Thursday November 14, 2019 at 12:40 am

Phil Hellmuth lost a prop bet worth $20,000 when he could not return a tennis ball hit by tennis pro Ellis Guernsey. Hellmuth had 20 attempts and could not return a single one.

hellmuthtennisprop

When you think about outrageous prop bets among poker pros, Phil Hellmuth does not quickly come to mind like so many other pros that love to engage in prop betting. Heading back to the olden day of yore, Amarillo Slim was involved in numerous proposition wagers and Slim always seemed to come out on top due to his PhD in hustling.

Just at the onset of the glorious poker boom, the Tilt Boys became internet famous for posting about their gambling exploits in Las Vegas from betting on who's luggage came out of the baggage claim at the airport to how long Perry Friedman could keep his mouth shut.

Ted Forrest, Huck Seed, and Mike Matusow have all engaged in various forms of prop betting, tomfoolery and other fits of machismo. Doyle Brunson got into the mix with scooter races. Phil Ivey hustled and got hustled on the golf course for oodles of cash.

Everyone remembers the time Erick Lindgren almost killed himself from heat exhaustion and dehydration during his epic golf prop bet over a decade ago.

Most recently, there was 30-day darkness prop bet for $100,000 after Rich Alati voluntarily locked himself in a darkened bathroom after Aussie pro Rory Young bet him he couldn't do it.

And how about the guy who had to eat a shit-load of McDonalds? Mike Noori failed to eat $1,000 worth of McD's inside 36 hours.

Bill Perkins loves putting the screws to poker pros, especially because he has the money to make it worth their wild to pull off outrageous prop bets. He got both of the Staples brothers to lose/gain ridiculous weight. Dan Bilzerian and Brian Rast took up Perkins on his outrageous offer to wager they couldn't ride a bicycle from Las Vegas to Los Angeles. Perkins lost but he enjoyed watching his buddies endure pain for cash.

But now it's the Poker Brat's turn to get involved into some prop betting hijinks.

This prop bet and low-stakes wager is nothing too crazy but it involved shaky cam work from Mike Matusow (don't quit your day job for camera op jobs in Hollywood, bruh!).

Phil Hellmuth had 5/1 odds that he could return a 125-plus mph serve from a tennis pro named Ellis Guernsey. Hellmuth had 20 chances to return a serve. Even he thought he was a dog, but took the risk because "fluky things" happen. Which is true... weird and flukey (or fluky?) things happen all the time, especially in the gambling world.

Well, Ellis Guernsey smoked the ball by Hellmuth and he was unable to successfully return a ball. You can watch the hijinks below...

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