Spider-Man trilogy star Tobey Maguire likes the thrill of risk, which is evident in his love for gambling. The 47-year-old star, who made a fortune for himself with his role in Sam Raimi’s films, often found himself in legal trouble for having links to an illegal poker club. And, he wasn’t alone.

A-listers, who allegedly formed a part, included stars like Ben Affleck, Leonardo DiCaprio and Matt Damon. Having said that there’s a lot more to the story and one instance related to a woman named Molly Bloom is worth recalling because she felt that Maguire was the worst poker player ever!

Tobey Maguire and Leonardo DiCaprio
Tobey Maguire and his best friend, Leonardo DiCaprio, were both named in Molly Bloom’s memoir

What’s Tobey Maguire’s Connection With Molly Bloom

Tobey Maguire isn’t just famous for giving some of the most legendary Spider-Man films. The 47-year-old star often got hit by legal suits whilst pursuing his love for gambling. And, when it comes to high-profile gambling, one name that needs no introduction is “Poker Princess” Molly Bloom. Maguire and his best friend, Leonardo DiCaprio have an old connection with the controversial lady.

Molly Bloom
Molly Bloom is also called the Poker Princess

The woman who couldn’t fulfil her Olympic aspirations, but went on organising poker games for some of the most high-profile stars. In 2011, Maguire was liked to an illegal poker club, that also involved high-profile celebrities like Ben Affleck and DiCaprio. You may be aware that Maguire and DiCaprio go way back in time as the two often found themselves auditioning opposite each other.

Also Read: “I’m going to do whatever it takes”: Tobey Maguire Was Nearly Replaced by Co-Star Kirsten Dunst’s Then-Boyfriend Jake Gyllenhaal After Forcing Sony to Get Salary Hike

Except for both becoming rising stars, Maguire and DiCaprio shared a common love for gambling. Coming back to the Molly Bloom story, two years after The Great Gatsby star settled his litigation, Molly Bloom, the woman known for attracting several high-profile players, wrote a memoir called Molly’s Game. And yea, Tobey Maguire was very much a part of it.

Also Read: Tobey Maguire Net Worth – How Much Money Did He Make From Spider-Man Movies?

Tobey Maguire Asked Molly Bloom To Bark Like A Seal

Molly Bloom stepped into the poker world after giving up her Olympics dream. From getting involved in illegal gambling with an Italian Mafia to having her name penned down in a Ponzi scheme, Bloom wrote a memoir, Molly’s Game following her arrest. In the memoir, she mentioned how an expensive NYC lawyer, Charlie Jaffey helped her after reading her memoir.

At one point, she also wrote about Tobey Maguire, who made her “bark like a seal who wants a fish” to obtain a $1,000 chip” while he was allegedly playing illegal poker with his longtime friend, Leonardo DiCaprio. Maguire didn’t stop here. After she laughed nervously, he said: “I’m not kidding. What’s wrong? You’re too rich now? You won’t bark for a thousand dollars?” That doesn’t sound very Spidey-like.”

Tobey Maguire
Tobey Maguire was  allegedly involved in illegal gambling

Today, Maguire is a grown man and is a dad of two kids, but who knows he still steps out for a little gambling. As for Molly Bloom, her case is a classic example of how a poker mastermind got away without prison time, by just being honest. The judge ruled that she committed no serious crimes, and sentenced her to 200 hours of community service, one-year probation and a $200,000 fine.

Also Read: “Something happened and he had a conflict”: Real Reason Why Leonardo DiCaprio Refused to Star in Brendan Fraser’s Movie ‘Now and Then’

Source: Looper

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