I know that this topic has probably been beaten to death and written up everywhere as a fashion no no, but I have been gravitating towards my brown shoes more now than ever. I usually see myself as having good fashion sense, but all the talk about these two colors clashing is giving me second thoughts. So I own a pair of these John Varvatos dress oxfords that are dark brown (distressed wood) color. I use it as my every day work shoe and will pair it with designer denim or chinos. I don't need to wear dress pants or suits for work and I find these very stylish yet simple. My question is that I have been wearing these with black chinos and denim and was wondering if it's a fashion no-no. I pair it with a matching color belt and usually a plaid shirt for a more casual look. I know that there is not that much contrast between these and black pants, but I find it very complimentary. What do you guys think? I think that the black stitching and sole helps blend the two. I'm going out to dinner at a nice restaurant this week and thinking of wearing a black designer denim, the shoe above, and pairing it with a nice Boss brown corduroy blazer. Will that work? I just don't see wearing black shoes when I have a dark brown blazer. I love these shoes so much that I'm thinking of getting to boot new york's warwick ash gray / brown oxfords below. Should I bother getting them or spend the money on a black shoe instead? I only own one pair of nice black oxfords that I usually reserve for special occasions or when wearing a suit, but don't have a pair that I wear regularly that is both dressy and casual like the two pictured above.