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  • Metalocalypse. The whole show.
  • Futurama is good at this.
    • In "Bender's Big Score", their Take That! against Fox Network starts out funny, but then just gets petty (Lampshaded as the crew becomes increasingly less humored by the fate of the executives). But when the Professor claims that the executives were ground into a powder, which the Professor then pours down his pants to stop the burning? Back to funny again.
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    • In "Beast With A Billion Backs", Bender wants to make a Deal With The Robot Devil. The Robot Devil will give Bender what he wants (an army), but only if Bender is willing to give up his firstborn son. Bender fulfills his end of the bargain by reuniting with his long-lost robot son who was waiting for him for years to come back — then punting the robot child into a vat of molten metal. The Robot Devil expresses amazement at Bender's brutal act (commenting that it's brutal even by his standards), and Bender simply replies, "No backsies." Admit it, you laughed.
    • In "Bender's Game", miners of dark matter in Alaska are affecting the environment. A white rabbit is barely visible in the snow and then a truck passes covering it with grime and it has the saddest little face. Then when you're starting to feel bad, it gets eaten by a polar bear.
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    • Nothing compared to the third-season episode, "Amazon Women In the Mood", where the plot focuses on several main characters being raped to death as a punishment. The humor comes from the fact that most of the (all male) characters condemned to death are actually looking forward to being raped by bone-crushingly giant women. As exemplified in the scene where the verdict is passed, and the reactions switch instantly back and forth from bottomless horror to utter joy... except for Kif, who remained horrified through the whole ordeal.
      Zapp: What are you, gay?
      • It breaks down exactly how you figure. At the sentencing, Zapp is excited. Kiff is horrified. Fry... cannot decide, so his expression ALTERNATES between joy and fear.
    Fry: I never thought I would die this way, but I've always really hoped.
    • Hedonism-bot...
    • In one episode, Dr. Zoidberg goes berserk while at a gym, frothing at the mouth and acting like a maniac. He interrupts an exercise class for pregnant women, and startles one so much she gives birth.
    Trainer: Is there a doctor in the house?
    Zoidberg: I'm a doctor.
    (several more babies are born)
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    • There's an outstanding example in season 7 episode "Assie Come Home". While searching for his scavenged body parts, Bender realises his legs have been given to a legless, orphaned robot child (Tinny Tim)...
    Leela: Well, Bender, guess you won't be getting your legs back. But your sacrifice will let an innocent child live a full and happy life.
    (chainsaw noises are heard)
    Bender: (now with his legs) I'm sorry, you were sayin' something?
    Tinny Tim: Oh, crumb. I guess it's back to the cart for me. (miserably drags himself over to a cart made from some wooden planks with wheels stuck to them)
    Bender: Oooh, nice cart...
    (cuts to Bender riding the cart down the street)
    Bender: Hey, this thing's pretty smooth! Eh, but I still prefer walking. (tosses cart in the trash)
    • Bender seems to be one of the main sources for these. In "How Hermes Requisitioned his Groove Back", when Hermes crosses the Despair Event Horizon and tries to commit suicide by jumping off a building, Bender has this to say:
    "Do a flip!"
  • Avatar: The Last Airbender has a non-violent example in the episode "The Ember Island Players", when they were re-enacting Jet's death. Making fun of what is probably the most tragic event in the series where a Government Conspiracy kidnapped, brainwashed, and killed a teenager? Dude, Not Funny!. Representing his Brainwashed nature with wacky hair, hooks for hands, googly eyes, and droning "Must... serve... Earth King" while his death is depicted with a hollow rock prop falling on top of him that the actor fails to get into properly? Hilarious.
    • The flower in his mouth, or the actor's beer-belly. Zuko and Sokka's responses to the reenactment didn't detract from the funny either.
    • They made Zuko's Famous Last Words Honor!
    • The fans' Ho Yay jokes about Aang and Gyatso. Usually squick, but when Chris Hansen gets involved...
      • Two words from the same comic: "My CABBAGES!?"
