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Beauty

Kourtney Kardashian’s Beauty Evolution from California Cute to Rock Star Chic

She’s actually very exciting to look at.

A lot has been made about Kourtney Kardashian’s recent style makeover. Since she and Travis Barker announced their relationship earlier this year, it’s hard to help but notice she’s taken on more of a rock and roll edge. Just see her new haircut and recent clothing choices. However, a look back on Kourtney Kardashian’s best hair and makeup looks reveals she’s never been one to shy away away from cool girl classics like black eyeliner, red lipstick, or a pompadour.

Up ahead, tap through to see Kourtney’s beauty evolution.

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2007, Premiere of Keeping Up With The Kardashians

In 2007 Kourtney entered the public consciousness with messy spiral curls and simple black eyeliner.

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2007, at Kim’s 27th Birthday Party at Les Deux

In classic 2000s style, Kourtney rocks a side bang and a half-up style with a lot of volume at the crown.

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2008, at the Cheetah Girls One World Premiere

2008 was all about the barrel curl and Kourtney wore the look with aplomb.

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2008, Victoria’s Secret Fashion Show

For the Victoria’s Secret Fashion show, she took a bit of an unexpected beauty risk with a pompadour and a ponytail paired with purple eye shadow.

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2009, Maxim’s Hot 100 Party

A slicked back bun puts all of the attention on Kourtney’s face. We lover her spidery lashes and honey lipstick.

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2009, Emmy Awards

While pregnant with Mason at the 2009 Emmys, she went with her shiny black hair in simple beach waves.

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2010, DASH Fashion Show

Kourtney’s widow’s peak is part of her iconic look and sleek styles put it on full display. A dark smokey eye and red nails complete the edgy look.

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2010, E! Television’s 20th Birthday Celebration

Face-framing layers add some texture to her usually same-length rich brunette hair.

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2011, Her Birthday at the Sugar Factory

At her 32nd birthday, Kourtney changed up her look with a hot red lip to go with her beachy waves.

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2011, Teen Choice Awards

At the 2011 Teen Choice Awards, she wore another sleek ponytail paired with a cat eye and a beige lip.

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2013, at Scott Disick’s 30th Birthday Party at Hyde

This look with eyelash skimming bangs and navy blue underliner was the most out of the norm for Kourtney.

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2014, At the Opening of DASH Miami

With her signature long dark hair in flippy side part, Kourtney looks fresh and flirty.

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2015, MTV Video Music Awards

Kourtney most consistently wears little more than black eyeliner and lashes with glossy lips. Here, she changes with look with her super shiny hair immaculately straightened.

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2016, at a Golden Globes Post-Party

Spotted: another orange- red lip look. Bold lips and a chic chignon are a classic red carpet combo.

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2018, CDFA Awards

At the 2008 CDFA awards Kourtney opts for her tried and trusted hair and makeup combo, this time with a more cool-toned neutral lip.

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2019, amfAR Gala

This wrapped hair pony and diffused brown eye makeup point more clearly to Kourtney’s emerging rocker style.

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2021, at the Machine Gun Kelly Show in Venice Beach

Carefree messy hair and black eyeliner officially say, “I’m a rock star girl friend”.

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2021, UFC event in Las Vegas

Here, Kourtney looks particularly sharp with a middle-parted high ponytail and strong, arched brows.

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2021, in Venice, Italy

Most recently, Kourtney debuted a chic bob haircut. Carefree and versatile, it easily flips between a center part and a side part and makes everything she wears and does look extra cool.