My candidates for the best dressed men in the apparel business tend to be Italian. Mind you, Italian dressing is often over the top for my taste. But one man who always looks good is Luciano Barbera, nattily dressed in the photo for a weekend afternoon. Suede shoes (probably chukkas), flannel trousers and an odd jacket with patch pockets in a classic palette of browns, blues, gray, and green.
The pièce de résistance is the pocket square. It relates to nothing else. And yet it does. Brilliant.