To assemble a relaxed look with an urban take, you can dress in a white and navy horizontal striped long sleeve t-shirt and black cargo pants. And if you want to immediately perk up your ensemble with a pair of shoes, introduce a pair of black and white canvas low top sneakers to the mix. This one is a smart pick when it comes to a killer outfit that will take you from summer to fall. This outfit illustrates how 30-something men kill in the style department.