For an urban look without the need to sacrifice on functionality, we turn to this combination of a red and black check flannel long sleeve shirt and light blue jeans. Add black and white canvas low top sneakers to the equation and you're all done and looking killer. This combo is a viable idea when it comes to crafting a well-coordinated ensemble for transeasonal weather. Men who wonder how to pull off modern off-duty outfits as you work your way through your 20s, this ensemble should answer your question.