Teaming a blue plaid blazer and navy jeans will allow you to flex your expertise in menswear styling even on lazy days. Bring a different twist to this look by slipping into dark brown suede oxford shoes. In the winter months, when comfort is the priority, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. But this ensemble is a good illustration that you can actually stay comfy and remain stylish during the winter months.