If you feel more confident in comfortable clothes, you'll like this on-trend combination of a dark brown shearling jacket and chinos. Complete your getup with a pair of black and white athletic shoes to infuse a dose of stylish casualness into your ensemble. Can you see how very easy it is to look seriously stylish and stay warm when colder weather comes, thanks to this getup? A perfect example for anyone who wonders how to dress as a teenage boy.