Nice Hat/Newspaper Comics


 * Perhaps not quite the same, but in the newspaper comic Curtis, the title character often gives commentary on the church ladies' more and more extravagant (and silly) hats.
 * Curtis himself is always seen with an oversized green cap -- he even sleeps with it on.
 * One arc had the Pope touch Curtis' hat in blessing -- and then a small horde of nuns (who all looked identical) showed up and demanded the hat so they could venerate it as a holy relic!
 * Dick Tracy is almost never seen without a retro-stylish fedora. In this strip, he explains that he'd rather have a hole in his hat than in his head.
 * The Other Wiki reminds us that Andy Capp's "iconic checked cap is always pulled down over his eyes, even when he is napping or bathing."