  • The sequel series to Avatar, The Legend of Korra, has a case of this. The Earth Queen being suffocated onscreen, followed by mass riots all over Ba Sing Se? Terrifying. A guard in question helping the looters the next episode because he knows where the good stuff is? Hilarious.
  • South Park,
    • "Scott Tenorman Must Die": After a series of petty torments, Cartman takes a revenge that crosses the line so many times it's difficult to know whether to be horrified or not. For anyone that is unfamiliar, Cartman, after being tricked into buying Scott (a random teenage boy)'s pubic hair for ten dollars, and then getting scammed again when he attempted to recoup his losses (including being forced to sing "I'm a Little Piggy" in an attempt to get his money back), then being publicly mocked by having the "Piggy" video shown after his own video trick is dismissed, he engages in a Batman Gambit that results in Scott eating a bowl of chili made from the remains of his recently killed parents. Cartman even got Scott's favourite band, Radiohead, to see Scott cry, and insult him for it! What a jerk.
      Cartman: Oh let me taste your tears, Scott! Oh, the tears of unfathomable sadness! Mmm-yummy!
    • It's even more twisted later on. In "201", we learn that Scott's father was also Cartman's biological father, and everyone covered up the truth to protect his football career, as he was the right tackle for the Denver Broncos that time. Cartman's reaction? He's devastated because... His dad was a ginger! It's not crossing the line twice so much as obliterating it.
    • In the DVD commentary to "It Hits the Fan", Parker and Stone say that the network wouldn't let them say "shit" a few times but were fine with them saying it 162 times (and keeping count on-screen). Actually, South Park thrives on this trope.
    • Relatedly, every time the MPAA told the creators they objected to something in Bigger, Longer, and Uncut Parker and Stone just made it worse, and were then told it was okay. Possibly, the MPAA was afraid of seeing what the pair would do if they objected to the second version.
    • It's said that they made Team America's sex scene much dirtier than they intended to be knowing the MPAA would want to cut stuff from it.
    • Another especially extreme example is in "Night of the Living Homeless" from season 11, where someone decides to "take the easy way out" and shoot himself in the head... Before turning out to be Made of Iron (borderline Implacable Man) and surviving multiple gunshots, ending with him spending his last moments slipping on his own blood. This manages to cross the line about fifty times in thirty seconds. It is entirely possible to survive a single bullet wound to the head, depending on where you're hit and how big the bullet is. So long as you get medical attention quickly to keep you from bleeding out. But the point is, if it's survivable with treatment... it's not a very quick death. Certainly not an INSTANT death.
    • In "Le Petit Tourette", as part of Kyle's plan to take down Cartman's falsified Tourette's Syndrome Hate Speech towards Jewish People, he and Thomas, a kid who actually has Tourette's Syndrome, tricks a pedophile into the studio where Cartman is set to appear on national television, but shoots himself when he finds out he is on Dateline with Chris Hansen. At first it's in really bad taste, and then it becomes hilarious when he's followed by many other pedophiles who proceed to shoot themselves as well. Then there was the guy who did it because there were no brownies.
    • "It's a Jersey Thing", just that whole episode. Taken as an attack on Jersey Shore instead of the actual state of New Jersey, it's just an irreverent Take That!. It doesn't cross the line at all. Well, maybe at the point where they call Bin Laden for help... but not before that. The episode's climax, when Al Qaeda saves South Park by flying hijacked planes into the Jersey Shore people, crosses the line infinity times.
    • "HUMANCENTiPAD" crosses the line Graham's number times.
