The combo of a grey crew-neck t-shirt and white chinos makes this a solid casual look. Wondering how to round off? Complement your outfit with a pair of work boots to shake things up. In the colder months, when warmth is imperative, it can be easy to surrender to a less-than-stylish ensemble. However, this ensemble is a striking example that you can actually stay comfortable and remain equally stylish during the colder months. As a middle-aged gentleman, you'll like this getup.