In the glitzy world of Hollywood and beyond, celebrities are known for their extravagant lifestyles and luxurious tastes – and sometimes, their penchant for high-stakes gambling. Over the past decade, several famous personalities have made headlines not just for their on-screen performances but also for their sizable wagers on various games of chance.
From the craps tables of Las Vegas to the race tracks around the world, here’s a look at the 10 biggest betting escapades from celebrities in the past decade.
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- Floyd Mayweather Jr.’s million-dollar bets
Boxing legend Floyd Mayweather Jr. is no stranger to the thrill of high-stakes gambling. Known for his undefeated record in the ring, Mayweather has also made a name for himself in the casino world.
Over the past decade, he has been spotted placing million-dollar bets on sports events, particularly boxing matches. His wagers have become as much a spectacle as his fights, with fans and onlookers eagerly awaiting news of his latest big bet.
- Ben Affleck’s blackjack antics
While Ben Affleck is primarily recognized for his acting, he’s also made waves in the gambling scene. Affleck, an avid blackjack player, made headlines in 2014 when he was banned from playing blackjack at the Hard Rock Hotel & Casino in Las Vegas.
Rumors circulated that Affleck was so skilled at the game that the casino felt it necessary to restrict his play. Although the exact amount of his bets isn’t always disclosed, the incident shed light on Affleck’s passion for high-stakes gambling.
- Charlie Sheen’s World Series bets
Charlie Sheen, known for his roles in hit TV shows such as Two and a Half Men, is no stranger to controversy and high-stakes living. In the past decade, Sheen has been spotted making substantial bets on major sporting events, particularly during the World Series.
His flamboyant lifestyle and love for baseball have resulted in some eye-catching wagers, though the exact amounts can be elusive due to the secretive nature of celebrity gambling.
- Tiger Woods’ Masters victory payouts
Golf icon Tiger Woods made an astonishing comeback by winning the 2019 Masters, capturing the hearts of fans worldwide. However, it wasn’t just his golfing skills that drew attention; it was also the significant bets placed on his victory. Reports surfaced that a single bettor placed an $85,000 wager on Woods winning the Masters at 14-1 odds, resulting in a staggering $1.19 million payout.
- Drake’s crypto sports bets
Musician Drake is no stranger to betting big but he hit new levels in 2022 when he wagered over $1 billion in cryptocurrency in just two months, mainly on basketball games. You don’t often find gambling activity at such high stakes!
- 50 Cent’s Twitter wager
Rapper and entrepreneur 50 Cent, known for his chart-topping hits and business ventures, engaged in a unique Twitter bet in 2012. He wagered $500,000 on the New York Giants to win the Super Bowl against the San Francisco 49ers. The Giants emerged victorious, and 50 Cent took to Twitter to celebrate his win.
- Matt Damon’s poker passion
While best known for his roles in blockbuster films, Matt Damon is also an avid poker player. Alongside his friend Ben Affleck, Damon has been involved in high-stakes poker games, particularly in Las Vegas. Although specific details about his individual bets may not be readily available, Damon’s poker passion has become a well-known facet of his off-screen persona.
- Michael Jordan’s golf bets
Basketball legend Michael Jordan, whose competitive spirit extends beyond the basketball court, is known for engaging in high-stakes golf bets. Jordan’s love for golf is legendary, and he’s often spotted on golf courses with fellow celebrities and friends. Reports suggest that his bets on the golf course can range from tens of thousands to even hundreds of thousands of dollars. Jordan’s affinity for golf betting has become as iconic as his slam dunks.
- Dana White’s UFC wagers
As the president of the Ultimate Fighting Championship (UFC), Dana White is deeply entrenched in the world of combat sports. White’s love for gambling is no secret, and he has been known to place substantial bets on UFC events.
- Jamie Foxx’s craps triumph
Academy Award-winning actor and multi-talented entertainer Jamie Foxx is not just skilled on the screen and stage; he has also tried his luck at the craps tables. In an interview, Foxx shared a story of a particularly successful night playing craps in Las Vegas. While the exact amount of his winnings wasn’t disclosed, the tale adds to the allure of celebrity gambling escapades.
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