That ignores the context, especially the mood of the user. In a game, you can use the joking/whining/playful messages, the user after all wants to play games and is probably in a playful mood. In the OS UI, that would be a big no, as the tone of the dialog could conflict with the mood of the user, over which you have no control. This could further aggravate the user, who is just trying to get something done.
Funny. I'd love to see an emo version of Vista. Or maybe not :P
God, the current version manages to inflict damage on itself with ease, not to mention all the "fatal" errors. If this isn't an emo operating system, I don't know what is.