This off-duty pairing of a sweatshirt and grey chinos is super easy to throw together without a second thought, helping you look dapper and prepared for anything without spending a ton of time rummaging through your closet. Want to dial it down when it comes to shoes? Add a pair of grey high top sneakers to the mix for the day. If it's one of those dreary autumn afternoons, what better to brighten it up than a sharp ensemble like this one? This combo suggests how to dress well as you make your way through your teen years.