Dark Humor Webcomics don’t get darker or more hilariously wrong than Cyanide and Happiness. Known for crossing every imaginable line with a smirk, this comic strip thrives in the gray area between the inappropriate and the brilliant. Here are 10 twisted strips that push limits and punchlines.
About the Creators: Cyanide and Happiness
Cyanide and Happiness was born from the wonderfully twisted minds of Kris Wilson, Rob DenBleyker, Matt Melvin, and Dave McElfatrick in 2005. What started as a simple webcomic has exploded into an empire of animated shorts, games, and millions of daily laughs (and groans).
The strip is infamous for its stick-figure art style and razor-sharp writing. No topic is off-limits: death, sex, illness, awkward romance—you name it. Their genius lies in how they deliver humor through punchy dialogue, anti-punchlines, and moments so unexpected, you laugh before questioning your morals. These aren’t your friendly newspaper comics—they’re web-born, meme-fueled, and brutally funny.
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1. Resolution Breakdown
This dark humor webcomic kicks off with New Year’s resolutions and ends with a judgmental fail. What begins as two friends sharing their goals quickly spirals into an ironic punchline, where herbal remedies become the unintentional trigger. The abrupt humor lies in how quickly the character violates his own resolution, capturing the strip’s signature twist ending style and mocking the fragile optimism of self-improvement with one hilariously judgmental face.
2. Inflatable Companions
Man’s best friend takes a disturbing turn in this dark gem. A seemingly wholesome conversation about pet love flips into awkward territory when one guy proudly reveals he prefers “blow-up dogs.” The real kicker? He claims they’re “man’s best friend with benefits.” This dark humor webcomic thrives on uncomfortable laughter, turning innocence into something shockingly offbeat—true to Cyanide and Happiness’ ability to cross the line in style.
3. Bathtub Tragedy
In this morbid twist on romance, a man tries to woo a mermaid by offering his bathtub as a substitute for the ocean. The reveal that saltwater matters—and the resulting lifeless float—delivers a gut-punch of ironic stupidity. This dark humor webcomic plays on ignorance and heartbreak in the most bizarre way possible, all within four frames. It’s what happens when love meets logical failure, with a salty ending.
4. Banana Confusion
Sex ed goes sideways in this hilarious school-to-home miscommunication. A teacher explains condom use with a banana, only for a child’s retelling to send dad into a full-blown panic. The punchline—“He put a banana peel on his WHAT?!”—is a classic Cyanide twist that plays on innuendo and misunderstanding. As far as dark humor webcomics go, this one turns basic education into awkward family drama with perfect comic pacing.
5. Prison Delay
A guy doesn’t want to seem desperate, so he delays returning a girl’s call. The punchline hits hard when we see the conversation happening across a prison visitation window. This dark humor webcomic blends dating anxiety with criminal consequences for a laugh that’s equal parts tragic and clever. It’s a perfect example of Cyanide and Happiness’ slow-burn setups delivering absurd reveals that leave you grimacing and chuckling at once.
6. Meat Logic
“You are what you eat” gets roasted in this strip when a steak-loving skeptic questions the phrase—until someone resembling a human T-bone shows up. This dark humor webcomic delivers its punchline through absurd literalism and visual payoff. The final frame, with a meat-suited man saying “Well?” is delightfully dumb, unsettling, and exactly what you expect (and love) from Cyanide and Happiness when it comes to skewering clichés.
7. Amnesia Dinner Drama
“What sort of person grows up dreaming of becoming a handwriting expert?” That’s just one of many awkward questions in this comic that starts with ego and ends in amnesia. A man tries to bluff his way into restaurant VIP treatment, only to forget who he is entirely. This dark humor webcomic thrives on irony, flipping entitlement into pity and making you laugh as the poor guy gets lost in his own mind.
8. Cool Entrance Crash
Arriving late to class is awkward enough—especially when you trip over your own confidence. This comic captures that exact brand of social anxiety, where a pep talk turns into instant humiliation. This dark humor webcomic mines relatable moments and exaggerates them into comic gold. You’ll laugh not just at the fall but at the painfully familiar inner monologue that leads up to it. Cringe meets comedy with perfect timing.
9. Closet Junk Disturbance
At first glance, “I store my junk in here” seems like an innocent dad joke—until a tied-up person is revealed in the closet. This dark humor webcomic expertly contrasts identical setups, using only one detail change to shift from fine to horrifying. The brilliance lies in its simplicity and execution. It’s uncomfortable, funny, and unnervingly casual—all the things that make Cyanide and Happiness masters of twisted minimalism.
10. Therapy Ball Troubles
One character suffers from “testicular elephantitis” and tries to normalize it with a massive therapy ball. The friend’s deadpan reaction and the final frame’s defeated “No, not really” seal this comic as peak Cyanide dark humor. This dark humor webcomic uses visual exaggeration and medical absurdity to make you gasp, then laugh. It’s wrong, it’s ridiculous, and it’s somehow still relatable—just how this comic brand likes it.
Final Thoughts
These Dark Humor Webcomics from Cyanide and Happiness are not for the faint of heart—but they are perfect if your brain enjoys a little moral whiplash. The creators’ ability to turn social taboos into snappy punchlines is unmatched. If you like your humor equal parts funny and messed up, you’re home. Dive into more delightful depravity at TheHumorSide.com.
