For a look that's nothing less than envy-worthy, team a grey overcoat with grey dress pants. On the fence about how to finish off? Add a pair of loafers to the mix to shake things up. In the colder months, when warmth is key, it can be easy to surrender to a less-than-stylish outfit in the name of practicality. This outfit, however, is a bright example that you totally can stay comfortable and remain equally stylish in the colder months. Looking for dressing tips for 40-something gents? This pairing definitely goes to your inspiration folder.