This pairing of a light blue short sleeve shirt and dark brown chinos is the ultimate off-duty style for any gent. On the fence about how to complete this look? Rock dark brown leather casual boots to ramp it up a notch. This combination is a viable pick if you're putting together a cool outfit for summer-to-fall weather. This combination illustrates that figuring out how to dress well as a guy in his 30s is not that hard.