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Kylie Jenner’s Beauty Evolution Shows How Many Trends She’s Fueled

Bow down.

by Amanda Ross
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Kylie Jenner makeup 2024

In a way, the chips of relevance were kind of stacked against Kylie Jenner — what were the odds a fifth daughter in the family could achieve the same level of fame and influence as her now-legendary sisters? The Kardashian family’s direct link to Gen Z, original fans of the E! series have watched Jenner go from the precious youngest sibling to the empire-commanding A-lister she is today. Jenner’s beauty evolution is as varied and era-filled as any actor or pop star, stuffed with experimental wigs, trend-setting makeup looks, and bold, avant-garde choices that helped make her one of the most attention-grabbing people alive.

Even in her earliest days on-screen, Jenner was a scene-stealer and established a reputation as a fan favorite. As she grew alongside sister Kendall Jenner, she immediately started branching out with her beauty and fashion choices, using teen-adjacent red carpets to test out bourgeoning trends and assorted ideas. But while Jenner’s always marched to the beat of her own aesthetic drum, though, there’s no doubt she was influenced by the extremely stylish women who helped raise her. Below, see if you notice her picking up on hair and makeup moments seemingly inspired by Kim Kardashian — not to mention Kris Jenner, the one who started it all.

Her Television Debut In 2007

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When audiences first met Jenner, she was a package deal with Kendall as the plucky little sisters. Already, they seemed inspired by the ever-glamorous Kardashian, their long glossy curls a mirror of her own.

Her Age-Appropriate Side-Bangs In 2009

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A newly-minted teen in 2009, Jenner had already adopted some of the year’s signature beauty trends: smudgy waterline eyeliner, illuminated inner corners, and a pair of layered deep side bangs.

Her Extra-Long Curls In 2011

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Jenner and her sister only gained visibility as their family TV show exploded into a full-fledged phenomenon, and her red carpet game rose to the occasion. She’s always seemed to have a thing for smoky eye makeup, but her hair, through either patience or extensions, grew all the way to waist, falling here in spiral curls.

Her Punk-Pink Hair Tips In 2012

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If you think about it, this might just be the moment Jenner discovered her personal style and decided to forge ahead full-force into stardom. Walking the runway for Avril Lavinge’s clothing line, Jenner dyed her deep brunette ends a bold shade of pink — a precursor to all her hair color experiments still to come.

Her Trendy Matte Makeup In 2013

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Around 2013, fans start to pick up on what makes Jenner distinct. Breaking away from Kendall for her own appearances with growing frequency, her increasingly-edgy, always extremely-trendy hair and makeup choices — like the stark ombré hair color and vampy lipstick seen at the Catching Fire premiere — helped cultivate her a massive Tumblr following.

Her King Kylie Era In 2014

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Behold: the official start of the so-called King Kylie era. Marked by her blue hair, legendary Coachella presence, and brand-new lip fillers, it would help skyrocket Jenner to mainstream fame and kickstart her soon-to-be-established beauty empire. Her go-to lip color from 2014 sent fans on a multi-week quest to find out the exact nude-pink liner she loved so much.

Her Pastel Hair Phase In 2015

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This was a banner year for Jenner’s personal wig collection, created and curated largely by celebrity pro Tokyo Stylez. It seems like every red carpet she walked had to feature an eye-grabbing new hair, like the pale, icy shade that launched thousands — if not more — of fan-driven copycat dye jobs.

Her Lip-Focused Looks In 2016

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While Jenner technically launched her very first Kylie Cosmetics Lip Kits in the final weeks of 2015, the makeup sets reached a true fever pitch in 2016. Everyone wanted to get their hands on the limited-edition shade drops, and Jenner kept the momentum going by showing off a series of lip-focused looks any time she went out in public.

Her First Met Gala In 2017

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For her first-ever Met Gala, themed Manus x Machina: Fashion in an Age of Technology, Jenner went for a timeless hairstyle to pair with her jewel-encrusted Balmain gown. The sharp, side-parted bob and nude, matte makeup helped all eyes stay focused on the dress.

Her Pivot To Platinum In 2018

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Everyone knows it’s not her natural hair color of course, but there’s something about this particular shade of platinum blonde that really works on Jenner. Part of it is her nude-colored lips, which adds to the overall icy effect.

Her Retro-Inspired Ponytail In 2019

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By 2019, Jenner had welcomed her first child with Travis Scott — and named an entire makeup collection after her. Around this time, many of Jenner’s looks took on a cheery, retro feel as she opted for high ponytails and flipped ends.

Her Return To Beauty Basics In 2020

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2020 wasn’t exactly a year known for its red carpet happenings, but Jenner served up enough glamour at the Oscars’ Vanity Fair afterparty to tide fans over through at least part of quarantine. It was here that her audience started to see the start of her aesthetic shift toward a more low-key look, complete with noticably smaller lips.

Her Pregnancy Glow In 2021

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Jenner was a little less private about her second pregnancy in 2021, but still kept things pretty low-key for much of the year. Still, the times when she did step out were marked by her palpable glow and chic, efficient updos perfect for a day stuffed with to-dos.

Her Experimental Streak In 2022

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As much as Jenner loves a trend, she’s not afraid to get a little more artistic with her beauty choices. Throughout 2022 and into the next year, Jenner used her hair and makeup like extensions of her outfit, like the swooped, gelled bangs she wore with a fluid-looking dress at the CFDA banquet.

Her ‘Quiet Luxury’ Rebrand In 2023

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Jenner’s latest era might be among her most impactful. Followers noticed Jenner taking a more restrained approach to hair, makeup, and clothing, which makes sense considering the wide-ranging reach of the “quiet luxury” trend. Accordingly, she’s been favoring bouncy blowouts and muted lip colors for a crispy, summery feel.

Her Natural Glamour Approach In 2024

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With that quiet luxury trend continuing through 2024, Jenner doubled-down on the look and scaled back her hair and makeup even further. It’s clear that she still has full glam here at the Jean Paul Gaultier haute couture show, but it’s all designed to look as natural as possible.

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