What's the weirdest bet you've made/seen in a pool hall?

At Breaktime Billiards in Wilmington, NC (1995)...I was an unknown newcomer, first time in the room. Two older gentlemen sitting at the bar (friends who knew each other well enough to know that neither knew me) called me over to settle their bet. They bet $50 on the over/under of how many nickels I had in my pocket. I had three, one guy won over his buddy. I then had a beer and watched them bet assinine bets like this for over an hour. Several hundred dollars changed hands. Some guys will bet on anything if they're bored enough and need action.
 
Legend has it that after a Tri-State event some time ago, a strong local player, Scott Simonetti, was barking at a C player to play him. The C wouldn't budge and in desperation, Scotty offered to play him wearing a motorcycle helmet, backwards over his face so he couldn't see. The C agreed.

Scotty had a friend position him in line for the shots, and tell him whether to put top or bottom on the cueball for position. I never heard the stakes of the match but was told that Scotty took the cash.
 
Out fishing one day in high school, several of my buddies, bet another buddy that he wouldn't bite the head off a live catfish for 20 bucks. Well he did it. I still picture him shaking his head back and forth with guts hanging out of his mouth and down his chin to prove that he did it. Only thing worse was the look on his face when they air barreled him! True story.


Sent from my iPhone using Tapatalk
 
Don Willis gambling, NYC, 1965

I was a college kid, hanging out at Paddy's 7-11 Pool Hall on Broadway, above the Metropole Cafe near 51st Street in NYC. Walter Tevis' book, "The Hustler," had just been made into a movie and pool was hot in NYC. It was a late Spring Friday night, I believe, in 1965 when Don Willis and Dean Chance strode into Paddy's. They were both wearing white linen suits and cowboy hats. I never saw anything like it. Johnny Ervolino, Pots 'n Pans, Brooklyn Jimmy, Fast Eddie, Slim, New York Blackie, Deano....they were all there. The entire room turned their attention to Willis and Chance, who were fooling around on a 5x10 billiard table. After joking around and missing most of their shots, Willis worked the crowd, masterfully, into a proposition bet: he said that he could play a billiard by hitting the cue ball into the red ball, then jumping it off the table, running the cue ball across the floor and then completing the billiard on the floor by touching the other cue ball, which was about thirty feet away, nestled next to the foot of a Brunswick Gold Crown across the room. Willis and Chance were laughing and joking about how impossible such a shot really was, as if anyone was stupid enough try even try it. Dean Chance, who had already won the Cy Young Award in the American League, tried to shoot it and couldn't even jump the table with the cue ball. He "paid" Willis some money and then said that nobody could make that shot. Willis played the crowd some more and drew them in for the kill. He "bet" Chance, I think it was $1000, that he could make it if he got three tries. On the first shot, he almost miscued, missed by a mile, and there were snickers heard all over the room. Now, Don moved in for the kill. He side bet with anybody for any amount before the second shot. A few guys in the room were holding the stakes. I don't know what the total bet was, but it was a couple of thousand at least. Now, Don Willis chalked up, jacked up, and struck the cue ball perfectly. It jumped the table, ran along the uneven and worn out floor boards of Paddy's, and slowly came to rest as it struck the other cue ball, which Willis had "casually" placed against one of the feet of the old Gold Crown. The entire room erupted. Men were almost falling down, laughing, gasping, pointing and shouting. Don collected the money and he offered to bet again because he said that it was a lucky shot and he wanted to give everyone a chance to get their money back. There were no takers. Then Willis and Dean Chance left Paddy's. I never saw either of them again. I didn't even learn Don Willis' name until years later when I recounted this story to George Fels. George told me that Willis played the same con in Chicago at Bensinger's, where the cue ran down a flight of stairs. The gimmick, of course, is that Willis would go into the room when nobody was there several days before and figure out where the cue ball would naturally come to rest on the uneven floor. The rest was simply taking candy from a baby. This story is true, although I don't know who was on the "in" and who was on the "out" of the con.

Karl Kantrowitz,

New Jersey
 
100% true

at tacony billiards in philly about 7 to 10 yrs ago young player from jersey would come gamble at pool pretty good shooter. well if he could get no action he would go outside,and there would be half drunk beer bottles in the parking lot. from hours ago, he would bet that he would drink them. and he won...... this is the worst two guys dindnt like each other it was like 5 am. the one named chris drove up to us outside and said he would bet us 50 dollars that he would shit in his hand and drive around and wipe the shit on the other kids car windshield, the guys I was with said bet. he shit in his hand drove around and wiped it all over windshield, plus hit the car wiyh his truck.he came backed to us for the money the guys said f u he left
 
The funniest one lately that I saw was this: A buddy of mine has a local t-shirt printing shop. He and another friend of his are always competing against each other at pool. The bet was if his buddy lost the race to 15 in 9 ball he would have to wear a shirt that said "I have a very small penis" to the next 2 tournaments that they played in.

He lost......I'm waiting with my camera for the next tourny that he is in! (I'll post a pick if I can!)
 
Not very interesting but I recently saw a few guys at a tournament betting on who could throw a balled up piece of paper down the hallway further. WTF, People were playing cards, I guess these guys were not card players, lol.
 
At the warehouse district poolroom in glen burnie, md...acknowledged in Playing off the Rail...there was a guy who bet a bunch of people that he could stand outside with his pants down and come in under 2min without touching himself.

I didn't see it, but understand he did get the cash.
His girlfriend must have been so proud.
 
At the warehouse district poolroom in glen burnie, md...acknowledged in Playing off the Rail...there was a guy who bet a bunch of people that he could stand outside with his pants down and come in under 2min without touching himself.

