The 92+ Best Challenge Jokes

Don't challenge Death to a pillow fight

Unless you're prepared for the Reaper cushions

“I love my job!” exclaimed the farmer. “All you do is boss me around all day!” complained one of his sheep. “What did you say?” challenged the farmer. The sheep glared back and growled...

“You herd me.”

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The Italian math challenge

An Italian workman wants a job, but the foreman won't hire him until he passes a little math test. Here's your first question,' the foreman said. 'Without using numbers, represent the number 9.'

'Withouta numbers?' the Italian says, 'Datsa easy.' and he proceeds to draw three trees.

'...

Never challenge death to a pillow fight

unless you’re ready to face the reaper cushions

My wife challenged me to a game of strip poker, but it turns out she just wanted to do laundry.

So I folded.

Humorists of Reddit! I challenge your joke inventing skills! First comment gives the punch line; the reply is the rest of the joke!

edit: Thanks guys for some hilarious jokes! Keep 'em coming. I wanted to let you know that I've messaged the mods about this thread. Maybe it could be a weekly thread? Who knows.

The American President has challenged the British Prime Minister to a debate.

Nobody knows what may happen.

Trump may trump May or May may trump Trump.

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The federal government gives the FBI, CIA, and LAPD a challenge

The federal government releases a rabbit into a forest and tells the FBI, CIA, and LAPD that whoever successfully finds that rabbit in three days would become the official law enforcement agency for the entire country.

The FBI combs the forest from top to bottom with their own agents, searchi...

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A restaurant has a challenge: "We will give $500 to any customer whose order we can not fill"

One day, a man sees this sign and decides to take them up on it. So when gets seated, he tells the waitress that he wants an elephant testicle on rye bread.

She dutifully takes his order back to the kitchen. A few seconds later he could hear all hell breaking loose in the kitchen: there's peo...

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On Friday, an elementary school teacher poses her students a challenge...

"If you can tell me who said the following quote, they don't have to come to school on Monday: 'We have nothing to fear, but fear itself'"
A hand shoots up and little Billy Tran says "Franklin Delano Roosevelt".
"Correct, Billy. You can have next Monday off" the teacher replies.
"I'm ...

I challenged my dad to a race to see who would die first.

Sadly he beat me to death.

So a doctor starts up a practice and decides to challenge himself, so he puts out a sign: "I'll cure any sickness for only $100. If I can't, I'll pay you $500!"

A lawyer sees the sign out front and decides this would be some easy fast cash so he goes in to see the doctor.

"Doctor I cant taste anything!"

Doctor says "nurse go grab vial 43!", she brings it and he puts two drops on the lawyer's tongue.

The lawyer quickly spits it out and s...

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8 years ago today, I shared the worst joke I ever created. I reposted it 4 years ago. Here it is again for those that missed it.

There are two identical twin brothers that live together. One happens to be a well-respected dentist, and the other can't seem to keep a job. Instead of actively looking for work, he likes to sit around at home. One Saturday, the dentist is hungry, and puts his brother on the spot. He tells him to g...

After the UN summit, it was really shameful to see so many people basically openly mocking a mentally challenged child.

Though to be fair, Trump kinda had it coming.

Albert Einstein challenged Mr. Bean

Einstein said to Mr. Bean: "I'll ask you a question.If you can't answer correctly, you'll give me one dollar. Then you ask me a question. If I can't answer correctly, I'll give you 1000 dollars.

Einstein: asks a question.

Mr. Bean after a little while: gives Einstein one dollar.
...

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Long ago, a king issued a challenge to see who can first cross a crocodile-infested river.

On the day of the challenge, the participants were shocked to see how dangerous the river actually was. Crocodile backs were visible nearly every part of the river and the width of the river seemed to stretch miles away to the other bank.

The king, eager to see some violent gory entertainment...

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Of course trump will challenge the results. He will not take no for an answer.

Just ask Ivana trump, Jill hearth, Jean carrol, summer zervos, alva Johnson, Jessica leeds, Kristen Anderson, Lisa boyne, Cathy heller, temple McDowell, Amy dorris, Karena Virginia, karen Johnson, mindy mcgillivary, Jennifer Murphy, Rachael crooks, Natasha stoynoff, juillet huddy, Jessica drake, nin...

