9 Things to Shop If Your 2026 Style Goals Are the '90s, The Row, and Off-Duty Models

The key pieces to match the aesthetic.

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Collage of Carolyn Bessette Kennedy, The Row shoes, and Kendall Jenner
(Image credit: Lawrence Schwartzwald/Sygma via Getty Images; @annabelrosendahl; Jeremy Moeller/Getty Images)
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Since you clicked on this story, chances are you're manifesting at least one or all three of the aesthetics I called out in the headline. But really, they're all interconnected. The Row clearly draws inspiration from the minimalist look of the '90s, and the top models of today, such as Kendall Jenner, regularly dress like '90s supermodels, such as Cindy Crawford. If this low-key cool-girl vibe is what you'll be going for in 2026, I support your goal, and to help you out, I'm naming nine key items to add to your wardrobe this year.

From pants to flat shoes to sweaters, these specific subtly trendy items are timeless and low-key cool. Having any or all of them in your wardrobe means chicer outfits throughout 2026 and beyond. So without further ado, keep scrolling to shop the key items that'll give you that coveted '90s/The Row/model-off-duty look.

Black Bootcut Jeans

The bootcut-jeans renaissance is upon us. For a look that's most in line with The Row and the '90s, opt for the subtly flared style in a sleek black wash.

Minimalist Ballet Flats

As Kendall Jenner regularly reminds us, the It ballet flats are minimalist and made of soft leather that molds to your foot. Any of The Row's plethora of '90s-inspired flats are a worthy splurge.

Skinny Faux-Fur Scarf

You can expect to continue to see faux-fur scarves in 2026, so don't hesitate to add one to your wardrobe while it's still chilly. I'm particularly fond of the skinny black one Carolyn Bessette Kennedy is wearing in the photo at the top.

Pleated Trousers

Few things are as elegant as a pair of pleated trousers. Countless It girls of the '90s and today know it, and it's a pant silhouette that defines the Row look.

Big Trench

Slinking around in an oversize trench is something I find exceedingly chic

Layering Turtleneck

Even though they're timeless basics, turtlenecks are having a moment. They're the winter 2026 layering piece fashion people are reaching for again, as they provide both warmth and polish.

Khaki Pants

We didn't leave khaki pants in 2025. The classic preppy style is very '90s-supermodel-at-the-airport (always a good thing), and it's a great swap for jeans.

Column Slip Skirt

If you're manifesting a look that's best described as Gwyneth Paltrow in the '90s in 2026, you're going to need a silky column skirt—trust me. It's a year-round piece that you can wear with tights now and kitten-heel sandals later.

V-Neck Sweaters

V-neck sweaters are coming for your crewnecks. You can expect their explosive popularity to continue into 2026, with the most forward style being those with a subtle V-neck

Allyson Payer
Allyson Payer
Senior Editor

Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater arts. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.