Deadly Change-of-Heart

""When the cold heart of a villain softens and he turns into a good guy, the plot will quickly require him to be killed, usually after maudlin final words.""

- Roger Ebert, Deadly Change-of-Heart, Ebert's Glossary of Movie Terms

The much more vindictive brother of Redemption Equals Death, where you have a villainous character who is beginning to realize that the way of evil is not the way, and is attempting or planning to redeem themselves, but is killed or otherwise brutally rebuffed, either by karma, the heroes, or even their boss (the latter who most often crosses the Moral Event Horizon in doing so) before they can carry out their plans.

As a result, the character doesn't even get redemption, and they will never throw off the darkness of their past.

Less lethally, a Quirky Miniboss Squad may find they've been effectively chained to the role, and no amount of Character Development or viewer sympathy can free them. In this case, they at least don't die, but are still doomed to a lifetime of failure and villainy and realize it. Contrast Redemption Earns Life, Karma Houdini Warranty, and Redemption Rejection. Compare Redemption Failure, where the character actually goes clean for a while but has to revert back to villainy due to unforeseen circumstances. When it's played lethally, this trope can straddle the border of Redemption Equals Death or Death Equals Redemption, depending on how close to redemption the character comes before they're offed. May be the result of a Last Second Chance offer that is later taken Off the Table.

WARNING: While does not always involve a character's death, it often does, so here be Spoilers.

Anime and Manga

 * Near the end in the manga of Gash Bell repents for everything he did in the human world and his ruthless towards  Gash. In the last part of the fight he wasn't trying to make Gash suffer, instead he was testing him to see if  made the right choice giving the power of Baou to Gash.
 * Happened to Sailor Mnemosyne and Sailor Lethe in the Sailor Moon manga. They were this close to a Heel Face Turn when Mnemosyne Usagi's memories, which were deleted by Sailor Lethe, who was also willing to make a Heel Face Turn along with Mnemosyne after the restoration, but then they got killed off by their evil superior officers Chi and Pi.
 * Likewise, Sailor Tin Nyanko was partially purified by Sailor Moon in the anime. Galaxia doesn't give Sailor Moon the chance to finish by killing her off herself.
 * Nephrite in the first season of the anime dies immediately after leaving Beryl's organization. Whether this is this trope or Heel Face Turn + Redemption Equals Death is a real judgment call since Nephrite dies before having a real chance to turn against Beryl or do any substantive damage to her, but does at least manage to save Naru's life, and did so rather than kill Sailor Moon even though he had her right where he wanted her.
 * It's worse for Kunzite in the manga who recovers his old memories of being Venus' lover in their past life but realizes he cannot betray Beryl because she controls Endymion. He's forced to fight against the woman he loves until she kills him. Made more evident in the musicals where he confesses to her just before she kills them BOTH with Crescent Beam.
 * In Bleach,
 * There are a lot of these in Bleach.
 * in the Mermaid Melody Pichi Pichi Pitch anime, and most to all of the first arc's villains in both versions.
 * Fresh Pretty Cure pretty much subverts this. When Eas finally discovers the meaning of true happiness, she is brought back to life as Cure Passion.
 * from The Twelve Kingdoms, who had given into despair upon  and became a pawn in the Big Bad's hands because of that, is given a chance for a last mission which will help him redeem himself. He's killed in it, and his Famous Last Words lampshading the trope: "Why did  ? Will I just die for nothing?!"
 * from Rave Master. After his defeat he realizes that nothing he can do will put him on the winning end of the love triangle and starts looking for a way to end his life when he's talked down by a girl who starts inspiring him to turn over a new leaf. Then we find out that Demon Card's new policy is to eliminate everything in a 5 mile radius of a member who failed his or her mission.
 * In Pokémon, on the rare occasions Team Rocket attempt to go straight, Team Twerp blast them into the sky anyway, sometimes completely by accident.
 * Shinsen Tennozu of Speed Grapher is the head of both a legitimate multi-billion dollar organization and the shadier criminal group that helped make it so powerful. Also, she's a terrible mother. She gets a very Karmic Death at the hands of her Magnificent Bastard right-hand man, and as she's dying on the floor her daughter Kagura comes running up to her and tearfully reveals that . The look on Shinsen's face suggests that she truly regretted allowing herself to become the bitter and hateful person that she had, but it was too late to even try to make up for it and she died moments later.
 * Deliberately invoked by  on   in Cyborg 009.
 * In Rurouni Kenshin, after Senkaku escapes from prison, he reflects on the battle he had with Kenshin. Grateful that Kenshin spared his life, he decides to turn over a new leaf... only for Seta Sojiro to unceremoniously assassinate him for losing the fight.
 * Chirin no Suzu has this happen to Chirin at the very end. He kills the Wolf, but the sheep throw him out. Chirin is left with nothing. This is one of the contributing factors to the tragedy of the story.
 * Afro Samurai offers a non-death variant. At the very start of his journey, Afro's obsession with revenge resulted in the death of all of his friends and his teacher. This is the one of two times in the series he actually show regret for his actions, but he quickly accepts afterwards that there was no turning back at that point.
 * In Muhyo and Roji's Bureau of Supernatural Investigation, turns against Buhpu and leads to his defeat after learning that he . He realizes that his allying with Ark to  was wrong, but is unable to do anything more before he dies.
 * Yamada gets this in High School of the Dead when he starts to show even the least bit of concern for his family. The entire Orgybus votes to murder him on the spot (read: leave him to the zombies). In the anime adaptation, Misuzu may have regretted killing Toshimi just as the zombie mob behind her crushed her own head.
 * Mirai Nikki:  was an all around horrible parent who not only  . Still, he does realize that what he did was wrong and was going to make it up to Yukkii by turning himself in and finally going to look at the stars with his son...that is, until he gets stabbed in the gut immediately after he declares this.

