The most expensive shoes I bought Charlie were a pair of Emu Little Creatures boots last year. I don't think I would spend that much on shoes again! The max I would spend now would probably be $50, but preferably cheaper.

I just bought a pair of Hunter Wellies for Charlie (new but half off on my listserv, so $25) and they're yellow so both Charlie and Olive can wear them. I think I am more thrifty now that I have two kids!