What should I look for in my first pair of cowboy boots?
Here's the deal: I think I would like to buy my first pair of boots, but I know almost nothing about them (sizing, fit, styles, etc.).
I live in Michigan and I plan on wearing the boots that I buy to work (for a desk job). I'm essentially looking for something to replace my current (old) dress shoes. I have poked around a little bit on zappos and the like, but I am really wary of buying something like this online.
What kinds of things should I look for/ask? Where should I go? How much can I expect to spend? What kind of upkeep am I going to be looking at? What else have I forgotten to ask?!?