30+ Hilarious Cartoons That Appeal to Our Darker Humor

This article appeared in Modernmic and has been published here with permission.

Instagram // @simonsaidcomics

There are some things that can seem really dark if you look at them from exactly the right angle. These cartoonists managed to tap into the darker side of our humor and make us laugh with a few jokes that might not be lighthearted or suit everyone’s taste, but they definitely make us laugh! And you know what they say — laughter is the best medicine!

He Has His Own Method

When you walk in the door, if you have a dog, you’re often greeted with a wagging tail and jumping paws ready to welcome you home. As a matter of fact, your visitors might get the same.

Mikeorganisciak.com // Mike Organisciak

At some darker moments, you might wonder if a man’s best friend would even treat someone who was visiting against your will the same welcome wagon. Hey, he might, but as this cartoonist points out — it stops you as you walk in, so why might it not stop everyone else?

Getting Realistic

When 50 Shades of Grey came out, it scandalized audiences. It also stood out as maybe not the most accurate representation of how dating works for most of us.

Instagram // @Dagsson

Then again, we can all universally relate to the trouble of trying to find the perfect wall color with your partner that might leave you wondering — like this couple — why exactly they need to make so many shades of gray. Is it to complicate your decor process? Is just “gray” too much to ask for?

Think Before You Speak

There are some things that a lot of kids go through as they grow up. A fear of the dark can easily lead a wild imagination to roam and before long, kids start to imagine monsters in their room.

Mikeorganisciak.com // Mike Organisciak

If there really were monsters, though, what inherently makes them monsters? We haven’t heard any reports of these night-time creatures actually causing them harm. So, when you think about it, it seems a little cruel to start name-calling like this.

All in the Wording

When you wish for something, you have to be specific. Otherwise, it’s not always clear what you want. This team was going to fulfill this kid’s wish to become his favorite superhero.

Mikeorganisciak.com // Mike Organisciak

The only downside is that when you think of how Batman actually evolved from just Bruce Wayne into the vigilante character, there are a few steps that most people aren’t really ready to invite into their life — and for good reason. It seems that they were dedicated to a genuine experience, though!

My Bad!

When you think about nothing living on the sun, you probably just think that, well, that makes a lot of sense. Yet, do we ever consider the lack of entertainment the sun has because of it?

Mikeorganisciak.com // Mike Organisciak

Well, probably not — but it’s something that this cartoon artist, Mike Organisciak, showed us in a pretty humorous manner. After all, we all know what the sun can do with something like a magnifying glass when it’s all the way here on Earth! You know what they say… curiosity killed the cat, although this is less of a self-directed consequence.

We All Grieve Differently

When you lose someone, the grieving process can surprise you. After all, the process often includes a whirlwind of emotion that includes a lot more than just a feeling of sadness or missing someone. Plus, as they say, laughter can be the best medicine.

Instagram // @Dagsson

So, why not look at what you can do now that the person in question won’t be bothered by it anymore. What better way to send a friend off than with a pet peeve? Okay, there might be a few other ways.

Happy Holidays…

The story of Santa Claus is one that has entertained and made magic for children all around the world when it comes to Christmas. It brings to mind a jolly guy with magical helpers and a giving nature.

Instagram // @Daggson

When you really think about it, though, the elves seem to have jobs that they do all year with no break. That might get more than a little exhausting after a while. It makes you wonder what kind of benefits the elves get and how Santa behaves the other 364 days of the year.

Rumors, Rumors, Rumors

It’s interesting to see how people react to the signs they’re given by other people. The simplest thing to do was to ask this person, but sometimes we assume someone is meaner or tougher than they are.

Instagram // @Tonybts2

After all, if we all had to count how many scars we’d gained from our feline friends, it might be hard to even give an accurate ballpark guess as to the number. After all, it can just seem like the price to pay for falling so hard for these ferocious predators that just so happen to be about as cute and snuggly as they can be temperamental.

They Did Warn You

There are some things that a lot of people fear, but the odds of them happening are pretty low. For example, the odds that the average person will find themselves in a shark attack are pretty low.

Mrlovenstein.com // @MrLovenstein

In fact, you might be surprised by the things you’re more likely to be killed by than a shark. As this cartoonist points out, you might have to watch for farm animals more than aquatic creatures. We aren’t so sure that carries over when you’re already in the ocean.

Let’s Get Down to Business

If you were to work in a job where they send you on a lot of business trips, you have the chance to see a lot of new places in the process.

Mikeorganisciak.com // Mike Organisciak

New places also mean the chance to meet new people and form all kinds of new relationships. It seems like these two are about to fill out a business trip cliché, but when it comes to the final panel, we learn that there’s only literal business happening here. She looks so happy about it, too.

