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Anime and Manga
- This is the Anti-Spiral modus operandi in Tengen Toppa Gurren Lagann, arranging Manchurian Agents, Colony Drops and Hope Spots because the Power of the Spiral can't be defeated through main force. Although this is effective on some characters, it ultimately backfires, leading Team Gurren to the Anti-Spirals' home dimension and giving them a plethora of Lagann-type mechs with which to take them down.
- This is Knives' instruction to his minions in Trigun, in the hopes that it will make Vash give up his stewardship of humans and join the other side. In the anime, it works, and Vash breaks down, becoming almost catatonic, at least until a moment of redemption redoubles his resolve.
- In GUN×SWORD, Woo not only defeats Van in battle but also forces Van to recognize his own terror and confront the possibility of dying. It nearly works: Van is so shaken by his new fear of death that he is prepared to give up his revenge quest and run away. Fortunately, his sidekick calls him on his cowardice and challenges him to man up. The Power of Love does the rest.
- In Monster, Johan seemed to be attempting this with Doctor Tenma.
- The "Revenge Arc" of Rurouni Kenshin deals with Enishi's attempt to reduce Kenshin to a pathetic homeless wreck by destroying everything Kenshin holds dear, in revenge for Kenshin's (accidental) killing of Enishi's sister. it actually works for a while, after Enishi convinces Kenshin that he (Enishi) had murdered Kaoru.
- In .hack//SIGN the plot of the main villain involves a whole lot of this.
- Madara of Naruto successfully pulled one on Obito by maintaining Plausible Deniability. He mind-controlled various shinobi, including Rin, to create a situation where Obito would witness the death of the one person who made his life worth living. The ensuing despair made him the perfect accomplice for Madara's plan.
- It's later mentioned that Madara taught this tactic to Obito. In the anime there's a flashback showing Obito (successfully) pulling this on Nagato. He later tries it on Naruto, who manages to resist.
- Lex Luthor defeats Superman in Superman: Red Son in this way: after every attempt to take out Superman by brute force fails, he attacks Superman's psyche instead with an Armor-Piercing Question.
- This sort of thing is done more than once. In Neverending Battle Manchester Black throws all of Superman's available nemeses at him then finishes up by killing Lois turns out the killing is a telepathic illusion. The point in this case is to try to get Superman to sink to his level via tragedy. Superman's allows the telepath into his mind to reveal there's a part of him that really wants to do that, but he doesn't succumb.
- Discussed in Justice. Superman says he's only as invulnerable as his most vulnerable friend or ally.
- The Joker has done this several times, such as in The Killing Joke and the film partially based on it, The Dark Knight. He does it either because that's the way he is or because he secretly, desperately wants to prove that everyone else is really as hopeless as he is.
- This is the entire reason Batman wears a mask. The safety of anonymity means that villains can't harm the loved ones who they don't even know about.
- Not only that, but its the reason most superheroes have a Secret Identity in the first place.
- Ozymandias convinces Doctor Manhattan that he's giving his acquaintances cancer in Watchmen, basically for this purpose.
- Following the death of his brother, the villain Kraven, Spider-Man villain Chameleon became increasingly crazy and devoted himself to putting Spider-Man through one of these, and along the way, he confirmed/learned Spider-Man's identity. This included convincing Peter he was in a Cuckoos Nest scenario and was actually an unhinged and depressed writer, as well as trying to attack Peter's family and friends.
- Mysterio finds out he's dying, crosses the Despair Event Horizon himself, and decides he wants a Taking You with Me "swan song" where he can drive Daredevil insane. It ultimately backfires, as Daredevil keeps a grip on his sanity, and after finding out who his enemy is and listening to his Motive Rant, turns the tables with a Kirk Summation that convinces the self-proclaimed "artist" that he's never had an original thought or spark of creativity in his life, and that he's "a human xerox at best". Mysterio ends up surrendering and committing suicide.
- Kingpin tries to do the very same thing, and much like the above example, it backfires horribly. With everything taken away from him, Daredevil no longer has anything holding him back, thus truly becoming a "man without fear."
