Years In Business: 18
Japan, New York, and California are the first places that come to mind when you think of streetwear in the '90s. But in 1995, Jack-of-all-trades DJ Aaron LaCrate put Baltimore, Maryland on the map with his brand Milkcrate Atheltics. The logo and name alone was a sign that you were getting clothes with designs that involved references to music culture. Milkcrate's resume also includes a capsule collection commissioned by HBO for everyone's favorite hood drama The Wire. It's latest collection involved trippy tie-dye pieces including hats, hoodies, and tees co-signed by rappers like Bun B and Schoolboy Q. The brand may be flying low on the radar, but it's still around.