Wager Jokes - 59 Hilarious Wager Jokes

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Three Soviet generals wager who has bravest soldiers

Soviet army organizes a large military exercise. Three high-ranking officers - an army general, a navy admiral and an air force commander watch the war games from an observation bunker, drink vodka and argue who has bravest men. They can not reach a conclusion, so the army general calls his troops a...

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The bankers wager

An elderly woman walked into the Royal Bank of Ireland one morning with a purse full of money. She wanted to open a savings account and insisted on talking to the president of the Bank because, she said, she had a lot of money.

After a lengthy discussions the president of the Bank asked ...

The IRS decides to audit Grandpa, and summons him to the IRS office. The auditor was not surprised when Grandpa showed up with his attorney.

The auditor said, "Well, sir, you have an extravagant lifestyle and no full-time employment, Which you explain by saying that you win money gambling. I'm not sure the IRS finds that believable."

"I'm a great gambler, and I can prove it," says Grandpa. "How about a demonstration?"

The a...

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The Octopus

*A guy walks into a bar with an octopus.*

*He sits the octopus down on a stool and tells everyone in the bar that this is a very talented octopus. He can play any musical instrument in the world. He hears everyone in the crowd laughing at him, so he says that he will wager $50 to anyone wh...

What do you call it when an Englishman decides to place a 1 pound wager on Croatia to win?

Quid pro Cro

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An American arrives in Ireland and goes to the nearest pub…

… and walks straight up the bar. It’s busy, and he looks around at the customers. Satisfied, he bellows at the top of his lungs, “I’ve just arrived from America, and I’ve heard tell of how much the Irish drink stout. I’ve got $500 for anyone who can drink ten pints of Guinness in ten minutes or less...

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The Wagerer

A guy walks into a bar, is seen by the bartender wandering from table to table, occasionally making them laugh, occasionally getting a scowl and pocketing a few dollars. Finally, he makes his way to the bar and sits down. "Whats all that about?" asks the barkeep

"Oh, I'm a professional wagere...

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The wager

A drunk man stumbles on to the bar. The bartender starts shouting, "Hey, you idiot, off the bar!"

"Wait, *hick* I bet you a 100 bucks, I can piss into that glass right in front of you."
The bartender agrees.

The man proceeds to piss all over the bar, and onto the bartender, who jus...

If a person is not feeling well, he ought to make small wager.

It will make him a little better.

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The new priest

A new priest at his first mass was so nervous he could hardly speak.

After mass he asked the Bishop how he had done.

The Bishop replied, "When I am worried about getting nervous on the pulpit, I put a glass of vodka next to the water glass. If I start to get nervous, I take a sip."
...

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"Long Shots" (long)

A bartender was tending his bar, as one does, when a drunk patron approaches him and orders a pint of beer, plus a couple shots for himself and the bartender... The bar was relatively unpopulated, save for a few sitting along the bar and a booth of 5 gentlemen in the far corner, loudly joking and la...

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An Octopus in the Highlands

One lovely evening in the Scottish Highlands, a lad walked into a local pub with his octopus in tow. There was a general start in the otherwise subdued and cozy establishment. The lad takes a seat at the bar, props his octopus in the seat next to him, and proclaims for all to hear:

“I hereby ...

pint of guiness

On my last trip home I found myself in a pub in Edinburgh.
A group of American tourists came in. One of the Americans said, in a loud voice, "I hear you Scots think your great drinkers. I bet 5,000 pounds that no-one hear can drink 30 pints of Guinness in 30 minutes."
The bar was silent, the ...

One day, legendary musician Sting becomes bored of music, and decides to try his luck at day trading.

He does a few online courses and begins trading.

On the first day Sting loses some money, but learns from it, and unpertrubed by the small losses he continues with it. On the second day, Sting loses a bit less, and learns even more. Happy with the results, he decides to sink some more money i...

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Seasoned hunter

A group of young men who are on a hunting trip stop at the lodge. They hang out at the bar, drinking beer and talking.

Suddenly an older hunter walks in and the patrons fall silent. Everyone stares at the man as he walks up to the bar, sits down and orders whiskey. The silence in the room is ...

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Bet

Sister Mary burst into the office of the principal of Our Lady of Perpetual Motion parochial school in an advanced state of agitation. “Father!” she cried, “just WAIT until you hear this!”

