Wear a black quilted gilet and blue jeans for an outfit that's both street style and on-trend. If you want to easily bump up your outfit with a pair of shoes, why not complement this outfit with a pair of black leather casual boots? In the winter months, when functionality is top priority, it can be easy to surrender to a less-than-stylish look in the name of practicality. However, this look is a striking example that you can actually stay comfy and remain stylish during the winter months.