Sometimes I manage to combine hats AND tentacles
Meet Fate. (If you haven't met him before that is.) Fate turned up in my sketchbook, dangling under a hat while hovering over a depressed horse that was considering throwing himself under a passing truck. Three pages, an exploding ice cream factory, and a bus full of nymphomaniac Swedish athletes later he wandered off the page leaving a bemused, but no longer suicidal, horse behind him. I possibly won't get round to presenting the world with that strip but Fate turned up again few days later (with less gratuitous nudity involved).
I like this guy