I wear my walnut strands with jeans when I wear a blazer and dress shirt with jeans. For the most part I only wear my strands on special occasions as they are my nicest pair of shoes I own. Also, I generally purchase the same size shoe regardless of the last. I own 3 pairs of AE to date, and for the most part that rule has worked out. The exception is with the Malvern which are a bit loos so I wear a thicker dress sock.