Kylie Jenner Then & Now: See Photos of the Makeup Mogul’s Unbelievable Transformation

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August 10, 2023 1:28PM EDT

Kylie Jenner then and now

Jason Sean Weiss/BFA.com/Shutterstock

Kylie Jenner was just a kid when ‘Keeping Up With The Kardashians’ started, so it’s almost impossible to believe the youngest sister, born Aug. 10, 1997 is now 26. Since she’s become the head of a top makeup brand and welcomed two kids. Her looks have also made quite the transformation over the years. Long gone are the days of dainty lips and a pale complexion. Now Kylie tends to mirror her older sisters’ styles, embracing that big pout, deep tan, and bombshell curves, as you can see in this then/now photo here. From early events to becoming a business big shot, Kylie has practically grown up in front of our eyes. Now, we’re taking a look back at her wild transformation. To see more images of Kylie through the years, check out the rest of the gallery!

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Kylie Jenner: Then & Now

Kylie Jenner: Then & Now — Kylie Jenner was just a kid when ‘Keeping Up With The Kardashians’ started, so it’s almos impossible to believe the youngest sister, born Aug. 10, 1997 is now 25. Since she’s become the head of a top makeup brand and welcomed two kids. Her looks have also made quite the transformation over the years.

Long gone are the days of dainty lips and a pale complexion. Now Kylie tends to mirror her older sisters’ styles, embracing that big pout, deep tan, and bombshell curves, as you can see in this then/now photo here.

From early events to becoming a business big shot, Kylie has practically grown up in front of our eyes. Now, we’re taking a look back at her wild transformation. To see more images of Kylie through the years, check out the rest of the gallery!

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Kylie Jenner At The Taste Of Beverly Hills Food & Wine Festival

Kylie Jenner At The Taste Of Beverly Hills Food & Wine Festival — Kylie Jenner attends the Taste of Beverly Hills Food and Wine Festival on Sept. 2, 2010. She looked super cute in this gray and black mini-dress.

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Kylie Jenner At The Premiere Of ‘After Earth’

Kylie Jenner At The Premiere Of ‘After Earth’ — Kylie Jenner attends the ‘After Earth’ film premiere on May 29, 2013. She looked great in this little black ensemble.

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Kylie Jenner At The 2014 Billboard Music Awards

Kylie Jenner At The 2014 Billboard Music Awards — Kylie Jenner attends the 2014 Billboard Music Awards arrivals on May 18, 2014. She rocked turquoise dyed hair.

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Kylie Jenner At The American Music Awards in 2014

Kylie Jenner At The American Music Awards in 2014 — Kylie Jenner attends the American Music Awards on Nov. 23, 2014. She wore Alexandre Vauthier and looked stunning.

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Kylie Jenner At The 2015 Billboard Music Awards

Kylie Jenner At The 2015 Billboard Music Awards — Kylie Jenner at the Billboard Music Awards arrivals on May 17, 2015. She wore this belted dress and looked so fierce.

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Kylie Jenner At The Launch Of Kendall & Kylie Collection

Kylie Jenner At The Launch Of Kendall & Kylie Collection — Kylie Jenner attends the Kendall and Kylie Collection launch at Topshop on June 30, 2015. She wore Topshop and High-Street.

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Kylie Jenner At The 2015 ESPY Awards

Kylie Jenner At The 2015 ESPY Awards — Kylie Jenner attends The ESPY Awards on July 15, 2015. She stunned in this gorgeous gold dress.

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Kylie Jenner At The 2015 VMAs

Kylie Jenner At The 2015 VMAs — Kylie Jenner at the MTV Video Music Awards on Aug. 30, 2015. She wore Balmain and looked stunning this gold ensemble.

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Kylie Jenner Sits Front Row At Prabal Gurung

Kylie Jenner Sits Front Row At Prabal Gurung — Kylie Jenner in the front row of the Prabal Gurung show during New York Fashion Week on Sept. 13, 2015. She wore Prabal Gurung.

