I'm going to a party in Florida where I'll be wearing brown shoes and a belt - which would mean brown watch. However, I think the black watch is cooler and would rather wear that. Would you be opposed to putting the brown strap on the black watch or would that be tacky?
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The brown strap white watch is an absolute yes, it's an accessory like a belt. The black watch is a bad idea period, a brown strap on a black watch is worse than just wearing the black strap black watch IMHO
The reality: the vast majority of people won't notice or care. It depends on the crowd and who you're trying to impress
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