A grey crew-neck t-shirt and black sweatpants are the kind of a tested off-duty combo that you need when you have no time to plan a look. And if you wish to effortlessly dial up your outfit with a pair of shoes, introduce a pair of black leather low top sneakers to your outfit. There's nothing like a kick-ass combination to spice up a dreary autumn day. This is a practical illustration of how to dress well and look good as a teenage boy.