For a casually classy look, wear a black overcoat with jeans — these two pieces go perfectly well together. Hesitant about how to complete this look? Finish with a pair of black leather derby shoes to amp it up. When temps are dipping and autumn is setting in, you'll love this combination as your uniform for summer-to-fall weather. On a mission for dressing tips for 60-something gentlemen? This combination should definitely go to your inspiration folder.