    • "Cartman Joins NAMBLA" doesn't merely destroy the line. It takes it out back, shoots it in the head, runs it over with a tank, and dumps its remains in a river. To recap, Cartman decides he needs new, more mature friends, so he decides to join the North American Man-Boy Love Association after misunderstanding Dr. Mephisto, who wanted Cartman to join the North American Marlon Brando Look Alikes. The pedophile NAMBLA group decides to use Cartman as a poster child and urges Cartman to invite his friends to a banquet to honor Cartman where the pedophiles also attempt to have sex with the boys. Meanwhile, in the B plot, Kenny is threatened when his parents decide to have another baby, so he spends most of the episode trying to either injure his fathers' testicles or abort the fetus, which eventually devolves into his father simultaneously vomiting, defecating, and bleeding into a trash can after Kenny crushes his testicles, gives him a chocolate milk and vodka drink laced with extra-strength abortion pills, and breaks his nose on an amusement park ride based upon John Denver's airplane-crash death. This culminates with a Scooby-Dooby Doors segment with the children, both NAMBLA groups, the FBI, and Kenny chasing his mother with a plunger. The episode ends with Kenny's father being mistakenly raped by all the members of the pedophile NAMBLA. After watching this episode, you may not even be sure the line exists anymore.
    • Russell Crowe decides to fight cancer. He can't find cancer, so he beats up a man with cancer.
    • The entire song "Merry Fucking Christmas", sung by none other than Mr. Garrison.
    • In "Informative Murder Porn" a man murdered his wife and when the dead wife is being taken away, her son sees it and starts screaming. Sergeant Yates says the kid shouldn't be forced to see this, so another officer just throws a blanket over the kid's head.
    • "Weight Gain 4000" has Mr. Garrison putting on a historically accurate play on the founding of South Park. Said play features most of his students playing either Indians or pioneers and the kids playing the pioneers pulling a No-Holds-Barred Beatdown on the kids playing the Indians.
    • A subplot in the episode "Hell on Earth 2006" involves real life serial killers Ted Bundy, John Wayne Gacy and Jeffrey Dahmer taking care of a task. This would normally be considered unfunny and most likely scary; however, in depicting them as inept Three Stooges-like buffoons, this goes from being too close for comfort to absurd.
    • In "Cripple Fight!", the boys' new scoutmaster taking pictures of the boys naked? Nightmare Fuel. The news exposing the pictures on the newscast while their parents (who are at fault for the new scoutmaster being there after they got the old one fired) are watching after the scout master got arrested? Hysterical.
  • Family Guy
    • Stewie beating the crap out of Brian when he owed him money becomes funny again about when Stewie pulls out a gun and shoots him in the knees. (The line, of course, varies. Other didn't find it funny in the slightest until the flamethrower...)
      • What makes this particular event Hilarious in Hindsight is that during the initial run of the show, Stewie's predilection for ray guns stemmed from the censors. According to them, Stewie was not allowed to use real weapons because "authentic" violence from a baby was just too much, but laser guns were OK. This scene is a one of the major "take that"s Seth MacFarlane et al. threw at the censors during their post-cancellation "invincible" period.
    • There's also the episode when Peter claims Chris is dying so his favorite show can come back on the air. When the charity points out they've bought the rights to Chris' death, Peter says he healed him. Fast-forward to people dancing on the Griffin's lawn asking for Peter to heal them. Lois, who still doesn't know about Peter's flimflam, wonders if that's chanting she's hearing. Peter assures her that's ridiculous, while edging towards her holding a fire poker. Yes, the implication is that Peter was about to commit murder (or at least assault) over a TV show.
    • The whole show has become this ever since around the season 4-6 era.
    • Terri Schiavo: The Musical. Yes, it's Exactly What It Says on the Tin... with preschoolers. And it's hilarious.
      Brian: Don't they think it's a little soon for a musical about Terri Schiavo?
      Chris: Or too late?
    • In "Brian Griffin's House of Payne" — when Stewie falls down the stairs and cracks open his skull, only to wake up, vomit, and pass out again, it's pretty funny. Then it gets pretty squick. Until a raccoon is seen snacking on the exposed brain tissue, and Chris' only reaction is that raccoons look like little robbers. And then Peter and Lois' reaction to the whole ordeal...yeah.
    • Carter is implied to have molested Lois, and has sex with a girl who is implied to be a sex slave, in the same episode. It makes you think because Carter is Lois father.
    • In one episode, Lois is seduced and cheats on Peter (with Bill Clinton) and the fallout is treated as troubling and difficult for the couple to reconcile over. Then he seduces Peter too, and it's just hilarious.
