Hollywood Stars Who Love Playing Online Casino Games

Hollywood Stars Who Love Playing Online Casino Games

Hollywood stars are known for their penchant for gambling, and this goes back to the origins of Tinseltown. Casinos have become embedded in our storytelling, with unforgettable moments in movies like Casino Royale, Tombstone, and Uncut Gems. 

Beyond what happens in the movies, gambling has also permeated the off-screen lives of the biggest stars in Hollywood. Yet for many big names, going to Las Vegas has become nearly impossible considering the attention, paparazzi, and mobs of fans. When you join a table at an online casino, however, it doesn’t matter whether you’re an Average Joe or Brad Pitt.

Hollywood and Gambling’s Long History

The links between Las Vegas and the silver screen were established the moment the first casino opened its doors on the Strip. During the so-called Golden Age of Hollywood, stars like Dean Martin, Frank Sinatra, and John Wayne were mainstays of casinos all over town. That relationship between movie stars and gambling has continued to this day. 

Yes, it turns out celebrities are just like us and love to put a few chips on the roulette table (although their chips are probably worth more!). Sure, they may not get quite as excited as we do when we come across a no strings attached, no-deposit casino offers on different casinos, but they’re on the same page when it comes to the thrill of the potential big win, the blinking lights, and the dazzling sounds. 

And just like us, sometimes they want to gamble in their pyjamas, from the comfort of their own homes. These are the household names who love playing online casino games.  

Matt Damon 

In the 1998 movie Rounders, Matt Damon played the part of a law student who had more talent for the poker tables. In preparation for the role of Mike McDermott, Damon was coached by the famous Johnny Chan, who at the time was one of the best poker players on the planet. 

This movie inspired a lifelong love of gambling, with the paparazzi often spotting him at some of the well-known casinos on the Las Vegas strip. He’s known as a talented player, often walking away with thousands of dollars in profit. 

Ben Affleck 

Where Matt Damon is, you can bet Ben Affleck is nearby. The pair go back decades, both catapulted into fame when working on the film Good Will Hunting.. Ben is a little bit smarter than the character he played in the movie, and is known as an excellent gambler. 

He’s a gifted card counter and considering his Hollywood fame, he’s easily recognizable. Casinos all over Las Vegas have banned his entry, including the famed Hard Rock Casino. Maybe that’s why he’s now found playing online casinos, where his face isn’t visible! 

Brad Pitt 

We’ve already mentioned him in the intro, and there’s a reason for that: since the launch of the Ocean franchise, Brad Pitt has developed a love for games like poker and blackjack. 

We know Brad is meticulous when it comes to preparing for acting roles. To add credibility to the gambling scenes in Ocean’s 11, he visited land-based establishments to try and capture the unique vibe and the behaviour of established players. 

Of course, he’s one of the most famous people on the planet, so he often opts for online alternatives rather than being mobbed by fans at the Luxor or Caesar’s Palace. 

Jessica Simpson 

This one may surprise you, but Jessica Simpson is well-known for loving a bit of recreational gambling. The Dukes of Hazzard star even purchased a full suite at the famed Palms Casino Resort.. 

Whenever she’s not in Las Vegas, Simpson is rumoured to enjoy playing both online table games and slots during her tour downtimes. Considering most casinos now have high-quality mobile sites or even apps, it’s easy to take five, whip out your smartphone, and put a little money on roulette or blackjack. 

Tobey Maguire 

He looks like the kind of person you’d introduce to your parents, but the sweet-faced Tobey Maguire is an absolute killer at the poker table. He has a long track record professionally, starting out on the poker circuit in 2004. 

He had the luck of having one of the best players around as his tutor, with the Canadian poker stalwart Daniel Negreanu teaching him all the tricks of the trade. As a result, he once won over $300,000 at the Hollywood Park Casino tournament. 

Charlie Sheen 

The Hollywood stars we’ve featured so far tend to win or just play recreationally to let off some steam. But Charlie Sheen’s relationship with gambling shows the other side of the coin. Known as a bit of a compulsive gambler, he’s reportedly blown thousands of dollars in both land-based and online casinos. In one infamous gambling session, he lost over $1 million. 

Ouch. 

We’re highlighting Sheen last with a purpose, a message: keep your wits about you when gambling. When you set a budget, play for fun, and don’t consider online casinos as a money-maker, you’re golden. 

There’s a flipside, however. Chase losses, bet more than you can afford to lose, or, like Charlie, gamble while intoxicated, things will go wrong for you.