For a look that's worthy of a modern sartorial-savvy man and effortlessly classy, wear a navy blazer and beige chinos. When in doubt as to the footwear, go with a pair of tan casual boots. This getup is a savvy idea if you're planning a standout outfit for summer-to-fall weather. Scouting for dressing tips for 40-year-old gentlemen? This pairing is pretty inspiring.