UPJOKE
problemquandaryconundrumpredicamentuncertaintyquestionscenariotrilemmaperplexityfallacylemmaramificationsimplicationschallengescomplexities

Dilemma Jokes

Jesus was worried about the drug epidemic plaguing the world. In an effort to solve this dilemma, he decided that a few apostles would return to earth and fetch a sample of each drug, so they could understand what these substances did...

Two days after the operation is implemented, the disciples begin to return.

Jesus, waiting at the door, lets in each disciple.

"Who is it?"

"It's Mark."

Jesus opens the door.

"What did you bring Mark?"

"Marijuana from Colombia."

"Very well son, come i...

This joke may contain profanity. 🤔

What's a dilemma?

What's a dilemma?
A student asked his professor,
" what is the definition of a dilemma?"
The Professor said, " well, nothing.
The best is an example for illustration."
" imagine lying in a big bed with
A beautiful naked young woman on one side.
And homosexual man on the other si...

I am faced with a Christmas dilemma

If I tell Santa what I want for Christmas, then I’ll definitely be on the naughty list.

This joke may contain profanity. 🤔

The Golfer's Dilemma

You're playing in your club championship. The final round is just you and one other guy, match play. One the 18th tee you're up 1 with honors. You smack your drive straight down the middle; the best drive you've hit all day. Your opponent steps up and hooks one into the woods.



You do...

This joke may contain profanity. 🤔

Farmer's Dilemma

A farmer had some wolves take out a couple of his best young chickens, a pullet (young female chicken) and a cock (male chicken). He heard that his neighbor down the road had a few fine chickens for sale so he decided to walk over to see if he could strike a deal.

The farmer arrives at his n...

What is a Jewish dilemma?

Free ham

This joke may contain profanity. 🤔

An Ethical Dilemma

You are playing in the club championship knockout final and the match was all square at the end of 17 holes. You had the honour and hit your ball a modest two hundred fifty yards to the middle of the fairway, leaving a simple 7 iron to the pin.

Your opponent then hits his ball, lofting it de...

Golfer's Dilemma

You are playing in a golf tournament and to your astonishment you are actually winning as you reach the 18th hole. With a one stroke lead over your final opponent, who also happens to be playing the final hole with you, you step up to the tee and hit a perfect 300 yard shot dead center fairway. Your...

This joke may contain profanity. 🤔

Farmer's Dilemma

A farmer ordered a high-tech milking machine. Since he bought it when his wife was out of town, he decided to test it on himself first.

So, he inserted his manhood into the equipment, turned the switch on and everything else was automatic.

Soon, he realized that the equipment provided ...

The Penguin Dilemma!

There's a truck driver hauling a load of Penguins going to the Zoo and his truck breaks down, so along comes another truck driver, stops and ask him if he needs help.
The truck driver says he has to get this load of Penguins to the zoo on time. The other truck driver says "well my trailers empty...

An Irish man's dilemma...

Do I eat the potatoes now, or wait for it to ferment.

An Attorney's Ethical Dilemma

So this young attorney was visiting with his client, an elderly woman, when she gets up to leave, while reaching for her walking cane, a $100 bill falls out of her purse onto the floor and she hobbles out without noticing. So the young attorney is faced with a serious professional ethics dilemma, d...

A police officer was facing a dilemma.

A handful of individuals were brought into the precinct, each with different amounts of cash and gold stuffed in their pockets. Some were professional heisters, others were just average con artists.

He was asked to distinguish between both groups based on how much they had hidden in their po...

Investors are reporting a sense of existential dread and dilemma after repaying money borrowed to buy dried fruit...

Some folks just can't live without raison d'etre.

Emma's dilemma

Lady next door: What happened to your face?

Emma: My husband hit me.

Lady next door: Isn't he out of city?

Emma: I also thought so.

This joke may contain profanity. 🤔

The Greek dilemma:

If you are swimming in a sea of shit and someone throws a turd at you, do you duck?

