5. To really punish himself by listening to his Rebirth album, track-for-track, every...single...day
That "good behavior" clause that could allow Wayne to serve as few as eight months on a one-year sentence? It doesn't exist. But that doesn't mean Wayne won't be checking out early. The judge in the case actually told him he'd cut four months off his bid if he sat down and listened to his last album, Rebirth, once a day, every day, for eight straight months as punishment for his crime.* Now that is what we call hard time.
*Okay, just kidding. But that seems like it'd be more of a punishment than kicking it in jail listening to an iPod all day, no?!