The 5 Cool Girl-Approved Button-Down Shirts That’ll Get You Through Fall

These are my tried-and-true favorites.

a collage of Tariro Makoni wearing button-up shirts from The Row
(Image credit: Tariro Makoni; The Row)

Okay, someone has to say it. Culture is spending too much time talking about crispy diet cokes and not enough time talking about crispy white button-down shirts. Off the heels of that newly infamous Chanel x Charvet moment during creative director Matthieu Blazy’s Spring 2026 debut, it feels worth revisiting what makes a good shirt great. And, why I think a truly excellent button-down is your fall trump card.

The best button-down is buttery yet crisp, opaque yet supple, creamy yet structured. You absolutely need one in white (non-negotiable) and you kind of need one in a tonal neutral (think ranges of powder blues, chocolate browns, charcoal to dove grays, or an inky black). But if you want to feel complete, add a third hue to your arsenal. I’m partial to butter yellow or baby pink. Pinstripes can play ball, but they’ll never replace the OG white.

a model in the Chanel spring 2026 show wearing a Chanel x Charvet shirt

Chanel x Charvet shirts on the Spring 2026 runway.

(Image credit: Launchmetrics Spotlight)

Styling-wise, I wear mine mostly with wide-leg jeans, but this fall I’ve noticed that the cool girls (EIHGs, in trademarked-speak) are also pairing theirs with cigarette or puddle jeans, High Sport pants, The Row Gala pants, and anything silk. It’s the rare piece that works with every texture and vibe you throw at it.

The silhouette always shifts with the trend cycle. I’m observing button-downs becoming more form-fitting right now, but the key is wearing what flatters how you move. I like mine a little boyish — slightly oversize with a dramatic side split, perfect if you have prominent hips and want a bit of shape without losing ease. Sometimes I’ll get the waist taken in, but the customization I swear by is the monogram: small, tonal stitching on the rib, forearm, or cuff. It’s subtle, personal, and the easiest way to make something classic feel singular. To accessorize, I almost always wear mine with a collar necklace.

Tariro Makoni wearing a button up shirt

Wearing my button-up from The Row.

(Image credit: Tariro Makoni)

Ahead, I'll review a few that meet the bill: a chocolate-brown number from Kallmeyer, The Row’s perfected iteration, Anteros's new cult fave, the one every cool girl wants made custom, and, of course, Phoebe Philo’s take that makes you an urban legend simply by wearing it.

Katie Holmes wearing an Anteros shirt with jeans in New York City

Katie Holmes wearing The Anteros's insider-favorite shirt.

(Image credit: Backgrid)

My All-Time Favorite Button-Up Shirts

Thanks for reading! I’ll catch you next month, and until then—keep up via my newsletter (trademarked on Substack) or on social.

Tariro Makoni
Contributor

Tariro Makoni is a strategist, writer, and angel investor. Based in New York City, she is the founder and editor of the popular Substack Trademarked, and a contributor to Vogue Business. Tariro also advises founders and brands across consumer, luxury, and tech.