Gambling is not only for the masses; even some celebrities enjoy spending time in casinos. Some stars like Brad Pitt and George Clooney are known faces in some of the best casinos in the world and are always informed about the latest casino bonuses. Other celebrities are known for participating in world championship events as professional players or placing astronomical sports bets. Today, we show you some actors, musicians, and Hollywood stars who like to try their luck at roulette and poker tables. And one of them might even enjoy the new 20Bet. Here are celebrities who love gambling:
Ben Affleck
Ben Affleck, one of Hollywood’s most sought-after stars, has made a name for himself as an actor, writer, director, and experienced poker player. The Hollywood star is known for playing both as an amateur and a pro. His participation in various poker tournaments has brought him over a million dollars in prize money over the years. It was only when the Hard Rock Casino imposed a long-term gaming ban on him that it became known that he could even successfully count cards without the help of a team.
Matt Damon
Matt Damon is another Hollywood star with an interest in gambling, as he is a passionate blackjack and poker player. Although he has always been interested in casino games, his gambling experience skyrocketed after his role in “Rounders,” a classic casino film. While preparing for his role in the film, he was taught by legendary poker player Johnny Chan, who shared everything he needed to know about poker. He has been able to utilize this knowledge off-screen, regularly winning at the card tables.
Tobey Maguire

Tobey Maguire is probably best known to most people as the main actor in the original Spiderman films. However, he has also been known for decades for spending a lot of time and money on poker games. He participated in several private games in Hollywood, which inspired the film and book “Molly’s Game.” In the past, Tobey Maguire lost a considerable amount of money to Ben Affleck, but that hasn’t stopped him from continuing to play poker.
50 Cent
Curtis Jackson, better known by his stage name 50 Cent, is a widely recognized and acclaimed rapper. The musician is not only known for his music but also for his success in gambling, including sports betting and casino games. Although he has several wins under his belt, two in particular stand out. He once placed a bet of over 2 million dollars on Floyd Mayweather in his fight against Manny Pacquiao. Another time, he bet against the San Francisco 49ers in an American football game against the New York Giants. He won both bets.
Brad Pitt
Brad Pitt wasn’t particularly interested in gambling until he took on the role in “Ocean’s 11.” While preparing for his role in this casino blockbuster, he developed a passion for various games such as blackjack, poker, and slot machines. Even years after filming wrapped on the successful movie, he has not stopped playing these games and has been spotted gambling in various casinos around the world.