For effortless style without the need to sacrifice on practicality, we turn to this combo of a dark green puffer jacket and blue ripped jeans. Balance out this outfit with a more laid-back kind of shoes, like this pair of work boots. When spring is in full effect, you'll love this getup as your go-to for transeasonal weather. Men who are curious how to wear cool casual dressing as you work your way through your 20s, you have your answer.