You'll be amazed at how easy it is for any gentleman to put together a laid-back getup like this. Just a shirt jacket and jeans. You could perhaps get a little creative with shoes and play down your look with beige athletic shoes. In the winter months, when functionality is everything, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble proves that you can actually stay comfy and remain equally stylish in the winter months.