This combination of a denim shirt and navy jeans is on the casual side yet it's also on-trend and incredibly stylish. Grey athletic shoes are the simplest way to give an element of stylish casualness to this getup. When sunny days set in you're looking for an outfit to keep you cool and seriously stylish –– this look is ideal for this time. This getup shows that as a middle-aged gentleman, you have a wide range of styling options.