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A List of Celebrities That Love Gambling in Their Free Time

Photo from Alp Duran

Did you know that some celebrities like to gamble in their free time? In fact, they enjoy it more than anything else! Whether they’re playing blackjack at a casino or betting on horses, these celebs just can’t seem to get enough of gambling.

Why do celebrities gamble?

Celebrities are often portrayed as leading glamorous and jet set lifestyles. However, what many people don’t know is that celebrities are also big fans of casino games. For many of them, gambling is a way to relax and have fun.

After a long day at work, there’s nothing quite like sitting down at a poker table and trying to outsmart your opponents. Las Vegas is a popular destination for celebrities who can often be seen playing high stakes games at the city’s famous casinos.

While some celebrities become addicted to gambling, for most it’s just a harmless way to enjoy themselves. Here are just some of the casino loving celebrities.

Jamie Foxx

Jamie Foxx is no stranger to gambling. In fact, the award-winning actor and musician is known for placing bets on everything from basketball games to presidential elections. And while his gambling habits may seem like harmless fun, they’ve actually caused him some serious financial problems.

For example, in 2012, Foxx lost $5 million after placing a bet on the Miami Heat to win the NBA championship. And just last year, he had to repay a $1 million gambling debt after losing a bet on the 2016 presidential election. However, despite these setbacks, Foxx continues to play regularly.

In fact, he’s rumored to even have a game room in his house, which he often invites friends and family over to play a game or two with him. Whether you love or hate Jamie Foxx, there’s no denying that he’s one of Hollywood’s most interesting characters – and his gaming habits are definitely one of them!

Leonardo DiCaprio

Leonardo DiCaprio is one of Hollywood’s most famous actors. He is also known for his love of gambling, particularly poker. DiCaprio has been spotted playing high stakes poker games in Las Vegas and other places around the world.

In fact, gambling is said to be one of his favorite pastimes. While some people see gambling as a way to relieve stress or just have fun, for DiCaprio it seems to be more than that.

For him, gambling is a way to test his skills and take risks. And while he doesn’t always come out on top, his willingness to risk everything is a big part of what makes Leonardo DiCaprio such a compelling actor.

Ben Affleck

Ben Affleck is no stranger to gambling. In fact, he’s known for placing pretty big bets on everything from sports to card games. And while he’s had some big wins over the years, he’s also had some pretty costly losses.

In 2001, for example, he is said to have lost $400,000 in a game BLACKJACK in Las Vegas. And in 2004, he reportedly lost $600,000 in a poker tournament in London. But despite those setbacks, Ben Affleck keeps playing – and seems to be doing pretty well.

In fact, according to some estimates, his current net worth is around $150 million. So it looks like his gambling habits aren’t hurting him too much financially.

Toby Maguire

Tobey Maguire is best known for his role as Spiderman, but in recent years his gaming habits have made headlines. Maguire is said to be a regular at high-stakes poker games, where he’s known for winning (and losing) millions of dollars in a single night. While some see gambling as a harmless pastime, others have raised concerns about Maguire’s addictive behavior.

In 2011 he was sued by another player who accused him of cheating and earlier this year he was reportedly banned from playing at one of Las Vegas’ most exclusive casinos. Whatever the truth, it’s clear that gambling has become a central part of Maguire’s life – for better or for worse.

Paris Hilton

Paris Hilton is no stranger to gambling. The socialite has been photographed at some of the most reputable casinos in the world and is rumored to have racked up quite a bit of debt from her gambling habits. But what drives Hilton to gamble? Is it the thrill of the game or is she just addicted to the excitement and money that comes with gambling?

For Hilton, gambling can simply be a way to escape the reality of her life. As a member of the wealthy elite, she often feels the pressure to uphold a certain image and lifestyle. Gaming gives her a much-needed sense of release, where she can let go and enjoy herself without worrying about conforming to society’s expectations.

Plus, gambling gives Hilton a chance to feel in control, something she often lacks in her life. When she places bets and plays games, she is in charge and decides her own destiny. In a way, gambling could be Paris Hilton’s way of taking control of her life and destiny.

