Try teaming a grey short sleeve shirt with navy jeans for both stylish and easy-to-create outfit. And if you want to effortlessly level up your ensemble with a pair of shoes, introduce casual boots to the equation. During the winter months, when practicality is above all, it can be easy to surrender to a less-than-stylish getup in the name of functionality. But this getup is a striking example that you can actually stay toasty and remain stylish at the same time during the winter months.