A black bomber jacket and black and white sweatpants are a good go-to outfit to keep in your wardrobe. To give your getup a more relaxed touch, introduce a pair of white athletic shoes to your ensemble. When it's one of those dull autumn days, sometimes only a knockout outfit like this one can get you out the door in the morning. Guys who are curious how to dress well and look good as you work your way through your teens, you have your answer.