    • One cutaway joke has two Jewish slaves working on the pyramids with one of them saying to the other that all peoples have to go through hard times but they are getting theirs early and after this it will be all smooth sailing for them. Hulu uploaded the clip on YouTube where one of the long time most liked comments is "It's funny because of the Holocaust."
    • In the episode where Brian goes back to college, the seminar on rape.
    Teacher: Look to your left. Now, look to your right. Statistics indicate that both of those men will rape you.
    Girl in class: *looks to her left*
    Guy on left: I'm not gonna rape you.
    Girl: *looks to her right*
    Guy on right: I might.
    • A pre-cancellation example: In the episode where Chris moves away to become an artist, Peter reveals that he has a button on hand that he can press to blow up Chris, and it seems like a little too much Flanderization. Then it turns out that it doesn't work because Peter put the chip in the wrong baby, followed by some random girl exploding, and it's hilarious.
    • In the episode Herpe The Love Sore after Stewie gets herpes from Brian no one wants to be around him. He mentions that he's lonelier than a Kennedy family reunion. A cutaway shows said reunion with all the tables empty except for one guy. The guy asks "Where is everybody? Oh Yeah they're dead." He then immediately gets shot in the head by an unknown assailant. That crosses the line so much there's no name for the number of times it does. Brafillion? No that's not it but it's close.
  • Aqua Teen Hunger Force occasionally waddled into the deep end of the pool, killing Carl in horrible ways, turning him into an eyeball monster, or with horrific clones and grisly murders.
    • Then there's the episode in which Meatwad plays a video game that lets him contact the dead. Shake essentially gets mad that Meatwad is better at the game than him, So he kills himself in order to get into the game and beat him. The act of him doing is an odd cross of funny and morbidness, and it crosses the line by explaining, in detail, all the horrible things he does to do it ( He drowns himself in a pool of piranhas by drugging himself with sleeping pills and sticking a hose in his mouth connected to Carl's car's tailpipe,). It then goes back to being funny after Carl completely disregards it (More concerned that Shake did it in HIS pool with HIS car's gasoline).
      Carl: Fryman, I am so sorry... that I won't be able to press charges.
      • [adult swim]'s bumper preceding this episode on its original air date lampshades this by stating "...Shake does a horrible thing."
  • Animaniacs:
    • The Slappy the Squirrel skit "Soccer Coach Slappy" has the running gag of Skippy, a young boy squirrel who happens to be Slappy's nephew, getting hit with the soccer ball, resulting with him crying upon impact. At first, it's rather disturbing, but it gets funnier with each subsequent ball to the face, complete with Non Sequitur, *Thud*.
    • Another Slappy skit "Bumbie's Mom" has Skippy watching a Bambi Expy and getting traumatised when the mother is shot. It's sad yes, but his refusal to believe that it was just a movie (and Slappy is good friends with the actress who played the mother) makes it funny. And Skippy ends up bursting into hysterical tears at the very mention of the movie. And when it gets resolved, the end of the episode shows them watching an Old Yeller Expy.
    • The pervy attention Minerva Mink gets in her cartoons would be creepy and disturbing if it weren't a cartoon. Every male in the vicinity leering at her is creepy. But their reactions are so exaggerated and over the top that it goes back to being funny.
  • A similar situation happens in a Baseball Episode of Tiny Toon Adventures. Hampton - who obviously doesn't want to play - gets beaned with the ball, and it's not funny the first time; but when it happens again and again, even after the coach takes him out and has him warm the bench, it starts to get funny. Finally, at the end, when Hampton claims that he "learned my head was a magnet for baseballs" you can't help but laugh.
    • Yet another Tiny Toons episode, "Kon Ducky", features a behind-the-scenes segment to the episode itself, with Hampton acting as a stunt double for Plucky in a scene. (Where he gets crushed by a falling mast after saying "Ahhh, Mango Juice!") Hampton keeps flubbing the line and getting crushed, becoming more and more incoherent and brain-damaged (And hilarious) with each subsequent mast to the head.
