What, you didn't think you could rock a plaid shirt underneath your Supreme M-65 jacket from back in the day? Have a little bit more fun with putting stuff together. Now, we're not saying spend an hour in the mirror getting ready, but take two classic pieces with different influences — like a leather motorcycle jacket and slim, dark grey sweats, and rock them with fresh kicks like Jordans, or camo pants and a short-sleeve oxford like Men's Buyer Chris Green of Need Supply Co., pictured above. Congratulations, you've just created something different. Now figure out what you're comfortable rocking in public and who knows, you might even start a trend.