Fandom Day, where the resident Sith finds all those horrendous Mary-Sue stories about him. I am not sure if he will be disgusted by the idea, or follow the road-side wreck way of thinking and cannot stop looking.
And Fairytale Week, that one gives me ideas. Though I'm not sure which of my characters should be the star of either Rogers & Hammerstein's Cinderella or Beauty & the Beast
And all other malfunction days sound great as well.