Mickey's Yellow Snow Dilemma...

Mickey was angry because somebody was writing "Mickey sucks" in yellow snow outside of his front door every time it snowed. He ended up going to his friend who was a cop to ask for help. The cop checked it out and took some photos and samples. A couple of days later the cop came back to Mickey:
"...

A farmer's dilemma

A farmer stopped by the local mechanic shop to have his truck fixed. They couldn’t do it while he waited, so he said he didn’t live far and would just walk home.

On the way home he stopped at the hardware store and bought a bucket and a gallon of paint. He then stopped by the feed store and p...

This joke may contain profanity. 🤔

Boss's Dilemma

At a small company, a manager is told that, due to downsizing, he has to lay off someone from his staff. After much agonizing, he narrows his list down to two people. Not sure who to get rid of, he talks to his boss for advice.

"On one hand, Mary is a really great worker," he says. "But on th...

Dilemma

If you had to choose between your wife or a million dollars, which car would you buy first?

Blonde Breakfast Dilemma

A man watches as his blonde girlfriend comes downstairs to make breakfast.

At first she attempts to lift the stove, struggles, and sighs.

Next she tries lifting the microwave, again to no avail. Finally she lifts the toaster and smiles, makes toast and eats her breakfast.

This...

Lawyers' Ethical Dilemma

When a client gives you two hundred dollar bills stuck together from the bank machine to pay a $100 bill, do you tell your law partner?

Dam's biggest dilemma...

Dammed if I do, damned if I don't.

The Pterodactyl’s Dilemma

Once there was a young Pterodactyl who really needed to use the restroom, but was too shy to do so in front of the other dinosaurs. So it decided to fly up to the tallest tree he could see and tried to do so there. As soon as it reached the top, the Pterodactyl thought to itself “I can’t do it here,...

What's the biggest dilemma of libraries

Deciding where to put the bible, fiction or non-fiction

This joke may contain profanity. 🤔

A man with a 25-inch long penis

goes to his doctor to complain that he is unable to get any women to have sex with him. They all tell him that his penis is too long.

"Doctor," he asks in total frustration, "Is there any way you can shorten it?"

The doctor replies, "Medically son, there is nothing I can do. But, I do...

This joke may contain profanity. 🤔

A boss had a sudden dilemma...

...as due to the company's restructuring, he has to fire one of two employees, Karen or Jack. Both are excellent workers and are perfect for the job, but the position was deemed redundant and only one should stay.

While out for lunch, he decided to confide with his office friend, "Look, I can...

A pencil sketch artists' greatest dilemma.....

2B or not 2B?

This joke may contain profanity. 🤔

A business man is leaving his wife for a week and has concerns about her straying while away.

He visits a number of adult toy stores looking for something that will keep his wife "busy" while he's gone. After hours of searching he eventually stumbles into a Chinese Herb and Erotic Tincture shop in Chinatown. After telling the old man running the store of his dilemma, the old shopkeeper think...

This joke may contain profanity. 🤔

The boss of a small company has two employees, Jack and Jill…

Just recently the company has been doing badly, so the boss decides one of them must go.

Arriving at his office on Monday, the first person he sees is Jill, so he asks her to step into his office and explains his dilemma.

"Look Jill, I'm afraid I'm going to have to lay you or Jack off...

A guy decides to try horseback riding...

... even though he has had no lessons nor prior experience.

He mounts the horse unassisted and the horse immediately springs into motion.

It gallops along at a steady and rhythmic pace but the guy begins to slide from the saddle.

In terror, he grabs for the horse's mane but can...

This joke may contain profanity. 🤔

A man goes to the pub...

A man goes to the pub and gets incredibly drunk. He ends up being sick on himself and when he gets home, his wife is livid.



She tells him that this has happened too often and if he does it again, she will leave him.



The next night the man goes back to the pub, and it ha...

