Friday, December 2

25 Best Oversized Men’s T-Shirts in 2022: Carhartt, Everlane, John Elliott, and More

Yes, oversized men’s T-shirts are back. But don’t worry: We’re not about to tell you to start dressing like Soulja Boy circa 2007. Thankfully, the oversized tees we’re talking about are not of the quintuple-XL, Elizabethan-gown-length variety that all ringtone rappers were required by law to wear in their music videos. Instead, like the Dickies and Vans everyone’s wearing again, the raddest tees in 2022 take direct inspiration from ’90s skateboarders: boxy and baggy and strangely flattering, cut from crisp, weighty cotton that’s anything but sloppy. 

Since you can suddenly find these bigger, badder T-shirts everywhere from the mall to the runway, we took the liberty of searching out the very best from across the fashion spectrum.  Here are 25 exceedingly comfortable—and surprisingly chic!—oversized men’s T-shirts to cop right now.


The Best Affordable Oversized Tee

Uniqlo Oversized Pocket Crewneck T-Shirt

Uniqlo U’s GQ-favorite T-shirts might get a lot of shine around these parts, but the brand’s main line is still putting out the kind of affordable, evergreen styles it’s famous for. This gently oversized pocket tee doesn’t come with the Lemaire stamp of approval, but it’s also available to buy whenever you want, no wait necessary. We’ve spent years trying to crack the science behind why a simple pocket can make a T-shirt go from feeling like underwear to a thoughtful top layer in its own right during the warmer months. The data is still rolling in, but the point remains: you can wear this with just about anything in your closet and never feel underdressed. Load up on a handful of ’em in classic white now, and then scoop another handful in zesty shades of pastel when spring rolls back around. At just 20 bucks a pop, it’s affordable enough to stock up on—and way cheaper than the tees in your closet it’s about to supplant. What more can you really ask for?

The Best Extremely-Right-Now Oversized Tee

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Balenciaga oversized logo-embroidered T-shirt

Demna—the mononymous mastermind behind Balenciaga’s hot streak—is, above all else, a master of silhouette, tweaking and re-tweaking the familiar tropes of the modern fashion lexicon until they take on a startling new relevance. In his hands, the humble graphic tee is elevated to the realm of high fashion via a couturier’s eye for proportion, a nifty trick few designers manage with his particular brand of winking humor. Balenciaga’s cotton-jersey T-shirt isn’t just oversized—it literally reminds you of its gargantuan proportions with a splashy “XXXL” chest embroidery that’s all kinds of cool…and laugh-out-loud funny. If you’re going to drop $600 on a walking billboard, it might as well telegraph your allegiance to the biggest designer on the planet—and make a few people chuckle along the way.

The Best OG Oversized Tee

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Carhartt K87 workwear pocket T-shirt

The workwear stalwarts at Carhartt were ahead of the game on this whole oversized tee movement: their weighty, boxy K87 model has been a go-to among power-tool-bearing professionals and in-the-know skateboarders alike for ages. Thankfully, the label hasn’t chosen to price gouge now that the silhouette is in vogue—so you can still pick one up for just $17 a pop.

The Best Soft-As-Hell Oversized Tee

Fear of God stretch-cotton pajama shirt

As a guy who made a name for himself reworking grail-worthy vintage tees in the 2010s, Jerry Lorenzo is keenly attuned to the nuances that make a T-shirt worth the price of a very long, very boozy night out. Today, the Fear of God designer cuts some of the sickest power tailoring in the biz, but his tees remain the easiest way to buy into his expansive, Kenny G-inspired (!) vision. This one’s technically a pajama shirt, but, like the type of shorts it’s designed to be worn with, it’ll look just as rad during the day. The cotton jersey fabric has a touch of stretch for added comfort, the cut is oversized but not aggressively so, and the tonal leather logo on the back is a flex every T-shirt obsessive you know will appreciate. You could wear it to bed, of course, but if the only people who see you in it are your drowsy-eyed roommates, you’d be depriving that beefy overshirt you just bought of a new best friend. (And if you don’t want to shell out top dollar for the main collection, FOG’s Essentials sub-label sells an absolutely killer 3-pack too.)

The Best Vintage-Looking Oversized Tee

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John Elliott Folsom oversized T-shirt

Pre-distressed clothing makes for a controversial topic of conversation in the fashion world, but it’s a debate we’re ready and willing to have. The thing is, you could absolutely find a cool ripped T-shirt scouring eBay, but you’ll likely never come across one as perfect as John Elliott’s. And finding it again in the wild? Nearly impossible. The L.A.-based designer geeks out on old clothing, which is why the tasteful holes and rips you see here are added in places where, you know, they’d actually occur out in the real world. We wouldn’t recommend doubling-down on the distressing when it comes to pants, though—instead, opt for either clean, dark denim or some gussied-up mesh shorts.

