A black shearling jacket looks especially cool when paired with black chinos. If you don't want to go all out formal, complete this outfit with a pair of navy leather low top sneakers. Piecing together a standout getup can be a bit difficult at times on its own. Enter uncomfortably cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your wintry outfit inspiration. When it comes to casual style for men in their thirties, this ensemble is perfect.