Quote:
Originally Posted by
enarchay 
So what exactly are the guidelines that inform which type of pants to wear and whatnot?-
There are no "guidelines" - I just personally prefer that my shoes be congruent with the size of my hem and formality of the fabric.
So, the wider the hem and more informal the fabric, the more I tend to a heavier looking shoe. The narrower the hem, the more formal the fabric, the more I tend to a more sleeker shoe.