Oh, Bless You

There are some things that you say out of habit and because they’ve come to be considered polite. For instance, a lot of people say “bless you” when they hear someone sneeze.

Toonhole.com // Chris Allison

The world won’t end if you don’t say it, and while some people might not like that phrase in particular, it’s not the worst thing you can say. Then again, we guess if legends are to be believed, blessing a few creatures might be really, really detrimental for them.

It’s Just a Prank!

Okay, let’s be honest — there are some pranks that go beyond the idea of a prank and into the unethical or downright criminal. Luckily, no one really gets hurt in a cartoon. If you see smoke coming under the door, it’s best not to panic and consider fire safety.

Mikeorganisciak.com // Mike Organisciak

In that case, though, he probably should have done the first step you’re supposed to do and touch the door to see if it’s too hot to get out through the door. This one is going to be hard to explain to HR.

Finally Meeting Up

There’s a group out there for everything, especially as social media becomes such an integral part of everyday life. When it comes to making friends, it can be a really useful tool!

Toonhole.com // Chris Allison

Of course, if you meet online, you have to actually make the jump to seeing each other in person, right? Well, if you bond on a common interest, it should be easy. After all, you already have something to talk about. Then again, that idea might not work in these two guys’ cases.

Secret Thoughts

Have you ever thought about what it might be like to read minds? What if you could just pop a hat on and suddenly, you can know if your crush is thinking about you? It’d be tempting.

Reddit // u/mrlovens

Then again, we can’t help but feel like this cartoonist has a point and that we’d quickly hear something that we didn’t want to. After all, take a second to think about your private thoughts and what you think your crush would say if they could hear them.

Gotta Have Boundaries

They say that just because you can doesn’t always mean you should. What are we talking about? Well, just about anything!

Instagram // @Toonholechris

If you offer to teach someone something and they decline, you aren’t obligated to maintain the offer if their plans change and they decide that they have time. Of course, you may not want to or have the ability to show off your flexibility like this and decline with such frightening flair.

A Little Fun in the Afterlife

No matter what age you are, life can’t be all business. To be happy, you have to find time and ways to laugh and feel joy. Who says your mischievous nature can’t extend into the afterlife?

Mikeorganisciak.com // Mike Organisciak

If you believe in ghosts, it seems like they have a penchant for mischief in the first place. Of course, there are no promises you won’t annoy the other ghosts around you. If you were to continue past life, it makes sense that consequences would, too.

Good News and Bad News

It’s hard to deliver bad news. In some professions, the bad news is worse than others. Bad news from doctors isn’t the same as the bad news you might hear from your florist.

Toonhole.com // Mike Nassar

This doctor was geared up to give these parents the worst news possible — the kind of news that you might want to double-check the chart before delivering. However, it’s hard to be distracted by that when you’re imagining how that office must smell if he’s just keeping him in the desk.

All in the Delivery

When it comes to language, we use a lot more cues in a conversation than just the words someone says. Their pauses, inflection, tone, and body language can be very telling as well.

Toonhole.com // Chris Allison

As for this guy, he might have benefited from pausing a little later in his sentence — or at least by not saying this with such a big smile on his face. While getting laid off isn’t great, we do have to say we’re not sure how they were planning to keep that initial promise anyway.

Hard to Catch a Break

At work, it can feel surprisingly exhausting to sit in front of a computer all day. After all, human eyes weren’t really designed to handle the technology we’d make millennia down the road.

Toonhole.com // @ToonholeChris

However, there’s a lot more to consider here than just wondering if you should get away from your work computer. If you want to rest your eyes, it’s time to set the computer games and Netflix shows aside. Oh, and you might want to avoid packed cities where there are computers in every inch of your visual space.

A New, Cruel Method

Pirates weren’t and aren’t exactly known for their kindness, forgiveness, and welcoming nature. Any pirate movie will show you some of the more dramatic sides to life on the seven seas.

Twitter // @ToonholeRyan

For instance, you’ve probably seen your fair share of movies where someone is ordered to walk the plank. Not every pirate used the same method, though. If you’ve ever eaten Cap’n Crunch cereal, you know that this is the sort of torture the cartoon character would call for.

We’re Going Someone

You always want to keep hope for the future alive. What else will keep you going if you don’t believe that tomorrow could be just as good, if not better, than today?

Twitter // @ToonHoleChris

On the other hand, that’s unfortunately just not how life works for every living thing. It’s an especially bleak outlook if you’re born into the world as a prey animal. These fish may have had a lot of hope, but we think the only place they’re going is the dinner table.

Now, Why Would You Say That?

As we said earlier, there are some times that you just need to get away from modern technology to give yourself a chance to get refreshed.

