Every Piece of Menswear You Should Own in 2026

Every Piece of Menswear You Should Own in 2026


When it comes to getting dressed, we often rhapsodize about the virtues of “wardrobe essentials for men” as if everyone knows what we mean. So, let’s actually talk about it.

On Maslow’s hierarchy of menswear needs, wardrobe essentials might begin the perfect white tee, a killer pair of jeans, and the shoes you can wear with them. But in compiling this list, our goal wasn’t simply to meet your needs—you are, frankly, a grown-ass man, and hopefully have those covered—but more to remind you of the fundamental pieces of menswear that have helped men look hotter and feel better for generations. And in a world of non-stop trends, we need these reminders now more than ever.

In aggregate, our essentials constitute the foundation of a rock-solid men’s basic wardrobe. Below, a highly specific starter pack of everything you’ll want—nay, need—to wear in the year of our lord 2026.

The Men’s Wardrobe Essentials Hit List

The Crisp White Oxford

Frizmworks OG Cotton-Blend Oxford Shirt

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The Go-To Jeans

Levi’s 501 Original Fit Jeans

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The Everyday Hoodie

Gap VintageSoft Arch Logo Full-Zip Hoodie

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The Plain White Tee

Buck Mason Field-Spec Cotton Heavy Tee

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The Easy Derbies

Dr. Martens 1461 Derby Shoes

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The Plain White T-Shirt

A plain white T-shirt can be worn as an undershirt, standalone with some vintage jeans, or—if you want to get DIY—screen-printed into a work of art. Looking for an indie version no one else has? Check out our guide to the best white tees.

Buck Mason

Field-Spec Cotton Heavy Tee

Kirkland Signature

Men’s Crew Neck T-Shirts, 6-Pack

3sixteen

Pima T-Shirt (2-Pack)

J.Crew

Vintage Wash Cotton Pocket T-Shirt

The Upgrade Undies

Slim, abbreviated trunks or boxer briefs that keep everything in place are the foundation of every rock-solid wardrobe—whether other people can see ‘em or not. Even if you’re in the minority that’s committed to boxer shorts, it pays to spend a little more on something that’s, you know, holding your balls all day long.

Skims

3″ Boxer Brief 3-Pack

Calvin Klein

Cotton Stretch Briefs (5-Pack)

Uniqlo

AIRism Boxer Briefs

The Crewneck Sweater

We love the zany knitwear options flooding the internet these days. But if we’re honest, there will always be a spot in our closets for a classic crewneck sweater. They’re timeless and endlessly style-able, even if you only manage to drape one across your shoulders.

Everlane

The Cashmere Crew

J.Crew

Heritage Cotton Crewneck Sweater

The Go-To Jeans

There’s a reason that the Levi’s 501s is at the very top of our guide to the best men’s jeans: it has been, is, and always will be the jeans you come back to again (and again, and again). If you dig your denim light and a little looser, though, Gap’s Loose Jeans are a close second. Can’t think of what to wear? Here’s your answer, seven days a week.

Levi’s

501 Original Fit Jeans

3Sixteen

Classic Straight Selvedge Denim Jeans

The Go-With-Everything Loafers

The menswear-sphere admittedly overloaded on loafers, and we’re now seeing a slight shift in the shoe zeitgeist. But that doesn’t take away from the fact that the right pair of loafers can still be the most versatile kicks in your closet. They’ve got more range than Daniel Day-Lewis and can go from casual to dressy to punk in a flash. Wear ’em with socks or without, and count yourself lucky when they get truly worn in—then keep wearing them.

G.H. Bass & Co.

Larson Weejuns Loafers

Gucci

Horsebit 1953 Loafers

Meermin

514040 Penny Loafers

The All-Day, Everyday Hoodie

They may have emerged from the sweaty, stylish world of sportswear, but hoodies have long since transcended their athletic origins. These ones have the stamina to take you from a coffee run to casual Friday at the office (just put it under one of those jean jackets we’re always telling you about).

Champion

Reverse Weave Hoodie

Reigning Champ

Midweight Terry Classic Hoodie

Gap

VintageSoft Arch Logo Full-Zip Hoodie

Camber

Cross-Knit Heavyweight Hooded Sweatshirt

The Timeless Beaters

We get that simple sneakers aren’t exactly the type of kicks you lust after on StockX, but there’s no denying the rush of dopamine you get when you break out a fresh pair, or how well they go with literally everything. At less than a Benjamin there’s the Converse Chuck Taylor, a mainstay of our sneakers coverage, since, uh, always.

Converse

Chuck Taylor All Star 70 High Top

Adidas

Handball Spezial Sneaker

The White Oxford Shirt

Like a plain white tee or simple white crew socks, a white Oxford shirt is a true workhorse. It can take the 9-to-5 like a champ, sharpen up for a fancier occasion, or kick back wide open over your favorite vintage tee. If you only have one shirt with buttons, let it be this.

Todd Snyder

Slim-Fit Favorite Oxford Shirt

Gitman Vintage

Classic Cambridge Oxford Shirt

Frizmworks

OG Cotton-Blend Oxford Shirt

Buck Mason

California One-Pocket Oxford Shirt

The Full-Cotton Chinos

Remember chinos? The wardrobe staple of preppies and, inexplicably, grandpas everywhere? The pant that taps in when your jeans need a break? The ones that Gap viral-ized in the late-90s? These days chinos are back and bigger than before. The chinos of today are surprisingly familiar and look more like the military-issued pairs of the midcentury—high rise and hella roomy. Some even have a pleat or two. We’re all for going wide and pleated, but these both present a happy-ish medium.

