Varvatos makes some distressed boots and oxfords that are decent, although a bit expensive. Otherwise, buy some decent oxfords and wear them out everytime you go to a bar. They'll be distressed in no time.
I'll third the Varvatos suggestion, in fact I saw a pair of their distressed oxfords at NR for I believe $129 a few weeks ago. Haven't gone and dug through their stuff to see if its still there but you may want to check your local 'Rack.