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I don't know if this belongs here or the off topic. Please move if it needs to be.
What kind of evil, vile and mean things have you done to your players? Anyone ever put the "head of vecna" in a game? Perhaps the "magic box" as from the Oglaf webcomic (warning that is NSFW if you are googling it now).
I had in game once a half green dragon rust monster. It took out the fighter's armor and left with with his skivvies, bastard sword and a shield. He found later on in the caverns of the adventure we were on a set of armor. He ignored the runes and the spikes...even the somewhat demonic head. Each day it leeched from him a small amount of XP and/or HP but granted him cool powers. The real deal was this was a demon that was skinned alive and made into armor by some evil warlock. When it became strong enough it became a "awakened half fiendish animated object" and attacked the party.
Not as cool as some of the stuff I have heard about...but still not bad for a low to middle level game.