The priest led the sister to a chair, and said, “Now just calm down and tell me what has you so excited...

An Aussie walks into a British pub...

An Aussie walks into a British pub, saunters up to the bar and orders two beers: one for him and one for his four-legged friend. As the barman places the beers on the counter he glances at the beast lying at the Aussie's feet. The barman raises one eyebrow and says "That is surely the ugliest dog I...

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A shepherd is tending to his flock when a man in a sports car pulls up.

The man is wearing a fancy suit and says, "My! What a large herd of sheep you have here! I would like to make a wager with you. If I can tell you exactly how many sheep you have, you give me one of them."

The shepherd is intrigued and agrees.

The fancy man gets on his phone and makes...

An old man walks into a bar and slams a bag of gold coins down,

addresses the customers by saying, "I'll give this entire bag of coins to any man here able to drink 10 pints in 2 minutes'"

Nobody takes him up on the offer but he notices an Irishman getting up and leaving.

A few minutes later the Irishman is back and says to him, "Is yer wager stil...

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Three Brothers

Three brothers all decide to get married on the same day. Following the ceremony they're in the bar discussing how many times each is going to have sex with their new wives that evening and they soon set a wager. The following morning around the breakfast table, obviously unable to discuss the wager...

A hunter sat in a bar.

A hunter walks into a bar, bragging that he can recognize any kind of animal skin by touch alone. When no one seems impressed he adds that he's also able to identify the exact weapon used to kill the animal.

This intrigues the other guests and they decide to put his boast to the test. After w...

A man walks into a bar...

Upon entering, he notices a massive slab of meat hanging from the ceiling. He walks up to the bartender and asks, " Hey, what's up with the big chunk of meat up there?"

The bartender replies, "Its a wager. If you can jump up and hit the meat, you get an hour of free drinks, but if you miss, y...

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A bartender is about to close down for the evening when a man walks into the bar.

The man sits down at the empty bar and says, "unfortunately i haven't got any money, but wondering if you would care to wager me for a yard of ale?"

Intrigued, the bartender inquires what the man has in mind for a wager. "You pour me a yard of that Blonde Ale over there....if I can finish ...

A guy walks into a bar with a dog under his arm...

...he announces to everyone in the bar that his dog can talk and he will make a $1000 bet with anyone who doesn't believe him. The bartender saw this as a great opportunity so he took the man up on the wager.

The man looks at the dog and says, "What is the top of a house called?" The dog sa...

A man and his dog walk into a bar...

The man proceeds to sit on a stool and the dog quickly follows, jumping onto the next stool. The barkeep tells the man ‘Sir your dog can’t sit there!’

‘Well I reckon he can. You see, this is no ordinary dog. This dog here has the gift of speech, and that makes him my best friend. And I believ...

Jeff was a prolific name dropper and his mate Jack had had enough.

“Surely you don’t know every person you mention,” he said.

“Sure do,” replied Jeff. “I know them all.”

Wanting proof, Jack wagered Jeff that he could find someone he didn’t know, a bet that Jeff accepted. They jumped on a plane and flew to Marvel Studios.

“OK,” said Jack, ...

Guy walks into a bar with an octopus

The bartender, upon seeing the octopus, says "hey hey hey I run a respectable establishment here, no cephalopods allowed!"

The owner of the octopus says "no, wait, this is the most amazing octopus in the world, it can play any musical instrument known to man."

As fate would have it, th...

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A gambler gets audited by the IRS

The man walks in to see the auditor with his lawyer and sits down. The auditor says "you claim to have made around $10 million last year through gambling and frankly, we don't believe you"
The man says "I'm a great gambler and I can prove it!"
The auditor replies "go ahead" so th...

Two mathematicians were having lunch at a diner and got into a rousing discussion about the state of mathematics education in the US.

The first mathematician insisted that the general American populace was woefully inadequate when it came to understanding even basic math, while the second felt the average person knew more than they were given credit. They made a friendly wager and agreed that the next time their waitress came by, ...

A young doctor an an old doctor were standing in a hospital, trying to out-diagnose each other.

The competition was heating up, and the next correct diagnosis would be the winner.

Just then an old man hobbles by, walking carefully with short, shuffling steps. He has an IV tower with him and appears to be leaning on it for support.