Comic Books

 * Usagi Yojimbo features a story involving a crooked bookie who has employed a skilled former samurai to help him run a con; they hustle wandering travelers into fighting duels with the samurai, the bookie takes bets on the fight, hyping up the unskilled traveler as unbeatable, then they split the pot when the samurai kills the traveler. The samurai begins to feel bad about this dishonest life, however, and tells the bookie he's quitting. The bookie forces him to fight one last duel to pay off a debt to him, and said duel just happens to be against Usagi, who knows nothing of the con or of the samurai's intention to turn over a new leaf. They fight the duel, and Usagi wins easily, killing the samurai. The last page of the story shows the dead samurai's wife and son, unknowingly waiting for him to come home...
 * Though how much deciding that you're only going to murder one more person for money counts as a Heel Face Turn is a matter of some dispute.
 * The samurai doesn't appear to feel remorseful and the bookie doesn't appear to force the samurai into one last fight. The samurai wants to earn enough money to care for his family and the fight with Usagi just happens to be the one that would give the samurai enough Ryo to live a quiet, peaceful life with his wife and child. The samurai fights this last fight not because the bookie is forcing him to, but because he wants more Ryo.
 * In Spider-Man Mac Gargan, a.k.a. the Scorpion, ends up wandering the sewers at one point, depressed but with a clearer head than he had had for a long time. Eventually, his sanity starts to return, and he is about to make a Heel Face Turn when Spider-Man.
 * Legion of Super-Heroes: V4 has a wretchedly sadistic example in Sun Boy, a long-standing Legionnaire who'd been seduced into being the public face of the evil Earthgov. Faced with an impending disaster, he tried to put his costume back on and save the city, only to a) meet with public scorn and b) be caught in the explosion of a fusion reactor. Wait, we're not done: due to his powers, the explosion didn't kill him (actually, due to his powers the explosion shouldn't even have touched him; oh well); instead it left him a mangled, screaming, burning wreck. He then spent the next year and a half on life-support, in agonizing pain and reliving his worst memories, until finally he was shot by his lover/handler (who then killed herself). That door slammed so hard it broke.
 * In Nikolai Dante, during the Battle of St Petersburg, a random Mook suddenly had a change of heart and shoved a machine gun operator out of the way to stop him firing on the Romanov forces. Immediately afterwards, Jena, unaware of what he had just done, stabbed him in the chest.
 * A Star Wars Tales comic tells the POV account of the first stormtrooper to rush into the Tantive IV in A New Hope. Desperate to leave his backwater, dead-end planet, he murders a subversive man as a loyalty test for an Imperial officer and leaves with them to become a stormtrooper. He has witnessed horrors, committed unspeakable atrocities, and, all this time later, is beginning to lose his cold, ruthless demeanor. He wonders if he hadn't made the wrong decisions, and begins to consider jumping ship and finding the Rebel Alliance. Then Princess Leia shoots him in the face.
 * In Ultimate Spider-Man, Doctor Octopus refuses to help Norman Osbourne kill Spiderman. He explains that he is sick of being evil and wants to make a fresh start for himself. He also tries to convince Osbourne not to kill Peter, since Spiderman is their greatest "creation". Norman won't have any of that and kills Otto after a vicious fight.
 * In V for Vendetta,

