I Never Wear Capris With Flats, But Kendall's The Row Pair Just Flipped the Script

Forget heels.

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Kendall Jenner posing next to her vintage Ferrari 512 TR sports car wearing an Adanola layered T-shirt and capri leggings with The Row flats.
(Image credit: @kendalljenner)
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There's an unwritten rule among fashion people when it comes to 2026's capri-pants trend: a wearer must pair the silhouette with heels, even if it's just a short kitten heel, to get the look right. I live by it, as do my coworkers at Who What Wear, but recently, an alternative surfaced that has me completely rethinking my aversion to wearing capri pants with flats. Naturally, Kendall Jenner's the responsible wearer, having debuted a casual, daytime L.A. outfit so chic I couldn't possibly keep quiet about it, even if it did go against my hard-and-fast no-flats rule for the popular pant style.

This week, Jenner, who has since traveled to New York City for the Met Gala, posted a slideshow on Instagram featuring photos of her posing next to one of her many vintage cars—this time, a Ferrari 512 TR in silver—wearing a layered white T-shirt with capri leggings from Adanola and black Eva flats from The Row. The outfit was very '90s, which paired well with her car choice, given the years it was manufactured—it was only available between 1991 and 1996—and gave off a clean, cool vibe that made me instantly want to recreate it. Normally, I'd try everything but the flats she wore, replacing them with a thong sandal or mule with a 2" heel, but something about Jenner's photos made me pause and consider her version instead.

Kendall Jenner posing next to her vintage Ferrari 512 TR sports car wearing an Adanola layered T-shirt and capri leggings with The Row flats.

(Image credit: @kendalljenner)

On Kendall Jenner: Adanola Ultimate Long-Sleeve Top ($60), Ultimate Cap Sleeve Top ($55), and Ultimate Capri Leggings ($65); The Row Eva Flats

Kendall Jenner posing next to her vintage Ferrari 512 TR sports car wearing an Adanola layered T-shirt and capri leggings with The Row flats.

(Image credit: @kendalljenner)

Kendall Jenner posing next to her vintage Ferrari 512 TR sports car wearing an Adanola layered T-shirt and capri leggings with The Row flats.

(Image credit: @kendalljenner)

The key to pulling off a capri-pants-and-flats outfit is to find a sleek, slightly square or pointed-toe pair, as opposed to a rounded-toe version, which has a tendency to make your feet look smaller. Longer toe shapes extend your foot shape, which, in turn, has an elevating effect. Jenner is wearing glorified workout clothes, though very elegant ones, but looking at her outfit, it appears far more put-together and polished than anything you'd normally see in the gym. That's because her square-toe The Row flats take the leggings and fitness tees she's wearing and kick them up a notch. It's genius, and will work every time if you give it a shot. I'm personally glad I did.

Follow her lead by shopping the capri pants and flats below.

Shop square-toe flats and capri pants

Eliza Huber
Eliza Huber
Associate Editorial Director

Eliza Huber is currently the Associate Editorial Director at Who What Wear. She joined the company in 2021 as a fashion editor after starting her career as a writer at Refinery29, where she worked for four years. During her time at WWW, she launched Go Sports, the publication's sports vertical, and published four (and counting) quarterly issues tied to the WNBA, Formula One, and more. She also created two franchises, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter for WWW's monthly cover features; and reported on new seasonal trends, up-and-coming designers, and celebrity style.