10 of the worst celebrity trainwrecks of all time (With Pictures)

5. Charlie Sheen

For a while we had a difficult time imagining what Two and a Half Men would be like without Charlie Sheen, but Chuck Lorre had other ideas in mind. Remember that last episode of Season 12 when he pulled a fast one on everyone, then killed Charlie’s character? Good one, Chuck! Charlie and controversy, Charlie and the ladies, Charlie and his booze, Charlie and his drugs. Charlie is such a mess that at times we feel for his children. Even Tracy Morgan describes him as an unfunny trainwreck. The self-proclaimed rock star however manages to get back up, dust himself off and keep you laughing (Anger Management).