If you feel more confident in practical clothes, you'll like this on-trend combination of a light blue long sleeve shirt and a tank. Add a different twist to an otherwise mostly dressed-down getup with a pair of black leather chelsea boots. During the colder months, when practicality is paramount, it can be easy to surrender to a less-than-stylish ensemble in the name of functionality. This ensemble, however, is a shining example that you can actually stay snug and remain stylish during the colder months.