Consider wearing a cardigan and grey chinos to put together an effortlessly refined and modern-looking outfit. To bring a bit of classiness to your outfit, add a pair of black leather derby shoes to your outfit. This ensemble is super functional and will help you out in in-between weather. As you're maturing from a kid to an adolescent boy, you probably want to look a little older than your age. If that's the case, outfits like this come in very handy.