Crazy Poker Prop Bets

  
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Poker Pros create Prop Bet on 2020 WSOP Likely Getting Cancelled due to Coronavirus Bill Perkins' 1-Year Weight Loss Prop Bet - Jaime and Matt Staples still 30+ Pounds away from winning $150,000 34 comments on 'A crazy prop bet'. Self confessed prop bet fan Barry Carter shares some of his favourite stories of crazy proposition bets between poker players. ElkY (After losing a prop bet) Poker is a very serious place at the moment, so my hat goes off to jokers like Bertrand 'ElkY' Grospellier and Eugene Katchalov, who made it a little more entertaining with a series of.

Professional poker players are known for being risk-takers as they put their money on the line just about everyday at the poker table and believe they can beat their counterparts and make a successful living.

One of the things that poker players often do to make things more interesting is to take part in unique prop bets that can sometime be outrageous, controversial, dangerous and extremely challenging.

Poker Players Love A Insane Challenge

We list the six most craziest prop bets that poker players have engaged in during the last few years.

#1 Antonio Esfandiari – Lunge For 48 Hours

High stakes poker pro Bill Perks challenged Antonio ‘the magician’ Esfandiari at the 2016 PokerStars Caribbean Adventure (PCA) to a $50,000 prop bet that would require Esfandiari to stop walking for 48 hours and only move around through lunges.

Esfandiari who is one of the most successful poker players in the history of the game with more than $27 million in prize money accepted the bet and got himself into a lot of trouble.

Esfandiari was taking part at the PCA and had more than $115,000 in chips at the table. He did not tell anyone about the bet and soon realized that he was suffering muscle fatigue from his constant lunges.

He decided to bring a bucket to the table and used it to relive himself as he could no longer lunge to the bathroom. Esfandiari’s antics at the table were discovered and as a result, he was kicked out of the PCA. Although he won $50,000 from Perkins, his reputation took a hit and Esfandiari admitted in retrospect that he should have used better judgment. He ended up donating the $50,000 to charity.

Games

#2 Dan Bilzerian – LA to Vegas Cycling In 48 Hours

Bill Perkins was once again at the center of this unique bet with Instagram king and high stakes poker pro Dan Bilzerian.

Perkins challenged Bilzerian to cycle from Los Angeles to Las Vegas in 48 hours for $600,000 and Bilzerian accepted the challenge.

Not many gave Bilzerian a chance as he admitted it was years since he got one a bike but once he accepted the challenge Bilzerian took things seriously. He worked with Lance Armstrong to build his stamina and in the end succeeded in completing the race within 48 hours – although there was some controversy as Bilzerian allegedly drafted behind a van that was filming the event.

Cycling Today

In the end, Perkins accepted that he lost the bet and paid Bilzerian the money.

#3 Ted Forrest – Weight Loss Bet

Poker Pro Mike Matusow put $2 million on the line in 2010 when he challenged Ted Forrest to lose weight and go from 181 lbs to 140 lbs within a short time frame.

Forrest was not allowed to use any diuretics or amputate any part of his body to make weight.

Back in 2008, Forrest had challenged Matusow who weighed 250 pounds to make to 181 pounds for $100,000. Matusow made the weight and Forrest paid him $100,000.

So when it came to Forrest’s turn to make weight, he hired himself a fitness trainer and worked really hard to lose the weight. He made the weight in time but in the end Matusow only ended up paying him $70,500. Forrest isn’t pleased that Matusow hedged on his bet and called him out on Twitter in 2014 but is yet to be paid in full.

.@CardPlayerMedia Correcting the numbers: @themouthmatusow has payed me $70.500 of the 1.8million he owes me for the weight loss bet #4years

— Ted Forrest (@ForrestTed) 9 September 2014


#4 Phil Hellmuth – Shaves Head After 2002 WSOP

Not a lot of people remember this bet because it happened way back in 2002 but it is memorable because Phil Hellmuth, considered one of the best poker pros in the history of the game with 14 World Series of Poker (WSOP) bracelets and over $20 million in prize money shaved his head after losing a prop bet.

During the 2002 WSOP, amateur poker pro Robert Varkonyi eliminated Hellmuth from the Main Event and Hellmuth would go on to say that he would shave his head if Varkonyi would go on to win the Main Event.

Varkonyi ended up winning the main event and he was kind enough to let Hellmuth off the hook but since Hellmuth had promised his hair to charity, he ended up shaving his head, donating his hair and then paying $10,000 from his own pocket to charity to buy his hair back.

#5 Phil Ivey – Go Veggie For One Year

Tom “durrrr” Dwan told poker great Phil Ivey that he would pay him $1 million if he could be a total vegetarian for a period of 12 months.

Ivey accepted the bet and tried raising the stakes to $5 million but Dwan declined since he did not have the money.

In retrospect, Dwan should have accepted the bet as within 20 days Ivey decided to pay Dwan $150,000 and buy out the bet as he realized being a complete vegetarian was more difficult than he expected.

