A grey crew-neck t-shirt and a long sleeve henley shirt are an urban pairing that every modern man should have in his wardrobe. Complete this getup with tan suede cowboy boots to keep the look fresh. As you can see here, it's super easy to look amazing and stay snug when cooler weather hits, thanks to this look. Think you can't pull off modern off-duty dressing as you get older? This combination is a vivid demonstration of otherwise.