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27 Photos That Show Kylie Jenner’s Surprising Transformation Through the Years

Bring back the tulle skirt/tiny vest combo, Kylie!!!

10 September, 2020
77 Photos That Show Kylie Jenner’s Surprising Transformation Through the Years

Bring back the tulle skirt/tiny vest combo, Kylie!!!

1)
Kylie is SER-VING ?. She wears a black T-shirt, cropped sparkly jacket, and red tulle skirt, pairing it all with floral leggings, silver flats, and the cutest lil headband!
11)Kylie is SER-VING ?. She wears a black T-shirt, cropped sparkly jacket, and red tulle skirt, pairing it all with floral leggings, silver flats, and the cutest lil headband!
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2)
Are we in the aughts, or are we in the aughts? Ky wears a pink tank top with an open vest, a sparkly tulle skirt, and, yes, Ugg boots to the KIIS-FM Wango Tango concert.
22)Are we in the aughts, or are we in the aughts? Ky wears a pink tank top with an open vest, a sparkly tulle skirt, and, yes, Ugg boots to the KIIS-FM Wango Tango concert.
3)
At the KIIS-FM Wango Tango concert the following year, Kylie wears a sparkly tulle skirt with a black tank top, sandals, and bangs.
33)At the KIIS-FM Wango Tango concert the following year, Kylie wears a sparkly tulle skirt with a black tank top, sandals, and bangs.
4)
At KIIS-FM’s Wango Tango concert, Kylie goes for a floral look and finishes it off with a black blazer and boots.
44)At KIIS-FM’s Wango Tango concert, Kylie goes for a floral look and finishes it off with a black blazer and boots.
5)
She wears a white strapless dress with beige stilettos to the Kids’ Choice Awards.
55)She wears a white strapless dress with beige stilettos to the Kids’ Choice Awards.
6)
At Avril Lavigne’s spring 2013 Abbey Dawn fashion show, Kylie wears a gray dress, maroon heels, and a red dip-dye ’do, foreshadowing the rest of her hair ~lewks~ to come.
66)At Avril Lavigne’s spring 2013 Abbey Dawn fashion show, Kylie wears a gray dress, maroon heels, and a red dip-dye ’do, foreshadowing the rest of her hair ~lewks~ to come.
7)
Ky pairs a simple gray tank with glittery pants and black pumps to the Fashion’s Night Out event at the Beverly Center.
77)Ky pairs a simple gray tank with glittery pants and black pumps to the Fashion’s Night Out event at the Beverly Center.
8)
Kylie pairs her leather skater skirt with a graphic tee and black pumps to a KIIS-FM event, styling her locks super straight.
88)Kylie pairs her leather skater skirt with a graphic tee and black pumps to a KIIS-FM event, styling her locks super straight.
9)
Kylie commits to the theme as she attends The Heart Truth’s Red Dress Collection event.
99)Kylie commits to the theme as she attends The Heart Truth’s Red Dress Collection event.
10)
Kylie pairs a sweater dress with white heels, leaving her hair wavy at Nickelodeon’s Kid Choice Awards.
1010)Kylie pairs a sweater dress with white heels, leaving her hair wavy at Nickelodeon’s Kid Choice Awards.
11)
Kylie sports a cropped white tank and knee-length cream skirt with neutral pumps and a gold chain to the MTV Movie Awards.
1111)Kylie sports a cropped white tank and knee-length cream skirt with neutral pumps and a gold chain to the MTV Movie Awards.
12)
Kylie sports a white blouse and black trousers, clutch, and heeled boots to the American Music Awards, where she also rocks bangs.
1212)Kylie sports a white blouse and black trousers, clutch, and heeled boots to the American Music Awards, where she also rocks bangs.
13)
Kylie wears a strappy white dress and equally strappy heels to the Billboard Music Awards, sporting unforgettable blue dip-dye hair.
