No, you’re not dreaming—clothes are bigger these days. Baggy jeans, flowy button-ups, humongous jackets, and oversized T-shirts are dominating the landscape, and while we’re not exactly talking about tall tees that reach to your knees (although…), the best oversized T-shirts will have you jumping on the bandwagon with zero hesitation.
From the flowy elbow-grazing tees you’ll see on a skater flying down a 10-stair to the strategically cropped tees following menswear’s favorite proportions to the ballooned and billowy tees pushed by fashion’s most forward-thinking designers, oversized T-shirts come in all kinds of delicious flavors. The days of Marlon Brando’s skin-tight tees may not be totally behind us (thanks to Carmy from The Bear), but there’s no doubt that the tee du jour is supersized and ultra-stylish.
And because we can’t stop yapping about T-shirts, we went ahead and dug around the web for the coolest oversized T-shirts we could find. Whether you’re on a budget or have tons of cash, here are our favorite oversized tees right now.
The Best Oversized Tees Shopping Guide
- The OG Oversized T-Shirt: Carhartt Loose Fit Heavyweight Short-Sleeve Pocket T-Shirt, $20
- The Breathable Oversized T-Shirt: Uniqlo U AIRism Cotton Oversized Crew Neck Half-Sleeve T-Shirt, $20
- The Upgrade Oversized T-shirt: Reigning Champ Heavyweight Jersey T-shirt, $65
- The Best Vintage-Looking Oversize T-shirt: Abercrombie & Fitch Vintage-Inspired Cropped Tee, $29
- The Budget Oversized Tee: Pro Club Heavyweight Cotton Short Sleeve Crew Neck T-shirt,
$14$9 - The Boxy Tee: Buck Mason Toughknit 90s Boxy Tee, $55
- The Sustainable Oversized Tee: Everybody.World Boxier Tubular Trash Tee, $40
- The Not-Too-Oversized Oversized Tee: Madewell Relaxed Tee, $40
- The Designer Oversized Tee: Fear of God Essentials Logo-Appliquéd Cotton-Jersey T-Shirt, $50
- The Avant-Garde Oversized Tee: Rick Owens Porterville Jumbo T-shirt, $275
Carhartt was on the big tee wave before oversized tees were trending, not so much for style but for practicality. The brand’s heavyweight tees were built to last and cut for ease of movement. They’re still a go-to tee for anyone aiming for that oversized look on a budget and they come in a gang of colors to fit anyone’s palette. The only downside is that you gotta feel okay with a little Carhartt branding (or be handy with a seam ripper).
Big, baggy T-shirts are like wearable box fans. And if you want to feel as cool as you look, Uniqlo’s super-chilled oversized T-shirt is your best bet. On top of the cavernous fit and elbow-length sleeves, it’s made using the brand’s highly breathable and moisture-wicking AIRism fabric to ensure you stay dry as a bone and cool as a cucumber.
They may be at the bottom of the sartorial pyramid, but it pays to invest in really good basics. For that, Reigning Champ makes some of the best tees we’ve ever encountered. The heavyweight jersey is burly and dense, the flatlock seams are a step above the usual T-shirt construction, and, crucially, the relaxed fit is baggy but not sloppy.
From baggy denim to on-point work jackets to must-have polos, Abercrombie’s unstoppable run is hard to miss. And that streak extends to basics, too. The brand’s throwback tee features a breezy wide fit with a hacked-off hem that naturally rolls for a DIY look. Coupled with reverse seam details and incredible washed colors, you’ll wonder why you ever wasted time trying to scoop up an actual vintage tee.
Pro Club has been the go-to tee for generations of hip-hop heads, especially in SoCal. They’re no-nonsense heavy-duty tees cut with an oversized fit that predates the current trend cycle—think tall tees or Billy Eilish. With some long baggy jorts, loafers and the right attitude, you’ll be strutting through the city feeling like a legend.
Jungmaven’s hellbent on making hemp a staple of the American sartorial diet and we’ve got a real taste for the stuff. Like linen, hemp is lightweight and super breathable, plus it’s leagues more sustainable than cotton since it uses far less water. Incorporated into the brand’s Vernon tee, the fibers amp up the breezy feel to the next level.
After a few minutes on this page, maybe you’re coming to the realization that the oversized T-shirt you’re looking for isn’t so oversized after all. Instead, something a little more reigned in and boxy. Now that we’ve narrowed your focus (literally), there are few that do it better than Buck Mason and its 90s boxy tee. It’s made with a super dense, super soft cotton jersey that’s made in-house in the brand’s Pennsylvania factory. The fit is a spot-on roomy cut with a slight crop for a perfected boxy silhouette.
If you’re trying to do your part as a sustainable shopper, Everybody.World is the lowest impact way to get yourself a new tee aside from buying vintage. The LA-based brand’s ‘Trash’ collection uses recycled cotton fibers gathered from its factories to produce an entirely recycled T-shirt, making it one of the first brands to ever do this. The resulting jersey fabric is super soft with a peachy hand that feels as good as a well-loved vintage tee.
We wouldn’t be so quick to write off a mall brand’s T-shirt and Madewell’s a huge reason for that. The brand’s relaxed tee is surprisingly hefty but supple straight off the rack. As for the fit, it teeters into oversized territory without going full-blown Soulja Boy. The sleeves hit at the elbows, the length sits just below the waist, and the silhouette is just relaxed enough.
The rise of designer basics has many faces, but one of the most important right now is Jerry Lorenzo who took the humble hoodie and sweatpants to stratospheric heights. The same is true for his T-shirts. Want proof? Look at the Essentials tee with exaggerated proportions, including a spacious drop shoulder, wide collar ribbing, and thigh-length hem, not to mention the signature rubber plaque at the chest.
If even your T-shirts have to push the fashion envelope, there are few tees as advanced as Rick Owens’s. The luxurious jersey cotton is the closest you’ll come to floating in a cloud and the liquid drape and unmistakable silhouette let every innocent bystander know that, no, this is not just a regular T-shirt.