Film

 * In the Rocky and Bullwinkle movie, Boris and Natasha get a scene where they reflect on how futile their villainous careers have been, and resolve to quit villainy whether or not the Big Bad's plan succeeds. This doesn't stop them from being flung into cyberspace with the Big Bad in the Final Battle.
 * Well, Fearless Leader's call does interrupt them during the above mentioned conversation, and during the Final Battle they do keep fighting on his side. So, it's more like they were considering giving up evil, but ultimately decided "The Hell with it" and slammed the door shut themselves.
 * This is what gave John Woo's The Killer its Shoot the Shaggy Dog ending, though it was a villain that did the killing rather than a hero, as the victim was.
 * The pivotal scene of Smeagol's near-repentance on the stairs was omitted from the film Return Of The King due to the director feeling it necessary to maintain that Smeagol had never been redeemable in the first place! This decision to elevate Gollum from antagonist to outright villain was challenged by the writers, so the scene was replaced with another climactic episode in which Frodo spares Gollum and Gollum almost repents, but Frodo then admits the purpose of the quest to Gollum, at which he snaps and attacks Frodo again.
 * At the beginning of the third movie (in an extended scene), it looks like Wormtongue is finally about to abandon Saruman and join the heroes, giving them insight on the enemy's plan. When Saruman realizes this, he strikes him across the face. Wormtongue is so upset by this that he stabs Saruman in the back and is shot down by Legolas, resulting in yet another point against diplomacy in Middle Earth.
 * Though this is EXACTLY how Saruman and Wormtongue die in the books, albeit significantly later in the time-line. Wormtongue is shot by the hobbits, though, who assume (probably correctly) that he's gone completely mad.
 * The titular protagonist in The Wrestler, after dissapointing his daughter one times too many, is abandoned by her for the final time with no chance of future redemption, which leads to his final journey to self-destruction.
 * In Shaun of the Dead, David has been a dick towards everyone (but especially Shaun) pretty much throughout the entire movie, largely due to his unrequited love for Shaun's girlfriend Liz. This culminating in David forcing Shaun to shoot his own mother (not without cause, since she was a newly risen zombie, but his insensitive and smug way of handling it didn't help matters) and then trying to shoot Shaun himself. After being called out by his own girlfriend about his actions, David is on the cusp of sincerely apologising to Shaun for all he's done... when an army of zombies break through the window behind him, drag him out, tear him to pieces and eat him before he can actually say it. Ouch.
 * In a Crowning Moment of Awesome his now ex-girlfriend proceeds to attack the zombies with her boyfriend's severed leg.
 * There was a scene filmed of him apologizing that appeared on the DVD, but the filmmakers decided that the zombies interrupting beforehand created a greater shock moment.
 * Of course, the shock moments effect is limited by the fact that everybody who's ever seen a zombie movie knows that standing with your back to a window is a surefire way to get eaten.
 * Gordon's blunt dismissal of Maroni's indignation at in The Dark Knight.
 * In Twilight Zone the Movie Vic Morrow's racist character, who was on a Quantum Leap-type trip inhabiting the bodies of various oppressed victims through time, is presumably on his way towards redemption; but real life writing the plot/Actor Existence Failure caused his character to be sent to a concentration camp, whence he presumably never returned.
 * There are four stories (sans intro) in the movie, exactly half have it ending badly for the main character. It is very possible the story was always intended this way.
 * Nope. Morrow's character was supposed to be redeemed after risking himself to save two Vietnamese children in a rice paddy. It was during the filming of this scene where the freak accident occured that claimed the lives of Vic Morrow and the two child actors, and the real footage of the accident still exists.
 * In Austin Powers: International Man of Mystery (the first movie), Number 2 pulls a gun on Dr. Evil, decrying his old-fashioned villainy and pointing out how he made Virtucon disgustingly rich through completely legal means. He starts to negotiate a surrender with Austin Powers, only to sit in the wrong chair...
 * The 1949 version of The Great Gatsby plays this to the hilt. In the climactic poolside scene, Gatsby tells Nick that he plans to turn himself in and take the rap for what he has (and hasn't) done, and go straight. The Door Slams him immediately afterward.
 * The ending of American History X involves a particularly memorable one; the day after Danny leaves the Neo-Nazi movement, he is killed because he pissed off a bully (who happened to be a minority) he had a feud with (and for further irony, was probably pressured into it the same way Danny was pressured into Nazism and then out again by his own Big Brother Mentor). Some alternative endings have this causing Derek to revert to Nazism, undoing all the Character Development of the film.
 * The title character of Carlitos Way is a gangster who has been freed early on a technicality. He really, sincerely strives to now live an honest life. Unfortunately, just about every other character in the film is determined to see him fail, and, while he does achieve his dream of redemption, it costs him his life.
 * Happens to Megatron at the end of Transformers: Dark of the Moon just right after killing  as an attempt to prevent him from overthrowing him and becoming Decepticon leader himself, is soon dispatched by Optimus Prime even though Megatron, though still evil, actually tried to save his life!
 * Not sure if this counts—Megatron was just trying to keep himself from being, as Carly put it, " ". Odds are he would have killed Optimus as soon as he was done with  if Optimus hadn't dealt with him first.
 * In Four Lions one of the protagonists panicked and no longer wanted to be a suicide bomber, so he tried to turn himself in to the police. While he was yelling about how his costume was filled with explosives but he wasn't going to blow himself up,

