Be as fucked up as you want.
Are you sure?
Do you really want nightmares?
Alright then.
I'd make Winbloze automatically visit secretly M$ sponsored child porn sites, and then report them to the police. These sites would feature 6 year old virgins been arse fucked, beaten, forced to eat dogshit and then finally being slowly lowered into sulphuric acid.
I hope that's fucked up enough for you.