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Kylie Jenner

'Keeping Up' with Kylie Jenner: Photos of her best fashion moments

Updated Aug. 8, 2025, 11:49 a.m. ET
Kylie Jenner has spent her life in the spotlight, and the makeup mogul, TV personality and socialite is continuing to make headlines. The youngest of momager-extraordinaire Kris Jenner boasts quite the wardrobe all while being a mom of two. Look back at photos of her life, career and style throughout the years, including here, as Kylie Jenner dons Ferragamo at the 2025 Met Gala at the Metropolitan Museum of Art on May 5, 2025, in New York City.
Kylie Jenner has spent her life in the spotlight, and the makeup mogul, TV personality and socialite is continuing to make headlines. The youngest of momager-extraordinaire Kris Jenner boasts quite the wardrobe all while being a mom of two.

Look back at photos of her life, career and style throughout the years, including here, as Kylie Jenner dons Ferragamo at the 2025 Met Gala at the Metropolitan Museum of Art on May 5, 2025, in New York City.
Jamie McCarthy, Getty Images
Before they starred on "Keeping Up with the Kardashians," Caitlin Jenner, center, Kris Jenner, right, and daughters Kylie, left, and Kendall, below, appeared at the, Dec. 10, 2000, premiere of Walt Disney's "The Emperor's New Groove" at the El Capitan Theater in Hollywood, California.
Before they starred on "Keeping Up with the Kardashians," Caitlin Jenner, center, Kris Jenner, right, and daughters Kylie, left, and Kendall, below, appeared at the, Dec. 10, 2000, premiere of Walt Disney's "The Emperor's New Groove" at the El Capitan Theater in Hollywood, California.
Scott Nelson, AFP/Getty Images
During the "Keeping Up" era, Kylie Jenner started developing her signature style. Here, she presents a creation from the Abbey Dawn New York spring/summer 2012 collection during New York Fashion Week, Sept. 12, 2011.
During the "Keeping Up" era, Kylie Jenner started developing her signature style. Here, she presents a creation from the Abbey Dawn New York spring/summer 2012 collection during New York Fashion Week, Sept. 12, 2011.
Lucas Jackson, REUTERS
From left: Robert Kardashian, Kourtney Kardashian, Kendall Jenner, Kim Kardashian, Kylie Jenner and Khloe Kardashian arrive at the KIIS-FM's 2008 Wango Tango concert held at the Verizon Wireless Amphitheater on May 10, 2008, in Irvine, California.
From left: Robert Kardashian, Kourtney Kardashian, Kendall Jenner, Kim Kardashian, Kylie Jenner and Khloe Kardashian arrive at the KIIS-FM's 2008 Wango Tango concert held at the Verizon Wireless Amphitheater on May 10, 2008, in Irvine, California.
Noel Vasquez, Getty Images
From left: Kylie Jenner, Kendall Jenner, Kourtney Kardashian, Khloe Kardashian and Kim Kardashian attend the 2011 People's Choice Awards at Nokia Theatre L.A. Live on Jan. 5, 2011, in Los Angeles.
From left: Kylie Jenner, Kendall Jenner, Kourtney Kardashian, Khloe Kardashian and Kim Kardashian attend the 2011 People's Choice Awards at Nokia Theatre L.A. Live on Jan. 5, 2011, in Los Angeles.
Christopher Polk, Getty Images For PCA
Kylie Jenner donned a beige mini dress alongside sisters Kendall Jenner, Kim Kardashian and Kourtney Kardashian at the 2011 Teen Choice Awards held at the Gibson Amphitheatre on Aug. 7, 2011, in Universal City, California.
Kylie Jenner donned a beige mini dress alongside sisters Kendall Jenner, Kim Kardashian and Kourtney Kardashian at the 2011 Teen Choice Awards held at the Gibson Amphitheatre on Aug. 7, 2011, in Universal City, California.
Jason Merritt, Getty Images
Kylie Jenner rocked all black at the iHeartRadio Music Festival with Kourtney Kardashian, Miley Cyrus, Khloe Kardashian and Kendall Jenner at the MGM Grand Garden Arena on Sept. 21, 2013, in Las Vegas.
Kylie Jenner rocked all black at the iHeartRadio Music Festival with Kourtney Kardashian, Miley Cyrus, Khloe Kardashian and Kendall Jenner at the MGM Grand Garden Arena on Sept. 21, 2013, in Las Vegas.