- In The Patriot the British colonel burns a church with it's town inhabitants still inside and pillages towns. When the patriot milita descends upon one of the villages it prompts one of the soldiers who just lost his family to shoot himself in the head.
- Bane in The Dark Knight Rises is all about these. He even explicitly says so.
- In Harry Potter, the Death Eaters use this at least as a supplemental strategy, striking randomly at civilian targets to foster fear among the populace. Their targets are meant to be the impure and blood traitors, but by their standards that includes everyone who isn't a Death Eater or supporter.
- Once Sauron loses his body, this becomes one of his main tactics. In addition to the more overt Mind Rape of the Nazgûl and the intimidation tactics used at Pelennor (such as catapulting Gondorian soldiers' heads into the city), he twists the Palantíri so that his enemies gradually lose all hope of vanquishing him. This prompts Saruman to commit a Face–Heel Turn and start collaborating with him, and Denethor to send his own son off to die and commit suicide in the midst of the decisive battle. In the film, Denethor's condition is even worse, such that he refuses even to send for help and even orders his soldiers to abandon their posts.
- It eventually becomes clear that this is one of the Dark One's main goals in The Wheel of Time: hurt the Dragon personally until he turns or takes himself out. In The Gathering Storm, he succeeds, and Rand almost tries to unmake the world before he snaps out of it.
- In the novel Miracle Monday, The Devil's agent on Earth tries this on Superman (by trying to trick him into killing an innocent person) hoping to break his spirit (and in turn, the inspiration he provides humanity.) It fails because Superman just won't do it.
- Frankly, the elaborate revenge undertaken by The Count of Monte Cristo consists of his putting his enemies through one of these.
- In The Dresden Files, a fallen angel did this to Harry, convincing him to kill himself.
- This is Lord Foul's stock-in-trade in the Chronicles of Thomas Covenant. Unlike many users of this tactic, Foul is actually successful more often than not; a full list of the characters he has driven or nearly driven past their personal Despair Event Horizon would be far to expansive for this page, but the most notable would be High Lord Kevin in the backstory, whom Foul drove to despair and then convinced to use the Ritual of Desecration, which might defeat Foul, but would also wipe out almost all other life in the Land. As it turned out, it didn't defeat Foul or even really inconvenience him that much, but the bit about "wiping out almost all life in the Land" was entirely accurate, and Kevin died knowing that in his despair he'd destroyed everything he'd loved or fought for- just as Foul planned.
- In Worm, this is Skitter's plan to defeat Omnicidal Maniac Scion, in yet another reversal of villain and hero.
Live Action TV
- This was Azazel's plan throughout Sam Winchester's entire life in Supernatural, in an attempt to get him to agree to become Lucifer's vessel.
- Death brings back Bobby's wife as a zombie so he'll be forced to kill her a second time. Again, this is to break down Sam's support network.
- Warhammer and Warhammer 40,000 both feature Nurgle, the Chaos God of Pestilence and Despair. When mortals watch their loved ones wither from disease, or despair as their bodies bloat and decay from a hideous plague, they turn to Nurgle to escape the terror of their imminent death. Rather than cure them, Nurgle's blessings allow his followers to survive his disgusting attentions free of pain or fear, trading their immortal souls to preserve their disfigured and corrupted flesh. The process leaves Nurgle's followers with a morbid sense of good humor and eager to lead others into "Grandfather Nurgle's" scabrous embrace.
- In Knights Of The Old Republic 2, the protagonist actually uses this to defeat Darth Sion. His connection to the Force basically makes him invincible, so in order to kill him for good, the player has to convince him to give up that connection willingly and die.
- In Diablo III, several bosses try this on for size. Azmodan is hilariously ineffective at it. Diablo does better, though.
- In Shin Megami Tensei IV, the Omnicidal Maniac race known as the White dearly wish they could just wreck the Yamato Perpetual Reactor and just return Creation to the Nothing it was before to escape God's plans, but they have no real existence to do so; they need a physical proxy to do it. Thus, they pull a massive Despair Gambit involving three Alternate Timelines, the forces of Law and Chaos, and four Samurai, hoping that at least once, they will get the champion they need.