Yes, oversized T-shirts for men 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 2020 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 nine best versions from across the fashion spectrum for you to cop right now.
The Best Vivid Oversized T-Shirt
Entireworld organic cotton boxy T-shirt
The fit (just slightly oversized, a good way to ease in to the trend) and fabric (comfy organic cotton) are both on point here, of course—it wouldn’t have cracked a Best Stuff list otherwise. The biggest selling point on this Entireworld slapper, though, is probably the palette: Beyond this minty fresh number, this exact shirt comes in a baker’s dozen of fetching hues and a whole bunch of breezy stripes. Stock up for summer.
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The Best Heavy-Duty Oversized T-Shirt
Everlane heavyweight relaxed crew
If you like a little extra heft to your tees, this is the one you want. It’s cut from thick 6.2 ounce cotton, so you won’t have to worry about anything unwanted showing through on an unexpectedly breezy day or be concerned it won’t survive more than a couple of rounds in the washing machine.
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The Best Next-Level Oversized T-Shirt
John Elliott University tee
It’d be easy to pigeonhole John Elliott as “that slouchy basics dude”—but if that was the L.A. designer’s whole schtick, we’d just tell you to buy some tees at PacSun and call it a day. What helps Elliott transcend those labels—the reason his stuff is beloved by everyone from LeBron to Whoopi to your pals right here at GQ—is his staggering attention to detail. The proportions are exacting: a little extra length, but not so much that it feels like a sleep shirt; a roomier neckline that doesn’t dip into unfortunate scoop-neck territory. Toss in the soft-as-hell recycled (!) cotton and that exquisitely lived-in washed black, and you’ve got yourself a slouchy tee truly worth splurging on.
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The Best OG Oversized T-Shirt
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.
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The Best Sculptural Oversized T-Shirt
COS relaxed cotton jersey sweatshirt
The most voluminous silhouette on this list—but also the most structured, thanks to a burly sweatshirt-like fabric. It’s minimalist, sure, but also distinctly luxe and artful and elevated. In other words, you can show up to all manner of fancy places in this thing, and no one’ll ever wonder why you’re “just” wearing a tee.
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The Best Affordable Oversized T-Shirt
Uniqlo U oversized crew neck T-shirt
Another day, another Christophe Lemaire banger for Uniqlo U. Three things this shirt has that none of the others we’ve mentioned do: a handy phone-sized chest pocket; a tennis-shirt-inspired split hem; and a pricepoint lower than what you spent on lunch at Sweetgreen yesterday.
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11 More Tees We Love
Dickies short sleeve pocket tee
Partial to Dickies over Carhartt? They make some killer tees, too.
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Acne Studios oversized cotton-jersey T-shirt
The Swedes really know their way around a big, clean-lined basic.
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Noah recycled cotton tee
Noah’s heavyweight tees are crafted from 100% recycled cotton.
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Missoni multicolor striped logo T-shirt (was $270, 35% off)
Bigger tees mean more surface area for Missoni’s eye-popping stripes.
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Armor-Lux 71990 classic tee
About as universally flattering as any shade of yellow can get.
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Club Monaco short sleeve boucle crew
Thanks to its nubby texture and elastic hems, this tee fits just like that sweater polo you’ve been wearing non-stop since the quarantine started.
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Story Mfg. Grateful tie-dyed organic cotton-jersey T-shirt
Advanced-level tie-dye.
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Rick Owens black heavy jersey T-shirt (was $650, 64% off)
You really thought we were going to talk giant tees without a single mention of Rick Owens?
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Banana Republic supima cotton boxy T-shirt
Even Banana Republic’s getting in on the oversized action these days.
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120% slim-fit striped linen T-shirt
Drapey and breezy and perfect for summer.
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Visvim jumbo T-shirt
Is any T-shirt really worth $580? Only one way to find out.
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