Such items as a crew-neck t-shirt and brown chinos are the ideal way to inject subtle dapperness into your day-to-day casual rotation. Make a bit more effort with footwear and introduce a pair of casual boots to the mix. Can you see how extremely easy it is to look sharp and stay snug when colder weather arrives, all thanks to outfits like this one? If you're often not sure how to dress age-appropriately, this combo is a safe bet.