Imgflip // @Li_Ingemundsen

Going on a camping trip or hike with a friend can be a great way to take away all the temptation of technology. That can feel really peaceful and freeing. Then again, if our companion said something like this, we might be rethinking exactly how relaxed we should be.

What Are You Doing in There?

Taking a shower isn’t just a chance to rinse off and get clean. It can also be a chance to gather your thoughts and take a moment to relax while you stand under the running water.

Instagram // @ ToonholeChris

As for this person, they couldn’t stay away from something that we definitely all do in the shower. If you can’t win arguments in the shower, where are you going to get that validation? Plus, it can really help blow off steam when someone really irks you.

Be Careful Who You Trust

When you work at a company, it’s not uncommon that you might have to attend a few team-building exercises. There’s nothing that these events love more than a good trust fall.

Toonhole.com // Chris Allison

It goes against your instincts to let yourself freely fall, but the point is to trust the people who are there to catch you. Have you ever heard the phrase, “Be careful who you trust?” That’s wise advice for something like a trust fall unless you want something like this to happen.

Getting Desperate

Sometimes, you just start to feel like love is out of your reach. After a bunch of failed dates or even failed relationships, it can seem like meeting the one is going to take extreme measures.

Instagram // @simonsaidcomics

This guy was so done with dating that he was willing to call off human women altogether and take his chance with someone on the other side of the spiritual fold. We don’t remember the rhyme going quite like this when we were young, but we wish the new couple luck.

Just Playing Around

Tornadoes aren’t anything to ignore. These natural weather patterns can wreak havoc with high winds as well as cause damage thanks to the flying debris it starts to gather.

Toonhole.com // @ToonholeChris

Still, this comic seems to start out lighthearted enough. In fact, we’re a little endeared to these two friends as they play a game of tag. Then again, we guess that game would have consequences for anyone who just so happened to be in the way.

A Magician to Save Us All

Most people don’t think of the magician sitting in the back of the room making sure he’s got all his doves hidden away as someone who could potentially save the world.

Instagram // @simonsaidcomics

Then again, where does the line really sit when you’re considering a modern magician versus the concept of the wizards of fantasy that wield powerful magic to stop their foes? Of course, as this cartoon shows, they may have to take a slightly different approach from Gandalf.

You Were Warned

There’s nothing quite as frustrating as trying to get home only to find yourself lost. Nothing tells you that you’ve gone the wrong direction than running into a dead end.

Toonhole.com // Chris Allison

Of course, a dead end usually means that there’s no more road to follow. In other words, the road has effectively “died.” The couple in this comic had a lot more to contend with than just trying to figure out the map.

A Modern Princess

If you don’t know the story of Rapunzel, it’s about a long-haired princess who is locked away in an impossibly tall tower. That is until her prince comes to climb her equally as impossibly long hair.

Instagram // @simonsaidcomics

In the modern era, Rapunzel might not have to wait around. Plus, who says she has to stop at just pulling her prince up? If her hair is strong enough for a person to climb, there’s no way it’s not strong enough to use as a pulley to get some delivery up to that window.

It’s Not Easy!

There are a few things in life that seem like they never get easier, no matter how many times you try them. Flirting is one of those things that can be clunky and awkward.

Twitter // @ToonholeRyan

You might even wish there was an easier way to stay on track. A teleprompter might help. Hey, this guy even saw far enough ahead that he had a response ready and loaded onto the teleprompter. If only this woman hadn’t noticed the weird machinery following her around…

Let it Out, Buddy

Every human being has their own emotions to deal with. No matter how big and tough you are, you’re bound to feel sad sometimes.

Reddit // u/toonholeryan

This coach was telling this guy to do exactly what he needed and he did. It might not win him the round, but it looks like it could be kind of cathartic. He definitely looks like he’s going through a lot with this divorce, too.

Setting the Record Straight

If you’ve ever read The Ugly Duckling, you know that the story follows, well, a rather ugly baby duck who ends up being a swan.

Facebook // ToonholeRyan

It seems like this duckling was still holding out hope for his own story. There was one thing that this swan was going to set straight, though — this wasn’t her ugly baby, and this wasn’t her problem. Wow, that would sting if you were the duck in question here.

Gotta Have a Backup Plan

You hear the phrase “live fast, die young” more often than you might think. What if you don’t accomplish the whole phrase in your life?

Toonhole.com // @ToonholeJohn

What if you live fast without any plan but manage to live into your old age? What’s the plan, then? Don’t worry — that’s not something this guy neglected to think about. Of course, there was a plan if he was going to live long, just not a good one.

This Isn’t Good

There are some pieces of technology that it seems like society collectively can’t wait for. Who hasn’t dreamed about what they’d do if they had access to a time machine?