The Best Artfully Cropped Oversized Tee

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Brought to you by a pioneer of the new workwear movement, this hyper-relaxed tee isn’t just big— it’s also cropped to a perfect length so you don’t look like you’re wearing a shirt that used to belong to Shaq. Pair it with high-waisted chinos and sturdy derby shoes or thrashed jeans and scuffed Jordans and you’re good to go.

The Best Ridiculously Luxe Oversized Tee

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Loro Piana cashmere and silk blend T-shirt

It’s a rarified few that can afford to drop a cool $1,000 (we’re rounding down here, but what’s a couple hundred bucks between friends?) on the simplest item of clothing in their closet. Thankfully, Loro Piana has never been all that concerned about catering to the masses. Instead, the pedigreed Italian fabric house focuses on the type of quietly decadent clothing you’re apt to see on Succession, all of it cut from the highest-quality fabrics in the world. Naturally, the brand’s oversized, dropped-shoulder tee comes done up in the absurdly luxe cashmere the company specializes in, with a healthy amount of silk in the mix for added drape. Which means it’s relaxed in the most literal sense of the word; if you’re wearing it, you probably haven’t had a real worry since you made your first million in the ‘90s dot com bust. Dropping a month’s rent on a tee is a fairly ludicrous proposition, sure, but it’s weirdly comforting to know that the option exists—after all, what else is there to aspire to when you’re rapping along to “L to the OG” from the couch?


Plus 18 More Oversized Tees We Love

Stüssy pigment dyed crew T-shirt

A T-shirt from a legendary skate imprint doesn’t need to come emblazoned with shouty graphics—but it should come with a perfectly oversized ’90s fit and a wash that makes it look like it’s been riding with you for years.

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Everlane premium weight relaxed crewneck T-shirt

Everlane’s hefty crew boasts a little more of everything—heavier cotton, longer sleeves, wider ribbed neck—for a lot more style.

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Jungmaven big T-shirt

A plain old oversized tees not oversized enough for you? Think big with Jungmaven’s extra baggy joint—cut from an extra vibe-y hemp-cotton blend.

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Yeezy Gap Engineered by Balenciaga dove no seam T-shirt

Few creative forces preach the gospel of the oversized tee more zealously than Balenciaga’s Demna and Ye. If you want to buy one from a couple of experts in the field (and before the Yeezy Gap lines goes away for good), this boxy, dove-adorned version is the way to go.
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Ninety Percent oversized organic cotton T-shirt

Technically speaking, this lush organic cotton joint is a tee. But that beefy ribbed collar is just as swanky as any you’ll find on a sweater.

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Studio Nicholson “Piu” T-shirt

Exactly what you hope your tee looks like after you take a pair of scissors to the hem, thanks to its relaxed cut and very of-the-moment cropped fit.

Madewell made in USA boxy T-shirt

A crisp white tee is as American as apple pie—and this one’s proof that some of the best of ’em are still crafted in the US of A.

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Les Tien oversized T-shirt

An ultra-lightweight, garment-dyed take that proves bigger might be better, but it doesn’t have to mean heavier.

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Sacai studs pocket T-shirt

Sure, the heavy-duty cotton is ideal for fall, but the pitch-perfect earth-y tone really clinched it for us.

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Our Legacy new boxy T-Shirt

“Boxy” doesn’t have to mean comically gargantuan. Case in point: this exactingly-cut tee from the Swedish design gurus at Our Legacy.

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Abercrombie essential oversized pocket tee

Muted earth tones? Retro-leaning stripes? Abercrombie’s pocket tee proves the brand is officially putting the kibosh on the bicep-strangling styles of old.
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Nike premium boxy oversized T-shirt

Big, boxy tees deserve a spot in your gym lineup too. Nike’s version is a far cry from the NFL Combine—it’s as sleek as you’d expect from the first name in performance sportwear, and might actually make you excited to pump some iron.
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Dickies short sleeve pocket tee

Partial to Dickies over Carhartt? They make some killer tees, too.

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Lady White Co Athens T-shirt

That really cool guy you know who always looks impeccable in a plain tee? He’s wearing this.

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Kirkland Signature crew neck t-shirts (6-pack)

Size up for maximum relaxed-ness.

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Mooji Mooji oversize crop t-shirt

Fresh-off-the-rack vintage vibes without any of the actual mileage.

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Everybody.World recycled cotton boxier trash tee

Boxier, shorter, and greener than the majority of tees you’ll come across, the cropped cut works well with high-rise pants (or showing off a little midriff).
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FGS Originals classic pocket t-shirt

Heavier than the self-touted beefy tees out there, this one is for people who like ’em dense and baggy.



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