My current fashion dilemma is related to shoes-I usually wear FitFlops most of the year because I have to walk long distances everywhere, and it's over rocky terrain so I can't wear heels, even though I would love to. It's just about finding shoes that will work with everything that are a bit nicer, but can stand up to the abuse that I give.
Also my other one is that I am addicted to clearance racks, which has filled my closet with a lot of pieces that I don't wear that often due to me working and what not. My goal is to a) try and give everything a good wearing, and b) purge more. I purged a good 25 tops from my closet recently because I knew I would not have a chance to wear them all, and many were either too big or I knew I would never wear them again.