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Challenging Jokes

This joke may contain profanity. 🤔

It's odd that Thelma & Louise spend an entire film challenging sexist stereotypes,

then die at the end because of their terrible driving.

Why is Bernie Sanders challenging his 49 vs 50% loss in Iowa?

I thought he didn't care about the 1%

This joke may contain profanity. 🤔

I have just started a sexual relationship with a blind woman. It's very rewarding, but quite challenging.

Took me ages to get her husband's voice right.

Moses and Jesus challenging each other

Jesus says “I bet you can’t part the red sea still!”
Moses raises his hands and the sea parts

Moses looks at Jesus and says “I bet you can’t walk on water still!”

Jesus walks out and then suddenly falls into the water. Moses goes out to him and asks what happened.

Jesus look...

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...

Three men are challenging each other's aim by shooting an apple on someone's head.

The first man fired his pistol 20 meters away, hits the apple.

"I'm James Bond." He said.

The second man shot an arrow 30 meters away, hits the apple.

"I'm Robin Hood." He said.

The third threw a boomerang 40 meters away, hits the forehead of that person.

"I'm sorr...

The Romans did not find algebra challenging

because X was always 10

My 6th grade teacher, Miss Parkman, told me I'd never make it as a writer and said to find a career that wasn't so challenging. Well, 30 years later, after being turned down by almost every publisher on the planet, I'm thrilled to be able to announce that ...

... I heard Miss Parkman died.

Being hard of hearing can be quite challenging to live with

Got invited to a breeding circle but all everyone did was look at books.

It was very difficult and challenging for me to date a blind girl.

It took me days to speak in her husband's voice perfectly.

This joke may contain profanity. 🤔

A young Geordie lad moved to London and went to Harrods looking for a job. The manager asked "Do you have any sales experience?" The young man answered "Aye, I was a canny salesman back in Newcastle."

The manager liked the Geordie so he gave him the job. His first day on the job was challenging and busy, but he got through it. After the store was locked up, the manager came down and asked "OK,...... so how many sales did you make today?" The Geordie said "Just the one like" The manager groaned an...

"Being a single dad can be challenging but I know your kind and caring man who can handle it. Maybe that's just the mother in me."

And with that the cannibal untied us and left.

This joke may contain profanity. 🤔

A fella working at a Sherwin-Williams store has a particularly challenging customer one day.

It's a Saturday morning, so the shop is pretty busy; there's quite the line of people needing paint mixed up. This lady's completely out of place; dressed to the nines, talk-to-the-manager haircut, the works. She hands our man Joe a tiny paint chip and says, "I need this exact color. It has to be pe...

I think my work is boring and not challenging enough...

I think it's time to apply for a United Airlines Spokesperson position!

Three men are training to be Vladimir Putin's bodyguards

The training course is exhausting and incredibly challenging. On their last day of training, the instructor separates the three and and puts them in separate rooms, calling them one by one into the Presidential hallway.

"Sergeant Andreyev, come into the hallway."

"Yes, sir!" Andreyev ...

Ebay is challenging to use . . . (x-post from F7U14)

I searched for lighters, and I got 72,816 matches!

An orchestra is tuning up for a challenging concerto; all but the first chair oboist.

She is not preparing for her performance. As the draw of the curtains approached, the conductor could no longer abide her inaction. He gritted, "why are you not preparing? Why haven't you habituated your instrument?" She retorted, "I don't believe in oboe warming."

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