One time my uncle challenged me that I cant do a simple electrical wiring.

He got shocked after I completed the work.

The kid next door challenged me to a water fight.

I thought I'd post this while the water boils.

Superman challenges The Flash to a race

"You will never beat me" said the flash, "but I guess I can let you try" they agree to run from the east coast of the U.S to the west.

The race begins and Superman runs as fast as he can, he puts absolutely everything he's got into it but when he gets to the west coast he see's the flash sit...

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Guy walks into a bar. The bartender says "We have a challenge where if you complete these 3 steps you win 100 million dollars".

The guy says "oh cool, I'll enter, what are the steps?"

So the bartender describes what the guy must do. "The first step is to down a fifth in under 10 seconds".

*Not that bad* the guy thinks.

"Second," the bartender says, "you have to go into that room in the back. In the room...

Chuck Norris challenged Superman to a manliness competition

Whoever lost had to wear underwear over their pants.

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3 drunken challenges - long

A man walks into a bar, sits down and orders a beer. As he's drinking his beer when he sees a large jug of money behind the bar and asks the bartender about it. The bartender says they have a running bet that nobody can pass 3 challenges. If you pay $20 and pass all 3 challenges the money is yours. ...

A Viking sailed across Europe challenging people to staring contests.

He was so confident in his abilities that he promised to hand over all of the gold he had pillaged to anyone who could defeat him. The news spread throughout Europe, catching the attention of a couple in Ireland whose daughter was born without eyelids.

Believing that their daughter was guaran...

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A challenge you can't win...

A man walks into a bar, and spots a jar full of 20 dollar bills. He asks the bartender what its for. He says "We have a little contest going on. If you put down 20 dollars, you have to walk up to the big guy at the end of the bar and slug him in the face". The man says "Hmm, not bad, I think I could...

I finally got my turn on Dall-E and wanted to give it a real challenge so I asked it to render a bilious pile of rancid garbage with no hope, joy or radiance whatsoever.

Bloody waste of my turn, I could’ve taken a selfie anytime.

Reverse joke challenge

This is a game I came up with, the rules are pretty simple:

Post a question in the form of: "What do you call an (animal) with a (object)?" And I (or someone else) will respond with a laffy taffy quality pun as a response. This creates a new terrible joke as a result!

Keep in mind thes...

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George claims that his dick is the "Hardest Dick In The World!"

George will pay anyone $5000 cash to anyone who can bring him something absolutely harder than his dick.

One man brings a basketball-sized boulder. George easily smashes the boulder with his dick. The man picks up the boulder pieces and angrily walks off.

A second man brings a ...

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A guy walks into a bar and sees a jar of 100$ bills on the counter

He asks the bartender "Hey, what's with the jar?"

The bartender replies "Well, we have a running challenge here in the bar. It has three parts. If you look at the end there, you'll see Big Jim. Big Jim is the baddest motherfucker in town. You have to knock Big Jim out."

The guy looks d...

I challenged the number 1 to a fight, but he brought his friends 3, 5, 7, and 9.

The odds were against me.

What do you call a mentally challenged rapper?

Why a rap autist of course.

Three vampires challenge themselves to a blood drink off

The first one comes back, 10 minutes later, lips bloodied proud of himself.
The two others ask him how he got so much blood, so the vampire points towards a corpse drain of all it’s blood only to say: you see that girl, yep, that’s her blood!

The second vampire turns into a bat and leaves...

A friend challenged me to get more karma

I replied *"piece of cake"*

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A man invites some of his fetish club over for breakfast....

They are catching up on life and swapping stories about work, their grandkids’ birthdays, their recent stock market fortunes, and so on, when the subject of what they’re most proud of comes up.

Gerald, a 35 year old dentist, proudly exclaims, “Of everyone here, I by far, have the larges...

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A mathematician, a philosopher, and a blonde all go to Hell and receive a challenge from the Devil -- if they can stump him, they're free to go to heaven instead.

