Putting together a white and blue dress shirt and dress pants will prove your outfit coordination prowess. Black leather derby shoes will give a fun touch to this getup. During the colder months, when comfort is everything, it can be easy to surrender to a less-than-stylish getup in the name of convenience. But this getup is a clear example that you totally can stay snug and remain stylish during the colder months. As a 30-something Millennial gent, you want to start dressing in a classier manner. If that's the case, inspiration like this comes in very handy.