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.
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.
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.
XXL totes are having a moment, and this is the perfect outfit to pair them with.
Instead of a T-shirt, you can also try out a ribbed tank top to add some texture.
In my opinion, sunglasses are a key piece to finish any look.
My collection of chain jewelry is continually growing, so I'm always looking for new ways to style the pieces.
Yep, hoop earrings are a no-brainer to add a little something to this simple outfit.
I wear slingbacks more than any other shoe style in my closet and think they look so good with a pair of tailored pants.
The finishing touch? A timeless belt.
Next, shop 25 cool fashion finds I'm obsessing over right now.
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.
-
4 Anti-Trend Outfits I Spot Every Time I'm in Europe
Classic looks that are always in style.
By Natalie Cantell
-
3 Non-Holiday Ways to Wear Velvet This Winter
You're welcome.
By Eliza Huber
-
This Timeless Color Combo Is Defining the Season's Chicest Outfits
Anti-trend but so forward.
By Anna LaPlaca
-
These Are the Buzzy Color Trends Everyone Will Wear With Jeans in 2025
Prepare your wardrobe.
By Natalie Cantell
-
5 Fresh Ways to Wear Basic Black Leggings This Winter
Some extremely relatable outfit inspo.
By Natalie Cantell
-
6 Chic and Effortless Outfits Everyone Is Wearing in Paris Right Now
File these away for a rainy day.
By Natalie Cantell
-
7 Wildly Chic Kendall Jenner Outfits That Are Dictating My Entire Shopping List
She never misses a beat.
By Allyson Payer
-
Selena Gomez's Jeans Outfit Looks Ultra-Rich Because of This Simple Reason
Your closet needs this trend.
By Allyson Payer