The philosopher goes first and asks the Devil a very hard philosophy question -- to which the Devil snaps his fingers, gets a book, and gives the answer. The mathematician tries as well -- but the Devil instantly gets the answer. When it comes to the blonde, she pulls up a chair and drills three hol...

Angela Merkel, Vladimir Putin and Donald Trump are shot during a conference and die...

Up in the sky, they are greeted by Saint Peter who says: ‚You have died. As you are politicians, surely you have sinned. Therefore you must wade through the Swamp of Lies before you can go to Heaven and join Him in eternal happiness.‘

As in her former life, Merkel wants to tackle every challe...

Don't ever challenge a German sausage maker to a competition.

It brings out the *wurst* in him.

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The IRS suspected a fishing boat owner wasn't paying proper wages to his Deckhand, so they sent an agent to investigate him.

IRS AGENT: “I need a list of your employees and how much you pay them."

Boat Owner: “Well, there's Clarence, my deckhand, he's been with me for 3 years. I pay him $1,000 a week plus free room and board. Then there's the mentally challenged guy. He works about 18 hours every day and does abou...

The kids next door challenged me to water fight in the front yard.

I'm just posting real quick while I wait for it to boil.

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The year is 1939, and the USSR is invading Finland.

The Soviet army is marching through the Finnish swamps when they hear shouting from the other side of a nearby hill:

"I bet one Finn can beat ten Soviets!"

The Soviet officer laughs at this and sends ten of his best soldiers to deal with this guy. After a couple of minutes of shooting ...

3 girls, a blonde, a brunette, and a redhead die and go to heaven, but God awaits them with a challenge

They must hear 100 jokes before they get to heaven, if they laugh, they go to hell. The brunette laughs at the 6th joke and goes to hell. The redhead laughs at the 58th joke and goes to hell. The blonde makes it all the way to the 98th joke before laughing, God, puzzled, asks why she laughed when sh...

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Satan challenges God to a basketball game, so God puts together a choice team from heaven and goes down to hell.

When they come back to heaven, it's with shocking news: they lost the game 52 to 140!

The Virgin Mary is stunned, "How could you possibly lose the game with a team like yours?! Didn't you have the best saints, the most generous souls, the philanthropists and Jesus himself??"

"Yes," fum...

Why did the Alabama girl take the tide pod challenge?

To wash her family's extra large load.

Jesus and the Devil have challenged each other to a typing battle on MS Word

It's a close battle and they're down to the last word, when boom! Power outage!

When the power outage is resolved, all of the Devil's progress was lost, but Jesus only had one word to type!

Moral of the story: Jesus saves, and so should you.

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Story Challenge: My name is Inspector Clouseau...

...and I'm working on a case, because I haven't got a table.

I looked out of the window and saw a very tall man. I knew he was tall - I was on the 6th floor.

There was a tap at the door. "Funny place to put a tap", I thought.

I opened it, and there was a beautiful woman standing...

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[Long] 3 Vampire had a challenge...

They were so competitive that one of them decided that they should do a challenge. The challenge was they had to kill as many people they could in the shortest time. The first vampire flew and came back 5 minutes later. "Do you see that small village?" it asked, "Yes" the other 2 replied. "I killed ...

A man walks into a bar and sees two pieces of meat hanging from the ceiling...

Confused, he asks the bartender "why do you have meat hanging from your ceiling?" The bartender says "I'm glad you asked, currently we have a challenge going on where if you can jump up and slap both pieces of meat with your hands I'll cover your tab for the whole rest of the night. However, if you ...

Three men were challenged to an art contest, they each had a piece of paper and a pencil, the theme was a TV screen, however, one of the men did nothing with his paper, when the judge saw it, he was dissapointed at first, but after he explained his idea to the judge, he was impressed and he won...

...Because it was Paperview!

A bar owner puts out a challenge

He puts an ad in the paper saying that if anyone can beat his bartender in a feat of strength, then he will give them 10,000$. So people come from all over trying to win the money, bodybuilders, construction workers, boxers, but nobody can beat him. In order to win, they must squeeze just one drop o...

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One doctor was known as the fastest in the West. He would be done before the nerves sent pain signals. Someone challenged him to cut of a patients leg in 1 second. He sawed briskly but ended cutting off the patient's testicle.

