Whether you can get away with wearing sweatpants in public depends entirely on whether you know how to style sweatpants. Sweatpants rank among the most divisive items of clothing. Some people insist they’re only for home wear or the gym. Seinfeld famously called them a sign of giving up. A symbol of a person’s inability to compete in normal society.

And yet, for decades now, sweatpants have been a staple in streetwear and an integral part of dozens of iconic fits—from Stallone in Rocky to Travolta in Grease. These days, virtually every major clothing company—your mall brands, your high fashion houses, and everything in between—has put their own stamp on the garment.

Whether your sweatpants look sloppy or project a kind of casual cool is largely down to how they’re styled. And with a bit of intention, the most comfortable item in your closet doesn’t need to be relegated to Saturday mornings. Here’s all the inspiration and intel you need to cozy up in sweatpants right.


Nail the Details

Image may contain Richard T. Jones Spike Lee People Person Clothing Footwear Shoe Accessories and Glasses

Spike Lee, 2008

James Devaney

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