1313)Kylie wears a strappy white dress and equally strappy heels to the Billboard Music Awards, sporting unforgettable blue dip-dye hair.
14)
Kylie wears a deep-V maroon dress with black heels to the American Music Awards. Also—look! The blue dip-dye ’do strikes again.
1414)Kylie wears a deep-V maroon dress with black heels to the American Music Awards. Also—look! The blue dip-dye ’do strikes again.
15)
Kylie attends the GQ Giorgio Armani Grammys after-party in a sheer, bedazzled long-sleeve dress.
1515)Kylie attends the GQ Giorgio Armani Grammys after-party in a sheer, bedazzled long-sleeve dress.
16)
Sooo ~boho chic~. Kylie wears a suede jacket with a matching beige bra and sheer skirt set to the Paper Towns screening in West Hollywood.
1616)Sooo ~boho chic~. Kylie wears a suede jacket with a matching beige bra and sheer skirt set to the Paper Towns screening in West Hollywood.
17)
Kylie hosts the Sugar Factory American Brasserie opening in Orlando, wearing a white bandeau and skirt set. She’s also rocking her signature green hair, which inspired literally so many iconic Halloween costumes.
1717)Kylie hosts the Sugar Factory American Brasserie opening in Orlando, wearing a white bandeau and skirt set. She’s also rocking her signature green hair, which inspired literally so many iconic Halloween costumes.
18)
Kylie serves MAJOR princess vibes at a Golden Globes after-party in a bedazzled sheer top, ball-gown skirt, and slicked-back bun.
1818)Kylie serves MAJOR princess vibes at a Golden Globes after-party in a bedazzled sheer top, ball-gown skirt, and slicked-back bun.
19)
Kylie attends the REVOLVE Desert House for a Coachella party wearing a white T-shirt, black silk dress and matching boots, and a Louis Vuitton bandanna.
1919)Kylie attends the REVOLVE Desert House for a Coachella party wearing a white T-shirt, black silk dress and matching boots, and a Louis Vuitton bandanna.
20)
Kylie shines in Balmain at the 2016 Met Gala.
2020)Kylie shines in Balmain at the 2016 Met Gala.
21)
It’s a super-punk look for Kylie here. She wears an oversize plaid coat, black bandeau, and black pants along with an ~effortless~ wet hair look.
2121)It’s a super-punk look for Kylie here. She wears an oversize plaid coat, black bandeau, and black pants along with an ~effortless~ wet hair look.
22)
Jenner attends a PrettyLittleThing x Paper Magazine event wearing a sparkly bodycon dress
2222)Jenner attends a PrettyLittleThing x Paper Magazine event wearing a sparkly bodycon dress
23)
When is Kylie not killing the Met Gala? Here, she wears a strapless black Alexander Wang dress with tights and tiny, sparkly glasses
2323)When is Kylie not killing the Met Gala? Here, she wears a strapless black Alexander Wang dress with tights and tiny, sparkly glasses
24)
It was a head-to-toe denim ~lewk~ for Kylie as she’s seen strutting around NYC.
2424)It was a head-to-toe denim ~lewk~ for Kylie as she’s seen strutting around NYC.
25)
Kylie drips in purple Versace perfection at the Met Gala.
2525)Kylie drips in purple Versace perfection at the Met Gala.
26)
Kylie struts around NYC with bb Stormi in a crop top, trousers, and sunglasses, and you guys, it’s just too cute.
2626)Kylie struts around NYC with bb Stormi in a crop top, trousers, and sunglasses, and you guys, it’s just too cute.
27)
Kylie kicked off the year with a gorgeous navy Ralph and Russo dress at the Vanity Fair Oscars after party. She wrote on Instagram that she couldn't really sit in it, but, hey, pain is fashion, right?
2727)Kylie kicked off the year with a gorgeous navy Ralph and Russo dress at the Vanity Fair Oscars after party. She wrote on Instagram that she couldn't really sit in it, but, hey, pain is fashion, right?
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