One thing I remember about my dad is that he always wore hats. Later on, when my hairstyle came to be more and more like his (gone), I realized why he did it.
My earliest memories of dad's hats were of the fabric fedora work hats he always wore. The picture of him under the tree shows one. They were cotton, I think, stiff and rugged. I wish I could find one like it today.
Later, he switched to caps. But, and you can see this from the photos, he always wore them, hats or caps, cocked over one eye. Never straight. I don't think he favored one eye above the other, but always that slight tilt to the cap.
I've tried to wear hats and caps the way he did, but, frankly, it drives me crazy.