    "Ahh, Mango Fruit!" *SMASH!*
  • The Loud House has a number of these moments:
    • In The Sweet Spot, when Lincoln is figuring out who should sit near him so that they won't ruin the best seat in the family van on a family trip, he has several flashbacks about how much his sisters ruined every other trip for him, one of them being Lori getting carsick and vomiting on Lincoln... and snapping a picture of the result.
    • In City Slickers, Lincoln and Lori are heading to the city where their respective love interests Ronnie Anne and her brother Bobby have moved, and Lincoln is excited to spend the day with Ronnie Anne, he even imagines what'll happen: Having pie shoved into his pants, getting pantsed on the big screen, and getting pushed out of a train they were on. What's more is that Lincoln is actually expecting it out of enjoyment.
    Lincoln: (sighs dreamily) I've missed her.
  • Drawn Together has a number of these. An example is in Captain Hero's childhood montage where he falls off of his training bicycle and scrapes his leg in a stereotypically childish manner. When he reveals his "scrape", it turns out that a chunk of his leg is missing. His mom's reaction? Kissing it. Basically the whole point of Drawn Together.
  • Korgoth of Barbaria frequently demonstrates that it is one of the most violent and gory cartoons ever made (some of the violence puts even shows like Happy Tree Friends and Elfen Lied to shame). Over the course of the pilot episode, at least 20 characters are brutally killed in comically over the top, graphic, and creative ways.
  • Invader Zim employs this trope for almost everything the titular character does. For example, stealing a major organ from each of his classmates in order to perpetuate his Masquerade is horrifying, but stealing too many organs and becoming a ridiculously bloated blob of stolen organs to the point where an intestine rolls out of his mouth like a tongue is hilarious.
    • And then he gets interrogated on his anatomy...
    Dib: ...spleen?
    Zim: Three different colors.
    • "I love you, cold unfeeling robot arm!"
    • And Zim's abandonment of the blob-creature from "Abducted"...
  • The Itchy & Scratchy Show.
  • The Simpsons itself has long thrived on this, especially in the earlier seasons.
    • "Duffless" (1992) has a sequence that goes from offensive to hysterical fairly quickly when Homer and a roomful of other Springfield citizens who've been arrested for DUI are shown a short film that Chief Wiggum promises will "scare the pants off of you." The film begins (after Chief Wiggum accidentally shows home movie footage of a barbecue he had where he ate a hot dog in a kiddie pool wearing nothing but a Speedo and spraying his wife with a hose as part of a prank) with a blood-splattered accident scene on the highway, which smarmy actor Troy McClure laments before abruptly switching to his obnoxiously cheery greeting of "Hi, I'm Troy McClure! You might remember me from..." The film continues with a montage of gory car crashes and vehicular manslaughters (which we never actually see) set to "wacky" chase music and with Troy providing a cheesy 1950s-style narration full of Incredibly Lame Puns like "Here's an appealing fellow. In fact, they're a-peeling him off of the sidewalk!" The other DUI offenders are visibly shocked or horrified by this spectacle, with one of them struggling not to vomit - but Homer laughs uproariously, commenting that "It's funny 'cause I don't know him." The films that we might remember him from? Alice's Adventures Through the Windshield Glass and The Decapitation of Larry Leadfoot.
    • In the opener of "Treehouse of Horror XXII", Homer steals candy for charity and drives off to the desert to eat them, only to be trapped under rocks in a ditch. Terrible, but then he chews his arm off with Vampire Teeth. And chews off the wrong arm. Then he chews off a leg. After shoddily reattaching them, he sees the candy is actually all vegetables planted by Bart and Lisa.
    • The Hansel and Gretel parody in "Treehouse of Horror XI". Homer drops the children off in the woods and says "maybe you'll run into your other brother and sister". Cue them finding skeletons of two children identical to them.
    Lisa: Let's face it, they're not good parents.
    • Later in the same parody, upon finding that Homer has abandoned the kids in the forest, Marge angrily chastises him... because they could have sold them instead. We see Maggie on the windowsill with a sign that reads "Two chickens or best offer".