#6 Brian Zembic – Boob Implants

Brian Zembic is not remembered for his accomplishments at the poker table but rather for his strange bet than won him $100,000.

Zembic was promised $100,000 if he got boob implants in 1996 and then an additional $10,000 for every year that he kept them. He went through with the bet and got 38C boob implants and won $100,000. He has kept his implants for nearly 20 years and in 2016 stated that he was contemplating removing them as he realized that money isn’t everything.

Inside Edition

When risking thousands of dollars at the tables just isn't enough...

Here’s a secret about poker players: They love to gamble. Shocking, I know. ‘Prop bets’ are side bets made by poker players in order to spice up the action. The most typical type of prop bet is the ‘last longer bet’ in which two players wager about which one of them will last longer in a specific tournament. There is also the standard ‘red/black’ for those late nights at the cash game tables where players simply wager on whether the flop will have more red cards or black cards. However, when high stakes pros want to make things really interesting, they get a bit more creative. Here are my picks for the top 5 craziest prop bets of all time:

5.) Vanessa Selbst Makes A Drunken Mistake

(Mercier talks about prop bets around the 2:00 mark)

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At the 2016 PCA in the Bahamas, a drunk Vanessa Selbst decided it was a good idea to risk $2 million against Jason Mercier’s $10,000 on the stipulation that he couldn’t win 3 bracelets at this year’s World Series of Poker. It is rumored that Selbst tried to buy her way out of the bet when she sobered up, but Mercier declined. While no player has ever won 3 bracelets, risking $2 million on such a bet is quite foolish. Selbst got the scare of a lifetime when Mercier miraculously won 2 bracelets in the first 5 events of the WSOP! He was actually multi-tabling live tournaments, running back and forth between the tables! In the end, Mercier fell short of the third bracelet but managed to win his $2 million the old-fashioned way… at the tables.

4.) Phil Ivey Goes Vegetarian

Back in the height of the ‘Full Tilt’ days when guys like Tom Dwan, Phil Ivey, Gus Hansen etc. were throwing seven-figure sums of money around like confetti, some crazy prop bets took place. Ivey, a noted carnivore, was challenged by Dwan to go a year without eating meat. Ivey accepted the challenge and wanted to bet $5 million that he could do it! Dwan agreed to bet $1 million and Ivey went vegetarian…for 10 days. After less than two weeks, Ivey approached Dwan and agreed to buy-out of the bet for a smaller figure, conceding defeat and probably heading straight to In-N-Out Burger.

3.) Antonio Disqualified For Peeing At The Poker Table

Huh? What? Let me explain.

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At the 2016 PCA Antonio Esfandiari was feeling a bit overweight and his buddy Bill Perkins decided to give him a stronger incentive to start exercising (Perkins loves prop bets, you’ll see his name again on this list). Perkins bet him $50,000 that he couldn’t lunge everywhere he went for 2 days, instead of walking. After winning the bet Esfandiari’s legs were so sore that he couldn’t physically get up from the poker table. Due to his inability to walk, Esfandiari urinated into a bottle under the table during the Main Event! He was immediately disqualified from the tournament and made a public apology for the incident. He won the $50,000 but expressed great regret about his behavior and donated the money to charity.

2.) The King Plays The Most Massive Session In Online History

No list of prop bets would be complete without the ‘King of Prop Bets’ himself, Joe Ingram (AKA Chicago Joey). Ingram recently won another prop bet by writing an entire 40,000 word book in under a month. However, his most amazing prop bet achievement came in 2009 when he won a $30,000 wager that he couldn’t play 50,000 hands of online poker in one day. He accomplished the seemingly impossible feat in just over 20 hours, after playing on 24 tables non-stop during that stretch! Another stipulation of the bet was that he had to turn a profit during the session, which he did easily, winning over $800.

1.) Dan Bilzerian Bikes From Vegas To Los Angeles

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Say what you want about instagram celebrity Dan Bilzerian, but he gets the top spot on this list for essentially risking his life to win a bet. Las Vegas and Los Angeles are separated by 270 miles of hot and unforgiving dessert. Against all common sense and self-preservation instincts, Bilzerian accepted a challenge to bike between the two cities within 48 hours. Millionaire businessman and high stakes poker regular Bill Perkins (see? the man loves prop bets) bet Bilzerian $600k that he couldn’t do it. Bilzerian trained for 3 weeks and even received some help from Lance Armstrong before accomplishing the feat. There was an interesting side bet to this bet as Rick Salomon (star of Paris Hilton’s sex tape and high stakes poker enthusiast) bet Bilzerian $250k that he would die on the journey. If Bilzerian didn’t die, Salomon would pay him the money. If he died, Bilzerian would leave Salomon his private jet in his will. Fortunately for lovers of Instagram photos of weapons and boobs, Bilzerian survived the journey and won the bet. However, it’s rumored that Salomon has refused to pay his share, declaring that Bilzerian cheated by drafting behind a van for the final stretch.

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Photo Source: http://www.poker.co.uk/esfandiari-agrees-to-no-sex-bet/

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