I also try to match shoes-belts-jackets. Sometimes I put on a black jacket with brown shoes, but never the other way around. I also own 2 pair of boots in horween no8 colour (steer and shell cordovan). I usually wear them with brown leather jackets (as I try to convince myself I do not need an aero in cordovan). The only case where I deliberately choose not to combine is with my MA1, obviously only Robin Hood wore green shoes.