Kendall Jenner has been winning at the beauty game for years. And although she tends to stick to a more classic look compared to her sisters, Kendall does experiment from time to time. Take, for instance, when she bleached her eyebrows for the 2022 Met Gala. Or her latest Calvin Klein campaign, in which she dons a short, shaggy pixie cut, not dissimilar to the hairstyle preferred by her mum, Kris Jenner.
To recap Kendall’s impressive beauty journey, we picked her best looks from over the years. Keep scrolling to chart her transition from pared-back teen to all-out icon.
Kendall Jenner Before & After: A Complete Beauty Evolution From 2009 To Now
2009
Kendall Jenner sporting full lashes and a bright white inner-eye shadow at the Teen Choice Awards in 2009.
2010
Kendall Jenner sporting heavy eyeliner and a nude lip at the Los Angeles Premiere of ‘Burlesque’ in 2010.
2010
In 2010, the 15 year old wore smoked out bronze shadow to the Los Angeles Film Festival.
2011
The following year Kendall kept her makeup simple with a flick of black eyeliner and tawny blush.
2012
Early in 2012 Jenner paired a bold red lip with a loose bun and lots of mascara.
2012
Kendall looked effortless with a low side-swept braid and nude lipstick in 2012.
2012
Later that year, Kendall was photographed in Sydney with a golden tan and rosy cheeks.
2013
The model changed up her brunette locks with freshly dyed auburn streaks in 2013.
2014
At the 67th Annual Cannes Film Festival in 2014 Kendall wore a centre-part and dusty pink lipstick.
2014
Kendall kept her look classic with spidery lashes, a matte red lip and slicked back hair in 2014.
2014
Kendall opted for a bronzed, monochromatic look with nude lips and gold eyeshadow in 2014.
2015
The height of contouring-mania, Kendall went for a heavy, cheekbone chiselling look and a dramatic smokey eye at the 2015 American Music Awards.
2016
Kendall Jenner’s look at the 2016 Victoria’s Secret Fashion Show after party consisted of lightly contoured cheeks, a winged eye and pale pink lips with a satin finish.
2016
Kendall begins to experiment with the staple ‘off duty model look’, featuring pared back makeup with a minimalist feel while attending the Harper’s BAZAAR party in 2016.
2017
Still sporting that minimalist makeup look, Kendall arrives at a party in Beverly Hills with glowing skin and simple hair in October 11, 2017
2017
Kendall Jenner attends the 2017 Met Gala sporting fluttery lashes and a bright, coral red lip.
2018
Kendall Jenner attends the 2018 Vanity Fair Oscar Party with pouty nude lips and a subtle smokey eye.
2018
At an adidas event in London on November 15, 2018, with sunkissed skin, neutral eye makeup and a sleek, shoulder-length bob.
2019
Kendall Jenner at the 2019 Vanity Fair Oscars After Party with bronzed eye makeup, a glossy nude lip and voluminous, side-swept hair on February 24, 2019.
2019
Kendall Jenner at the opening of the Tiffany & Co store in Sydney wearing a sleek bun, minimal eye makeup and pink lips on April 4, 2019.
2020
Kendall briefly went blonde for a few runway shows in early 2020. She recently posted an Instagram saying that she missed the look but we love her current hair.
2021
Before lockdown began, Kendall opted for caramel highlights for a very summery look. She wasn’t alone as little sister Kylie also went down the same colour route.
2021
Kendall went long and dark with her locks in 2021 and even attended a charity softball game sporting this athletic look.
2021
At the 2021 Met Gala, Kendall opted for classic elegance with a simple up-do and understaded-glam maekup.
2022
Around March and April, 2022, Kendall swapped her iconic dark hair for an auburn hue. This is the lightest we’ve ever seen Kendall’s mane and, of course, she pulls it off.
2022
First the hair, now the eyebrows? At the 2021 Met Gala, Kendall shocked fans by bleaching her eyebrows. The theme was ‘Gilded Glamour’, so perhaps Kenny applied that to her brows? Either way, the bleached brows didn’t stick around for long.
2023
Kendall has been busy growing out her hair and was spied in early 2023 with Rapunzel-long locks. Has the reality star-turned-model also ditched the fake tan?
2023
The tan is back—and with gorgeous shades of chocolate brown for both hair and face. At the 2023 Vanity Fair Oscars afterparty, Kendall roped her long hair into a sexy up do. She also beautifully paired her gold vintage gown with brown-hued make-up, including a soft tan lip (with dark brown lip liner—very 2023), bronzed cheeks and a subtle brown smoky eye.
2024
At the 2024 Met Gala, Kendall donned cascading extensions and natural glam to deliver this ‘elf princess’ look.
2024
For her Calvin Klein campaign, Kendall rocked a short, shaggy cropped haircut —which we’re fairly sure was a wig. Still, it’s always fun to see an eternal long-hair devotee experiment with a pixie cut.
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