Many of us wear minimalist (a.k.a. ‘barefoot’) shoes, which have very thin, slipper-like soles. I particularly like Sockwas ($40-$50). The black Sockwas Amphibian is my all-time favorite shoe for both work and weekend wear: it has a minimal sole, is inexpensive, and doesn’t draw unnecessary attention to itself. I also wear Vibram Fivefingers ($83-$92), which look like gecko feet, for training/outdoor activities.
Sergey Brin has appeared at several conferences wearing his Vibram Fivefingers. As the old joke goes, “What’s the difference between ‘crazy’ and ‘eccentric? A few million dollars.”