Such essentials as a blazer and chinos are the perfect way to introduce extra elegance into your daily lineup. Get a bit experimental on the shoe front and introduce a pair of black leather chelsea boots to the mix. During the colder months, when warmth is key, it can be easy to settle for a less-than-stylish ensemble. This ensemble, however, is a striking example that you totally can stay comfy and remain stylish at the same time during the colder months. Dressier looks like this work handsome on teen guys.