Lou & Grey Signaturesoft Plush Upstate Sweatshirt From $70 $70 at louandgrey.com ...

There’s Fat Tiger co-founder Joe Freshgoods in black track pants, a red beanie, tattered grey t-shirt, and his infamous crocs; two of his fellow co-founders, Terrell Jones, in a “Chicago Over ...

Romeo sweatshirt, $35.95, at Zara. This Champion sweatshirt pays homage to the sportswear roots of the heritage brand, and is made to last. The more you wear it the better more broken-in it becomes.