I also tend towards the 'plain' in my clothing selections; attire most days is Jeans, some flavor of t-shirt (either plain black or with a work-appropriate design), and one of three jackets. I keep meaning to buy another set of practical shoes, but so far I've had this set of Nike tennis shoes for...five years? and they show no sign of giving out anytime soon. Which is actually somewhat of a marvel, all things considered; historically I have tended towards blowouts on the side of the shoe within the first year (I have rather wide feet).

The existence of a care-and-feeding post seems like a marvelous thing to me; would that I could summon the time and mental focus to actually write one. I don't even know off the top of my head what stuff I actually need, much less how to articulate it.