Brownish comfortable somewhat-like-sneakers-but-less-casual-than-that Sketchers - I wear these pretty much every day.
Black shiny things for wearing with a suit - I can't remember the last time I wore these.
Brown leather for things I don't want to wear with the black - ditto.
White tenny things for working out - *cough* ditto
Moccasins for around the house - every day
Leather boots for rainy/snowy/cold days - a few weeks ago
Ginormous rubber/leather things for shoveling snow - last year
Also assorted older tennis shoes and so on kept for grubby jobs - last year, but it's getting to be that time again.
If you live in LA and don't do anything active, then yes, two pair might be sufficient.