A vest and leggings are the kind of beyond chic casual essentials that you can wear for years to come. To introduce a bit of glam to your look, introduce black leather over the knee boots to the mix. In the colder months, when functionality is crucial, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. But this ensemble is a vivid example that you totally can stay comfy and remain equally stylish in the colder months.