Jason Kempin, Getty Images For Clear Channel
Kylie Jenner, Kim Kardashian and Kendall Jenner accept their award on stage during Fox's 2014 Teen Choice Awards at The Shrine Auditorium on August 10, 2014, in Los Angeles.
Kylie Jenner, Kim Kardashian and Kendall Jenner accept their award on stage during Fox's 2014 Teen Choice Awards at The Shrine Auditorium on August 10, 2014, in Los Angeles.
Kevin Winter, Getty Images
Kim Kardashian, Kylie Jenner, Khloe Kardashian and Kris Jenner host a dinner and preview of their apps in coordinating colors at Nobu Malibu on Sept. 1, 2015, in Malibu, California.
Kim Kardashian, Kylie Jenner, Khloe Kardashian and Kris Jenner host a dinner and preview of their apps in coordinating colors at Nobu Malibu on Sept. 1, 2015, in Malibu, California.
Charley Gallay, Getty Images For Kardashian/Jenner Apps
Tyga, left, and Kylie Jenner attend the Alexander Wang spring 2016 fashion show during New York Fashion Week at Pier 94 on Sept. 12, 2015, in New York City.
Tyga, left, and Kylie Jenner attend the Alexander Wang spring 2016 fashion show during New York Fashion Week at Pier 94 on Sept. 12, 2015, in New York City.
Craig Barritt, Getty Images
Kylie Jenner attends the Balmain and H & M collection launch on Oct. 20, 2015, in New York City.
Kylie Jenner attends the Balmain and H&M collection launch on Oct. 20, 2015, in New York City.
Dimitrios Kambouris, Getty Images For H&M
Khloe Kardashian, Lamar Odom, Kris Jenner, Kendall Jenner, Kourtney Kardashian, Kanye West, Kim Kardashian, Caitlin Jenner and Kylie Jenner attend West's Yeezy Season 3 debut on Feb. 11, 2016, in New York City.
Khloe Kardashian, Lamar Odom, Kris Jenner, Kendall Jenner, Kourtney Kardashian, Kanye West, Kim Kardashian, Caitlin Jenner and Kylie Jenner attend West's Yeezy Season 3 debut on Feb. 11, 2016, in New York City.
Jamie McCarthy, Getty Images For Yeezy Season 3
Kylie's golden dress, pink wig and large sunglasses gave us Lady Gaga vibes at Vera Wang's New York Fashion Week show in September 2016.
Kylie's golden dress, pink wig and large sunglasses gave us Lady Gaga vibes at Vera Wang's New York Fashion Week show in September 2016.
Nicholas Hunt, Getty Images For NYFW: The Shows
She stunned in a silver Balmain gown while at the Met Gala on May 2, 2016, in New York.
She stunned in a silver Balmain gown while at the Met Gala on May 2, 2016, in New York.
Larry Busacca, Getty Images
Jenner wore a black lingerie-style dress with strappy slingback heels for the unveiling of her Madame Tussauds wax figure on July 18, 2017.
Jenner wore a black lingerie-style dress with strappy slingback heels for the unveiling of her Madame Tussauds wax figure on July 18, 2017.
Vivien Killilea, Getty Images For Madame Tussauds
At the 2018 Met Gala on May 7, Jenner's strapless Alexander Wang gown featured an exposed zipper and long train.
At the 2018 Met Gala on May 7, Jenner's strapless Alexander Wang gown featured an exposed zipper and long train.
ANGELA WEISS, AFP/Getty Images
Travis Scott and Kylie Jenner stunned with daughter Stormi at the "Look Mom I Can Fly" Los Angeles premiere. Jenner wore a body-hugging white midi dress with a strappy open back to the premiere at The Barker Hanger on Aug. 27, 2019, in Santa Monica, California.
Travis Scott and Kylie Jenner stunned with daughter Stormi at the "Look Mom I Can Fly" Los Angeles premiere. Jenner wore a body-hugging white midi dress with a strappy open back to the premiere at The Barker Hanger on Aug. 27, 2019, in Santa Monica, California.
Tommaso Boddi, Getty Images For Netflix
She wore a pink ensemble by Balmain to the Grammy Awards on Feb. 10, 2019, in Los Angeles.
She wore a pink ensemble by Balmain to the Grammy Awards on Feb. 10, 2019, in Los Angeles. 
Dan MacMedan, USA TODAY
Jenner brought a pop of purple to the Met Gala pink carpet on May 6, 2019 in New York with a feathery Versace gown alongside Corey Gamble, Kris Jenner, Kanye West, Kim Kardashian and Kendall Jenner.
