Quote:
Originally Posted by
mafoofan 
At the end, you'll all realize you only need the One.
But seriously, I think you can go with calfskin brogued cap oxfords 90% of the time and never miss a tick. Then you'll need black captoes for when you need to be absolutely business formal or are attending a funeral (knock on wood). A pair of patent oxfords or slippers or whatever will do for when you must dress black tie. Everything else is gravy, no? I view seasonality in shoes as a bonus, not an absolutely necessary consideration (though there are certain things that can only be worn at certain times).
I'll have to pretty much agree with that, you need to pairs of shoes:
black captoe
brown wingtip
Someone that only wears CM for office work and has to be very dressed up should replace the brown wingtip with a black pair. In fact a major advice for SF readers would be to embrace black shoes. Another point specific to SF would be to stop with the super sleek and eccentric shoes with comparatively sedate suits; there can be no part-time or halfway dandies, go hard or go home.
The rest is optional or for specific usage (say something for black tie). I don't follow that advice but then this thread is the little brother of the good taste thread not the maximalist, clotheshorse or fashion whore thread.