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15 Best Socks to Wear with Brown Dress Shoes wearing a gray suit or gray trousers with brown shoes, ground the two neutral tones with a pair of gray socks.If youre Trouser color: Light or dark gray Sock color: Fossil or charcoal gray Shoe color: Cognac, walnut, bronze, or medium brown 2 Wear brown socks with brown shoes for a monochromatic look