A charcoal turtleneck and navy chinos? It's easily a wearable look that any guy can wear on a daily basis. Clueless about how to round off this look? Wear a pair of dark brown suede derby shoes to amp it up a notch. When it's one of those dull fall days, what better to spice it up than a stylish getup like this one? This ensemble is the perfect answer to the question of how to dress your age as you move into your 40s.