Writing as I answer...
Do you enjoy violent movies and video games?
Wish there was another option. Not a fan of violent movies (I don't mind them, but I tend not to seek them out), and I'm only a fan of violent games if the gameplay's good. Putting yes, but it's not quite as true as it looks.
Have you been to a strip club?
I figure that if I was playing a gig and there were no naked ladies, it doesn't count.
Have you wished bad things upon your fellow countrymen?
Bit ambiguous for me. I don't want Piers Morgan to die, per se, but I'd love three ghosts to visit him at christmas, teach him to be less of a cunt, and then kick him in the teeth (just for good measure). Ditto the writers of the Daily Mail. I've never gone "I really hope my fellow countrymen will all die in a fire and then stub their toes." Went for "yes," don't know how generally they're speaking. Could've phrased that a lot better.
Have you ever taken pleasure in someone else's misery?
Piers Morgan got punched on a plane. I rejoiced.
Rich men and women deserve every penny and should spend or save their wealth as they wish.
Some people are only rich due to a happy accident, say via birth, but a successful businessman should do what they want with their wealth. I think if you make money doing something you shouldn't be obliged to spend it on other stuff. I've got a feeling my true's gonna be construed as sinful, which is why I'm justifying it now.
And the winner is...
Level 6!
Level Who are sent there? Score
Purgatory Repenting Believers Very Low
Level 1 - Limbo Virtuous Non-Believers Low
Level 2 Lustful Moderate
Level 3 Gluttonous Low
Level 4 Prodigal and Avaricious High
Level 5 Wrathful and Gloomy High
Level 6 - The City of Dis Heretics Very High
Level 7 Violent Moderate
Level 8- the Malebolge Fraudulent, Malicious, Panderers High
Level 9 - Cocytus Treacherous Low
That said, though, I'm an agnostic who is of the firm belief that your belief in a God cannot constitute a sin in the eyes of any potential higher power, so I disregard Level 6 entirely. Archaic, and only works if you model God as a creature capable of feeling such petty human emotions as as jealousy. Which is complete nonsense.