This joke may contain profanity. 🤔

What is the greatest dilemma for a Jewish mother?

She learns her son is gay, but he's dating a doctor.

A middle aged man needs to buy condoms, but he doesn't know what size he needs...

So he asks the cashier at the checkout line. She reaches over the counter, grabs his crotch, and calls out over the intercom, "Medium condoms needed at register 3!"

An older gentleman has the same problem later that day, so the woman grabs his crotch and calls out, "Large condoms needed at r...

I was fishing on vacation in Florida, when I ran out of bait. I saw a small snake nearby trying to swallow a frog and knowing the snake couldn’t bite me with the frog in his mouth, I grabbed him right behind the head, took the frog, and put it in my bait bucket...

Now, the dilemma was how to release the snake without getting bit.

I grabbed my bottle of Jack Daniels and poured a little whiskey in its mouth.

His eyes rolled back, he went limp.

I released him into the lake without incident and carried on fishing using the frog.

A litt...

This joke may contain profanity. 🤔

A woman, about to undergo an IRS audit, asked her accountant for advice on what to wear. "Wear your shabbiest clothing. Let them think you are a pauper".

Then she asked her legal counsel the same question, but got the opposite advice. "Do not let them intimidate you. Wear your finest attire".

Utterly confused at this point, she went to her rabbi, told him of the conflicting advice, and requested some resolution of her dilemma. "Let me tell you...

A lawyer gets paid

A client owed his lawyer $100. He handed him a crisp, new $100 bill. After the client left, the lawyer discovered that he actually received two $100 bills stuck together. This presented him with a dilemma. Should he tell his partner or not.

What is the difference between a philosopher and a dentist?

A dentist helps you solve *molar* dilemmas

This joke may contain profanity. 🤔

Jack and Mary work in a corporate office building together.

Their boss has a dilemma, both are hard, diligent workers but the company's not doing so well, and cannot afford to keep both. He decides he's going to watch them both from his office one day, and whoever works the hardest will keep their job.


On Friday, he watches them all through the...

In a hurry to get to a special dinner party, the guest speaker arrives and sat down, only to realize he'd forgotten his false teeth.

He explained his dilemma to the man sitting next to him.
The man said, "No problem," reached into his pocket and pulled out a set of false teeth. "Try these,"he said.
"Too loose," the speaker said.
The man pulled out another pair.
"Too tight," the speaker told him.
"I have one mo...

This joke may contain profanity. 🤔

General Motors finally solved their workplace diversity dilemma

There are equal numbers of black, white, brown, red, yellow, and orange robots. Half the robots have penises drawn on them.

An old woman visits a lawyer to draw up a will. He completes the process and charges her $100. She hands him a crisp, brand new $100 bill and as she turns to leave the lawyer notices another $100 bill stuck to it. His moral dilemma is causing him great discomfort because...

He can't decide if he should tell his partner.

This joke may contain profanity. 🤔

A young Jew wants to get married...

...but he has a major dilemma, so he goes to see a wise rabbi.

'Rabbi! I'd like to get married, but tell me: what should I do? Should I marry a super hot girl who'll cheat on me every other month or an ugly one who I know will only be mine?'

To which the rabbi replies:

'Well, so...

Hear about the mushroom who had to make a tough choice?

It was a big morrel dilemma.

This joke may contain profanity. 🤔

So, there's this man named Dave and he's been a really successful doctor

However, lately he's been facing a little dilemma of wanting to have sex with his patients. One voice in his head says, "Oh come on Dave, there's probably been plenty of doctors who have done this before, it won't be any different if you do it too". The other voice in his head says "But Dave, you're...

This joke may contain profanity. 🤔

A woman was in a love triangle...

...with a man named Chris and a man named Tom. Chris was just so sweet but damn Tom was sexy. She’s walking down the road talking to her friend about it and just saying “I don’t know who I want! They both proposed! Chris or Tom?” And all of a sudden a fat man with a big beard came up and said “I ove...

