If you're scouting for an off-duty and at the same time sharp ensemble, consider teaming a charcoal long sleeve shirt with black chinos. Feeling adventerous? Shake up your getup by finishing off with a pair of white leather low top sneakers. As you can see here, it's very easy to look stylish and stay warm when chillier weather comes, all thanks to outfits like this. When it comes to dressing ideas for middle-aged men, this combo is ideal.