Todd Snyder

Relaxed Fit Japanese Selvedge Chino

J.Crew

Giant-Fit Chino Pants

Kapital

Straight-Leg Pleated Cotton Twill Chinos

Buck Mason

Paperpback Cotton Chino

The Sporty Ball Cap

Chalk it up to Challengers mania or tennis’ fashion-pilled crop of new stars, but a sporty ballcap is spot-on right now. Even the Italian fabric maestros at Loro Piana are getting in on the action: Their signature wooly baseball caps—New Era snapbacks for the .01%—now come done up in a lightweight waterproof fabric, and in a range of discreet hues. Time to give that musty trucker a break.

Nike

Nike Dri-FIT ADV Fly Reflective Cap

Huckberry

Waxed Canvas 6-Panel Hat

L.L.Bean

Heritage Hunting Hat

The Throwback Sweats

Sweatpants should be cozy, sure, but the best of the genre are so much more than mere lazy-Sunday garb. We’ve moved past the calf-gripping elastane-pumped versions that have defined the closets of so many Lulu bros and dudes who have skate decks hung up as art. Instead, sweatpants now should be closer to the originals with a baggier fit and even wide-open hems. Spring for a pair that oozes Rocky-level charm, and they’ll become the bed-to-bodega bottoms you can’t stop wearing outside of the house, too.

Reigning Champ

Brushed Fleece Straight Leg Standard Sweatpant

Champion

Powerblend Fleece Open-Bottom Sweatpants

Pro Club

Heavyweight Basic Sweatpant

Buck Mason

Welterweight Sweatpant

The Retro Puffer

We love that iconic North Face puffer as much as the next guy (you know the one we’re talking about). But don’t let its objectively perfect design distract you from the avalanche of stellar, lesser-known alternatives on the market.

Big Rocky Candy Mountaineering

Arctic Parka

The North Face

1996 Retro Nuptse Down Jacket

Gap

Recycled Heavyweight Puffer Jacket

The Boss-Level Topcoat

Sometimes clothes can make you feel like you’re living a movie and a good topcoat is like you’re aiming for an Oscar. (Those trucker jackets with the sewn-in hoodie are more like Hallmark). It’s the most dramatic garment you can have in your closet, and while trench coats are a great look year-round, a beefy topcoat with a weighty drape shines in cold weather. You may not be starring in any blockbusters coming up soon, but, boy, will you look like you’re ready to.

Abercrombie & Fitch

Wool-Blend Double-Breasted Coat

Knickerbocker

Hudson Wool Overcoat

Buck Mason

Donegal Tweed Balmacaan

The Hard-Working Zip Jacket

It’s hard to think of a jacket more useful, more handsome, more versatile—heck, more all three at once—than the canvas jacket. These days, the original designs still retains their utilitarian charm, but the hammer and nails that used to accompany them have long since been replaced by a cell phone and ear buds. And thanks to fashion’s ongoing workwear fixation, there’s never been a wider range of luxe designer versions available.

Dickies

Insulated Eisenhower Front-Zip Jacket

Alex Mill

Garment Dyed Work Jacket

Frizmworks

Leather-Trimmed Distressed Jacket

The Black Lace-Ups

Black derbies can pull through when you need shoes for more formal occasions—and also elevate a quick-and-dirty jeans-and-tee outfit. Dr. Martens are a great entry-level choice, and you’ll get a lot more mileage out of the Mono pair, which forgoes the brand’s signature yellow stitching for discreet black thread.

Beckett Simonon

Dunham Derbies

Dr. Martens

1461 Derby Shoes

The Casual Dress Trousers

When your dress pants are this good—roomy and comfortable, statement-making but versatile—there’s no sense in saving them for special occasions. Wear them all the time, with anything, the way you would your jeans.

Abercrombie & Fitch

Baggy Trouser

Todd Snyder

Donegal Herringbone Side Tab Trouser

Drake’s

Harris Tweed One Pleat Games Trouser

Banana Republic

Italian Herringbone Suit Pant

The Bad Weather Boots

By now, you’re probably getting the idea that the name of the game here is versatility. While you could opt for Chelsea boots—the right pair will be able to withstand the elements, and any sideways glances from your office nemesis—you’ll feel so much calmer in a pair truly designed to stomping through snowy slush.

Blundtstone

Classic 500 Chelsea Boot

Diemme

Roccia Vet Sport Boot

The Do-It-All Navy Blazer

If there’s another theme here, it’s that menswear essentials shouldn’t be unitaskers. They should be useful in a variety of situations, and when it comes to tailoring in particular, the navy blazer is a Swiss Army Knife. It works in almost any situation, from job interviews (with a tie) to weddings (someone else’s or your own). Bonus points if you opt for a double-breasted number with strong shoulders, brash peak lapels, and an unmistakable sense of what Italians—and menswear guys—call sprezzatura.

Saman Amel

Double Breasted Wool Suit Jacket

De Petrillo

Virgin Wool Twill Suit Jacket

Studio Nicholson x Aaron Levine

Burlington Slim Fit Herringbone Wool Suit Jacket

Beams Plus

Wool Blend Flannel Blazer

The Tie-It-All-Together Belt

Belts are often an afterthought, but they really shouldn’t be. So don’t waist (sorry) the opportunity. Much like cowboy boots, the western belt is riding high in fashion right now—but for this story’s purposes, we’d like to guide you back to more classic styles, even if the two belts up top have a certain western flair.

Maximum Henry

Wide Standard Belt

Anderson’s

3.5cm Leather Belt

Journeyman

Full Grain Leather Belt



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