For comfort dressing with a fashionable spin, you can rely on a light blue dress shirt and black skinny jeans. The whole getup comes together wonderfully if you add black leather ankle boots to the equation. In the winter months, when comfort is above all, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. However, this outfit is a striking illustration that you totally can stay cozy and remain equally seriously chic in the winter months.