Pair a navy long sleeve shirt with a tan crew-neck t-shirt for a relaxed look with a contemporary spin. A pair of black leather chelsea boots will put a different spin on an otherwise utilitarian getup. In the colder months, when warmth is a must, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. But this outfit is a shining example that you can actually stay cozy and remain stylish in the colder months.