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Since its launch in the early 2000s, "Toonhole" has established itself as one of the internet's most recognizable sources of irreverent and deliberately unpredictable humor. Created by cartoonists John, Chris, and Ryan, the comic series has built a devoted audience through a combination of deceptively simple artwork, sharp comedic timing, and a willingness to take jokes in directions most readers would never anticipate.

What distinguishes "Toonhole" from many other webcomics is its approach to storytelling. The creators often begin with familiar situations, cultural references, historical figures, fairy tales, animals, or childhood memories and then systematically dismantle expectations. A comic that appears harmless in the opening panel can quickly evolve into something absurd, dark, surreal, or delightfully inappropriate. The humor comes not just from the punchline itself, but from the gap between what readers expect and what actually happens.

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#1

Dark humor comic of woman wanting effortless calorie burn during workout by Toonhole John

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Lotekguy
Community Member
Premium
2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

In this case, minimal effort usually does not provide maximum benefit to anyone.

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Over the years, "Toonhole" has developed a reputation for pushing boundaries while maintaining a distinctly playful tone. The comics frequently explore taboo subjects, social conventions, pop culture, and human behavior, often filtering them through bizarre hypothetical scenarios and unexpected twists. Their work demonstrates a deep understanding of comedic structure: setting up assumptions only to undermine them at exactly the right moment.

The collection below highlights some of the comics that have helped make "Toonhole" a longtime favorite among readers who appreciate unconventional humor. Whether the joke is dark, absurd, clever, or completely ridiculous, one thing is almost guaranteed: it probably won't end the way you think it will.

Scroll down and see which comic caught you by surprise the most.

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    #3

    Dark humor comic about a woman massaging a man's head while eating snacks

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    Jill
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Sacrilege! You're wasting the best part!

    #4

    Dark humor comic on ancient times and kids saying they have it easy.

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    maswartz
    Community Member
    2 days ago

    This comment has been deleted.

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    #6

    Dark humor comic about rhinos at zoo and rhino breakup conversation

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    CloPotato
    Community Member
    Premium
    2 days ago (edited) Created by potrace 1.15, written by Peter Selinger 2001-2017

    Imagine representatives from another species trying to make you f**k with someone you didn't choose, and filming it. Planet of the apes with cameras.

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    #7

    Dark humor comic panels about waking up, work, jail, and freedom by Toonhole John

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    Ace
    Community Member
    Premium
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    The struggle is real.

    #8

    Dark humor comic of knight exposed and warned about 'ladies from the lake'

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    Abel
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Sorry Arthur but penicile still doesnt exist!

    #9

    Dark humor comic showing fast food characters punishing a burger thief.

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    Jp@nda
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    It's the Grimace in fubu for me 🤣

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    #11

    Dark humor comic parodying Star Wars characters partying with ewoks and droids

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    Lotekguy
    Community Member
    Premium
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    The scene that didn't survive the final edit.

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    #12

    Dark humor comic about breakup on a deserted island with help message

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    Andrew Lowe
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Yes, of course. And that this dyad's mutual, everlasting vow of "till d***h do us part," from the very beginning of all of this, being precisely the quid pro quo, the "doubled-edged," deus ex machina, cuts both ways-like "SOS," in the end. Also, how did she capsize or gave up the ship anyway?

    #13

    Comic strip with dark humor about government surveillance and bullying.

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    Lotekguy
    Community Member
    Premium
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    I'm reaching the point of being less concerned about how much government is watching than about how little it cares.

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    #18

    Alien spacecraft dark humor comic with hunters discussing scientific discovery.

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    Lotekguy
    Community Member
    Premium
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Reason #53 for why they fly by without stopping to get acquainted.

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    #20

    Dark humor comic with vampires offered baby-shaped ice cream dessert flavors

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    Abel
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Dark humor. I have to admit that I like it!

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    #31

    Dark humor comic with historian presenting ancient fresco ending with harsh criticism

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    Mrreoww
    Community Member
    16 hours ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    I read once that when Michelangelo was painting The Last Judgement, this Vatican official guy didn’t like all the nùdity in it so he complained, and Michelangelo responded by painting him in the corner of the painting as Minos, as a dàmned one from Hèll.

    #39

    Adult comic with couple role playing and wizard casting a wetness spell

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    Kaz
    Community Member
    2 days ago Created by potrace 1.15, written by Peter Selinger 2001-2017

    Uncensored half nips? On BP? In THIS economy?

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