When you’re unsure how to pull off the latest runway trends or are in need of outfit ideas, it’s time to turn to street style. From celebrity fashion tricks to how to wear items like black jeans and oversized shirts, we’ve got all the inspiration you’ll need to get dressed and look great.
Kourtney Kardashian’s Street Style Through the Ages
From the boho queen of Calabasas to rock royalty—she nails every look.
Reality star, mom, mogul, influencer: Kourtney Kardashian’s personal style has to tick a lot of boxes. Thanks to her innate sense of what’s cool, plus a long-time partnership with superstylist Dani Michelle, the TV personality has built an archive of outfits that inspire an entire generation (not to mention her 220 million Instagram fans!)
With her tiny stature but larger-than-life personality, Kardashian has nailed the types of pieces that compliment and flatter her no matter what’s on the agenda in her highly-photographed daily schedule. From sizzling date night looks to airport dashes and matcha errands, you’ll see her reach for her favorites—including leather, leggings, vintage graphic t-shirts, and luxury handbags—time and time again.
Having been in the spotlight for two decades, there was no shortage of archive shots to choose from—here’s a walk through some of the greatest hits from Kardashian’s style files.
1. Structured Suiting
Despite her petite frame (she’s a pint-sized 5’1) Kardashian doesn’t shy away from a power suit—like this black one with leather belt detailing across the legs for an appearance on The Today Show.
2. Proportion Play
An easy, breezy go-to Kardashian look as of late is styling an oversized jacket as a dress, teamed with chunky platform boots to up the ante. It’s a look that works double duty with coverage and just the right amount of a reveal
3. Multi-tasking Mom
Out and about with daughter Penelope in Paris, Kardashian toed the line between chic and comfortable perfectly in opaque tights, loafers, and a tried-and-true mini dress and trench combo.
4. Cool Girl
A vintage oversized Madonna t-shirt, animal print shorts, and tan boots make for a super chill grocery store run outfit in KK’s playbook. We’d be ready to crack open a beer too!
5. Date Night
Kardashian’s style took a more daring turn when she began her relationship with now-husband Travis Barker, and the internet lives to see their all-black date night looks, like this strapless top and flared trouser ensemble complete with fuzzy clutch handbag to keep things interesting.