Numerous anecdotes and stories have emerged about celebrity encounters in casinos, showcasing both legendary wins and devastating losses. One famous tale involves actor Sean Connery, who reportedly won big at roulette by betting on the number 17 three times in a row at a casino in Italy, defying astronomical odds each time. On the other hand, legendary musician Frank Sinatra was known for his love of high-stakes gambling but also experienced significant losses at the baccarat tables in Las Vegas casinos. Basketball icon Michael Jordan is another celebrity whose gambling exploits have made headlines, with reports of both impressive wins and substantial losses at the craps tables. These anecdotes highlight the unpredictable nature of gambling and the allure of high-stakes casino environments, where celebrities can experience both exhilarating victories and crushing defeats. What celebrity gambling anecdote do you find most memorable or intriguing?