This combo of a navy bomber jacket and a charcoal crew-neck t-shirt is indisputable proof that a simple off-duty ensemble doesn't have to be boring. Here's how to dial it down: white athletic shoes. Planning a pulled together outfit can be a bit daunting on its own. Enter below-freezing temperatures into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your wintry inspo. Casual combinations for stylish gentlemen over 30 aren't actually that hard, as you see.