Literature

 * In The Lord of the Rings, Smeagol's literal face turn on the stairs of Cirith Ungol. Smeagol's gentle touch of Frodo's knee is misinterpreted by Sam as an attack on his master (or molestation, as Sam's wording of it implies.) This marks the last point in the book where Smeagol had a chance at redemption...
 * Wormtongue appears to have one of these in the penultimate chapter. You can sense that he really does want to leave Saruman, but as he's hesitating, Saruman mocks him. This drives him to kill Saruman, and then the hobbits kill him.
 * In The Stand, an especially ironic example is the story of Nadine Cross, who spent her whole life believing she had to save her virginity for Randall Flagg, who is revealed to be The Antichrist; when she falls in love with good guy Larry Underwood she initially rebuffs his advances, then desperately asks him to sleep with her to remove the spell, after he has fallen in love with someone else. When he refuses, Nadine falls in with Flagg.
 * In The Wheel of Time, according to Word of God, was genuinely trying to switch sides—if only for lack of options—when he was killed.
 * Of the less lethal variety we have Zaknafein from the Drizzt books, who realized the evil in his society but was unable to escape it or to fight against it and became resigned to being the least evil he could get away with.
 * In the Coldfire Trilogy,  Sort of.
 * Jacen Solo from the Star Wars Expanded Universe.
 * Probably does not apply. While Jacen had realized that he'd made a number of mistakes, he had no intention of turning back. It's just that what he was trying to do at the time of his death was a good thing.
 * In Christopher Marlowe's Doctor Faustus, Faustus begins to regret his decision to make a deal with the devil right before he dies and is carried off to hell.
 * Harry Potter and The Deathly Hallows doesn't even let Peter Pettigrew get close - he hesitates for a split second after Harry reminds him of how he saved his life in the past, and his Evil Hand immediately strangles him to death.
 * Another possible example from the book would be the fate of Regulus Black, a former Death Eater who sacrificed his life in an attempt to destroy Voldemort's Horcrux after realises just how bad Voldemort was. Unfortunately, not only did Voldemort have more than the one Horcrux, but his accomplice was unable to destroy the one he did get - and because no one knew what he'd done, Dumbledore still ended up being horribly wounded pointlessly trying to retrieve it from the original hiding place.
 * Before it even happened in Prisoner of Azkaban, Dumbledore states that Harry sparing Pettigrew's life would give Pettigrew a chance to do the same later on; so it could be that Pettigrew was willing to let his Evil Hand kill him before he did anything foolish.
 * Well, maybe. Dumbledore was damn wise, but that doesn't mean he was a precog.
 * In a true horror instance, the God of the Left Behind books continues his series-long progression across the Moral Event Horizon by rendering people who've accepted the Mark of the Beast unable to repent even though they desperately want to. At one point a character tries to recite a prayer, any prayer, and can only recall the first line of "Now I lay me down to sleep".
 * This is at least semi-Scriptural. According to Revelation, there are some decisions you can't take back. It's not clear from the Scriptures, however, whether that means you aren't allowed to repent, or whether it's just that nobody who goes that route ever will sincerely repent.
 * Leon Fortunato, when he is brought before Jesus along with Nicolae Carpathia, tries to repent and gets the Heel Face Door Slam treatment from Jesus since He considers Leon long since sold out to Satan.
 * Vermin in the Redwall universe can never repent, ever. Outcast of Redwall was a particularly strong example, where a ferret raised in the abbey turns out evil, just because of his nature as a ferret.
 * But there have been a couple cases of vermin turning out good. In The Bellmaker, for example, the former pirate Blaggut ends up leading a life of peace at the end of the book. Most vermin with streaks of good realize it a bit late, however.
 * The Romulan Star Empire has one of these in the Star Trek: Vulcans Soul trilogy. Praetor Neral is about to lead the Romulans into formalizing and strengthening alliance with the Federation (as well as lift many of the restrictions placed on the Vulcan unificationist movement). Neral has come to realize the Federation can be trusted and that they are worthy friends to Romulus...but he's unable to implement any of his new policies before he's killed off, replaced by conservative leaders who take Romulus back into hostile isolationism.
 * Glen Cook wrote three short stories about a crew of pirates under a Flying Dutchman sort of curse. They realize in the second story that any of them who do something genuinely good can escape their eternal wandering, and the ship's captain sacrifices himself to destroy an even worse evil—leaving the narrator as the new captain, wondering what he did wrong that he wasn't freed as well...
 * In Death: In Ceremony In Death, one lawyer who happens to be a Satanic cult member gets evidence shoved into his face that one of his fellow cult members has been murdered. Later, he realizes that he's been having blackouts ever since he joined the cult...and that he witnessed that one cult member murdered in a sacrifice in one of those blackouts! He starts wonder what else happened in those blackouts. He ends up deciding that he can't defend the cult leader anymore and that he should tell Eve everything he knows...only to get murdered shortly after his decision. Now that's just harsh!
 * In Warrior Cats,
 * Shel Silverstein wrote a poem about two generals who didn't want to fight, but go to the beach together. They discussed it, thought about what people would say, and killed each other.
 * Cyric in the Avatar trilogy in the Forgotten Realms world has a brief battle with himself about his betrayal of his friends.

