42. O.J. Simpson
Charges: Jesus H. Christ, man. You literally get away with murder, to the astonishment of anyone capable of tying their own shoes. Then you write a book, coyly framed as hypothetical, in which you explain slicing and dicing your ex-wife and some poor shlub by describing her as a pain in the ass. You know the whole country is still gunning for you. And yet, you feel it sensible to try your luck one more time, because some guy in Vegas is selling a football you signed? Sure, O.J.s sentence was too harsh to believe he wasnt being punished for previous crimes of which he was acquitted, but did anyone think that wasnt going to happen? O.J. could get 33 years for pissing on a tree, and he knew it, so at a minimum the whole gimme my **** back caper was unbelievably stupid, the product of a life in which consequences are things that happen to other people. At least now he can get to work on his next book, If I was an idiot who got himself locked up for life after skating on a double homicide.
Exhibit A: "I'm O.J. Simpson. How am I going to think that I'm going to rob somebody and get away with it? Besides, I thought what happens in Las Vegas stays in Las Vegas."
Sentence: Ghost of Howard Cosell narrates the remainder of OJs life: This man, once a man of greatness, now a man fallen, disgraced, disgusting, reduced to defecating in an unenclosed, seatless toilet, in close proximity to other convicted felons, the indignity apparent on his sad, rapidly aging face. What an incredibly pitiful story is his.