My Celebrity Life

Celebrities and Casinos: Hollywood’s Biggest Gamblers

My Celebrity Life –
Photo: harrystyles/Instagram

Whether it’s in a bricks and mortar establishment or online, casinos have been rocketing in popularity with more players than ever before. The wide variety of games and the availability has meant there’s a new generation of players discovering the fun of the casino. 

However, it’s not just the average man on the street that enjoys gambling; even millionaires from Hollywood love playing. But who exactly is a whizz at the card table – and who got sued for taking part in a game? Keep reading to find out more!


Harry Styles

Ex-boy band member Harry Styles discovered a love for gambling when he was with his former group, One Direction. Just 16 years old, when the group got together, Styles started betting as soon as he was legally able to do so. 

Although many celebrities play blackjack, according to reports, Harry Styles preferred roulette. He has “17 black” tattooed on his left-hand shoulder, an ode to what he believes is his lucky number and colour.


George Clooney

George Clooney is renowned in Hollywood for loving casinos and being unable to resist an interesting bet. Once upon a time, he was a confirmed bachelor and made a bet for €70,000 with actress Michelle Pfeiffer that he would never marry. Of course, George Clooney married Amal Ramzi, and the couple had twin babies – leaving the actor out of pocket. 

According to fellow thespian and gambling enthusiast Matt Damon, Clooney rarely wins at casinos, but that hasn’t dampened his love for playing. Such is his passion for gambling, Clooney attempted to set up his own casino establishment in Las Vegas. After investing more than $7 million into the project, it became clear it was not viable, and the idea was abandoned.

These days, Clooney restricts himself to playing for fun or in charity tournaments. 


Tobey Maguire

The star of Spiderman may have a babyface, but he’s a demon at the poker table. In 2011 he was sued for taking part in private gambling with hedge fund investor Bradley Ruderman. Whispers suggest that he won $30 million from playing! 

However, Maguire has also built a solid reputation for being a legitimate poker player, too, learning the technicalities of the game from pro Daniel Negreanu. Maguire went on to win the World Series of Poker, proving that he’s got some serious skills. 


Rafael Nadal

An absolute genius on the tennis courts, Nadal is also a whizz at playing poker and makes no attempt to disguise his enjoyment at gambling. In 2010, Nadal discovered Texas Hold’em for the first time and, since then, plays whenever he has the opportunity. 

Nadal played his first live poker tournament in 2013 and admitted that he enjoyed the buzz and competition of playing against others. He’s even suggested that when he finally hangs up his tennis racket, he might even consider playing poker professionally.

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