Originally Posted by Achilles_
Brown experts... I need help pairing shoes with my dark brown trousers. The trou are flannel if that helps. I plan on pairing them with a light blue shirt and navy v-neck sweater. (casual Friday) Do i wear my burgundy wingtips? My dark brown suede derbys? My chocolate brown cap-brogues? Or my lighter brown (almost olivesh) whole cuts?
In my opinion, you pick the pair that is either 1) closet in color to the pants or 2) provides the most contrast - depending on what you like. Sometimes, when brown shoes and brown pants are off just a bit, it can look kind of funny.
Since the pants are flannel, you also want a heavier shoe - probably the wingtips or suede derbys.