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Kourtney Kardashian’s 20 Best Street Style Moments

Reality TV star, mom, mogul, influencer: Kourtney Kardashian’s personal style has to check a lot of boxes. Thanks to her innate sense of cool and her longtime partnership with superstylist Dani Michelle, the TV personality has amassed an archive of outfits that inspire an entire generation (not to mention her 220 million Instagram fans!)

With her petite stature but larger-than-life personality, Kardashian has pulled off the types of pieces that compliment and flatter her, no matter what’s on the agenda in her much-photographed daily schedule. From sizzling evening looks to airport runs and matcha runs, you’ll see her reach for her favorites, including leather, leggings, vintage graphic tees, and luxe handbags, again and again.

Having been in the spotlight for two decades, there was no shortage of archive photos. Here’s a walk through some of the biggest hits from Kardashian’s style files.

Structured suit

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Despite her small figure (she measures 1.70 m), Kardashian does not hesitate to wear a powerful jumpsuit, like this black one with a leather belt on the legs for an appearance on Today’s show.

Proportion game

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An easy and breezy Kardashian look these days is to wear an oversized jacket as a dress, paired with chunky platform boots to up the ante. It’s a look that does double duty with coverage and just the right amount of reveal.

Multitasking mom

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While out and about with daughter Penelope in Paris, Kardashian walked the fine line between chic and comfortable with opaque tights, loafers, and a tried-and-true mini dress and trench coat.

Nice girl

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A vintage oversized Madonna tee, animal print shorts, and beige boots make for a super casual grocery store outfit in KK’s playbook. We would also be willing to open a beer!

A romantic date

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Kardashian’s style took a bolder turn when she began her relationship with husband Travis Barker, and the internet lives to see their all-black evening looks, like this strapless top and flared pants set with a teddy clutch for keep things interesting. .

Strong outdoor play

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The humble trench coat is an MVP of Kardashian’s rotation, whether she’s dressing it up with layers of leather or toning it down for the day.

Monochromes

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When she’s not in her favorite black, Kardashian often tends to wear a flattering tone from head to toe, like this serene pistachio outfit with a sheer top underneath.

Youthful glow

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Kardashian may be over 20 years older than her friend Addison Rae, but the two are totally in sync in coordinating short dresses, ’90s-style sunglasses and chunky boots while enjoying a stroll in Soho, not to mention their assorted matcha lattes. .

Hanger

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A head-to-toe brown look isn’t an easy thing to pull off, but Kardashian makes it look like child’s play, especially with the use of an oversized belt to accentuate her figure.

Killer leather

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We imagine the black leather section of Kardashian’s wardrobe could now make up an entire wing of her home. However, no one does glamorous leather better for the evening!

Airport fees

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This jet-set mom is never caught off guard. Here she’s juggling it all, literally with her son Reign on her hip while stylishly navigating through a sea of ​​paparazzi at JFK.

High Bases

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Stepping out for a TV appearance, Kardashian opted for some of her favorite pieces: a fitted calf-length midi skirt, a duster coat, a knit top and T-strap stilettos. chances are they’re hiding in your own closet waiting for you to recreate that outfit. Keeping Up With the Kardashians, right?!

Dressed denim

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Why choose between your favorite leather and jeans when you can do both? This is how you send heartbeats when you wear your daytime jeans.

Sports spice

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Rocking fire-engine red sweatpants, Kardashian showed how to take it a step further by pairing the tailored pants with a simple black cardigan and heels.

Going to a nightclub

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Kardashian headed to Up and Down nightclub in Manhattan, leaving her bodycon dress at home instead of a crop top, bomber jacket and leather pants.

Shopping in style

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During filming Kourtney and Kim take on New York In 2011 (have we ever been that young?!), the older Kardashian sister was dressed in a sophisticated polka-dot pussy-bow blouse while indulging in some retail therapy.

Off-duty uniform

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Take a photo every time you see someone in Los Angeles wearing this outfit. Kardashian was instrumental in popularizing bike shorts, sneakers and a designer tote. Spoiler alert: you’re drunk!

Classic rock

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Why choose between a Birken and a band t-shirt? Kardashian still manages to blend her dueling style personalities with ease.

Cost per wear

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The thing about Kardashian is that once she gets her hands on an accessory, she’s not afraid to wear it. Case in point: the Celine tote bag, which barely left her arms in 2012. Here she paired it with a white lace bohemian blouse, black skinny pants, a double-row headband, a tousled bun, and Cartier accessories.

Cute mom

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Kardashian’s maternity outfits have always been killer. The current mom of four chose to draw attention to her baby bump from the start, like in this fitted dress and statement necklace she wore while pregnant with her first son, Mason, in 2009 .

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