Wear a white long sleeve t-shirt and grey check chinos for a casually cool and fashionable getup. To give your overall look a dressier touch, why not complete this ensemble with black leather loafers? This look is also ideal if you're scouting for summertime wear to get through a tedious day. As you're transitioning from a kid to a teen guy, you probably want to start dressing more like a grown-up. If that's the case, combos like this come in handy.