Dante's Divine Comedy is a classic. The novel metaphorically describes humanity's ultimate descendence to his/her lowest point (inferno) and conversely, humanity's ascendence to his/her highest point (paradiso). Dante was a wealthy Tuscan whose property was ultimately confiscated by the authorities. Dante also suffered other injustices because he elected to confront the authorities of the day. In his novel, he placed many noted authority figures in Hell. In your opinion, what figure, noted and/or otherwise would you place in Hell.
If Hell is a place of eternal torture, I don't think I could place anyone there permanently. If anyone deserves punishment, however, I'd say it would be those who torture/kill children, old folks, or animals.
I've had to read Dante's work a couple of times now throughout school, and every time I can't help but wonder how it would read if Dante wrote it during the 21st century. Let's be honest, half of the individuals Dante describes in each circle are personal acquaintances that have wronged him in some way. Nonetheless, I wonder what popular contemporary figures would wind up in each circle. I know I didn't quite answer your question, but it just sparked my memory. Oh well, food for thought!
Your forum topic sparked a little flame in me, so I wrote the article I had been pondering over for a while. I am still a newbie to this whole thing here, but check it out if you want! I just threw some popular celebrities in their corresponding circles of Hell as described by Dante. Hope you enjoy it, and thanks for the idea!