Collaborations are snowballing in the world of men’s fashion. For better or worse. Despite many hits and failures, J.Press’ decision to design an exclusive line of updated prep wear for a new generation of stylish men definitely catches our eye — no matter how much it may put off traditionalists. To wit: the J.Press Wool Vest ($88) is a perfect addition to your winter work wardrobe. Made from a wool polyester blend, the vest offers a nice balance between formal and casual wear while still providing warmth.

Buy Now: $88