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I cannot carry a black bag with brown shoes but I can carry a brown bag with black shoes. I don't know why but it bothers me. I'd go with a neutral colored bag if you're concerned about it clashing. I carry a metallic bag everyday and it goes with everything and that works for me!!
This question has always confused me too. I bought a black bag with brown trim, so that I can wear it with either brown or black shoes.
I'm considering purchase a black leather messenger bag. Most of the time I use brown shoes and belt. Can a black bag be used with "everything", or is it best with black bag/black shoes, brown bag/brown shoes? What's your opinion?
VuittonPrince, I'm late to this thread, but I LOVE your outfit!