A turtleneck and grey wool chinos will introduce serious style into your current off-duty rotation. Complement this ensemble with a pair of charcoal double monks to completely jazz up the ensemble. During the colder months, when warmth is everything, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. However, this outfit is a striking illustration that you can actually stay comfy and remain equally stylish during the colder months. This pairing shows that even in your 50s your outfit options are still far from limited.