I used to have a couple of bowlers that I wore with suits. The kids found the white one and it got stained behond the ability to be dry cleaned, and the black one (which was a wedding gift from my parents) got crushed when I moved.

These days I pretty much just wear baseball caps. The best ones have the thickest coating of grease and the stitching is falling out.
Since this thread isn't about baseball caps, I won't post any pics.