Definitive proof that a sweater vest and a white and black long sleeve shirt look awesome when worn together. Complement this look with dark brown leather brogue boots et voila, your ensemble is complete. In the colder months, when warmth is above all, it can be easy to settle for a less-than-stylish outfit in the name of practicality. But this outfit is a striking illustration that you can actually stay warm and remain equally stylish in the colder months. This outfit illustrates that figuring out how to dress stylishly as you step into your 50s is not particularly hard.