Would it look alright to wear a taupe suede desert boots with khakis with colors little lighter than the dbs, with a white dress shirt, and a navy blazer? Or should I go with darker shoes? It all sounds great, except for the titanic cliche that is the navy blazer and the solid-solid-solid composition. You sound like a progressive guy; you should try something a little more original. How about a navy cardigan instead? Or a brown blazer? Something with some texture or pattern?