A white dress shirt and navy jeans are the kind of effortlessly elegant pieces that you can style a myriad of ways. Get a bit experimental in the shoe department and spruce up this ensemble by slipping into a pair of brown leather tassel loafers. So as you can see, this ensemble is a really good choice, especially for transeasonal weather, when the temperatures are dipping. And if we're talking dressing ideas for 40-year-old gents, this combination is perfect.