hmmm. i dont think the game result had any impact on the final judgment, but was only to reveal the true nature of them. Or so that is how i percieved it. She kept lying till the end till the moment she thought she had won, and the game show both their true colors. Judgment was bout what they did while they were alive, the guy while acting a bit fucked up in the bar, was a ok person in life, yeh he caused the crash but no purposely.. she was a real bitch so well...
Bout magic, well technically, the bar is a sort of gateway before your soul going to its next place, so supernatural things like that are kinda not so strange? The rules of the game, and the pain they caused and how they caused it was just a way to reveal themself.