This is definitive proof that a navy long sleeve shirt and black dress pants look amazing when paired together in a polished outfit for today's man. When in doubt as to what to wear in the shoe department, stick to black leather derby shoes. It's a viable option when it comes to crafting a well-coordinated look for transeasonal weather. So if you're looking for style inspiration for dressing as you slip into your 40s, this combination is a good example.