    • Moaning Lisa has a rather brash example in the subplot where Bart repeatedly beats Homer in video game boxing. Within the game, not only is Homer's character beaten, but that character is buried with the victorious character (Bart) dancing on the grave. Homer has nightmares about being unable to beat Bart at video game boxing so he trains only to find out that Bart has retired from the game.
  • Wonder Showzen tried to do this with almost every sketch, sometimes even crossing the line a third time.
  • In an episode of My Life as a Teenage Robot, XJ-9 (aka Jenny) is accidentally sent to kindergarten. Because of her... lack of want to be there, and the teacher's complete and total obliviousness to what she really is, Jenny becomes the black sheep of the class. It all comes to a head when she is repeatedly hit with a ball at recess while trying her hardest to be nice. The result? Jenny takes the ball, and plays hardcore- dodgeball/pinball on all the 5 year olds present, demolishing the class, possibly causing many concussions. The teacher is horrified, but all the kids are impressed (once they regain consciousness, at least). The Powerpuff Girls had an even more violent dodgeball incident on the Gangreen Gang.
  • Monkey Dust lives (or rather lived) off this trope what with the suicides, pedophile jokes, drugs abuse and random sex scenes in it. Most people never managed to cross the line a second time.
  • Robot Chicken. Just a few of the relevant examples.
  • The Boondocks has managed to milk comedy and pathos out of exorcisms, Prison Rape, blind people getting beaten up, and historical figures (namely Dr. Martin Luther King, Jr.) using racist language and yelling at a crowd of black people over losing their way.
  • Some Spongebob Squarepants episodes. Especially "Krusty Krushers". Like spinning around SpongeBob and Patrick to pieces, cementing the two in the ring. (Either the first or second cross). Autographing the wet cemented remains with," Jim was here", on SpongeBob and "My foot was here", on Patrick. (Hillarious either way). Or earlier, them getting gargled only to be returned to normal with a toilet plunger.
    • Bear in mind that SpongeBob and Patrick don't mind the pain at all and actually giggle while the wrestlers write on them while they are encased in cement.
    • The story Squidward tells Spongebob in "Graveyard Shift" about a fry cook who acccidentally cut off his hand while cutting patties:
    Squidward: And then, he got hit by a bus! And then, at his funeral, they FIRED him!
    • Patrick writing an awful song in "Sing a Song of Patrick"? Not that funny. Patrick writing a song so bad it kills the band who recorded it and causes mass riots all over Bikini Bottom? Hilarious.
    • In "Dying for Pie":
    Mr. Krabs: The boy cries you a sweater of tears, and you kill him.
    • And Squidward getting maimed by the Sea Bear in "The Camping Episode" is freaking hilarious.
    • In "The Frycook Games", Patrick botches a vault over a fryer, sending boiling oil into the audience. Then:
    Spongebob: Oh, so we shouldn't say anything bad about (Moons Sandy with his pants on) TEX-ASS!!! (Sandy is appalled)
    Sandy: (Blushing in anger) I'm warning you, Spongebob!
    Spongebob: Look, Patrick, I'm Texas! (Bad Southern Accent) Duh, Howdy, y'all!
    Patrick: I'm Texas, too! (Starts singing) Get a dog, little longie! Get a DAWG, little longie!
    Sandy: Y'ALL BEST CUT IT OUT!!!
    Spongebob: (Starts singing while Patrick does armpit farts) The stars at night are dull and dim, whenever they have to be over DUMB OLD STUPID TEXAS!!! (Sandy is boiling mad right now as Spongebob's body is now the shape of Texas) Hey, Patrick, what am I now?
    Patrick: Uh, stupid?
    Spongebob: No, I'm Texas!
    Patrick: What's the difference?! (They both laugh uproariously)
  • Multiple cases in Stan Lee’s short-lived Stripperella.
  • In a scene in The Venture Bros., Brock is torturing an enemy henchman for information by squeezing his testicles, then abruptly stops when he feels a lump. The henchman is distressed at the news. This somehow turns the scene from "nasty" to "hilarious".
    • "They hit me with a truck..."