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Kylie Jenner At The Opening Of Sugar Factory American Brasserie

Kylie Jenner At The Opening Of Sugar Factory American Brasserie — Kylie Jenner attends the Sugar Factory American Brasserie Grand Opening on Sept. 16, 2015. She was the host of the event.

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Kylie Jenner at Cosmopolitan Magazine’s 50th Birthday Celebration

Kylie Jenner at Cosmopolitan Magazine’s 50th Birthday Celebration — Kylie Jenner at Cosmopolitan Magazine’s 50th Birthday Celebration on Oct. 12, 2015. She wore white and worked a blonde hairdo.

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Kylie Jenner At The Launch Of The Balmain x H&M Collection

Kylie Jenner At The Launch Of The Balmain x H&M Collection — Kylie Jenner attends Balmain x H&M Collection Launch in New York on Oct. 20, 2015. She looked so regal in her detailed dress.

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Kylie Jenner At The 2015 American Music Awards

Kylie Jenner At The 2015 American Music Awards — Kylie Jenner at the American Music Awards on Nov. 22, 2015. She wore Bryan Hearns and looked so good in this leather dress.

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Kylie Jenner With Green Hair

Kylie Jenner With Green Hair — Kylie Jenner out and about in Los Angeles on Nov. 30, 2015. She was seen leaving the DASH store.

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Kylie Jenner At Rihanna’s Diamond Ball

Kylie Jenner At Rihanna’s Diamond Ball — Kylie Jenner attends Rihanna’s Diamond Ball on Dec. 10, 2015. She wore August Getty.

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Kylie Jenner At The InStyle & Warner Bros Golden Globe Party

Kylie Jenner At The InStyle & Warner Bros Golden Globe Party — Kylie Jenner attends the InStyle And Warner Bros Golden Globe Party Jan. 10, 2016. She looked angelic in her gorgeous champagne dress.

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Kylie Jenner At The 2016 Met Gala

Kylie Jenner At The 2016 Met Gala — Kylie Jenner at The Metropolitan Museum of Art’s Costume Institue Benefit Celebrating the Opening of Manus x Machina: Fashion in an Age of Technology on May 2, 2016. She wore Balmain and glimmered from head to toe.

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Kylie Jenner At A 2016 Pretty Little Thing Launch Party

Kylie Jenner At A 2016 Pretty Little Thing Launch Party — Kylie Jenner at the PrettyLittleThing.com US Launch Party on July 7, 2016. She wore Pretty Little Thing for the event.

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Kylie Jenner At The Marie Claire Image Maker Awards

Kylie Jenner At The Marie Claire Image Maker Awards — Kylie Jenner attends the Marie Claire Image Maker Awards on Jan. 10, 2017. She wore Balmain and looked like a vision in purple.

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Kylie Jenner At The 2017 Met Gala

Kylie Jenner At The 2017 Met Gala — Kylie Jenner attends The Costume Institute Benefit celebrating the opening of Rei Kawakubo/Comme des Garcons: Art of the In-Between at The Metropolitan Museum of Art on May 1, 2017. She wore Atelier Versace and looked so stunning with her blonde bob.

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Kylie Jenner At The 2018 Met Gala

Kylie Jenner At The 2018 Met Gala — Kylie Jenner attends The Metropolitan Museum of Art’s Costume Institute Benefit celebrating the opening of Heavenly Bodies: Fashion and the Catholic Imagination on May 7, 2018. Kylie stunned in her Alexander Wang ensemble.

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Kylie Jenner At The 2019 MTV VMAs

Kylie Jenner At The 2019 MTV VMAs — Kylie Jenner at the MTV Video Music Awards on August 20, 2019. She wore Tom Ford with shoes by Olgana Paris.

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Kylie Jenner At The 2019 Met Gala

Kylie Jenner At The 2019 Met Gala — Kylie Jenner attends the Costume Institute Benefit celebrating the opening of Camp: Notes on Fashion at The Metropolitan Museum of Art on May 6, 2019. She wore Atelier Versace and looked so stunning in her lavender look.

