When the situation allows casual style, consider wearing a dress shirt and blue jeans. You can take a more laid-back approach with footwear and complete this look with a pair of black lace-up flat boots. In the winter months, when comfort is crucial, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble is a bright example that you can actually stay snug and remain stylish at the same time during the winter months.