I recall a game, Circus Imperium or somesuch set in the Renegade Legion universe, where you as charioteer had the option of whipping your beasts to get them to run faster. Each time you whipped your beasts, a roll was made to see if they turned on you and ate you. Black humor, baked in, but can one object?
Well, at least the beasts get a chance to get their own back at you. That redresses my sense of justice somewhat.
...A pirate game where pirates sack towns and take treasure and slaves sounds about the same level of odium as that card game where the players portray pimps with their stables of sex slaves.* I'd rather play the pirate game.
Or
Cards Against Humanity, which is deliberately structured to create amusement through completing phrases as offensively as possible. I've never played it myself, but I can easily imagine hitting some card combo that would squick me out enough to seriously mitigate the fun factor (and if I suspected another player was picking combos in a deliberate attempt to offend me personally, that would be reason enough never to play with that person again).
(In case nobody has noticed, I have a very large streak of priggish prude in my nature, but I at least try to admit it and compensate for it.)
It basically comes down to a fundamental question: Should seriously immoral or criminal activities be treated as fit subjects for jokes or sympathetic entertainment, especially if the result of doing so is at best to teach audiences to dismiss those issues as insignificant, and at worst may actually wind up encouraging audiences to partake in them? One can wholly support the right of free speech that says no
law should attempt to restrict this, while still making an argument for supporting
cultural mores that discourage it. I have no problem with a game like
Pimp! existing, so long as it has the appropriate warning labels, it isn't sold to children, and I have the right to say what I think of it and to ignore its fans gushing about it without putting my freedom or livelihood at stake.