    • The fact that Dr. Venture powered his pleasure chamber with the trapped soul of an orphan? Horrific. The fact that his only defense is that he didn't use all of it? Hilarious.
      • Goes right back to horrific if you consider what was the sequence of events that led to the conclusion that an orphan was the solution?
    • Handsome Ransom. The entire episode is nothing but crossing the line twice. Perhaps the most notable example would be when the Monarch puts on the Wonder Boy outfit and tells Captain Sunshine he can fuck Wonder Boy and his greatest enemy at the same time.
    • The implication that Sergeant Hatred had inappropriately touched the boys crosses the line. Finding out that, only "most of it was awful," crosses it all over again.
  • American Dad!
    • A counter was made saying 100 characters would die for their 100th episode. It actually goes a while without anyone dying until Stan blows the legs off a dog just to see which one has a tracking chip that's also an explosive, which at first is in bad taste until he comes out saying he helped the dog and it will be okay, only to have the counter show its first death. Another example came later in the episode, when an entire bus full of minor characters falls off a cliff. Announcing that a hundred recurring characters are going to die over the course of one episode seems like a cheap ratings ploy, but to actually kill dozens of them in a single fiery explosion is just too over-the-top to be tragic.
    • Principal Lewis knocking out Steve with a coffee pot? Oh my God! Leering over and evilly laughing at him? Laugh-out-loud funny.
    • Roger testing out his eggnog in "Season's Beatings" on the rats.
    • Everything about Roger's Ricky Spanish persona.
  • The montage of Joker killing Batman a good dozen times in the "Emperor Joker" episode of Batman: The Brave and the Bold. Death by crushing, acid, fire, sawblades, guillotine, sharks, spikes, train, electric chair... What Do You Mean, It's for Kids?
  • In one episode of Robotomy, the main characters join the "Sunshine Class", a group over-emotional robots who are treated like mentally-challenged children, in order to skip out on a test. The second line crossing is when the teacher of the class reveals that her real job is to kill the over-emotional robots by launching them all into the sun.
  • Frisky Dingo: In the premiere of the second season, Taqu'il has gotten in hot water for releasing an album entitled "Ballocaust." The cover has him wearing an SS-themed basketball jersey and cap while holding a basketball emblazoned with a swastika as well as a chain around the neck of a bald woman wearing a bikini modeled after Nazi death camp uniforms. Taqu'il's (Jewish) lawyer doesn't help fix the problem.
    Taqu'il's Lawyer: I see a celebration of life, like Hoop Dreams or Finding Forrester. Maybe they're going to find Forrester!...In Poland.
  • If The Ren & Stimpy Show managed to cross the line once, the Adult Party Cartoon was an exercise in crossing the line twice (and then some), particularly "Onward and Upward" where grossout jokes abounded past what was acceptable (and tolerable), and "Naked Beach Frenzy'' where the nudity card broke the scale.
  • An episode of Almost Naked Animals centers around making Lovable Coward Octo ink the bed repeatedly. Audacious in its own right. The second line-cross comes when his friends realize that his ink stains are in their likeness, and Howie is just trying to get one in his likeness.
  • For an animated program on Disney Channel, this happens with startling regularity on Phineas and Ferb— mostly in Harmless Villain Doofenshmirtz's Imagine Spots. An obvious example is the time he planned to found a college of Evilology and, among the projects, the audience was shown the (smoking) skeletal remains of an infant. Another can be found in the episode where he planned to use a space laser (inator) to destroy stuff. Including morning talk show hosts. After (theoretically) using it, the host's arms are still intact, clutching at his mug of coffee. The rest of him is nowhere to be seen.
  • Total Drama: Chris McLean. Almost everything he makes the contestants do fits this trope, but placing a C-4 charge on Owen's face takes the cake. And that was just the first episode of the 4th season. Not to mention the interns.
  • Danny himself does this an awful lot. Most notable: Him sneaking out of the girl's locker room while being intangible twice.
  • In-Universe example. A conversation between Jerkass secret agent Archer and his hilariously abusive mother Malory about his...habits:
    Archer: Don't you want a grandkid?
