To achieve a relaxed look with a fashionable spin, wear a grey shirt jacket and a long sleeve shirt. Finishing off with black leather slip-on sneakers is an easy way to introduce an element of stylish nonchalance to your look. As you can see, it's super easy to look seriously stylish and stay snug when cooler weather hits, all thanks to looks like this one. Rock this ensemble to look a bit sleeker than a regular teen.