Why not choose a denim jacket and a white henley shirt? Both items are totally comfortable and will look awesome when paired together. Dial down the casualness of this ensemble by sporting black leather brogue boots. During the colder months, when warmth is crucial, it can be easy to settle for a less-than-stylish look in the name of convenience. However, this look is a stark illustration that you totally can stay comfortable and remain stylish at the same time in the colder months.