Matt Damon

Since his early days as an actor, Matt Damon has been known to love acting. He has been spotted playing poker in Hollywood casinos and is rumored to have won big at the blackjack table more than once.

Damon doesn’t just like casino games though – he’s also known for betting on sporting events. While some see gambling as a risky endeavor, Damon seems to have a pretty good handle on it. He’s usually cautious about his bets and doesn’t seem too concerned about losing money.

In fact, he once said that he views gambling as “an investment in entertainment.” For Damon, gambling is all about having fun and enjoying the thrill of winning. And judging by his track record, he seems to know what he’s doing.

George Clooney

George Clooney is no stranger to gambling. The Oscar winner is known for competing in poker tournaments, and he’s even been spotted at high-stakes blackjack tables in Las Vegas. Clooney’s gambling habits were recently brought to light again when it was revealed that he lost $1 million in a poker game to casino owner Sheldon Adelson.

While some see Clooney’s gambling as a sign of recklessness, others see it as simply another example of his willingness to take risks. After all, Clooney is a man who made his career out of taking risks — and more often than not, those chances paid off. Whether it’s his work in front of the camera or his political activism, Clooney has always been willing to gamble everything for what he believes in.

And that same fearlessness shows in his approach to gambling. Clooney may not always come out on top, but his willingness to take risks is one of the things that makes him so successful – both on and off the casino floor.

Brad Pitt

Despite being one of the most famous actors in the world today, Brad Pitt didn’t always have such a glamorous lifestyle. In fact, during his early days in Hollywood, he often spent his nights playing at online casinos.

Pitt was notorious for playing high-stakes games and often lost large sums of money. However, it didn’t seem to bother him too much; Gambling was just something he enjoyed doing. These days, Pitt is a little more reserved when it comes to gambling.

He still enjoys playing online casino games, but not as often as he used to. Still, it’s clear that gambling was something that had always been a part of Pitt’s life.

Michael Jordan

Michael Jordan is one of the most successful basketball players of all time. He is also known for his gambling habits which have sometimes gotten him into trouble. Jordan has been spotted at blackjack and poker tables in casinos around the world and is considered a very experienced player.

However, his gambling has also resulted in some costly losses. In 1993, Jordan lost $1.25 million on a single blackjack night, and in 2012 he was sued for failing to repay a $4 million loan he used to cover gambling debts.

Despite these setbacks, Jordan continues to play regularly. For him, gambling is simply a way to have fun and relax. It remains to be seen if his love of gambling will ever get the better of him.

50 cents

Rapper 50 Cent is no stranger to casino games or gambling sites. The “In Da Club” singer has been spotted at a number of casino and poker events over the years, and he’s even used his music to promote gambling products.

The rapper has been photographed playing poker, blackjack and roulette. He even has his own casino-themed clothing line. In 2016, 50 Cent reportedly won nearly $500,000 at a Las Vegas casino. However, his gambling habits have also gotten him into trouble.

In 2015, he was ordered to pay nearly $5 million to a casino after failing to repay a gambling debt. And in 2017, he was sued for $181 million after allegedly missing payments on a casino loan. Despite the setbacks, it seems clear that 50 Cent enjoys the thrill of gambling and isn’t afraid to take risks.

Charlie Sheen

Charlie Sheen’s casino gambling addiction is well documented. The actor has been spotted frequenting casinos and has admitted to spending large sums of money gambling.

However, casino gambling is just one aspect of Sheen’s gambling habits. The actor is also a sports bettor and has been known to place bets on games via online casino sites. In addition, Sheen is most likely playing online casino games for real money.

As a result, Sheen’s gambling habits are both diverse and well-established. Given the actor’s high-profile status, his gambling addiction is likely to have a significant impact on the public’s perception of casino gaming and sports betting.


Celebrities who love gambling are often in the public eye. This can be good or bad depending on how you deal with it.

Those who are able to control their gambling and enjoy it in moderation often find that it improves their public image. On the other hand, celebrities who fall into their addiction can see their careers and personal lives damaged as a result.

For celebrities, like everyone else, moderation is the key to gambling. As long as they can stick to this rule, they can enjoy the casino games without causing lasting harm to themselves or their careers.

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