[header] How to dress like a crusty [title] Buy yourself some appropriate footwear. [step] Salvaged or second hand converse trainers or plimsolls are good, but combat boots are better. [title] Get some black stretch jeans or black work pants from a second-hand store. 
[step] Alternatively you could get camouflage trousers (or shorts for the summer) from an army surplus store. If you want to be really crusty, you could just sew your own trousers from scratch using cheaply bought or found fabric.