The young doctor snaps his fingers and says “I g...

A friend recently asked me if I had ever known a kid who was going places

I told him that I knew a blind kid who was definitely going somewhere. It was this boy in a first grade class that I was an assistant in. Everyone bullied him cause of his disability, kids are pretty terrible after all. They didn’t care about him or who he was, I’d wager half of them didn’t even ...

First Time at the Barber

I had never been to an actual barber before yesterday, I've grown my hair and beard out for the past several years for a few reasons, but mostly because up until a couple weeks ago I've been too poor to afford regular haircuts. I string enough jobs together working out of a labor pool to get by,...

An American, a Mexican, and a Russian are riding a train

They decide to have a wager on who's the best burglar, the rules being the lights go down and the person steals as much as they can without getting caught in the amount of time the lights are down on their turn.

The Mexican goes first, the lights go down, and they come back on one minute late...

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A man and his new hunting dog

A man is sitting at the bar of his local gun club with a few of his buddies after finishing their trap shoot. As they enjoy a cold beer, a man and his dog enter the bar. After a few minutes of pleasantries, the man with the dog says "Yea, this dog is incredible. I don't have to sit around and wait f...

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A man walks into a bar...

"Hey bartender! I bet you 50 bucks I can spit on my own eye!"

It being a slow night, the bartender accepts the bet. The man then immediately pulls out his glass eye and hocks a loogie on it.

"Bullshit!" Yells the bartender. "I'm not paying you jack for that!"

Without skipping ...

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A little old lady walked into the National Bank & Trust... LONG

She walked up to the secretary of the president of the bank and asked to see him. The secretary told the bank president that there was a woman here to see him and he said to send her in.

Bank president says, "Well hello there madam, how may I help you today, do you need help with your acco...

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A man walks into a bank

He's accompanied by a broker. The man asks to speak to someone about making a large deposit, so the banker sends him straight to the boss.

"Good morning," says the man, "I'm here to deposit $40,000.

"Well now," says the banker, "how did you acquire such funds? We like to keep a clean n...

People in town had noticed that a certain miser never invited anybody to dinner.

"I'll bet," said a prankster, "that I can get an invitation."

The wager was accepted, and our prankster went to see the rich man the next day, at a time when he knew that the miser would be at the table with his family.

He rang the bell, and told the servant who opened the door that h...

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An old man walks over to the bartender...

and says to him, "Young man, I'm a bit of a gambling man, and if you're willing to make a bet, I'll wager $10,000 I can bite my left eye." The bartender calls the man's bluff and takes the bet. The old man then proceeds to remove his glass eye and bite it. The bartender was bitter.

He then sa...

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So me and this girl have been getting together pretty regularly to play Scrabble on the weekends...

...the other day we decided to meet at a bar after work and I made a joke about how it's too bad we can't play Scrabble in the bar, hoping she'd say, "We can still play Scrabble on our cellphones!" because everybody knows about those Scrabble apps, right? (Man, I could really go for a good game of S...

An ageing maple and a gnarled oak were standing on the crest of a hill overlooking a verdant glen.

"You see that young sapling down there," said the oak. "I'm thinking it's a son of a birch."

"No," said the maple. "I'd wager it's a son of a beech."

Just then a ruddy woodpecker landed on a branch nearby.

"Hey Woody," said the maple. "Would you do us a favour and fly down to th...

I used to have a horrible gambling problem...

.. but I wager I'll never gamble again.

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A Gargoyle, A Jinn, and A Dark Shaman are hanging out in a cemetery...

A gargoyle a jinn and a dark shaman are hanging out in a cemetery, close to midnight.

The shaman turns to the jinn and says,
"I bet my soul against your eternal servitude, that I can raise more corpses freshly dead within the past 10 years, than you can steal the souls of the living by gra...

A rich Texan is on vacation in Ireland...

One of my oldest, one of my favorites, but I haven't seen it pop up since I've been subbed. But of course it's surely a repost. I like to put on the Texan drawl and Irish accent for this one...

After a long day of sightseeing the Irish countryside the Texan wants to relax and have a beer so...

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Long walk, short piss

A gentleman, who had been in the bar for some time, approaches the bartender.

“Hey barkeep,” the man said, “are you a betting man?”
“What barman isn’t?”
“I’ll bet you five bucks that I can bite my own elbow,” the customer posed.
“Well if you can, I’d pay five to see it.” The barten...