This joke may contain profanity. 🤔

Hard decisions

A small shop owner who has a store on the beach needs to hire some help.

The jobs will be seasonal because he closes in the winter months, so he decides to hire a couple of students. They'll need to go back to school anyhow.

After interviews he chooses a young man named Jack who will ...

Two Aggies bag a deer

Two Aggies had bagged a deer and were dragging it by the rear legs back to the truck. But the antlers kept getting stuck in the mud. One says to the other, "This is tough but we only got about 1 mile left to reach the truck."

A third hunter saw their dilemma and told them, "If you drag the de...

Fred drank a lot and his wife said "If you ever come home drunk again, I'm gonna leave you"...

Inevitably, he went out to a pub, drank too much and threw-up all over himself. He turned to his friend and shared his dilemma "If I go home in this state my wife will leave me". His friend replied "I tell you what, go home and tell her somebody threw-up over you and gave you twenty-pounds. Show it ...

[Long] I was working the register of a pharmacy when a woman came up to me asking for breath mints.

I pointed her to the candy aisle and told her they were about halfway down on the left.

She said that she'd been down there already, and that all of the mints had loads of sugar in them, and if she them they'd make her hyper and overly excited.

I had never heard of anyone getting too e...

Is that cow from Minsk?

A small village in Russia had a cow that was able to produce enough milk for the village. She produced like a machine, until one day she started producing less and less. Realizing that her production was going to cease, the villagers asked their Rabbi for advice.

"You should go to the place ...

A lawyer is about to go home for the night...

...when a client shows up, asking for his council. The lawyer decides to stay late and work with the client. Afterwards, the client asks how much he owes for the lawyer's time.
"One hundred dollars," the lawyer responds.

The client pays him and walks out, at which point the lawyer realiz...

Everyone knows how Bert the Brown Nose reindeer got his name, but nobody knows how Rudolph did

Rudolph the regular nose reindeer was on sabbatical and took a brief trip through Portland Maine.

While Rudolph and his life partner Gary were there, they spotted a fortune teller on the other side of the street. As the pair crossed the road, a truck carrying industrial red naval paint swerv...

An Australian man decides to visit New York City...

An Australian man decides to visit New York City one day. After the long flight, he decides that he wants to wander around and see the sites. As he is crossing a busy street however, traffic picks up all around him, and he is stuck in the middle of the road. Several police officers notice his dilemm...

This joke may contain profanity. 🤔

Learned in church camp when I was 10 or 11. The only joke I know.

So there was this yellow toad, he wants to be green like his buddies. He goes to the Dr. and gets a blood transfusion to turn himself green. A while later he returns to the Dr. "Hey doc, you did a good job. But I have one problem...my dick is still yellow". The Dr. tells the toad that he can't do an...

Rabbi Joke (oldie)

A woman comes in to see her Rabbi and says "my husband doesn't listen to anything I say, I think he doesn't appreciate me!"

"You are right" replies the Rabbi nodding solemnly, and the woman leaves satisfied.

The next day, the husband comes into see the Rabbi and says "my wife told me t...

There's this new guy on my bowling team. His name is Frank, and he's a really nice guy and an excellent bowler, but there's just one thing about him.

At the end of every game, Frank says, "Next game, I might be five minutes late." The rest of us guys find it really annoying. He almost always shows up right on time, but still, he always says, "Next game, I might be five minutes late."

One day we decided that we wanted to find out why he alw...

This joke may contain profanity. 🤔

A baby was born in South Africa.

The village was very poor, and the makeshift hospital didn't have some necessary equipment.. such as scales.

The father however, was desperate to know the newborn baby's weight. After quite a bit of asking around, the hospital's chairman came up with an idea.

"Five miles west, there's ...

Abraham Lincoln's favorite fart joke.