Jenner brought a pop of purple to the Met Gala pink carpet on May 6, 2019 in New York with a feathery Versace gown alongside Corey Gamble, Kris Jenner, Kanye West, Kim Kardashian and Kendall Jenner.
ANDREW KELLY, REUTERS
Kylie Jenner brought fashion to the 2022 Met Gala red carpet by wearing a dress designed by Virgil Abloh to honor the late designer.
Kylie Jenner brought fashion to the 2022 Met Gala red carpet by wearing a dress designed by Virgil Abloh to honor the late designer. 
Jamie McCarthy, Getty Images
Stormi Webster and Kylie Jenner attend the 2022 Billboard Music Awards. Jenner wore a skin-tight Balmain dress to the awards show at the MGM Grand Garden Arena on May 15, 2022, in Las Vegas.
Stormi Webster and Kylie Jenner attend the 2022 Billboard Music Awards. Jenner wore a skin-tight Balmain dress to the awards show at the MGM Grand Garden Arena on May 15, 2022, in Las Vegas.
Matt Winkelmeyer, Getty Images For MRC
Kylie Jenner looked red hot in a custom-made Jean Paul Gaultier gown and complementary cape at the 2023 Met Gala on May 1 in New York City.
Kylie Jenner looked red hot in a custom-made Jean Paul Gaultier gown and complementary cape at the 2023 Met Gala on May 1 in New York City.
Mike Coppola, Getty Images
She wore a skintight, floor-length black Ferragamo dress to attend the WSJ Magazine 2023 Innovator Awards on Nov. 1, 2023, in New York City.
She wore a skintight, floor-length black Ferragamo dress to attend the WSJ Magazine 2023 Innovator Awards on Nov. 1, 2023, in New York City.
Dia Dipasupil, Getty Images
Kylie Jenner wore Jean Paul Gaultier for the design house's haute couture spring/summer 2024 show during Paris Fashion Week on Jan. 24, 2024.
Kylie Jenner wore Jean Paul Gaultier for the design house's haute couture spring/summer 2024 show during Paris Fashion Week on Jan. 24, 2024.
Pascal Le Segretain, Getty Images
Kylie Jenner stuns at the 2024 Met Gala in a custom ivory Oscar de la Renta gown on the steps of New York City's Metropolitan Museum of Art on May 6, 2024.
Kylie Jenner stuns at the 2024 Met Gala in a custom ivory Oscar de la Renta gown on the steps of New York City's Metropolitan Museum of Art on May 6, 2024.
Dimitrios Kambouris, Getty Images For The Met Museum
Kendall Jenner, left, and Kylie Jenner, in a vintage Mugler gown from 1998, attend the 4th annual Academy Museum Gala at the Academy Museum of Motion Pictures on Oct. 19, 2024, in Los Angeles.
Kendall Jenner, left, and Kylie Jenner, in a vintage Mugler gown from 1998, attend the 4th annual Academy Museum Gala at the Academy Museum of Motion Pictures on Oct. 19, 2024, in Los Angeles.
Amy Sussman, Getty Images
Kylie Jenner cut a daring figure in a spiky Jean Paul Gaultier look at the 2024 CFDA Awards on Oct. 28, 2024, in New York City.
Kylie Jenner cut a daring figure in a spiky Jean Paul Gaultier look at the 2024 CFDA Awards on Oct. 28, 2024, in New York City.
Dimitrios Kambouris, Getty Images
Timothée Chalamet posed with Kylie Jenner, draped in a Schiaparelli dress, at the photocall during the 70th David Di Donatello at Cinecitta Studios on May 7, 2025, in Rome.
Timothée Chalamet posed with Kylie Jenner, draped in a Schiaparelli dress, at the photocall during the 70th David Di Donatello at Cinecitta Studios on May 7, 2025, in Rome.
Vittorio Zunino Celotto, Getty Images
Timothée Chalamet and Kylie Jenner get sporty in matching Knicks orange and blue during Game 6 of the Eastern Conference Finals between the New York Knicks and the Indiana Pacers during the 2025 NBA Playoffs at Gainbridge Fieldhouse on May 31, 2025, in Indianapolis.
Timothée Chalamet and Kylie Jenner get sporty in matching Knicks orange and blue during Game 6 of the Eastern Conference Finals between the New York Knicks and the Indiana Pacers during the 2025 NBA Playoffs at Gainbridge Fieldhouse on May 31, 2025, in Indianapolis.
Gregory Shamus, Getty Images
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