This relaxed casual combo of a tan harrington jacket and light blue ripped skinny jeans couldn't possibly come across as anything other than devastatingly dapper. Introduce high top sneakers to the equation and you're all set looking killer. So if you're on the hunt for a kick-ass outfit that will take you from winter to spring, look no further. Men who wonder how to sport modern casual dressing as you cruise through your 20s, you have your answer.