Ben Affleck

We are going to begin our list with Ben Affleck because it can be said without a shadow of a doubt that he is a huge gambler. Ben Affleck is an American actor and filmmaker, starring in many famous films, similar to the upcoming ‘’Scrooge: A Christmas Carol’’.

He is one of the famous people who is seen in the casinos of Las Vegas on a fairly regular basis. However, you won't be able to find him at the Hard Rock Casino as he was kicked out of that establishment, as well as the majority of the other land-based casinos in Las Vegas.

After Ben was caught card counting, the casino determined that despite his fame, they would no longer allow him to play there.

Due to the limited options available at land-based casinos, he is certainly searching the internet for the top online off-shore casino websites in California in order to play virtual or live-dealer games via the internet (Source: https://augustafreepress.com/casino/online-casinos-california/).

Ben is famous for his large bets, and throughout the course of the past many years, he has seen both success and failure in his gameplay. According to our estimates, he had his greatest financial setback in 2001 when he dropped $400,000 in a single hand of poker.

However, Affleck was successful in 2004 when he won $356,000 in a poker event. His competitors included the actor Toby Maguire as well as other professionals in the game of poker.

Matt Damon

Ben Affleck's best friend is Hollywood star Matt Damon, and the two frequently gamble together. It is reported that Damon is an even more enthusiastic gambler than Affleck and that he is successful at the game tables on a regular basis.

The majority of the time, when Hollywood celebs play poker, they make risky wagers and end up losing a significant amount of money, but Damon never plays in this manner. He has a tendency to place bets that are reasonable, and he consistently gives the impression of being in complete command of his game.

Tobey Maguire

Tobey Maguire is a well-known actor in Hollywood who has appeared in a number of Spider-Man films. However, he is also a skilled player when it comes to poker. In 2004, he made the transition to playing poker professionally, and one of the most accomplished poker players in the world, Canadian Daniel Negreanu, served as his mentor.

Maguire was a multiple-time competitor in the World Series of Poker Main Event Championships. He was victorious in the tournament held at the Hollywood Park Casino and took home more than $300,000 in prize money.

At Molly Bloom's high-stakes poker games held at The Viper Room, he was one among the celebrities that took part, along with others such as Leonardo DiCaprio and Ben Affleck.

Brad Pitt

Brad Pitt, a Hollywood actor who is extremely popular with the ladies, is a good example of someone who enjoys playing slot machines. Pitt picked up a taste for slot machines and other casino games while he was working on the production of the well-known movie "Ocean's Eleven," and he continued his gambling habit long after filming had wrapped. We are crossing our fingers that his gameplay is just as successful as the one in the movie!

Charlie Sheen

The gambler that is Charlie Sheen has not had much luck. Although it is widely known that the actor has a problem with cocaine addiction, the majority of people are unaware that Sheen also struggles with compulsive gambling.

Poker is his go-to game, and he is also a big fan of placing bets on sporting events. It is said that he gambles away hundreds of thousands of dollars every single month at casinos. His largest loss was one million dollars, which is a very large number even for a Hollywood actor.

Ray Romano

Four years after the discontinuation of Everybody Loves Raymond, Romano had the desire for his work to be taken more seriously. That's one of the main reasons why he decided to play an addicted gambler in the movie Men of a Certain Age; on the other hand, the character could have been written that way because Romano was a gambling addict in real life.

In the end, one of the most important aspects of Romano's character was the fact that he admitted to having a gambling issue in the first place. In addition to receiving treatment for his addiction, he went on to participate in the World Series of Poker. In addition to that, he usually places "virtual wagers" when he's playing golf.

Shannon Elizabeth

After becoming famous for her performance as an international student Nadia in the 1999 film American Pie, Elizabeth has since gone on to have success at the poker tables. She is recognized for being a difficult opponent because she consistently wins big and competes fiercely with the other players. This celebrity is serious about the game, as seen by her notable victories at the World Series of Poker and her excellent standing in the online poker rankings.