A burgundy shirt jacket and brown plaid chinos are amazing menswear staples that will integrate wonderfully within your current arsenal. A pair of derby shoes effortlessly turns up the wow factor of this look. This one is an appealing choice if you're picking out a knockout ensemble that will take you from summer to fall. As you're maturing from a kid to a teen guy, you probably want to start dressing more like an adult. That's when ensembles like this are a solid bet.