If you feel more confident wearing something functional, you'll appreciate this street style combo of a hoodie and a grey crew-neck t-shirt. Don't know how to finish off your outfit? Rock black leather casual boots to kick it up. During the winter months, when practicality is a must, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a good illustration that you totally can stay toasty and remain equally stylish during the winter months. When it comes to casual style for 30-something Millennial gentlemen, this getup looks great on most guys.
