Yes, that's what I mean.
Starting with good shoes sounds like a good idea. I would recommend buying them (or at least trying them on) in person, rather than online, to begin with, if you can. A decent pair of brown derbies maybe, or some brown suede chukkas. It really depends how smart or casual you want to be. Anyway, don't rush it, have a look through the WAYWYN thread, and the MC casual thread - sounds like you need to narrow things down a bit. Good grey wool trousers are a good, versatile trouser too, just make sure they're not too dark grey, and not too smooth or they'll look like they belong to a suit. Flannel or cavalry twill avoid that problem.