Hats?

[GDub]

I think a solid color would look better, but it's hard to tell from the photo because it's kind of overexposed around your head.

When I wear a flatcap (I have several, all in solid colors) I almost always wear it backwards, "Samuel Jackson" style. I don't own a news boy cap so I'm not sure how it would look backwards.

[socalferg]

The tweed plays!

I have flat caps in brown and charcoal tweed that I wear with my kilts and I believe this works well.