Instagram // @berkelymews

Before you go jumping back in time, though, think about everything that your machine will need to run. After all, we’re not sure that the dinosaurs have any electrical outlets installed for these two to use. We sure hope they like the era they traveled to!

Are We Ready for This?

A lot of people — whether it’s in jest or passing or deadly serious — have thought about what they’d do if they suddenly found themselves in the middle of an apocalypse they were trying to survive. In reality, our actions don’t always live up to our own expectations.

Instagram // @ToonholeJohn

After all, if you’re a yoga teacher or business consultant without the help of a single architect or engineer, you’re going to have a hard time rebuilding, even if you’re really well-meaning about the whole thing.

We All Have Dreams

We all have dreams for ourselves and sometimes find ourselves wishing for something more. Maybe you make necessary wishes to meet your basic needs, or perhaps you prefer to dream of your days to come as a star.

Facebook // Toonholeryan

If you’re the person behind all of the cartoons like the ones we’ve looked at here, you might wish that coming up with twist endings was a little easier. We wonder if making this comic about writer’s block helped this artist’s writer’s block.

Twist Ending

A lot of these comics are based around the concept of a twist ending. This one might take the cake for surprising us with the final panel. Being dubbed a genius seems like a pretty high compliment, right?

Toonhole.com // @ToonholeJohn

How can someone use that against you? Well, if you’ve ever seen a cartoon from the ’90s or ’80s, you might just see this line coming. It didn’t take long for this host to show their true colors, either!

Nothing Like the Pictures

As the world has become more enmeshed when it comes to daily life and technology, a lot more of your personal life might happen on your phone or at least start there. That’s the concept behind dating apps.

Instagram // @berkeleymews

After all, it’s hard to meet new people, so why not let technology help you along? Unfortunately, not everyone on Tinder is as honest as you might be when looking for love. We also don’t often think of these characters on the app.

Adjusting Expectations

When an emergency strikes, you would hope there’s a hero nearby to help out. Of course, a Transformer-like character would be a bit limited in how their shape-shifting helps.

Twitter // @benzaehringer

This character was at least ready to help as much as they could. What could you want more when someone’s hurt than an ambulance? Then again, an ambulance can’t help someone who’s already too far gone. That won’t stop this hero from thinking practically!

Together Forever

The story behind Toy Story is really quite touching. What kid wouldn’t want their toys to value them as much as they value their toys when they’re young?

Tapas // Berkley Mews

Some people even keep their toys well into adulthood because they symbolize such fond memories for them. What if Andy hadn’t given his toys away? What if he really wanted to stay with his childhood best friends forever? Maybe there are some downsides to keeping your sentience a secret.

Old Habits Die Hard

If you were to visit 123 Sesame Street, you might wonder why this childhood town has a character who doesn’t have a home aside from a trash can on the street.

Instagram // @berkeleymews

This artist imagined what it might be like if Oscar the Grouch’s friends chipped in to make sure he had a bigger, better shelter to keep him safe from the elements. We guess it’s to be expected that he might have a difficult transition into living in a whole house.

This Doesn’t Seem Fair

If you were alive when Harry Potter started coming out, odds are you might have spent your 10th birthday with your fingers crossed, hoping an owl might appear with your long-awaited invitation.

Reddit // u/LilliputianMouse

On the other hand, we guess a school big enough to take up a whole castle would need staff as well as students and everyone’s favorite (and least favorite) professors. Plus, with that many battles, you’re going to need a custodian. That does lead to a rather awkward broom gifting, though.

He Just Wanted to Join

If you’ve ever used an online AI when it comes out and then come back a few months later, it’ll be clear how much “learning” the program did in your absence.

Instagram // @berkeleymews

So, we can see why these kids might not think much of it when an android would cue up a prompt to ask what was happening in their immediate surroundings. Then again, with a scenario like this, you might really hope that your robot is waterproof to avoid a tragedy like this.

Now That’s a Trick

Earlier, we talked about how magicians might be our secret weapon if we find ourselves facing a dragon anytime soon. Some of them are really dedicated. This is about as dedicated as you can get to a bit.

Instagram // @berkeleymews

Not many people would take their magic trick with them all the way to the grave. We also have to wonder how he managed to time his death just right and what his lawyer had to say when he requested this odd change in the will.

The Eternal Mystery

There are some questions you might have that you end up heading straight to your parents. At the end of the day, kids do usually think that their parents know more than most. There are some questions that are hard for even parents to answer, though.

Instagram // @berkeleymews

For instance, tying a tie might be something you’ve seen the results of on your father but who knew that he was pulling tutorials up for every formal event? Maybe the real secret here is to do what you have to do to get the job done.