I didn't know it was a classic question and subject of fashion debates. I joined this forum just to ask this question. I have bought a pair of brown shoes for office wear. I didn't know (don't hate me for this, I'm not a fashion expert) that I cannot match it with black pants. Now I'm figuring out which pants I have can go with it. Can gray be paired with it? If not, I need advise from you fashion experts, what color can go with these new shoes?