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No. 10: David Cross in 2009

While the never-nude Arrested Development actor would seem like a run-of-the-mill choice, he later divulged that he did cocaine 65 feet away from President Obama, proving he was a bit of a wild card. He told Playboy: "It was just about being able to say that I did it, that I did cocaine in the same room as the president. I'm not proud of it, nor am I ashamed of it."

Image Source: Getty / Niche Media