Dante’s Inferno
The very worst hells are the ones of our own choosing and Dante’s Inferno is pretty much the original hell in all but name. You’re Dante, a Crusader in the Middle Ages, and you just killed a lot of innocent people. Your sentence? To hunt down all of Satan’s BFFs all with rock-hard abs and a styling cross tattoo to atone for all your sins. Lust, gluttony, greed, anger – yep, it looks like the gang’s all here for a psychotherapy from, well, hell, and it’s just you, your scythe, and nine demon-spawn to play Twister to reunite with your love, Beatrice.
Maybe you get a good word put in for you in the afterlife, or maybe you suffer in forever. Damned if you do, really damned if you don’t, as the case may be, but what the hell? You might as well try. You can’t sink any lower, right?