Years In Business: 33
Established: 1980

The oldest of the bunch, Stussy set the tone for many of the streetwear brands today. Founded in 1980 selling handcrafted surfboards, it was Shawn Stussy's apparel side of the business that really took off. This year, the brand turns 33 and in streetwear years, that's equivalent to being a great great grandfather. Today the brand boasts 70-plus Stussy Tribe locations worldwide and still gets co-signs from the hottest rap cliques in the game. To be at this age in the streetwear scene proves the brand's staying power and relevance. There's a reason why Bobby Hundreds placed it at the number one spot on The Greatest Streetwear Brands of All Time.