Effortlessly blurring the line between cool and casual, this pairing of a white and black check long sleeve shirt and a black long sleeve shirt will likely become one of your go-tos. Finishing with black leather brogue boots is a simple way to introduce a bit of zing to your look. In the winter months, when warmth is prized, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble is a good illustration that you can actually stay snug and remain equally stylish during the winter months.