Kris Jenner has one of the most recognizable faces in Hollywood. The reality star and self-certified “momager” has been on TV screens and red carpets since the early 1990s, with her arched eyebrows and defined cheekbones. She’s openly admitted to undergoing both invasive and non-invasive cosmetic procedures, including a neck and face lift in 2011, Botox and an earlobe reduction in 2018. Up until recently, she stuck to a single makeup aesthetic: the smoky eye. Now, she’s opting for more of a fresh face.
Her makeup artist of nine years, Ash K Holm, told WWD she’s been “playing with softer, more elevated eye looks using light tones on the lid and in the crease.” For Jenner’s base, Holm keeps both her skincare and makeup products minimal, going in first with Augustinus Bader’s The Rich Cream before using the Lancôme Teint Idole foundation and the Kylie Cosmetics Hybrid Blush in Summer Sorbet.
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Jenner’s also recently ditched her trademark pixie cut to grow a bob.
Here, WWD takes a closer look at how Jenner’s look has evolved through the years – from the late 1980s, through the early 2000s to her present-day appearance.
1988
Kris Jenner donning her signature hairdo next to her ex Bruce Jenner, now Caitlyn Jenner, and her daughter Kendall at the Hollywood Bowl in 1988.
1990
Kris Jenner wearing dark eyeshadow with black eyeliner in her waterline and a bold red lip to match her nails at the Pioneer Awards in 1990, one of her first red carpet events.
2001
Kris Jenner with thin dark brown eyebrows, silver eyeshadow and smudged eyeliner at the 26th Annual Clive Davis pre-Grammys party in 2001.
2004
Kris Jenner donning a smoky eyeshadow look and brown highlights in her hair at the 56th annual Los Angeles Area Emmy Awards in 2004.
2007
Kris Jenner sporting a shaggy pixie cut, her trademark sparkly dark eyeshadow and a light layer of blush on her cheekbones for her daughter Kim Kardashian’s 27th birthday party in 2007.
2009
Kris Jenner with side-swept bangs and a hint of pink shimmer on her eyelids at the 44th annual Academy of Country Music Awards in 2009.
2011
Kris Jenner on the “Today” show in 2011, the same year she went to Dr. Garth Fisher for a neck and face lift. The entrepreneur opened up about getting both procedures ahead of her daughter Kim’s televised nuptials with Kris Humphries on “Keeping Up With the Kardashians.”
2013
Kris Jenner wearing smudged black eyeshadow on top and well-below her eyes during a guest appearance on “Watch What Happens Live with Andy Cohen” in 2013. Here, Jenner’s hair is brushed down and cut shorter than it had been in previous years.
2016
Kris Jenner with long hair, wispy lashes and glowy cheekbones at the 2016 Angel Ball on Wall Street in New York City.
2019
Kris Jenner donning thick, arched eyebrows and peach-colored eyeshadow on the 2019 People’s Choice Awards red carpet. At the time, Jenner said Botox and fillers were staples in her skin care routine. A year prior, she opened up about getting earlobe reduction surgery.
2021
Kris Jenner donning full, brown eyebrows akin to the contemporary “soap brow” trend at The Fashion Awards in 2021.
2024
Kris Jenner smiling on the 2024 Met Gala red carpet after having gotten a facial by celebrity skincare mogul Iván Pol. For the annual event, Pol used a series of products from his brand, The Beauty Sandwich, including the Amuse Bouche, the SS01 Secret Sauce and the SS02 Snatching Sauce to reduce inflammation and sculpt the face.
2025
Kris Jenner sporting a long bob with flipped ends, styled by Chris Appleton, outside the Palais de Justice in Paris in May.