I Tried Out the New Fashion-Insider Uniform That Kendall Jenner Put on the Map

Recently, Kendall Jenner stepped out onto the streets of New York City wearing a decidedly simple outfit: a look heavily steeped in pieces from The Row, including a pair of slouchy khaki trousers topped with a white T-shirt and an oversize button-down, plus a waist-cinching belt and strappy heels. A departure from some of Jenner's signature skin-baring looks, the tailored outfit feels fresh and cool—and taps into the "oversize everything" trend that we've been seeing on the rise on the runways and street style scene.

Soon after Jenner was spotted wearing the look, I began seeing it everywhere on Instagram, and the outfit formula has quickly unfolded as the new fashion-insider uniform. Since it really speaks to my penchant for tailored outfits involving easy basics, I decided to pull some pieces I already own from my closet to give it a try. Here, see my interpretation of the look and the cool ways fashion people are wearing it themselves.

On Kendall Jenner

Jenner's look has been repeated endless times, but the trick to perfecting the simple outfit is attention to proportions. In the last year, there's been a movement toward wearing more relaxed silhouettes, and Jenner shows exactly how to pull that off in a directional way.

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(Image credit: Getty Images/Gotham)

On Kendall Jenner: The Row Wesler T-Shirt ($320), poplin shirt, pants, 90s Bag ($990), and leather belt; BY FAR Desiree Sandals ($425); Skims face mask

How I'm Wearing the Look

Interested to try out Jenner's look for myself, I pulled some favorite basics from my closet. While I didn't have the exact items, I loved making it work with pieces I already wear and love. I'm a huge advocate for investing in great basics, and this look is proof that there are always cool new ways to reinvent them with thoughtful styling.

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(Image credit: @kristenmarienichols)

The Key Buys

If you're looking to try out Jenner's tailored outfit yourself, there are some key buys to add to your shopping cart if you don't own them already.

1. Upsized Button-Down Shirt

2. Slouchy Trousers

3. Basic Tee

4. Heels

How Fashion Insiders Are Wearing the Look

Fashion insiders have been quick to adopt this outfit as their new fashion uniform, but with their own personal twists. Ahead, see more ways to style the look and the pieces to pull it off.

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With a Big Bag
(Image credit: @rosiehw)

XXL totes are having a moment, and this is the perfect outfit to pair them with.

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With a Ribbed Tank Top
(Image credit: @aimeesong)

Instead of a T-shirt, you can also try out a ribbed tank top to add some texture.

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With Sleek Sunglasses
(Image credit: @fakerstrom)

In my opinion, sunglasses are a key piece to finish any look.

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With Chain Jewelry
(Image credit: @hoskelsa)

My collection of chain jewelry is continually growing, so I'm always looking for new ways to style the pieces.

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With Hoop Earrings
(Image credit: @damiswardrobe)

Yep, hoop earrings are a no-brainer to add a little something to this simple outfit.

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With Slingback Heels
(Image credit: @symphonyofsilk)

I wear slingbacks more than any other shoe style in my closet and think they look so good with a pair of tailored pants.

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With a Classic Belt
(Image credit: @monsieurcoupet)

The finishing touch? A timeless belt.

Next, shop 25 cool fashion finds I'm obsessing over right now.

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury and runway content as well as wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, Tiffany & Co., and MyTheresa, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.