Live Action TV

 * In Babylon 5, Londo temporarily walks away from his dealings with Morden, until his lover is murdered and he asks Morden for help in getting revenge.
 * When Londo learns the truth, he becomes The Atoner, but gets the door slammed on his face again and again. Eventually, he plans a with the only people who still believe in him: Vir Cotto and G'Kar.
 * There was an early episode of Xena: Warrior Princess where Xena, after encountering some of her former warriors back from her days as a Blood Knight, convinces one of them that her commitment to reform is genuine. Later on in the episode, that guy sacrifices his life to save her. Fast forward to a different episode, where Xena is asked by Hades himself to go to the underworld, because evil has achieved a Karma Inversion: all the blessed people who used to play in the Elysium Fields have been sent to Tartarus, and all the evil folks condemned to Tartarus are partying in Elysium. When she gets there, she finds her dead friend, and realizes that if he's in Elysium now, he must have been in Tartarus before. He confirms it, saying something like "One sacrifice wasn't enough to make up for a lifetime of evil." In the end however, he's allowed to stay in Elysium for good after helping save Hades.
 * Boomer of Battlestar Galactica, who switched sides more time than this entry will try to document, finally got the door slammed on her as the series approached the end. After and returning  to the fleet, she.
 * Jonathan of Buffy the Vampire Slayer was the least evil of the Nerd Trio, and was not only willing to go to jail to pay for his crimes, but drag Andrew along with him. He only decided to flee to Mexico when Dark Willow attacked. He returned in Season Seven with vaguely benevolent intentions, but was killed by Andrew (who was under the influence of the First Evil) before he could make contact with Buffy.
 * A literal Heel Face Door Slam happened to Spike. Originally a villain, he became a reluctant ally of the good guys in Season 4, and in Season 5, having fallen in love with Buffy, he tried acting more heroic in order to impress her. However, when Spike expresses his love by kidnapping Buffy and chaining her up in his crypt, she has Willow cast a spell that makes it impossible for Spike to enter Buffy's home. He's initially surprised, then emotionally devastated, when he runs into the invisible barrier surrounding her house and Buffy slams the door in his face.
 * Spike got another chance later, though - refusing to tell Glory what she wanted to know (that Buffy's sister was the MacGuffin Girl she was looking for) at risk of death earned him a measure of Buffy's forgiveness. Though he'd still cause trouble for her and her friends at time, Buffy notably never reverted to the same level of contempt she'd had for him beforehand.
 * Also, Faith. An ally of Buffy, . Later, she interrupted   Don't worry, she eventually.
 * Faith, in turn, takes a sharp turn to the evil side by performing an (unwitting) Heel Face Door Slam on a minor character.
 * Over on Angel, Lindsey gets one of these when he tries to leave Wolfram & Hart. Angel first doesn't trust him, then doesn't care, and when he finally does agree to help Lindsey bring down the company, he winds up leaving him behind to get caught. While somewhat understandable, this still probably contributed to Lindsey's decision to stay.
 * Yeah, and then when Lindsey
 * Which might have had some (troubling) justification.
 * On The Wire, while the heel/face lines are often very blurry to begin with, basically any time a character involved in organized crime decides to become an informant, they inevitably die. The most prominent example is probably, who spends the first three seasons of the show steadily rising the ranks of the Barksdale drug empire, only for that empire to crumble at the end of the fourth season leaving him on his own as Marlo Stanfield's far more brutal, violent regime takes over. Bodie chafes at this and by the end of the season he's convinced to inform on Marlo and company. , albeit on his own terms.
 * In an episode of Desperate Housewives, Orson's Ex-Wife Alma, who, up until then had been colluding with Orson's Mother to kill Bree, ends up falling off a roof and killing herself while trying to warn Danielle.
 * Maury Parkman in season 3 of Heroes gets his neck snapped by Arthur Petrelli when he realizes Arthur's evilness and rebels to try to protect his son, Matt.
 * An interesting case in Power Rangers Lightspeed Rescue. Diabolico, after discovering how little his mistress Queen Bansheera cared for her minions, even destroying one of them in an attempt to get the rangers, vowed to never serve her again. However, he was brainwashed and forced to fight the rangers. Despite knowing that he wanted to change, the rangers had no choice but to destroy him. However, in the finale, he gets another chance at Heel Face Turn by returning as a spirit and helping the rangers imprison Bansheera in the demon dimension forever.
 * It should be noted, however, that at no point did Diabolico indicate that he was actually turning good, he was just turning against the Queen. He himself put it that he'd come to hate the queen more than them.
 * Dollhouse has this happen to Bennett.
 * Wakana Sonozaki from Kamen Rider Double had planned on getting away from her megalomaniac father's plans and move out of the city with her friend/ Philip. Her dad had other ideas. After her father died and she was subsequently used as an Apocalypse Maiden by her father's ex-financers, her mind was so shattered that she was put under observation in a mental hospital. She finally gets her redemption by sacrificing herself so that   can be brought Back From the Dead.
 * Earlier in the series, Kirihiko Sonozaki's turn started when he met The Hero Shotaro and discovered they both loved Fuuto, and continued when realizing how his selling Gaia Memories was hurting the city when he saw a bunch of kids sharing the Bird Memory around and suffering drug-like effects. After helping Shotaro (as Double) defeat the Bird Dopant, he tried to convince his wife Saeko to leave the city with him. Too bad for him, she wasn't too interested.
 * On Lost, we have . When he shows up claiming to have redeemed himself in season six, we aren't quite sure if he's legit or not. When we finally realize that he is, he is
 * In Legend of the Seeker TV series, just as it seems that Zedd has talked Denna into changing her ways and setting him free, she is shot in the back with an arrow by Cara and falls off a cliff.
 * In Kamen Rider OOO, Ankh had been on a series wide Heel Face Turn as he grew closer to Eiji and Hina. This actually happened to him twice. The first time was when he was absorbed by his Evil Counterpart. Soon, after he Face Heel Turned, he considered going back, but then
 * This happens to Cole in the fourth season of Charmed. He finds a wizard willing to take the Source's powers, thus freeing him from being possessed but Phoebe appears on the scene and kills the wizard before he can take the powers. Cole is killed in the next episode.

Music

 * "Apologize" by Timbaland. The refrain says "I said it's too late to apologize, it's too late." Granted, it's probably less along the lines of "you can't have a chance to change your ways ever" and more like "this relationship is over regardless of whether you say you're sorry" or "if you want to have a relationship where you're not a traitor, it won't be with me."

Religion

 * The book of Revelation from The Bible points out that once a person has taken the Mark of the Beast and has worshipped the beast's image, they're screwed for eternity.

