Revisiting Kylie Jenner’s Most Memorable Fashion Moments, From King Kylie to Front Row

Revisiting Kylie Jenner’s Most Memorable Fashion Moments, From King Kylie to Front Row

Rise and shine: it’s Kylie Jenner’s 28th birthday! Over the 17-plus years since she launched into reality show fame, we’ve watched Jenner grow up before our very eyes. As she’s transformed from spunky kid to a mother herself, Jenner has tried just about every look under the sun.

In the early days of Keeping Up With the Kardashians, Jenner was wont to wear bold colors and loud prints (see: the coordinating neon pink and zebra outfits she and Kendall wore to Wango Tango in 2008). But over time, an edgier sense of style emerged, largely influenced by the Tumblr-era soft grunge moment. Perhaps her most iconic look of all time (dare I say!), she arrived a the 2014 Billboard Music Awards, hair shorn into turquoise ombré bob, crowning herself “King Kylie.”

A few years later, Jenner began to dip her toe into high fashion. She attended her first-ever Met Gala in 2016, dressed in a glittering Balmain dress by Olivier Rousteing. The following year, she walked the carpet alongside Donatella Versace. In recent years, though, she’s leaned all the way in. Perhaps nothing is more exemplary than her arrival at the Schiaparelli spring 2023 couture show, an enormous faux lion’s head sitting atop her bust. She even flipped the script, trading in he front row seat to close Coperni’s Disneyland Paris show last year.

Here, we revisit Kylie Jenner’s most memorable fashion moments.

  • Image may contain Kris Jenner Kendall Jenner Ella Lee Peter McRobbie Jerry Rawlings Fashion People and Person

    Scott Nelson/Getty Images

    The premiere of The Emperor’s New Groove, 2000

  • Jeff Vespa

    Dash fall fashion show, 2007

  • Jeff Vespa

    A Keeping Up With the Kardashians viewing party, 2007

  • Noel Vasquez/Getty Images

    Wango Tango, 2008

  • Jesse Grant

    Wango Tango, 2009

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