Skip to content
Joke Poo
Menu
  • Home
    • The Enduring Power of a Good Joke
  • Categories
    • Totally Feckin random
    • Why Did
    • Long
    • Wife
    • Walks into a bar
    • Dog
    • Bartender
    • Husband
    • Doctor
    • Chicken
  • Privacy Policy
Menu
Joke Poo

Prison break..

Posted on July 17, 2025 by Joke Poo

A man escaped jail by digging a hole from his jail cell to the outside world. When finally his work was done, he emerged in the middle of a preschool playground. "I'm free, I'm free!" he shouted.

"So what," said a little girl. "I'm four."

Joke Poo: Dream Job Escape

A burnt-out office worker, tired of his soul-crushing cubicle, spent months meticulously crafting an escape plan. He toiled in secret, using office supplies and stolen time to slowly bore a tunnel from the supply closet to the outside world. Finally, his work was complete. He emerged, blinking in the sunlight, onto what looked like a sprawling, manicured landscape. “I’m out, I’m finally out!” he yelled, throwing his tie into the air.

“Big deal,” said a golf caddy, “I’m on the green.”

Okay, let’s analyze that joke:

Joke Dissection:

  • Setup: A prisoner painstakingly digs a tunnel to escape. The expectation is freedom and grand celebration.
  • Punchline: The prisoner emerges in a preschool playground and shouts his freedom, which is met with a child’s dismissive, age-related retort.
  • Humor: The humor stems from the juxtaposition of the prisoner’s monumental effort and the child’s blasé, self-centered response. It’s a deflation of ego and a comical clash of perspectives. The child’s response implies their own situation is just as relevant if not more so.
  • Key Elements:
    • Prison Escape
    • Tunneling/Digging
    • Preschool Playground
    • Child’s Perspective (Age)
    • Irony/Deflated Expectation

Comedic Enrichment:

Now, let’s leverage some of those elements and add some factual or interesting tidbits to spin off something new:

Option 1: “Did You Know?” with an ironic twist

“Did you know that the longest prison escape tunnel on record was nearly half a mile long? The ‘Tunnel of the Century’ at Leavenworth Penitentiary was dug by bank robber John Dillinger and his gang in the 1930s. However, sources indicate that no prisoners actually escaped that way, unlike that guy whose escape led him to a preschool playground, where he was outsmarted by someone who had only reached the age of four”

Option 2: A related witty observation:

“Prison escapes are often portrayed as these masterfully orchestrated feats of ingenuity and daring. The reality is, for every ‘Shawshank Redemption,’ there’s a guy who tunnels into a sandbox and gets schooled on relative freedom by a toddler. It’s like trading one walled-in environment for another, only this time, the guards are armed with glitter glue.”

Option 3: A New Joke:

A prisoner finally breaks out of Alcatraz after years of meticulous planning. Exhausted and exhilarated, he swims to shore, climbs a steep hill, and stumbles onto a movie set. He yells, “I’m free! After all these years, I’m finally free!”

A director, looking annoyed, shouts back, “Cut! Marlon, that was a terrible ‘free.’ You’re supposed to be playing a pigeon who just got released from its cage, not a hardened criminal!”

Todays SH1T Jokes

  • I was at a con the other day and a girl cosplaying as Pomni held the door open for me.
  • What do you call footwear made from bananas?
  • New deodorant
  • Man sends widow email by mistake
  • My wife asked how my doctor’s visit went. I said, “Pretty normal, except he told me I need to start wearing adult diapers.” She asked why.
  • The wife came back from buying her costume for a fancy dress party earlier.
  • Gator Show
  • Last night I dreamt I had one hand on the steering wheel of my car and with the other hand I was flipping pancakes
  • There was a little sapling out in the woods between an Oak and a Maple.
  • A guy who lives in Boston hears there’s huge carp in the pond on the Common.
  • God said to Moses, “come forth, and receive eternal peace”…
  • An accountant, a lawyer, and a preacher were out hunting
  • If you’re American when you go into the bathroom, and American when you come out of the bathroom, what are you when you’re in the bathroom? European.
  • Eighty-year-old Bessie storms into the rec room at the retirement home, fist raised high.
  • Guy walks into a nice Italian restaurant after the lunch rush with his emotional support alligator
  • At the World Cup final, a man notices an empty seat next to him. He asks, “Who would miss the World Cup final?”
  • A guy tells his buddy, “My wife ran off with my best friend Mike yesterday.”
  • Still my favorite joke I ever made up. :)
  • We were enjoying warm drinks at the fall festival when my girlfriend’s dad pulled me aside and sternly asked what my intentions were with his daughter.
  • Did you hear about the Vulcan that got married and had children?
  • The farmer and the milking machine!
  • When two tampons walk down the street why don’t they say anything to each other?
  • A mom is putting her little boy to bed.
  • My favourite math joke
  • Little Johnny is playing in the yard when he gets a wood splinter in his hand…
  • A woman waits anxiously outside the ICU for news about her husband.
  • Three blokes were at the pub discussing what the fastest thing in the world is
  • An American politician once visited the USSR, and was given a tour of a Soviet automobile factory
  • A young Jewish man walks into an antique shop.
  • What do you call a line up at a Vietnamese restaurant?
  • Just had to take my 2 year old cousin’s shitty nappy off
  • We are the Dyslexic Borg.
  • The Girl with the Wooden Eye
  • Raised in a Barn
  • Eucalyptus
  • I was visiting my girlfriend the other night…
  • Cross-eyed horse
  • The woman and her blonde friend decided to take a fishing trip.
  • A wife, pissed off that her husband was late again, wrote a dramatic note: I’ve had enough. I’m leaving you. Don’t try to find me.
  • A man calls the police
  • What is a landlord’s favorite kind of tea?
  • Fun puns.
  • My wife and I were discussing names for our newborn son when she asked if we could name him after her father.
  • What do you call a group of crows that are one short of a flock?
  • Sister Mary sat across the table from the mother superior.
  • Max and Pete are getting a haircut and shave at a barbershop.
  • An elderly Jewish man crashes his car into a tree. The paramedics arrive and use the jaws of life to extract him from the vehicle. They then put him on a stretcher, loosen his clothing to facilitate breathing, and cover him with a blanket.
  • “Push harder”, I shouted at my wife while she was in labor.
  • Two Irishmen were sitting at a pub having a pint, watching the brothel across the street.
  • After landing my new job as a Walmart greeter — a great gig for many retirees — I lasted less than a day.

Categories

  • "Walks into a bar"
  • Bartender
  • Blonde
  • Chicken
  • Dirty
  • Doctor
  • Dog
  • Heaven
  • Husband
  • Irishman
  • Knock Knock
  • Knock-Knock Joke
  • Lawyer
  • Lightbulb
  • Long
  • Mother-in-law
  • Politician
  • Priest
  • Religion
  • Totally Feckin random
  • Walks into a bar
  • What's the difference
  • Why Did
  • Wife
©2025 Joke Poo | Design: Newspaperly WordPress Theme