3 is far too few - in any event:
(a) black oxfords for business / formal;
(b) brown chelsea boots - e.g. RM Williams Craftsman;
(c) brown / burgundy (e.g. cordovan colour #8) open laced brogues with rubber sole for wet weather
Both (b) and (c) are very versatile, and can be worn with chinos, flannel trousers and jeans.
What is missing are hiking boots, sports shoes, loafers, chukkas - equally essential, or close to.
Edited by bhall41 - 9/13/11 at 10:59pm