If you're hunting for an off-duty but also dapper ensemble, choose a dark brown cardigan and blue jeans. And if you wish to easily ramp up your ensemble with a pair of shoes, why not introduce casual boots to the equation? Piecing together a pulled together outfit can be a bit challenging on its own. Add below-freezing temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your winter fashion inspo. In search of dressing ideas for 50-something men? This getup is pretty inspiring.