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This is a Spoilered Rotten trope, which means that EVERY SINGLE EXAMPLE listed below is a spoiler by default and will be unmarked without a tag. Only proceed if you really believe you can handle this list.

Cruel Twist Endings in Fan Works.
Crossovers
  • Brutal Series: The aptly-named Unsurvivable makes it appear that Turk has survived the Games, only for him to die of his wounds on the hovercraft. The actual winner? Riben, who had gone into shock after being buried by an avalanche. Those running the Hunger Game were going to leave him to die alone so that Turk could win, but Turk's death forces them to retrieve Riben. Nobody is happy about this, least of all Riben — not only does he have to deal with painful memories, but he's Forced to Watch as his parents are tortured to death as punishment for how he didn't kill anyone during the Games, and the same fate befalls anyone else he becomes close to. Riben becomes a drug addict to cope, and it's implied that he's later killed during the Quarter Quell.

Danganronpa

  • Danganronpa: The Immersive Learning Program ends on a Cliffhanger with the titular Immersive Learning Program crashing, and the fate of the surviving students unknown. However, a single Hope Spot precedes this with Kaede reaching for Shuichi's hand. Unfortunately, the fourth chapter of the sequel Danganronpa: Academy of Discontent reveals that neither Shuichi or Kaede were able to get out in time, and were in fact two of the only three people not to do so, resulting in it becoming this instead.
  • Fangan Ronpa: Universal Despair Sale follows an alternate cast in an alternate school in the US. As usual, Monobear appears and forces them into a Mutual Killing game, this time set in the Mall of Monomerica. After six trials, the remaining survivors defeat the Mastermind and earn their freedom, spending one last night at the mall remembering their fallen friends and vowing to never forget about them. Upon leaving, however, they find themselves stranded in a different location, incorporated into a new batch of students and hearing Monobear's laughter:
    Monobear: Upupupu... It's time for round two!

Doom

Duskwood

Haruhi Suzumiya

  • One arc of You Got HaruhiRolled! ends with Emiri having joined the Anti-SOS Brigade, giving them enough strength to kill all of the good guys except for Kyon and his family, and dooming the entire world. And all because Kyon told Emiri to Be Herself. It's retconned away in the next chapter due to Negative Continuity, but still...ouch.

Hearts of Iron

  • The Crown Atomic: After the Totalist government in Britain is defeated and the island is fully under Canadian control, Edward VIII recognizes that reconstruction will take time. So he establishes the British Reconstruction Authority, placing Lord Mountbatten in charge. Meanwhile, the various dominions are reluctant to surrender any of their newfound autonomy, resulting in the rise of an unstable and decentralized federation of Imperial Dominions.

Kingdom Hearts

  • Luminary Uprise: Just as the heroes have reached the rim of Mount Doom, Jack Sparrow falls under the Ring's glamour and turns on the others.

My Little Pony: Friendship Is Magic

  • The Cymbal Dragon: Fluttershy's friends throw a party for her while she recovers from her injuries, the dragon is seemingly destroyed, and all seems well only for Pinkie to reveal she found the dragon, which clashes its cymbals together causing the ceiling to collapse, seemingly killing all of them.
  • In the story within a story of Equestria: A History Revealed, the fic's version of the end of the Hearts and Hooves Day legend certainly qualifies as this.
    • The name of the book that the legend came from should have tipped somebody off, as it was supposedly titled "How the Sea-Pony Wished Upon a Star and Unknowingly Started Racial Prosecution Under An Emergent Fascist Regime: A Collection of Filly's Tales and Legends That Start Off Whimsical But End in Destruction and Death".
  • Discussed in Ponies and Dragons: Zephyr Breeze, who believes that invoked True Art Is Angsty, pitches several ideas to remake various video games so that all of the endings turn out absolutely awful, with cruel twists aplenty and Rocks Fall Everybody Dies. 8-Bit and his friends are so disgusted that they end up firing him out of a cannon to make him stop.

The Powerpuff Girls

  • Immortality Syndrome: The sequel Immortality Relapse provides two:
    • Midway through the story, Bubbles accidentally splashes some Antidote X on a recently-revived Butch. This cures his murderous desires... much to Bubbles' horror, as during the events of Syndrome, Buttercup had been subdued in the same fashion. Whom they'd promptly killed, unaware that it was no longer necessary.
    • Then comes Relapse's climax, where the heroes stopped Boomer from activating his doomsday machine... only for him to survive just long enough to turn it on after all, killing everyone else on the planet. Only Bubbles survives, thanks to the Professor's Heroic Sacrifice.

Pokémon

  • Pokémon Strangled Red has an in-universe example. In the eponymous hacked game, the aftergame consists of a giant cruel twist. After winning the championship, Steven first loses Miki in an accident, then he turns into a monster in trying to bring her back to life, and finally kills Mike by strangulation.

Sonic the Hedgehog

  • Sonic X: Dark Chaos has Sonic and his friends defeating Dark Tails and saving the galaxy. JUST KIDDING! Dark Tails' death allows an entire race of even worse Lovecraftian horrors to finally escape. Which they do - and then promptly exterminate nearly all life in the universe.

SpongeBob SquarePants

Star Trek


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