2009: All Natural
When Kylie first started to get a taste of life as a superstar on Keeping Up With The Kardashians, she was still fresh-faced and rocked her adorable bangs and freckles with pride.
2010: Soft Makeup
As she got older, Kylie kept her makeup look natural, but amped up her look for special events with a bit of blush and eyeliner. She also started to experiment with different hairstyles, like this sleek pony.
2011: Red Carpet Glam
Kylie got more creative with her look as she spent more time in front of the camera. While she still stuck to pretty pink makeup, she started experimenting with more dramatic looks for the red carpet. We love her soft, wavy side pony and pretty pink lips.
Jason Merritt/Getty Images
2012: Cascading Waves
Kylie’s long, wavy hair looked amazing with her nude lips and glowy skin, and totally fits her Cali-chic style.
Jamie McCarthy/Getty Images
2013: Sleek and Chic
Kylie’s super-straight hair and bright pink lips were her go-to look that year.
Kevin Mazur/Billboard Awards 2014/WireImage
2014: Bold Blue
As her style has gotten edgier, so has Kylie’s look. She gave bright blue tips a try, and went more dramatic with her makeup too, adding definition to her eyes and lips to make them stand out more.
2015: Super Glam
With bold, plump lips, dramatic makeup, and a sleek, black bob, Kylie took the red carpet by storm and shocked us all with her glam, grown-up look.
Frederick M. Brown/Getty Images
2016: Shiny Blonde
Kylie traded her black locks for blonde ones in her most grown-up look yet. She was also all about the nude lipstick.