Theater

 * Edmund, upon realizing he is mortally wounded, wants to do one good thing before he dies. It doesn't work.
 * In the opera Susannah, Olin Blitch, the traveling evangelical preacher, forces the protagonist (who is not on good terms with the rest of the town) to have sex with him. Overcome with remorse, he tries to convince the people that she's not a bad person. They don't listen. He begs Susannah to forgive him, she doesn't. Then her brother kills him.
 * In The Crucible, Mary Warren told the judges and everyone that she and the other girls were lying about being attacked by witches. Then she got scared and ended up accusing John Proctor of witchcraft instead.
 * Truth in Television: Mary Warren did this in real life, from what historians know. She admitted that she and the girls were lying, but then they accused her of witchcraft, saying she'd joined the witches so they'd stop hurting her. Mary confessed to save herself, and "confirmed" the girl's accusations as true.

Video Games
"Gabranth: Even a stray has pride!"
 * Nuwangi in the original Utawarerumono visual novel, where after being defeated he vows to end the war... and is promptly killed by bandits for the reward they assume they'll receive. The anime just had him disappear.
 * If you defeat Darth Malak of Knights of the Old Republic he may have some regrets to share with you as he lies dying,
 * The player is given a chance to throw that back in his face, however:
 * The player can also pull this on if you are a real Jerkass.
 * You can also do this to Atris in the sequel.
 * In Neverwinter Nights, if you can turn back, she comes back, turns herself in, and tells the leadership of Neverwinter everything she knows about the Luskan forces. Then they turn around and execute her anyway.
 * A really mean player who chooses to side with Kelemvor at the end of Neverwinter Nights 2: Mask of the Betrayer can do this to Arraman.
 * After dueling Loghain in Dragon Age, you can, but generally the path is to decapitate him right there,
 * Special Agent Kato in Shadow Hearts Covenant
 * It is very possible to slam the door in the face of a character's redemption (Although, not necessarily canon) in every Fire Emblem, due to the fact that Anyone Can Die, and there's lots of potential allies who are enemies at first.
 * In Radiant Dawn, is so utterly resigned to his fate that the only way to save him is if you start a New Game+.
 * Another canon example from Sacred Stones: Glen and Duessel, two of Vigarde's generals, both figure out that something rotten is going on in Grado; Duessel manages to defect, but Glen is slain by Valter effortlessly before he can switch sides.
 * Kuja of Final Fantasy IX redeems himself by teleporting the heroes out of the Hill of Despair and outside the Iifa Tree. It's probably because of this that Zidane decides to go back for him. If anything, at least Kuja didn't die alone.
 * Gabranth of Final Fantasy XII is one of the final opponents you face and ends up helping you in another of them. He does so in order to ensure Larsa is protected.


