If the setting permits casual styling, team a black blazer with blue skinny jeans. A cool pair of black leather knee high boots pulls this look together. During the colder months, when warmth is the priority, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. This outfit, however, is a clear example that you totally can stay warm and remain incredibly stylish at the same time in the colder months.