Dapper yet practical, this ensemble is comprised of a navy gilet and a grey hoodie. Puzzled as to how to round off? Complete this outfit with a pair of black and white athletic shoes to switch things up. A cool outfit that will take you from summer to fall like this one makes it very easy to embrace the new season. Gentlemen who wonder how to sport cool casual looks as you drift through your 20s, this combo should answer your question.