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The Most Famous Celebrities Who Like to Gamble

18th March 2020

If there are two things the average celebrity has in abundance, they are plenty of money and a taste for extravagance. With the bank balances to support their luxury lifestyles, the rich and famous are always on the hunt for new ways to entertain themselves, and one pastime that’s unsurprisingly popular among the A-list is gambling. 

Providing plenty of excitement, gambling is the perfect diversion for those who don’t have to worry about balancing their books, and there are some really big names who are famed for their expertise at the tables. Here are four that you’re sure to recognise. 

casino

Charlie Sheen 

Charlie Sheen is renowned for his willingness to spend money, and with his $1.8 million an episode paycheck from Two and a Half Men, it’s no wonder that he doesn’t have to worry about limiting his extravagance. One place, in particular, that he’s been known to splash the cash is in a string of luxurious casinos, with his ex-wife Denise Richards once claiming that he spends around $20,000 a week on sports betting alone. That’s some serious commitment to studying formbooks!    

Ben Affleck


Ben Affleck is one of the biggest stars of a generation. Known for starring in blockbusters ranging from the inimitable Pearl Harbour through to the mega-millions Batman franchise, it’s safe to say that this Academy Award-winning actor, director, and screenwriter has plenty of money in the bank. One place he’s known to spend it is at the tables. A huge fan of online card games, he’s expert in many of the best gambling casino games out there, such as one of the dozens of blackjack or roulette variants offered by Betfair. Not only does he enjoy playing, but he’s also incredibly good at it, even walking away with the California State Poker Championship back in 2004.     

50 Cent 

50 Cent numbers among the most popular music stars of the 21st century. Not only is he a hugely successful rapper and actor, but also a major fan of sports betting. Renowned for having once placed $2 million on Floyd Mayweather Junior, when he went head to head with Manny Pacquiao, he also bet $500,000 on a championship match between the New York Giants and the Francisco 49ers. Both times, he came away victorious – and significantly richer to boot. If we had that sort of luck, we might be inclined to make some similarly dramatic bets of our own!    

Matt Damon 


Like his A-list counterpart and close personal friend Ben Affleck, Matt Damon is also a big fan of gambling. In fact, the two are known for visiting a host of high-brow casinos together, with both having a reported affinity for card games including Texas Hold’em poker. A frequent traveller to Las Vegas, Damon reputedly has numerous well-known gambling companions, including Spiderman star Toby Maguire too. 

Rich, famous, and moneyed, all of the megastars on this list seem to share a taste for the excitement and adrenaline rushes of the casino. If we had the same sort of funds in our banks, we might just follow in their footsteps.     

Posted by Mark at 12:54pm

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