Theoretically, winning the lottery should be a wonderful thing. Who wouldn’t want $100 million in their pocket right now? But time and time again it’s been proven that all those millies can ruin even the best-intentioned, most giving, God-loving folk. And also the ones who blow their jackpot on cocaine and prostitutes. And everyone else between. Here are ten incredibly sad, more-tragic-than-Shakespeare stories where people went from gutter to glory to gutter again. Many of them went on to say (if they even survived to tell the tale), “I wish I never would have won.” Which means you there, dear reader, are one lucky sonofabitch for losing the Lottery.