Funniest Poker Stories



A spin on the roulette wheel, 80 hours passing chips at the poker table, an incredible streak of luck at the races. Most of us know a funny, straight up crazy gambling story. Similar to a ‘rite of passage’ or ‘coming of age’, gamblers, and their friends, love to compare each other’s triumphs and even pitfalls. Here are our top 5 picks for funniest gambling stories.

In what can only be described as an amazing display of endurance and charity, Phil Laak's Guinness World Record attempt for continuous Poker play finally came to an end 115 hours after it began. Playing for the record and for the charitable organization Camp Sunshine, Laak originally intended to stay at the Bellagio poker room table for 80 hours. The story of poker legend Stuey Ungar. A gambler by the age of 10, Ungar won millions playing card games. Vidmer Stars: Al Bernstein, Andrew N.S. Glazer, Michael Imperioli, Brian Kaplan. Right now we are look for 1000 stories, when we hit 2000 suggestions I’ll worry about definitive list of criteria. In expanding this list of great short stories, I thought I would talk about some of the reasons for doing this list. We know have 1000 Great Stories that are the stepping stones to 1000 Greatest Short Stories of all time.

Grandma Rolls, and Wins, 154 Times

  • It tasted funny and I thought that her skin chemistry was giving the whipped cream an off taste,” says John. “It kept getting worse, so I turned on the light. It was all green from mold.
  • A funny poker story is the nuts, and there have been some real crackers over the years. In this article, we share the five funniest stories to have occurred in the history of poker lore.

The odds for this first story are 1 in 1.56 TRILLION. Grandmother Patricia Demauro walked to a craps table at Atlantic City's Borgata Hotel Casino and Spa with $100. She had only played craps one other time, but tired of the slots she had previously played, she picked up the orange dice and started off with a lucky “roll”, no pun intended. Four hours and 18 minutes later, Demauro had not only won all 154 rolls, but had also broken a world record for the longest craps roll and the most successive dice rolls without 'sevening out.' She never stated how much she won, but experts suggest it was likely to be in the hundreds of thousands, perhaps millions. Now that is luck.

A Lucky Win and then Deportation

You hear about gamblers undergoing serious despair and defeat after they’ve cashed in their winnings. But for a woman in Arizona, she had her moment of despair soon after she won the $1200 jackpot at a local casino. After heading to the cash booth to eagerly collect her winnings, she was asked to show her passport. Her failure to do so led to further questioning and the realization that she was illegally in the United States. Not only did she not get to collect her winnings, but she was deported back to Mexico. The key thing to take away here is have your legal I.D. ready to avoid problematic situations.

300,000 FedEx Employees (and Counting) Owe Their Jobs to Gambling

FedEx currently employs 300,000 people worldwide. The transportation company has a $33 billion dollar capital gain, with its founder and CEO Fred Smith having a personal net worth of $2.1 billion. Had it not been for a Blackjack table, the billion-dollar company may not have ever existed. In 1973, the company had $5,000 in the bank and a $24,000 fuel bill. Thinking they would have to liquidate, Fred Smith decided to take his last bit of money and head to Vegas. There, he turned the $5,000 into $27,000 at a Blackjack table. It was that night which put a man on the path to one of the wealthiest people in the world.

Funniest Poker Stories Reddit

The 20-Second Win

Ashley Revell, an English gent, went for an all or nothing roulette spin. After emptying his savings account and selling every single thing he owned, Ashley had a whopping $136,000. He let the wheel work its magic and 20 seconds later, he turned his cash into $272,000. Not bad, but we don’t recommend spending every penny you own in one game.

Cheaters or Not?

In 2000, gamblers Michael Russo and James Grosjean were uncomfortably detained at a well-known casino. They’re suspected crime? Cheating. They’re names were etched into the Griffins’ Book, a database of undesirables. The casino considered this just another day at the office, but Russo and Grosjean sued. They claimed that they had not been found with any cheating devices, they didn’t steal chips and they didn’t cause uproar. They used their minds and their “style of play” to beat the casino, aka counting cards. They argued that the casino and Griffin Investigations illegally detained them and blacklisted them. The verdict? These two gamblers won the suit.

Funny Poker Stories

Citing the large financial awards, Griffin Investigations filed for Chapter 11 bankruptcy in 2005. Moreover, the casino and other strip casinos have changed their policies about counting cards. And, no, casinos are net letting players count cards; they just can’t take you into the backroom for an impromptu shakedown. Lesson here, lawsuits can indeed change behavior of not only people, but casinos too!

Fact or Fiction?

Funniest poker stories redditFunniest Poker Stories

Our last funny gambling story is one which has not been officially confirmed, but it’s so good that we’ll include is as a bonus. In 2010, news about an 8-year-old boy from Chandigrah, India winning $500,000 spread like a wildfire on the internet. The story goes that this boy, dubbed a computer genius in the sense that he was building web pages at age 4, was using his uncle’s poker account when he hit the jackpot. Sources say the poker room refused to pay out because of the boy’s age, but the family insists that the website did indeed know the age of the boy and that they called him the “little poker wizard”. They claim he also won, and collected smaller amounts of money on the site and was paid via PayPal. Since, the anonymous poker site blocked his account. The family of the boy took the poker site to a New Delhi court. As of now, the outcome has not been released. If the story is true, this boy definitely has a solid future in online poker.

23 Jun Funniest Celebrity Poker Stories

Well, to the extent we think it is funny when the rich and famous get sued.

For playing games we can only dream of entering. Like a poker game where you win $311,000.

But, the money (allegedly) was won from a crook who stole it in a Ponzie scheme.

And now the crook is bankrupt, and the bankruptcy trustee is suing Toby McGuire among others, to get poker winnings back.

The claim is that the high stakes poker games, at exclusive Beverly Hills and La La Land hotels and residences were illegal. This is a bankruptcy trustee, on behalf of creditors of the bankrupt crook, suing to collect what he claims are funds that the crook stole from innocent victims, who should have the money back, rather than the innocent victors at the card table.

Gabe Kaplan and Nick Cassavettes are other celebrities among the eleven defendants being sued, though Ben Affleck, buddy Matt Damon and Leonardo DiCaprio also reportedly were players.

Hey, maybe they lost money!

Bradley Ruderman is doing ten years for a variety of convictions, and the trustee states that he lost $1.5 million over time in the poker games. And that the defendants won that money.

Ruderman’s 22 victims gave him $44.3 million to invest, which he successfully turned into $65,000. Reminds me of the joke about how to make a million in the stock market. Start with 7 million.

So it is comforting to know he didn’t blow all of it playing poker.

Being that the games were unlicensed, you can play Texas hold em at licensed venues in California, the winners do not have a legally enforceable claim to the winnings.

At least one professional poker player is among those being sued.

Well, come on, the professional ought to be beating up on the amateurs.

This is a civil suit, for money, so there is no threat of jail time at this point, and no law enforcement agencies have evinced any interest in pressing charges.

image credit Todd Morris/flickr