Effortlessly blurring the line between dapper and off-duty, this combination of a crew-neck sweater and tobacco chinos is bound to become your go-to. Infuse a sense of stylish casualness into this getup by rocking light blue athletic shoes. If you're looking for an easy-to-transition outfit, this is it. Those wondering how to dress with style as you work your way through your 20s, you have your answer.