    Malory: Well if I did, I'd just scrape all of your previous mishaps into a big pile and knit a onesie for it.
    Archer: ...Jesus Christ!
    • And pops up again in Season 4, when Archer states that hearing that Lana went without sex for 2 years was the third-saddest thing he'd heard that day.
    Archer: Pam told me about a little girl who drowned trying to save a puppy.
    Lana: Jesus, what was the second saddest?
    • And, hilariously enough, his reaction to the idea of his mother being dead. Or at least, Lana's reaction:
    Lana: "Jesus Christ, he's got an erection!
    • Archer could best be described as "Crosses The Line Twice: The Animated Series." Probably in excess of 75% of the show's humor depends on this.
  • The Recess episode, "The Box". The episode is about Miss Finster coming up with a new form of playground punishment- the box - which is just a square drawn on the blacktop. T.J. laughs at it at first, but after he's put in the box, it slowly begins to break him. It gets to the point where Miss Finster decides to keep him in there for two more minutes than the ten he was supposed to stay in. By the time his punishment is up, poor T.J. is in the fetal position, singing "This Old Man", and speaking in the third person. Yep. A teacher psychologically tormenting a nine-year-old boy...you know, for kids!
  • Code Monkeys utilizes this with its pixel animation surprisingly well. To give just one character example, Mr. Larrity associates "orphanage" with "arson" and his reply to potentially life-threatening choices is often a simple "Don't care!". To say nothing of the eight wives he's had killed and/or stuffed, most certainly for inheritance reasons.
  • A lot of Moral Orel, especially its first season.
  • Trip Tank is pretty much a Sketch Comedy version of this.
  • My Little Pony: Friendship Is Magic:
    • "Suited for Success": Rarity is driven to depression after being overworked for her friends' fashion show. Her rant after the show turns out disastrous isn't supposed to be funny but with Tabitha St. Germain's delivery of her Wangst, you just can't help but laugh.
    • "Putting Your Hoof Down": Fluttershy's cottage and garden withering and dying in response to her? Not funny. All that somehow happening within two hours tops? Funny.
    • In "Magic Duel", Trixie removes Pinkie Pie's mouth from her face. A later scene has her crying because she can't eat cupcakes.
    • In the second part of "Princess Twilight Sparkle", Twilight witnesses Nightmare Moon attacking Princess Celestia in a flashback and cries at the apparent loss of her mentor. Then Discord shows Twilight a picture of herself bawling and taunts her about it by adding in a baby's crying sound effects. It's sick but at the same time hilarious.
    • In "Castle Mane-ia", Fluttershy watches in horror as a pile of rocks appears to crush Angel... then Applejack stomps on the pile as Fluttershy tries to lift the rocks. The whole time, Angel is perfectly fine since he was with Twilight the whole time.
    • "Bloom and Gloom": Apple Bloom's family shuns her for not having an apple-related cutie mark. This turns out to be hilarious when said cutie mark turns out to be a ridiculously stupid-looking dolphin and all her family speaks in Big Mac's voice.
    • "Tanks for the Memories": Rainbow Dash's entire Wangst at her pet tortoise having to hibernate in the winter.
  • Donald Duck: In "The Clock Watchers", Donald bangs his head multiple times. What would result in harm in real life is funny now.
  • Kaeloo:
    • In the episode "Let's Play the Quest for the Wholly Gruel", the gang are roleplaying. Kaeloo asks who wants to be the villain who wants to Take Over the World, and Mr. Cat takes the role. He leaves and comes back dressed as a Nazi, saying it's a suitable dressing style for someone who wants to take over the world. Keep in mind, this is supposed to be a kid's show.
    • In another episode, the gang are roleplaying again. This time, Mr. Cat is the principal of a school, Quack Quack is a student at the school, and Kaeloo is Quack Quack's mother. Kaeloo gets a call from the principal saying Quack Quack is dead, but upon reaching the school, she finds him alive, just injured. She questions Mr. Cat on this, and the latter explains that if he hadn't said that, she wouldn't have shown up to the school.

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