Consider teaming a denim jacket with a white and red crew-neck t-shirt for a comfy look that's also put together. Get a bit experimental when it comes to footwear and smarten up your getup by finishing off with black studded leather derby shoes. As you can see, it's very easy to look on-trend and stay comfortable when chillier weather arrives, thanks to this ensemble. This is an ensemble you, as a teenage guy, can always count on.