If I were in your position, I'd only get the Long Branches. No need to spend too much money right away, before you really know your style, just because there is a sale. The Long Branches will be fine for anything from jeans to chinos to corduroy pants...and maybe even some more casual wool. There is probably no instance in your college career that you will need a formal dress boot.
If you want something just a bit more dressy than the Long Branch, I would add the bourbon Daltons later.
If you need formal footwear for weddings, funerals, job interviews etc., you should stick to a dress shoe...for now.
Edited by OptoDoc - 3/21/14 at 1:08pm