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

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

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

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

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.

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

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

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.

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

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

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

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

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

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.

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

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.

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

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

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

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.