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Con Man, Conned

Posted on November 15, 2025 by Joke Poo

I was heading toward my usual bar on a freezing afternoon. The kind of cold that makes most people curl into themselves and grip their coats tight. I didn’t mind. When you’ve spent twenty years running cons, you learn how to read a room before you ever walk inside it. I was already thinking about who I’d charm first, who looked loose with their money, who might be good for a drink or two and a story I could use against them later.

Then I saw him.

An old man sat hunched beside a pothole full of cloudy rainwater. His jacket looked thinner than the wind itself, and his hands trembled around a fishing rod with its line hanging into that miserable puddle. The whole scene felt so lonesome and cold that it made something in me slow down.

I walked over and softened my voice. I may be a con man, but I’m not heartless. I told him he’d freeze out there and invited him inside, offering a drink to warm him up. He nodded and followed me in without a word.

We found a small table with worn edges and a bit of wobble. The heat from the bar softened the sting of the cold. I ordered two double whiskeys, leaned back, and let myself settle into that familiar confidence. The old man wasn’t a mark. Just someone I’d helped on my way to the real work.

Still, curiosity got the better of me.

I asked him gently how the fishing was going, how many he’d caught after sitting out there so long. He lifted his glass, took a slow sip, and in that moment I noticed something subtle shift in his face. His eyes. They weren’t foggy or lost. They were clear. Sharp. Focused in a way that made the back of my neck tighten.

He set the glass down with a small tap on the table, looked directly at me, and in a tone so calm it almost felt like a whisper, said:

"You're the eighth."

Joke Poo: Ghost Writer, Ghosted

I was drifting towards my usual coffee shop on a gloomy morning. The kind of gray that makes most people hunch over their laptops and glare at the screen. I didn’t mind. When you’ve spent ten years ghostwriting memoirs, you learn how to gauge an ego before you even send an email. I was already thinking about who I’d pitch next, who sounded desperate for some legacy, who might be good for a coffee or two and a story I could spin into gold later.

Then I saw her.

An elderly woman sat hunched over a dusty typewriter in the corner, a single sheet of paper emerging like a pale tongue. Her clothes looked older than the shop itself, and her fingers trembled as she hammered away at the keys. The whole scene felt so lonely and archaic that it made something in me pause.

I walked over and softened my voice. I may be a ghostwriter, but I’m not insensitive. I told her she looked uncomfortable and offered to buy her a latte. Maybe I could even offer some “typing tips.” She nodded and followed me to the counter without a word.

We found a small table near the window with a bit of sunshine peeking through. The warmth of the coffee shop softened the gloom. I ordered two lattes, leaned back, and let myself settle into that familiar confidence. The old woman wasn’t a client. Just someone I’d helped on my way to the real work.

Still, curiosity got the better of me.

I asked her gently what she was working on, how many pages she’d typed after sitting there so long. She lifted her cup, took a slow sip, and in that moment I noticed something subtle shift in her face. Her eyes. They weren’t tired or unfocused. They were bright. Knowing. Focused in a way that made the hair on my arms prickle.

She set the cup down with a small clink on the table, looked directly at me, and in a tone so calm it almost felt like a spectral whisper, said:

“You’re the third ghost I’ve used for this chapter.”

Okay, let’s dissect this little story-joke and then cook up something new from it.

Joke Dissection:

  • Core Concept: The joke plays on the classic “con man gets conned” trope. We expect the narrator to be the manipulator, but the old man is revealed to be the true schemer.
  • Setup: The story meticulously builds the narrator’s confidence as a con man, emphasizing his ability to read people and exploit them. The contrast with the seemingly vulnerable old man is crucial.
  • Twist: The punchline, “You’re the eighth,” completely subverts the expected power dynamic. It’s concise, ambiguous (eighth what? Victim? Drink bought?), and deeply unsettling.
  • Humor Type: The humor is subtle and ironic. It’s not laugh-out-loud funny, but rather clever, surprising, and a bit dark. The enjoyment comes from the unexpected reversal and the implication of the old man’s elaborate scheme.

Key Elements to Play With:

  • The Con Man’s Arrogance: This is a fertile ground for satire.
  • The “Vulnerable” Target: The juxtaposition of appearance and reality is ripe for exploitation.
  • The Ambiguous Punchline: “You’re the eighth” begs for clarification or further twisting.
  • Fishing Analogy: The fishing rod in a puddle is absurd and symbolically interesting. It represents the bait and the patient waiting for a catch.
  • Alcohol: A social lubricant that loosens tongues, and wallets.

Comedic Enrichment:

Let’s focus on expanding the punchline and weaving in a relevant “did you know” fact.

New Joke/Observation:

Original Punchline: “You’re the eighth.”

Revised Punchline: “You’re the eighth… and the whiskey is a blend of 40% tap water and the finest artisanal puddle mud.”

“Did You Know” Enhancement:

“Did you know that in some parts of Scotland, the flavor of the peat bogs actually does subtly influence the taste of the local water supply, leading to whiskies with a unique earthy character? But I’m fairly certain this guy’s ‘earthy character’ comes from a nearby construction site.”

Putting it all together – New Joke:

I was heading toward my usual bar on a freezing afternoon, ready to fleece some unsuspecting mark. That’s when I saw him: an old man, huddled beside a pothole fishing. Pathetic. Figuring I could warm him up and use him as a practice run, I bought him a drink.

“How’s the fishing?” I asked, patronizingly.

He took a slow sip of his whiskey, and his eyes narrowed with a predatory glint. “You’re the eighth,” he said, “and the whiskey is a blend of 40% tap water and the finest artisanal puddle mud.”

“Did you know that in some parts of Scotland, the flavor of the peat bogs actually does subtly influence the taste of the local water supply, leading to whiskies with a unique earthy character?” I added, trying to regain some ground. “But I’m fairly certain this guy’s ‘earthy character’ comes from a nearby construction site.”

Explanation of Changes:

  • Explicit Description: The “puddle mud” adds a layer of gross-out humor and clarifies the con.
  • Parody: The “artisanal” modifier mocks pretentious descriptions of fine liquor.
  • “Did You Know” Integration: It adds a touch of absurdity and self-awareness, as if the narrator is trying to intellectualize his humiliation.

Hopefully, this is a fun and enriching expansion of the original joke!

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