Celebs who love to gamble

OLBG reports on celebrities like Ben Affleck and Drake, who frequent casinos for high-stakes gambling, revealing thrilling wins and losses. Casinos have long been a playground for the rich and famous. Over the last five years, a surprising number of A-listers, sports legends, and global entertainers have made headlines—not for premieres or press tours, but for their high-stakes escapades at the tables. Whether they’re chasing adrenaline, testing their skill, or simply embracing the spectacle of Las Vegas and Monte Carlo, these celebrities prove that the thrill of the gamble transcends industries. OLBG spotlights the most notable celebrity casino regulars and the stories that cemented their reputations.

Ben Affleck: Hollywood’s Blackjack Pro

Ben Affleck has become almost as synonymous with blackjack as he is with blockbuster films. His skill at the tables, particularly card counting, reportedly led to him being asked to leave the Hard Rock Casino in Las Vegas for being “too good.” Known for winning big and taking the game seriously, Affleck has appeared at high-roller tables for years. He even won the California State Poker Championship in the early 2000s, proving his card-play talents aren’t limited to blackjack. For Affleck, casinos offer both competition and the thrill of outsmarting the house.

Matt Damon: Poker Enthusiast On and Off Screen

Matt Damon’s role in “Rounders” wasn’t just cinematic; it sparked a lasting interest in poker.

LocalNews8.com — 2025-11-20

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