A sweatshirt and khaki chinos are veritable menswear must-haves if you're piecing together a casual closet that holds to the highest sartorial standards. To give your overall look a more polished aesthetic, add chelsea boots to the mix. Can you see how super easy it is to look stylish and stay comfy when colder weather hits, thanks to this look? Your teen years is a great time to learn how to dress sharp. And it's easy with inspiration like this.