Pair a double breasted blazer with dark green dress pants for a chic and polished look. Dial down the dressiness of this getup with a pair of dark brown leather double monks. In the colder months, when functionality is crucial, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. But this ensemble proves that you totally can stay comfortable and remain stylish at the same time during the colder months. This is a look you, as a 30-something Millennial gent, can always rely on.