Joe knows everyione

Joe and Paul entered a bar and everyone at the bar said, "Hi Joe, Hey Joe,
How ya doin' Joe?"
Paul said, "What, are you a regular here, Joe?"
Joe answered, "No, it's just that everyone knows me."
"Whaddya mean everyone knows you?" said Paul.
"I mean everyone in the world knows me," re...

Bush, Obama and Trump go hunting in a safari

They start the day by making a friendly wager; the one who kills the least during that day pay for the drinks for the whole night.

At the end they come back to their campsite and compares killings.

Obama says that he killed three lions and two hippos. “That’s nothing, Bush says, I go...

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A cowboy walks into a deserted saloon...

And there's no tinkling waltz on the piano, no gentle buzzing about the days activities, it's empty. A mournful bartender polishes an immaculate glass and halfheartedly waves away a fat, clueless fly.

The cowboy sidled into a stool and fished a coin out of his pocket. He flicked it with his t...

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A Texan man walks into a pub in Ireland.

He clears his throat and announces to the people inside, "Right, I hear y'all's a bunch of heavy drinkers, so here's what I'm gonna do. I'm gonna give a cheque for one hundred American dollars to anyone who can drink ten pints of your Guinness back to back".

No one speaks up. Gradually the co...

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An old man is met by his attorney, and is told he is going to be audited.

He rides to the IRS office with his attorney, and when he gets there, he begins to talk with the IRS agent. "I bet $2,000 I can bite my own eye!" The IRS agent agrees to the bet, believing it an impossible task. The old man laughs, pulls out his glass eye, and bites it.

The IRS agent is dumb...

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A man walks into a bar...

Late one Saturday night a man walks into a bar and goes up to the bartender and says

"I got a wager for you"

"what would that be?" the bartender replies

"I'll bet you $500 that I can bite my own eye" the man says plainly.

"Fine, you got yourself a deal" the bartender agre...

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A doctor, an architect, and an attorney were dining together at the country club.

The conversation turned to the subject of their respective dogs, which were apparently quite extraordinary, and a wager was placed on who had the most intelligent dog.

The doctor offered to show his dog first, and called to the parking lot, "Hippocrates, come!" Hippocrates ran in, and was to...

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Little old lady(long)

A little old lady goes into the Chase Manhattan Bank, and says she wants to open a savings account. The accounts person asks her how much she would like to deposit to open the account and the little old lady says, "Three million dollars."
The accounts person is startled, and says, "In what form?"...

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A homeless man walks into a restaurant...

He sits down at a table and asks to speak to the manager. The manager walks over to the man and says

"Can I help you?"

"I'm going to be honest with you. I have no money to pay for a meal. But I want to make a little wager with you. I want you to take any spoon that you want and then I ...

Two calculus professors get together

for lunch at a diner near campus.

"What really frustrates me about our profession," says the first, "is that the average student, not to mention member of the general public, doesn't know the first thing about mathematics beyond the four basic operations, *if that*."

"Well, now I'm not...

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Two Doctors

Two doctors decide to go on a hunting trip. The first is a urologist, specializing in vasectomies, and the other is an ENT specializing in tonsillectomies. They set up in their blind and sit all day without seeing anything. Disappointed, they make their hike back to the truck. On the way back they c...

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The Las Vegas Ice Cream Eating Contest

The Scooper Duper Creamery was a small ice cream shop on the Vegas Strip. They would hold ice cream eating contests on the weekends that, being in Vegas, would be bet on by the tourists.

Anyone could sign up to participate in the challenge if they were daring enough. To win, one would have t...

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Tiger Woods Goes Golfing With a Black Bear

One morning, Tiger Woods goes to his usual golf course to play a morning round of 18 and notices a black bear approaching him from the woods off the first tee. Alarmed, Tiger starts to retreat when the bear casually asks Tiger what he's doing. Having never spoken to a black bear before, Tiger was ...

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So a man walks into a bar

He(we will call him Tom) walks into the bar and immediately sees a man sitting at the bar, Tom walks past him and goes into the pool hall, after about 15 minutes Tom leaves and sits next to the man at the bar.

Hey buddy whats up, wanna make a bet?
The man(we will call him john) at the bar ...

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