5. Macaulay Culkin - Arrested in September of 2004, Charge: Marijuana Possession and Possession of a Controlled Substance Without Prescription
The baby-faced actor had a wild streak in him, which we all knew. Divorcing his parents and marrying B-rated actress, Rachel Miner, at 18. He was crazy! Until he really went crazy. Caught speeding, Culkin was later arrested and charged when police found 17.3 grams of the green stuff along with a medicine cabinet full of sedatives and mood stabilizers in his car. He took a one year deferred sentence for each of the two charges and his must face his inability to live up to the lovable Kevin McAllister mentality.