Well, if I'm going running, I wear running shoes. I almost never wear the girly ones unless I have to dress nicely for an interview or some bull shit. During summer and fall, all I wear are my Reefs or Quiksilver flip flops. When it's raining or really cold, I'll wear a pair of the skate shoes. Different pants fit better over different shoes, etc. I don't know, I usually just grab what's in front of me and bolt.