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#1 is more versatile although I like both.
 

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They are both nice but, I've really developed a liking for chestnut/chili/walnut/cognac range of colors. So put another vote down for the 2nd shoe!
I too am a big fan of AE chili, though for some reason I think it looks better on styles other than the one in question. That's just my preference.
 

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Presuming you can't justify getting both...

...my vote is for the second pair. I don't think they would be less versatile, though I assume many members of this forum could present convincing arguments for why I am incorrect (and I would take it as a learning opportunity if you did).
 

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Second pair.

I love the brandy/chestnut colors on shoes. Ultimately it depends on what sorts of pants/suits you will wear it with.
 
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