If you're on a mission for a relaxed yet stylish ensemble, consider pairing a white and black gingham long sleeve shirt with black chinos. And if you wish to immediately up the ante of your ensemble with a pair of shoes, complete your look with black leather derby shoes. This combo is a viable choice when it comes to crafting a standout ensemble for transitional weather. So if you're scouting for a little dressier combo for a teenage boy, this one is great.