He got the sack.

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Meta: Reverse Punchline Challenge

Hey /r/Jokes, I thought it might be interesting to see just how good we are at actually making jokes from unfunny situations. As such, I thought a good challenge might be to provide a few randomly thought up punchlines that *you* the subreddit construct the lead-up/joke to. Highest rated comment wou...

A man once challenged everyone that he can answer all questions with just two sentences.

The man claimed that all questions can be answered by either "None of your business" or "None of my business".

Then a wise man came to him, and asked, "Don't you think answering questions like that make people unhappy?"

The man replied with "None of my business."

The wise man th...

The Horse Challenge (LONG)

Every year, during fair season, a local farmer takes his horse and sets up a booth at various fairs. The rules are simple and the reward is great; make his horse nod yes and then shake his head no- doing this earns a $500 prize.

As it so happens fair season is in full swing, and the farmer...

No Nut November challenge is not gonna be a problem at all

It’s not hard at my age

I challenge you to a battle of wits at high noon! Do you accept?

Yes you say?! Well consider yourself mentally challenged.

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The Bar Challenge

A man walks into a bar....

Upon sitting down, he notices a sizeable jar behind the bar, full to the brim with $50 notes.

He says to the barmaid: “What’s with all the cash in the jar?”

The barmaid replies: “It’s for our bar challenge, which consists of three different tasks”. Y...

I tried one of those "Try Not To Laugh" challenges, but barely made it halfway before cracking up.

I guess you could say... I fought the LOL, and the LOL won.

God challenges the Devil to a game of baseball.

“How can I lose?” God said. “I have all the best players up here!”

“How can I lose?” Said the Devil. “I have all of the umpires down here.”

Constable: I saw a guy driving a Charger, a Challenger, and a Viper in the same day

Sergeant: Hmm, seems a bit dodgy

My friend challenged me to finish his bird drawing. He had already drawn the head, torso and legs.

To be honest, I just winged it.

What do you called a mentally challenged freshwater fish that has never met it’s father?

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Basstard

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The Bar Jar Challenge

*Seeing as I just typed this whole bastard from memory for an /r/AskReddit thread, I thought y'all might enjoy it too:*

A guy walks into a bar and notices a large jar full of $10 bills. The man approaches the bartender and asks, "What's up with the jar?"
Bartender says, "People can pay the...

Lion the mighty king of all animals is bored so he makes a challenge.

He orders all animals to stand on the edge of the biggest cliff he could find in the whole animal kingdom. As he stood under it all the animals can see him only as a little yellow dot under them. As they all stand there the rules are read:
I mighty king of the animal kingdom declare this chal...

My friend used to run a hotel, but now he runs an Airbnb. I asked him if this change in job gave him any new challenges.

He said no, it’s entirely inn keeping.

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The Challenge [NSFW]

A man walks into a bar, reaching the counter a sign hangs above the bar stating, “Complete The Challenge and Win Free Alcohol for Life!” Intrigued by this the man asks the bartender what exactly is the challenge. “Well first off you have to drink a gallon of apple cider vinegar, second we keep a gat...

The Grim Reaper Challenge

There were three men on an airplane somewhere above the Atlantic ocean. Suddenly Grim Reaper appears on the plane. He says”Before I take you all with me ‘ll give you a chance to survive. Each one of you will throw something to the ocean and if I find it you will die”.

The first one throws a n...

A 15 year old boy was at the center of Cook County courtroom drama yesterday when he challenged a court ruling over who should have custody of him.

The boy has a history of being beaten by his parents and the judge initially awarded custody to his aunt, in keeping with child custody law and regulation requiring that family unity be maintained to the highest degree possible. The boy surprised the court when he proclaimed that his aunt beat him m...

Why don't we see kids doing the Tide pod challenge anymore?

They cleaned themselves up

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Trying to hide a boner is a challenge

And it only gets harder

What did everyone think of the Challenger documentary on Netflix?

I only saw bits and pieces.

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The Three Challenges

**TL;DR:** Jokes don't have TL;DRs.

A man named Andrew walks into a bar, makes his way to the stool and asks the bartender for some Whiskey, on the rocks.

