For an outfit that's nothing less than envy-worthy, consider teaming an overcoat with a black crew-neck t-shirt. Add black and white canvas low top sneakers to the mix to make a dressy look feel suddenly edgier. If you're looking for a comfortable transition look, look no further. As you're transitioning from a kid to a teenage guy, you probably want to look a little older than your age. In this case, combinations like this come in useful.