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I would keep the Dalton's gray but I would be buying them to be strictly casual. The distressed Long Branch just doesn't hit home for me. I don't like buying new distressed stuff. Let it "patina" naturally lol
 
my biggest issue with odd color shoes is finding a belt that matches
I think the McTavish's would be an easy match with a black belt, since the soles are black. You can always swap out laces too and match belt to the laces, I have some suede Cole Haan wingtips that I put red laces in and wear with a red belt
 
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