Bullhead / $14.99 / $50-80 New
Okay, so they're more of a trend item than a classic, but I've been wanting a pair of moto-styled jeans for a while. Found these in a consignment store and they fit pretty well. The leg opening in the perfect size to wear with boots, and they're full of well-thought out details that make me feel cooler than I am.
Chelsea Boots: Gordon Rush