 * In Mass Effect 1,, by it simply being too late for him by the time he realized that he'd
 * In Mass Effect 3, the exact same thing happens with
 * In Mortal Kombat, this happens to Cyrax, who gets a chapter in Story Mode showing his signs of turning good, ditching the Lin Kuei over the Cyber Initiative. Then he got captured and roboticized off-screen.
 * Elder Sub-Zero dies at Scorpion's hand and his soul descends into the Netherrealm to become Noob Saibot (as foreshadowed in Mythologies and revealed in Deception). Raiden tries to avert this in 9 by striking a deal with Scorpion (if Scorpion doesn't kill Sub-Zero, he'll ask the Elder Gods to restore Scorpion's family to life), but Quan Chi, being the asshole that he is creates false images of Sub-Zero killing Scorpion's wife and child, causing Scorpion to lash out and kill his nemesis in anger anyway. So, not only does the younger Sub-Zero get dragged into the picture alongside Smoke again, but his older brother returns to life as Noob Saibot again. This also comes with the unfortunate side-effect of Scorpion playing Quan Chi's lapdog, something that Raiden calls him out on (in the original timeline, Scorpion learned that Quan Chi, and not either of the Sub-Zero brothers killed his family, and chased Quan Chi through the Netherrealm after 4, beating the tar out of him).
 * Also, Sindel. True to Mortal Kombat 3, she's brought Back From the Dead as a part of Shao Kahn's Evil Plan, Brainwashed and Crazy. In the original timeline, she was able to break free of her mind control and was reunited with her daughter Kitana and their allies. Sindel does make a Heel Face Turn in her Arcade Ladder ending, but this is noncanonical in regards to the story.
 * Grand Theft Auto San Andreas has Officer Hernandez, the third, silent member of C.R.A.S.H (Well, not completely silent. The one time he speaks is on the phone with C.J. warning him that C.R.A.S.H is going to make sure he stays in Los Santos and works with them.) who acts as a Foil to the loudmouthed Tenpenny and Pulaski. Eventually however, he got fed up with Tenpenny and Pulaski's ways sometime offscreen as his final cutscene is of Tenpenny beating him with a shovel for being a snitch, and having C.J. dig his grave at gunpoint. Hernandez isn't dead though, and he gets back up to try and tackle Pulaski, only to get shot, finally dying.
 * The Introduction DVD expands on this. Hernandez speaks in it, telling a story about how he had to make a difficult decision between letting a man beat his crack addicted wife, or jailing the man and leaving the obviously unsuitable for children wife with their kids, establishing himself as a cop with morals. The other two cops scoff at that being a difficult decision, telling him that they're gonna be making difficult decisions on a regular basis. Later on, they force him to personally shoot a cop who had evidence proving that Tenpenny and Pulaski were crooked, so he can "be a fucking man." It makes Hernandez's death all the more tragic, as he was pretty much one of the handful of good cops in the whole series.
 * in Dark Cloud 2 realizes that he's lost his way after a Not So Different moment with the hero and decides to quit serving the Big Bad and back out of the conflict entirely, expressing a wish to see the end of the heroes' journey and maybe end his own with them. Unfortunately for him, the Big Bad pulls a Villain Override out of spite and the heroes are reluctantly forced to kill him.
 * in Prototype helps Alex Mercer defeat Blackwatch in the later half of the game..
 * The Elder Scrolls IV: Oblivion: The Meherun's Razor DLC involves a mad wizard seeking an artifact weapon as part of his bid to invade Cyrodil. Deep inside his fortress, you encounter Khajiit workers bussed in by the wizard to help work his mines and outfit his army. Of course, they attack you on sight just like everyone else, despite the fact that they're not wearing armor and most of them have nothing but hoes and rakes to attack you with. While poking around, you can find a letter home by one of the workers saying that they hate Cyrodil and the work sucks, but the money's too good. It also mentions that they're planning rebelling on at very least against the head smith in the near future. Of course, that worker is probably dead now...
 * Much like the Penny Arcade example below, there's a lot of talk about missing the recipient of the letter and sending them needed money.
 * In The Elder Scrolls V: Skyrim, the Blades want you to do this to
 * The Bonfire of the Vanities DLC for Assassin's Creed II does this several times in the same mission. In order for the people of Florence to rise up against the insane monk Savonarola, Ezio has to assassinate each of his lieutenants that he had corrupted with the Apple of Eden. By mortally injuring them, the men are freed of the Apple's influence, and several of them express remorse and horror for their actions. But by then it is too late for them to right their wrongs, and they die in misery and shame.
 * Notably, one of them admits that he wasn't under the Apple's influence and followed Savonarola because he happens to agree with him. He laughs at Ezio for thinking that the Apple is the only reason someone may share another person's ideas.
 * A heartbreaking example in God of War: Chains of Olympus. After Persephone reveals her scheme to undo reality, Kratos ends up slaughtering the pure souls of Elysuim in order to gain his powers back that he can stop both her and Atlas. The price he ends up paying is very high; in order to save the world and the underworld, he would never see Calliope again.
 * The quicktime event where Kratos must push away his daughter and embrace his monstrous self again is possibly the most heartbreaking use of this type of gameplay ever created.

Web Comics

 * Order of the Stick:
 * Miko Miyazaki takes a shot at this trope, but falls short. Redemption in this case would have meant admitting she was wrong, and.
 * The prequel book "Start of Darkness" reveals that Redcloak falls into the second type. For a brief moment he considers setting his Evil Plan aside in favor of an ordinary life, but then Big Bad Xykon shows up and slams the door in the most tragic way possible.
 * Half-orc ninja Therkla gets this in a big way. She falls madly in love with Elan, but he's not willing to leave Haley for her, and nobody else on the Good side is willing to cut her any slack.
 * Played hilariously straight in Penny Arcade (in reference to Uncharted).
 * Homestuck:
 * The plot of Darwin Carmichael Is Going to Hell can be summarized as "futilely banging on the door." Darwin only made one mistake, but the laws of the universe aren't letting him make up for it, since the incredibly bad luck he's been cursed with applies even when he's trying to help other people.

Web Original

 * Link was going down this path in There Will Be Brawl, realizing that he and Zelda were going too far to get their hands on the Mushroom Kingdom throne.
 * Zelda follows him down this road in the finale, in which
 * In the Global Guardians PBEM Universe, Armageddon Girl slammed the door on her own Heel Face Turn. Ultra-Man managed to talk her down from destroying a city. The hero speaks to her with heartfelt concern about her former career as a teen sidekick to a superhero, and how no won could blame her for going a little nuts after her family was killed, and that she could get help if she only wanted it. She thought about it for a while, then tearfully smashed Ultra-Man through a building, crying, "No, it's too late for that."
 * Trigger Star has this.
 * In Avocado's defense, that was the most competent he's ever been at anything.
 * Survival of the Fittest has a definite example in v4, with minor player . After leaving behind one person to die in a dangerzone after stabbing him and then also stabbing a battered girl, he runs into Sarah Tan, his friend from school, and has a Heel Realization. He vows to protect her, and it looks like she might be a Morality Pet - type figure... but not only is she angry at him for his actions, but he promptly gets headshotted midsentence by  . Damn.
 * Lyn Burbank spends her early part of the game trying to play the game after killing her cousin, and even after she joins a group to repay being rescued from a nervous breakdown, it eventually falls apart, ending in her MercyKilling one of the members and pulling a gun on the other one before leaving him behind, going on to return to playing the game. After she gets caught and brutally tortured by J.R. Rizzolo and left to die in a burning hanger, however, she gets rescued by her former party member, leading to her finally breaking down, tearfully admitting that she's sick and tired of trying to play the game and that she just wants to go home. Unfortunately, she ends up dying of blood loss shortly after.
 * Non-death variant; Reiko Ishida, after her murder of among other things, becomes more hesitant to play the game, and once she finds her girlfriend Sarah Xu, she's obviously happy. However when  she is denied going with Sarah, on the basis that she was playing the game to begin with. It ends with.

