50. Allen Iverson
Criminal History: Maiming by mob
Time Behind Bars: 4 Months
It's hard to get through high school without getting into at least one fight. Hormones are on overdrive, kids are cruel, and, as a minor, you're impervious to the law. Usually. During his senior year, Allen Iverson flipped a few chairs and split some lips in a bowling alley brawl and, as a result, received a five year prison sentence. Seriously. The scandal and subsequent racial divide (no white teens were arrested in the incident) led to a pardon of Iverson by Governor Douglas Wilder. With a second chance at life, A.I. took full advantage by only getting arrested a handful more times, making millions in the league, and blowing most of it on stupid shit.