Celebrities who’ve won big at the casino

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When it comes to celebrities there are few details we are unaware of and few stories that go untold due to the world of social media, and the apparent thrill they get from sharing their success stories with fans across the world.

With what appears to be infinite resources at their fingertips, a jet-setting lifestyle and more money than they probably will ever be able to spend, the lure of having some fun at casinos makes sense. It allows them to kick back and engage in thrilling, high-stakes games that will make them a little bit richer.

On that note; let’s take a look at some of the biggest celebrities of the fame brigade who’ve won big at the casino;


50 CENT listens to the voices in his head

It’s rare that Curtis “50 Cent” Jackson is out of the headlines for one reason or another. Shot on the streets of Queens, New York, he channelled the experience into his efforts as a rapper and before long his album, titled after his personal motto, “Get Rich or Die Tryin’” catapulted him to stardom.

His on-again, off-again friendship with superstar boxer Floyd “Money” Mayweather regularly makes headlines, most notoriously back in 2015 when 50 stated that he was betting $1.6 million on “Money” to overcome Manny Pacquiao, in what was billed as the fight of the century. “Money” won.


50 cent casino winnings


50 credits the “voices in his head” when it comes to how he chooses winners. Something he noted when revealing on Twitter that he won $500,000 by betting on the New York Giants to reach the Superbowl. Not content with that, he placed a double or nothing bet on them winning the match, and won again!

He doesn’t stop there, however, 50 Cent also loves to take entrepreneurial risks. He started his own boxing promotions company, there was talk of him investing in mining and heavy metals, he has founded two production companies and produces the television show “Power”. But his most lucrative business gamble was Vitamin Water, which was acquired by Coca Cola for $4.1 billion, of which 50 banked a cool $100 million after taxes as a minority shareholder.

Clearly 50 Cent knows a good thing when he sees it and clearly listens to his “voices” when it comes to our casinos, too.



Paris Hilton comes from money and never really had to endure the same hardships or gun violence as 50 Cent. Heiress to the Hilton hotel chain and star of the reality television show ‘The Simple Life’, Paris is regularly seen at the hottest nightclubs in the world with residency slots in Ibiza when she’s not launching a new perfume or music record with the likes of Lil Wayne.

Paris attributes her love of gambling to Atlantic City where she cut her teeth at the tables and slots during breaks from high school. “Money never sleeps” according to Gordon Gecko, but in Paris’s case, she leans more toward the “when you’ve got it flaunt it” maxim.


celebrities who won at the casino



Paris loves to share her good fortune with her fans, not literally of course, but has in the past posted on Instagram when she hit a streak at the blackjack table, taking home a not too shabby $50,000 to top off the $100,000 payday her DJ set earned her earlier in the evening.


Ben Affleck is well known as an Oscar-winning writer and director and currently plays Batman in the movies. Back in 2014 Affleck went on a winning streak at the blackjack table in the Hard Rock Hotel in Las Vegas that resulted in the casino banning him. Prior to that, he took home almost $360,000 when he won the 2004 California State Poker Championship.


When it comes to betting there are perhaps few sports personalities out there who bet quite as much or as often as Floyd “Money” Mayweather, 50 Cents’ old boxing friend. Floyd lives in Las Vegas, the global capital of gambling, and with super fights against Conor McGregor and Manny Pacquiao earning him $300 million and $220 million respectively, it’s no wonder that he has become the first boxer to earn a billion dollars.


celebrities won at the casino


With that much money in the bank bets in the million-dollar range are not uncommon. Floyd loves to bet on football games and has posted plenty of betting slips showing his winnings. However, one of his most famous bets came when he dropped an eye-watering $13 million on Superbowl 50, betting that the Denver Broncos would overcome the Seattle Seahawks – and lost.

In the lead-up to his fight with Conor McGregor the pound-for-pound great allegedly tried to place a $400,000 bet on himself but, frustrated by the sports book eating up his valuable time by insisting on going through legal checks he walked away without placing it. I guess when you’re about to make $300 million for a maximum of 36 minutes work you can afford to.


Derren Brown is a world-famous illusionist and master of suggestion and misdirection. His television shows regularly wow audiences with feats of perplexing manipulation and suggestion pushing ordinary people beyond their perceived normal limits. Derren has, in his shows, walked up to a teller, shown them a losing bet slip and convinced them to pay out. That’s just the tip of the iceberg. In his most recent show, he staged a death with the sole intention of trying to make innocent people commit murder in order to conceal it.

London and Birmingham casinos quickly copped on to Derren’s skill when he went on winning streaks that saw him bet small and win big and, as such, his control and dominance in the gambling field has seen him banned. It goes without saying that a man who can make you do what he says and can read your mind is nothing short of dangerous in the gambling arena!

These are just the tip of the ice-berg when it comes to celebs that have enjoyed some successful flutters at the casino. We’re sure there are many more who haven’t shared their success stories with their fans so keep your eyes open the next time you’re at a casino as you never know who you might share a table with!