OUT of all the Kardashian sisters, Kourtney has looked the most recognizable since she first stepped on the scene back in 2007.
The oldest Kardashian sister has had subtle changes to her look but has stayed pretty consistent through the years – as she has transformed from a loving and devoted mom of three to a punk rock princess dating a drummer.
By the fall of 2007, Kourtney became known as the oldest sister of Kim Kardashian, who was the star of their family sitcom Keeping Up With The Kardashians.
However, Kourtney had already appeared on TV as she made a cameo on Filthy Rich: Cattle Drive, which was a show where privileged kids had to work on a cattle ranch.
At this time, she was also already dating her baby daddy Scott Disick after they had met at a Joe Francis’ Girls Gone Wild party in 2006.
Kourtney was back on the market the following year after she caught Scott texting another woman.
At this time, Kourtney began playing up her hair and she often sported curls in her signature long locks.
Kourtney’s storyline took a dramatic turn in 2009 when, after she and Scott had gotten back together, she got pregnant with their first kid.
The soon-to-be mom chopped a few inches off her hair as she awaited the arrival of her son Mason.
In 2010, Kourtney kept a pretty low profile but made a few appearances after the birth of her child.
She rocked mainly black outfits and minimum makeup looks, which highlighted her glowy skin.
The new decade brought a wild style inspiration for the socialite as she rocked bright lips and daring outfits.
She did not show off skin, but rather explored bright colors, mixing patterns, and trying out silhouettes she was not used to.
Two years after welcoming her and Scott’s first child, Kourtney was pregnant with their second, Penelope.
The pregnant-again Kourtney gave her hair an upgrade as she added brown highlights to soften up her features.
Kourtney took on a new role in 2013 when Scott’s parents both passed away in a matter of months.
The star’s makeup stayed at a minimum at this time as she only really highlighted her eyes or her lips with makeup. She never did a full face of makeup.
Scott and Kourtney’s family kept on growing in 2014 as they expected their third child together, a boy named Reign.
Her style was very minimal and often showed off her growing baby bump with body-hugging silhouettes.
By 2015, Kourtney and Scott were off again after he was seen getting cozy with his ex.
This time was the final time they would date despite Scott pursuing her for years after.
The mom of three began showing off her body more and more at the time and even embraced athleisure as a dress code.
In 2016, Kourtney’s style evolved to a more classy look as she rocked neutral outfits, tons of lace, and plunging necklines.
She was also not afraid to show skin during nights out as she rocked daring cut-out dresses.
Her makeup was usually styled in a smoky eye and her hair was straight behind her shoulders.
After ending things with her boyfriend of two years Younes Bendjima, Kourtney did the big chop and cut off all her hair. But that didn’t stop her from adding extensions to her hair.
The mom of three rocked a more sophisticated and mature look as she cut back on her risque outfits.
2019 was the year of Kourtney wearing mainly black and slicked back ponytails.
The Poosh founder found herself single and shutting down Scott who tried to get her back multiple times.
Like much of the world, Kourtney hid away in 2020 due to the ongoing Covid-19 pandemic.
She began spending plenty of time with Scott which had fans rooting for them but sadly, things didn’t work out when she shut down his marriage proposal.
Towards the winter, rumors began to swirl that Kourtney and longtime friend Travis Barker were dating.
Kourtney’s style changed drastically in 2021 as she donned similar outfits to her rocker boyfriend.
She switched up bright colors and conservative looks for daring short dresses and a punk rock style, complete with flat boots and sneakers.
The mom also amped up her sex symbol status as she consistently boasted about her sex life with the drummer.
She also kissed her time on Keeping Up With The Kardashians goodbye as the show came to an end after 14 years.
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