Well, there was a party once, not far from here, which was composed of ladies and gentlemen. A fine table was set and the people were greatly enjoying themselves. Among the crowd was one of those men who had audacity — was quick-witted, cheeky, and self-possessed — never off his guard on any occasio...

This joke may contain profanity. 🤔

So there was this wasp who lives in a jungle. (long)

So there once was this wasp that lived in a jungle. This was not your ordinary wasp though-he was smart, philosophical even. One day he finally got fed up with his repetitive, insignificant life and decided that he would leave his hive, his family, his entire close-knit wasp community and he would g...

In a small town, there were two brothers who, over the course of many years, cheated, swindled, robbed and generally stole from everyone that they ever did business with.

The entire town and surrounding community reviled and despised these two brothers as everyone was aware of just how disreputable and dishonest they were.

One day, one of the brothers mysteriously died.

Although they had never attended church, the one remaining brother ...

A National Geographic journalist visits a remote village...

...on an unexplored, untouched island in the South Pacific. He is welcomed by the villagers with open arms, and a great feast in his honor is given. All the villagers and the journalist eat their fill until they cannot possibly take another bite. The journalist retires to a bed the villagers prepare...

This joke may contain profanity. 🤔

Shut Up

A young bluebird was flying from tree to tree in the brisk autumn air when he heard his parents call. Upon arriving back to the nest they tell the young avian to prepare for the trip south.

The little bluebird stubbornly inquires why, to which papa bluebird replies with details of heavy and c...

This joke may contain profanity. 🤔

The three tortures.

A tourist got lost hiking in some mountains in China. It started snowing so he decided to seek shelter. He came upon a tall tower with light in the window, so he pounded on the door. A little old Chinese man opened the door.

"WHAT YOU WAN' ROUND EYE"

Shocked that the old man spoke engl...

This joke may contain profanity. 🤔

A girl brings a guy back home, forgetting that she shares a bunk bed with her young brother...

They're both so horny that they can't not-sleep with each other, despite the child on the bunk below them.

While caught in this dilemma, he decides to set up a code system so that the brother doesn't realize what's up:

"Alright, if you want me to go harder, say lettuce; if you want me ...

Offside rule for women

You're in a shoe shop, second in the queue for the till. Behind the shop assistant on the till is a pair of shoes which you have seen and which you must have.

The female shopper in front of you has seen them also and is eyeing them with desire. Both of you have forgotten your purses.

I...

This joke may contain profanity. 🤔

The Irish Virgin

In a tiny village on the West coast of Ireland lived an old lady, a virgin and very proud of it. Sensing that her final days were rapidly approaching, and desiring to make sure everything was in proper order when she died, she went to the village’s only undertaker who also happened to be the local p...

This joke may contain profanity. 🤔

What is your favorite Joke? I'll start with mine

A young man named david had recently asked the love of his life out on a date for dinner and a movie and hopefully a little bit of fun at her place afterward. this was all well and good, despite one small issue. david had never "been" with a women before.
To get past this dilemma, he asked his f...

This joke may contain profanity. 🤔

Two warring nations....(kinda long)

Two warring nations have been fighting over their "holy land" for hundreds upon hundreds of years. One day, they decide to send their best philosopher to a duel of knowledge, to determine who truly deserves the "holy land". The only dilemma is neither nation speaks the same language.

So the t...

This joke may contain profanity. 🤔

A hunting story.

So three buddies were on a hunting trip in the mountains. It had been an exhausting trip but they had managed to kill a couple of dear and were back at their campsite late at night. One of them was facing the dilemma of answering nature's call or just simply crashing into his sleeping bag for the ni...

When i was in school there was this joke floating around.

Ok so i went to a roman catholic school and below is the layout of the foyer of my school from when I was young, the arrow indicates a statue of mother Mary and the direction in which she faces. The longer part of the picture indicates a path leading away from the foyer and the squiggly line indicat...

Please note that this site uses cookies to personalise content and adverts, to provide social media features, and to analyse web traffic. Click here for more information.