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Monday,
October 26th Edition

Cory Ohlendorf

Plaid season is here. Discover the shirts that make autumn effortless with some of our favorite picks to buy right now.

- Cory Ohlendorf, Editor in Chief ⋯ @coryohlendorf

 

Check Yourself

Fall is prime plaid shirt season. Sure, the pattern works year-round, but it really hits its stride when the temperatures drop and the leaves start changing, right? This is when we start reaching for heavier fabrics and richer colors. And while a soft, brushed flannel is always a solid choice, don’t feel limited to the lumberjack look. Crisp cotton, textural twills and even lightweight wool can give a classic plaid a different personality. From traditional tartans and buffalo checks to more unexpected color combinations, the options are nearly endless. And they’re all a welcome shot of color when the rest of your wardrobe starts leaning into darker, more subdued shades.

The beauty of a good plaid shirt is that it doesn’t require much thought. Wear it open over a white T-shirt, buttoned up with your favorite jeans or layered under a worn-in jacket. Hell, you can even tie one around your waist for a little ’90s grunge appeal. The bold pattern does most of the work, while the shirt’s rugged, masculine roots keep it from feeling too precious or overly styled. It’s an easy way to add some personality to an outfit without looking like you’re trying too hard.

And that’s the real appeal. In a world where making a style statement can sometimes feel like a gamble, a plaid shirt is about as close to a sure thing as menswear gets. It’s familiar, flattering and practically impossible to screw up. Yet somehow, when you get the fit, color and styling just right, it still looks like a pretty impressive move.

Our Picks

Dobby plaid shirt,
$228 / $90.50 at Billy Reid

 

Wythe New York washed flannel workshirt, $188 at Huckberry

 

An overshirt cut from a heavyweight wool-blend fabric in a relaxed fit and dropped shoulder seam for layering.

Relaxed-fit heavyweight overshirt,
$180 at Banana Republic

 

Yarn dyed plaid overshirt,
$250 at Aimé Leon Dore

 

Sunwashed twill relaxed plaid shirt,
$69.95 / $34 at Gap

 

See all 21 picks »

5 Stylish Items to Buy This Week

Fresh off of Polo Fest in Tokyo, we’re ready to buy some Ralph wear. The brand combined the familiar collar of its signature polo with the plush comfort of a vintage sweatshirt, creating a piece ($198) that feels like it could've been pulled from a particularly well-preserved '90s wardrobe. The garment-dyed, washed fleece has that already-broken-in appeal, while the relaxed vintage fit makes it easy to wear with everything from faded jeans to pleated chinos. We're especially drawn to the Nantucket Red, a washed-out shade that feels right at home with navy, olive and grey. It's classic Polo doing what classic Polo does best.

See all 5 products »

Smart Buys

The sales and discounts our team is currently watching.

 

Hybrid hiking sneaker engineered for both street and trail with propulsive geometry underfoot.

$180 / $107.99
by Merrell

 

A classic Harrington jacket in a lightweight, breathable chambray. Perfect for layering this fall.

$188 / $131.60
by J.Crew

 

Casper’s popular hybrid mattress has memory foam and encased coils engineered to stay cool for 12+ hours throughout the night.

$3,495 / $2,720
by Casper

 

Want more?
See all 40 sales »

 
Worth a Read

The best stories from around the web.

 

“

It’s less likely to involve pheasant shooting—no matter what The Gentlemen tells you—and more likely to involve some serious hiking, a trip to an outdoor sauna or a visit to an art gallery.”

 

The New Rules Of Country Dressing

 

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MR PORTER
 

“

Having thought about acquiring Artesa for more than a decade, Boisset calls the purchase 'a long-awaited opportunity to carry forward a vision we deeply admire.'”

 

As the Wine Industry Retracts, Some Are Still Betting Big on Napa

 

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Robb Report
 

“

For way too long, the rules of men’s jewelry didn’t allow for much beyond diamonds and gold, silver, or maybe another metal. Anything colorful, anything past subtle, was gauche or outré or—let’s be honest—considered too feminine.”

 

The Explosion in Men’s Jewelry That Is Breaking All the Old Rules

 

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Esquire
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Library details… Christina Kimeze oil and pastel on suede matboard; Bottega Veneta x Le Corbusier LC14 tabourets; Mathieu Matégot Soumba nesting tables.

 
 

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