If you have a high skill level in sneak then you can do this. In the Imperial city there is one guy named damian magus. If you pick pocket him he will have steel maces that you can steal but they will never run out. Also you can and should only try to steal two at a time because any more than taht he will catch you. I have 100 sneak and I can't steal more than two at a time. I suggest you do this in the waterfront because thats where i did it and im not sure if it works any where else.