Oh, by the way, on the captoes, I personally think that (1) you should never wear black dress shoes with khakis (with a potential exception being penny loafers), and (2) whether a pair of dress shoes of any type can go with khakis depends on the cut of the khakis. The Polo captoe you noted has a pretty narrow toe, which would look really bad IMO with pants with a really wide leg opening. So, I wouldn't wear even the brown ones with say "bootcut" khakis or J. Crew distressed chinos, etc. But, in terms of a shoe that would pair nicely with slacks or a dressier cotton pant, I think they totally fit the bill.