Streetwear, in its simplest form, is about how cultures—such as skateboarding, hip-hop, punk, sneakers, and surf—connect and blend their influence. In the early days, it was as simple as Sean Stussy putting his signature on a hat or T-shirt and selling them. This started in the ‘80s, gained steam in the ‘90s, and kind of disappeared towards the late ‘90s/early ‘00s, that is until a sneaker-loving subculture—with brands like The Hundreds, HUF, Dave’s Quality Meat, and 10.DEEP—brought the second wave of streetwear into the fold. It felt like the initial movement, with its bright prints and social plays on logos and designs, but its connection to sneaker culture was unlike its previous, or ongoing, iteration. Let’s not get it mistaken: sneakers have, for the most part, always been involved with streetwear, but the mid-2000s saw a surge of graffiti artists collaborating with sneaker brands, Nike SB becoming a mainstay in everyone’s rotations, and clothing lines that reflected the color palettes and themes the sneakers presented. All-over print hoodies were paired with at-times, garish, offensive, and loud T-shirts and 5-panel hats and fitteds. For many 'heads, this was their first foray into men’s style, and it helped that there were legit sneakerheads running the brands that were outfitting them with gear.