As the bartender serves Andrew his order, his eyes fall on a relatively large jar of money filled with $100 bills. He gets curious...

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Weight Loss Challenge

A man calls a company and purchases their 5lbs in 5 days weight loss challenge. The next morning he gets a knock at the door, he answers to find this woman standing there naked and wearing a sign that says "If you can catch me, you can have me." She takes off running and the man takes off after her ...

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Describe a time you faced a challenge, and what did you learn from it?

I caught my penis in a zipper. Last time I wear zip-up boots.

What is it called when Batman and Superman challenge each other to a race?

A Marthaon

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Why can't the aussie go on a "no cussing challenge?"

It's a part of his lifestyle, he cunt do it

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Challenge Jar

A man walks into a bar. He approaches the bartender to order his drink and can’t help but notice a huge glass jar packed to the brim with $100 bills.

So the man asks the bartender, “What’s the deal with that jar?”

The bartender replies, “That’s our challenge jar. You put $100 in and i...

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If I was a teacher, I'd challenge my students.

I'd let those little shits know, 'Playground. After school. I'm going to kick your ass.'

A blonde colors her hair red and moves countryside

She meets a farmer and challenges him: "If I can guess your profession, I get your dog for free."
The farmer agrees.
The blonde declares that he is a farmer, and wins the bet.
As she's stuffing the animal into the trunk of her Fiat, the farmer says: "if I can guess your real hair color, ca...

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Challenge: Change one letter in a move title to create a whole new blockbuster

Examples:

Pooper: BRUCE WILLIS finds out the hard way just how dangerous time travel can be.

Tar Trek: WILLIAM SHATNER's quest to go where no man has gone before to make Canada a major oil producer.

Gone with the Wine: Nicholas Cage drinks himself to death in the old south.
<...

A cowboy challenges an renowned native american warrior to a bear hunt ..

The native guy accepts, so they pack up their tools. The cowboy takes 5 revolvers, 2 rifles and a bunch of knifes just in case. The native? Only one bow and just TWO arrows.

The cowboy is perplexed and has to ask:

Cowboy: "Are you sure 2 arrows are all you need?"

Native america...

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I got in trouble for telling this joke in 5th grade on share a joke day.

Once upon a time there was a beautiful princess with three handsome suitors.

Each suitor tried their best to charm the princess, but the princess could not choose which handsome suitor to marry.

The princess did love ping pong though, and so she decided to test the suitors' love.
...

The chemistry department cafeteria has good food, but finding a place to sit can be a challenge.

They only have periodic tables.

An English cat named ABC challenges a French cat named 123 to a swim across the English Channel, from the UK to France. They both swim hard, but only the English cat makes it. What happened to the other cat?

Well, un deux trois quatre cinq.

Trump brings back the Tide Pods challenge to fight against the Coronavirus

What? It's a disinfectant...

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Challenged my boss to a street race.

My boss drives a Prius to work every day. One day I challenged him to a street race after work, my Focus against his car, for pink slips. Quarter mile. He accepted

That night waiting for him, he pulls up, in a Corvette. We raced. He won. I didn't stop. Kept going. Next day I called into work...

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I was challenged to my first fight the other day. I picked out an outfit, showed up and got my ass kicked.

It turned out not to be my strong suit.

An Englishman named "One-two-three" and a Frenchman named "Un-deux-trios" challenged each other to see whose cat could swim across the Channel first...

After a grueling competition, One-two-three won after Un-deux-trois quatre cinq.

Tried the #stayathome challenge today.

Turns out my brother comes to visit my wife everyday while I'm at work.

A friend of mine believes that the Earth is flat. I challenged him to prove it by walking off the edge…

He eventually came around!

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A man decided to challenge God to a contest.

"Why do you want to challenge me?" God asked the man.

"I've been studying my whole life, and I think I have this god stuff all figured out." The man replied.

"Alright then. What's this challenge you speak of?"

"We have one hour to create something out of the dust from the Earth....

Have you heard of the chess board challenge?

Its where you segregate the whites and the blacks and make the whites start a war

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I challenged my girlfriend to make me feel sad and happy at the same time

Then she said: "you have the best dick among all of your friends"

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