2018 #REVOLVEawards.

Off the Shoulder & Off the Charts

Kendall got festive at the Kardashian-West Christmas Eve party in an off-the-shoulder gown designed by Christian Siriano

Go Green

Kendall was rolling in a green coat in New York City over her birthday weekend in 2018.

photos
View More Photos From Kendall Jenner's Best Looks

Latest News