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Dark Humor Fans Might Appreciate These 40 New Twisted Comics By Toonhole John
Funny,Comics,FailsJUN 12, 2026

Dark Humor Fans Might Appreciate These 40 New Twisted Comics By Toonhole John

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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.

#1

Twisted comic strip about a woman rejecting a man's drink offer with dark humor.
20points

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.

#2

Dark humor comic about a woman massaging a man's head while eating snacks
18points

#3

Dark humor comic of woman wanting effortless calorie burn during workout by Toonhole John
17points

#4

Dark humor comic about rhinos at zoo and rhino breakup conversation
13points

#5

Dark humor comic on ancient times and kids saying they have it easy.
13points

#6

Dark humor comic panels about waking up, work, jail, and freedom by Toonhole John
13points

#7

Dark humor comic about a woman introducing boyfriend to parents
13points

#8

Dark humor comic about breakup on a deserted island with help message
11points

#9

Comic strip with dark humor about government surveillance and bullying.
11points

#10

Comic illustrating a march against capitalism ironically sponsored by Walmart
11points

#11

Dark humor comic showing a woman breaking up with a man saying she found anyone else
11points

#12

Dark humor comic of knight exposed and warned about 'ladies from the lake'
10points

#13

Dark humor comic with Indiana Jones style character choosing a pill
10points

#14

Dark humor comic showing fast food characters punishing a burger thief.
10points

#15

Comic of a woman praising a man while waiter mentions bottomless mimosas
10points

#16

Dark humor comic with woman on a blind date turning into a skeleton
10points

#17

Dark humor comic with vampires offered baby-shaped ice cream dessert flavors
10points

#18

Dark humor comic parodying Star Wars characters partying with ewoks and droids
10points

#19

Alien spacecraft dark humor comic with hunters discussing scientific discovery.
9points

#20

Dark humor comic with dad showing kids new apple watch as a real apple on table
9points
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HidrėlėyApproved Contributor