I didn't see it, but understand he did get the cash.
His girlfriend must have been so proud.

Is that even possible??
 
We where at a campground by one of the tracks we raced at and a bunch of people are standing out by the little country road that runs by looking at one guy. All of sudden the guy starts doing squat thrusts, stands up, pulls down his pants and fires some turds out of his backend across the street!! The guy bet he could blow turds out of his ass from one side of the road to the other. He had about 10 takers on that bet who lost money, I didn't really want to see this but how could you not watch!!:rotflmao1: I suppose this doesn't fit OPs question since it wasn't a pool hall but it was weird.

I want to know how this guy knew he was capable of such a thing. I haven't laughed this hard from reading a post in a very long time. Nasty but hilarious.
 
Not very interesting but I recently saw a few guys at a tournament betting on who could throw a balled up piece of paper down the hallway further. WTF, People were playing cards, I guess these guys were not card players, lol.
I'll admit that was me. It was actually balled up cocktail napkins. We also threw cocktail straws, business cards and homemade airplanes.
 
I'll admit that was me. It was actually balled up cocktail napkins. We also threw cocktail straws, business cards and homemade airplanes.

Down in Music City, we were throwing quarters across the room to see who could land closest to the spot for $20 a throw.
 
weird bets

Well this was not in pool room-but i must share. i was stationed in KOREA in 1968 on missel sit on top of mt-snow!!!!! well we in small hut on tact site bord so we caught this big beattle and got in middle of hut tosed it up and bet on what wall it would crawl to!!!!!LO LO solder hard at work!!oh and by the way it -25 below:thumbup: out side!!!
 
Down in Music City, we were throwing quarters across the room to see who could land closest to the spot for $20 a throw.

I've watched guys at a local golf course throwing golf on the green betting on closest to the hole. I thought you've all got golf clubs but you are throwing the ball, wtf?
 
I want to know how this guy knew he was capable of such a thing. I haven't laughed this hard from reading a post in a very long time. Nasty but hilarious.

I know right? How does one actually find out they posses this skill much less how they go about explaining and making the bet on top of it. Just imagine the things that could go wrong. :eek: It was the first and luckily only time I have seen this.
 
Nothing to crazy...but I've made this bet a few times with a hand full of people. Bet is: who can snort a shot glass full of Tabasco sauce and be the last one to cry. Surprisingly I've had more people than I'd like to admit actually take me up on it
 
Back about 10 years ago at a Joss Tournament the Russian's Styleve sp? backer had enough cash to choke a rhino. Out in the parking lot they were betting at least $100 a throw flinging a credit card like we used to do with a baseball card.

Another time I saw Frankie Hernadez playing against a guy playing chopstick pool with 2 cues,

I watched 2 guys guys betting $100 a pop who would come out of an elevator at the Valley Forge tournament. One guy with either drunk or high because I don't think anyone could be that dumb.

The other guy was calling who would come out. and of course that Tournament was like 85% men. So he would pick a guy and every now and then pick a women just to keep the guy betting. He would win about 5 then lose one. this went on for a while
 
Bad Bet

While I was in college a buddy of mine and I were playing cheap doubles against whoever would play. Most guys would buy beer but not bet $5. We had about 3 full pitchers of beer at our table and had just beat these guys for another. They were laughing saying we would never drink all that. My friend said don't worry my friend here (me) can drink all that in the next hour. Somehow it got ratcheted up to me downing a bottle of MD 2020 in one drink for $20. The next thing I know we are out back, me slamming a whole bottle of purple MD. I did it and went back in to play but honestly I don't remember three games later. WINNING!
 
While I was in college a buddy of mine and I were playing cheap doubles against whoever would play. Most guys would buy beer but not bet $5. We had about 3 full pitchers of beer at our table and had just beat these guys for another. They were laughing saying we would never drink all that. My friend said don't worry my friend here (me) can drink all that in the next hour. Somehow it got ratcheted up to me downing a bottle of MD 2020 in one drink for $20. The next thing I know we are out back, me slamming a whole bottle of purple MD. I did it and went back in to play but honestly I don't remember three games later. WINNING!

Back in my younger days, I was known for being able to drink beer quite fast. To this day I can still drink a bottle of beer faster than you can pour one on the ground (snorkel technique). Anyway, one of my good friends was a former Navy SEAL that could drink beer just as fast, if not faster, than me. The club we were at decided to have a pitcher contest and put up a $100 bar tab for the winner, $50 for second, $25 for third. Shannon and I entered along with some other guys. Shannon came in second and I came in third, but the guy that won actually spilled most of the pitcher all over himself while we actually DRANK the beer. Shannon was PISSED and we were going to the bar to get our tabs when he yells out at the guy that won that he wanted a rematch. He put 2-to-1 on the money that he could drink a 6 pack of bottles faster than the guy could drink 4 with the caveat that you couldn't spill anything. Obviously, this guy had no idea what he was getting into when he accepted...

We go to the bar and the bartender put a 6-pack of Bud Light in front of both of them. I yelled "GO" and Shannon pulled the snorkel out of his back pocket, slammed 6 beers in about 20 seconds, and picked the $300 up off the bar before the guy even finished his third beer. This guy starts crying that Shannon cheated and took a swing at him. Let's just say that guy had a very bad evening after that.

A group of us were outside giving statements to police as they were putting the guy in the ambulance when one of the bouncers came out and said "I really feed bad for that guy... it's not very often that you can get your ass kicked that bad twice in 30 seconds."

tl;dr: Never challenge a former Navy SEAL to a drinking contest or a fight. You're just going to be broke and bleeding while he's going to be slightly buzzed and $300 richer.
 
Back
Top