When He Got Arrested: November 2010
What He Got Arrested For: Alleged possession of drug paraphernalia, maintaining a dwelling/place for the sale of a controlled substance and drug trafficking
Why It Was Dumb: If you're going to call your national tour the "Waken Baken 2010 Tour," it's probably best to have a weed carrier for your weed carrier's weed carrier. Because you know that the cops are going to catch on at some point and search your tour bus and that you can't be anywhere near the main stash, right? Er, maybe not.