Home / Miscellaneous / Other Stuff / The Biggest Celebrity Wins and Losses

The Biggest Celebrity Wins and Losses

I cannot even imagine coughing up $5000 for a night of wild gambling, but the world is filled with celebrities who love to gamble and have more than enough moola to chill and spend it all lavishly. A-list actors whose net worth is more than a hundred times of what I will ever earn in a lifetime or even more, have no trouble in keeping their life lavish and spend their money on gambling. Actors including Ben Affleck, Pamela Anderson and Leonardo DiCaprio love gambling and are often seen at the most ‘it’ casinos in Sin City with their entourage, bringing forth the dollars as if they shall never end.

Casinos too love their high rollers and facilitate them with the best of options and go the extra mile for them. Their red carpet treatment includes a private casino room with enough games and tables to keep them happy and content, and to keep them coming back for more. Though these celebrities may have a God like status, they have their ups and downs. They win big and they lose big. The Mirror reported that Manchester United big wig Wayne Rooney lost £500,000 during a solo night on gambling in just two hours. No problem for the soccer legend, he is worth a smooth $160 Million! Here’s some more of your favourite celebrities who won and lost huge bucks while gambling:

Matt Damon & Ben Affleck

Hollywood’s most famous best friends Ben Affleck and Matt Damon are known lovers of casinos and gambling, and their love is evident in their movies as well. Their movies often have scenes of them sitting around poker tables with a cigar in their hand and a Scotch by their side. During Las Vegas trips, these two buddies are known to spend grandly, and on one such trip the besties won $800,000 by playing three hands of $20,000 Blackjack. In another story, a very drunk Ben Affleck is known to have tipped the casino staff a whopping $150,000!

50 Cent

Rapper 50 Cent has become a multi millionaire through record deals and endorsements and often has movie roles along with his business ventures. The rapper is a great gambler and when he is on the go he enjoys gambling on an online casino in New Jersey. 50 Cent’s biggest win came through when he won $1 Million in cash by betting on a boxing match between Floyd Mayweather against Oscar de la Hoya. In another big win, the rapper won $500,000 in 2012 by betting on a NFC Championship match between the Giants and 49ers.

Tobey Maguire

‘Spider Man’ Tobey Maguire is on the list of Hollywood high rollers who do not miss on a good game. Unfortunately, coming in the limelight for an illegal ring of gambling, the actor faced a lawsuit and was sued. The actor and 22 others were sued for $4 Million, and Tobey had to pay $311,000 with interest, hardly a dent in his pocket. Tobey Maguire has been estimated to have won over $10 Million in these home games, and his winning streak also paved the name for these games as ‘Tobey’s Games.’

About RJ Frometa

Head Honcho, Editor in Chief and writer here on VENTS. I don't like walking on the beach, but I love playing the guitar and geeking out about music. I am also a movie maniac and 6 hours sleeper.

Check Also

How to Choose a Guitar for Your Kid

Welcome to the world of small guitars – when you are looking for a right …

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.