Rock a black shearling jacket with grey dress pants if you're aiming for a clean, dapper outfit. Now all you need is a cool pair of black leather loafers. In the winter months, when warmth is a must, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. However, this ensemble is a striking example that you can actually stay comfortable and remain stylish at the same time in the winter months.