For a casually smart look, choose a brown houndstooth overcoat and blue jeans — these two pieces play really well together. Dark brown suede desert boots integrate smoothly within a ton of ensembles. In the colder months, when warmth is imperative, it can be easy to settle for a less-than-stylish outfit. This outfit, however, proves that you can actually stay toasty and remain stylish during the colder months. So if you're on the hunt for a little classier combo for a teenage boy, this one fits the bill.