For a casual getup, dress in a white crew-neck t-shirt and blue jeans — these items work nicely together. Introduce navy and white athletic shoes to the equation to make a mostly classic outfit feel suddenly edgier. A good illustration of comfortable style, this look must be in your sartorial arsenal this winter season. This getup is a huge inspiration to anyone who had doubts about donning casual outfits as a middle-aged gent.