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Kylie Jenner, Stormi Webster, & Travis Scott At The Premiere Of ‘Travis Scott: Look Mom I Can Fly

Kylie Jenner, Stormi Webster, & Travis Scott At The Premiere Of ‘Travis Scott: Look Mom I Can Fly — Travis Scott, Stormi Webster, and Kylie Jenner attend the ‘Travis Scott: Look Mom I Can Fly’ film premiere on August 27, 2019. It was a family affair for the trio.

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Kylie Jenner At The 2020 Vanity Fair Oscars Party

Kylie Jenner At The 2020 Vanity Fair Oscars Party — Kylie Jenner attends the Vanity Fair Oscar Party on Feb. 9, 2020. She wore Ralph and Russo and looked truly stunning.

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Kylie Jenner & Family At The Parsons 2021 Benefit

Kylie Jenner & Family At The Parsons 2021 Benefit — Happy family. Travis Scott, Stormi Webster and Kylie Jenner attend the 72nd annual Parsons Benefit presented by The New School at The Rooftop at Pier 17, in New York on Jun. 15, 2021.

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Kylie Jenner Leaves Carbone

Kylie Jenner Leaves Carbone — Pregnant Kylie Jenner seen leaving Carbone Restaurant, during New York Fashion Week. Her white dress and long coat were so chic.

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Kylie Jenner In 2022

Kylie Jenner In 2022 — White hot! Kylie carries a Cinderella-style glass purse during an LA outing.

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Kylie Jenner In 2022

Kylie Jenner In 2022 — Revving engines. Kylie Jenner goes ‘Biker Chic’ in a one piece leather outfit and Fox Motocross gloves after leaving dinner with Mom Kris Jenner and Sister Khloe Kardashian in Hollywood on Apr. 5, 2022.

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Kylie Jenner At The Premiere Of ‘The Kardashians’

Kylie Jenner At The Premiere Of ‘The Kardashians’ — Strike a pose. Kylie Jenner looks stunning as she quietly attended The Kardashian’ Hulu TV show viewing party in Hollywood on Apr. 8, 2022. It was her first major appearance since welcoming her son.

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Kylie Jenner at Mugler Couturissime Exhibition

Kylie Jenner at Mugler Couturissime Exhibition — Kylie Jenner slayed in this skintight strapless black corset gown with a bedazzled headpiece at the Mugler Couturissime Exhibition Opening in New York on Nov. 5, 2022.

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Kylie Jenner at Schiaparelli show

Kylie Jenner at Schiaparelli show — Kylie Jenner wore this massive lion head on a black velvet dress at the Schiaparelli show during Paris Haute Couture Fashion Week on January 23, 2023.

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Kylie Jenner at Jean Paul Gaultier show

Kylie Jenner at Jean Paul Gaultier show — Kylie Jenner rocked this cutout blue & black gown to the Jean Paul Gaultier show during Paris Haute Couture Fashion Week on January 25, 2023.

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Kylie Jenner at Vanity Fair Oscar Party, 2023

Kylie Jenner at Vanity Fair Oscar Party, 2023 — Kylie Jenner wore this metallic black & silver Maison Margiela to the Vanity Fair Oscar Party in Los Angeles on March 12, 2023.

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Kylie Jenner at the 2023 Met Gala

Kylie Jenner at the 2023 Met Gala — Kylie Jenner showed off her toned leg in this cutout red dress at The Metropolitan Museum of Art’s Costume Institute Benefit celebrating the opening of the ‘Karl Lagerfeld: A Line of Beauty’ in New York on May 1, 2023.

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Kylie Jenner at Mugler H&M Los Angeles Celebration

Kylie Jenner at Mugler H&M Los Angeles Celebration — Kylie Jenner donned this oversized black leather trench coat with sheer black tights & black heels at the Mugler H&M Los Angeles Celebration on May 10, 2023.

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