It is all fun and games until you need to make out with a stranger to pay off your gambling debts. (Pamela Anderson did that.) It can be a profitable hobby if you keep winning. (50 Cent won millions of dollars.) Whatever the outcome is, celebrities love gambling – some of them are addicted, even. You may be surprised to hear that Spider-Man is sued for being in an illegal poker ring, but that happened: say hello to Tobey Maguire. Celebrity gamblers and their stories are popular subjects in Hollywood, and we gathered the top 10 for you – thanks to Slotozilla.