Why not pair a tobacco shearling jacket with black jeans? As well as very practical, both of these pieces look amazing when matched together. Black leather derby shoes will easily polish off even your most comfortable clothes. In the colder months, when comfort is critical, it can be easy to settle for a less-than-stylish look in the name of convenience. However, this look is a good illustration that you totally can stay snug and remain equally stylish during the colder months. All in all, an ideal example of smart casual fashion for 30-something gentlemen.