This laid-back combination of a white and blue vertical striped dress shirt and blue ripped jeans is a solid bet when you need to look cool and relaxed but have no extra time. Complement this outfit with tobacco leather monks to instantly spice up the outfit. It's a viable pick if you're piecing together a kick-ass look for in-between weather. Men who are curious how to pull off cool casual looks in your 30s, you have your answer.