Western Animation

 * One episode of Samurai Jack features the robotic assassin X9, who was one of several murderours robots created by Aku, but was the only one given emotions and feelings (As he explains it, the scientist who built him "was funny like that"). After years in the service of Aku all the other robots of his series have been destroyed, but he has survived because of his emotions. However, when he meets Lulu he finally hangs up his assassin hat for good, determined to settle down and spend his time playing music. Unfortunately, when Jack arrives, Aku becomes desperate and decides that he has to pull his greatest assassin out of retirement by holding Lulu hostage. Jack knows nothing of this, and when X9 launches his attack he is quickly destroyed, his final words are asking Jack to finish caring for his now abandoned charge.
 * Also notable for being one of the saddest things in the entire show.
 * In Avatar: The Last Airbender, Zuko, who has been trying to capture the protagonists for three seasons and half-ignoring their insistence that he could be their friend for just as long, finally sees the error of his ways and, guilt-ridden and earnest, tries to join the Aang Gang so he can play a vital role in teaching Aang/saving the world. The protagonists unanimously decide that he's used up his chances and send him away. Then he accidentally injures the only protagonist still in doubt about him. Kid's got bad karma.
 * More accurately, he chased them for one season, had two relatively neutral encounters, betrayed an almost-not-really-there possibility of alliance, was absent from their lives for about half a season, and then turned up wanting to be their friend. Special in that he wasn't able to do this until after experiencing the shock of doing the thing that makes them unable and unwilling to trust him. And then the feet-burning thing.
 * In Re Boot, the treacherous binome Cyrus was on the point of a Heel Face Turn at the end of "Firewall" after the protagonists guided him through saving the day from the Game Cube Of The Week. He was in the middle of being lauded as a hero when the Big Bad showed up and had his goons drag him onto their side of the eponymous impenetrable wall; a couple episodes later he was shown about to be executed.
 * Taken to ridiculous extremes in the Fairly Oddparents TV movie Channel Chasers. At the end of the movie, Timmy's Sadist Teacher Mr. Crocker was seen coming out of therapy, cured of his obsession with fairies and decides to turn his life around. He even discovered cold fusion! Then, even though he had nothing to do with the plot (in fact his very appearance was probably just to show he's a Cosmic Plaything), Timmy's wish that nobody remembers anything that happened from when the film began affected him, returning him to his fairy-obsessed self who tosses his cold fusion generator away because he doesn't know what it is anymore.
 * Done again in the episode "Crocker Shocker", where Mr. Crocker is put under hypnosis by a desperate therapist to erase his belief in fairies. Among the changes he undergoes, he loses his hunchback look and his ears move from his neck to his head. Unfortunately, it turns out that Fairy Magic is powered by Crocker's fairy believing spazz attacks, so Timmy had to get him to change back to his old self. You know the universe is unfair when one person's sanity has to be sacrificed.
 * In Teen Titans, Terra makes a Face Heel Turn and joins Slade, becoming The Mole to the Titans. However, due to getting close to the Titans, she ends up regretting her actions, but doesn't dare to fully betray Slade, so she just tries to spare Beast Boy, taking him on a date while Slade's army infiltrate the Titan Tower. Slade tracks Terra and Beast Boy down, revealing the truth to Beast Boy. An apologetic Terra breaks down sobbing, saying she's sorry and pleads with Beast Boy to forgive her, reminding him he said they'll be friends no matter what. An angry Beast Boy responds with "Slade's right. You don't HAVE any friends." As a result, Terra fully embraces being Slade's apprentice and becomes truly evil, and Beast Boy ends up kicking himself over slamming the door in her face earlier. In the end, however, Terra makes a Heel Face Turn after all...but with a cost.
 * In Transformers Prime, Starscream gets so sick of the being the Decepticon's Chew Toy that he tries to defect to the Autobots. Note that Starscream is not in any way repentant, he just figures he has a better chance on their side. Once it's revealed that Starscream killed Cliffjumper, Arcee goes ballistic and tries to avenge her dead partner. Starscream is driven off, and is convinced that he should become a neutral party in the war.

Real Life

 * Non-lethal example: This U.S. Supreme Court case allows slamming the heel face door on "sexually dangerous" criminals on a federal level by allowing them to be kept imprisoned after their sentence is up. On the other hand, the Supreme Court found in this case that slamming the heel face door on teenagers who haven't killed anyone by giving them a sentence of life imprisonment without parole is "cruel and unusual punishment" that is constitutionally prohibited.
 * That isn't this trope, in that the convict is not "beginning to realize that the way of evil is not the way".
 * Sabino Arana Goiri (1865-1903) was a Spanish writer, philosopher, and political activist of Basque descent. It was he who founded the Partido Nacionalista Vasco (PNV), which was the first political party to strive toward an independent nation-state for the Basque people. He also harbored an obsessive loathing for any Iberian peoples who were not Basque, condemning them in his nationalistic tracts and arguing against intermarrying with them to such a degree that his attitude bordered on racism. (It should be pointed out that this was the 1890s, when racism was not only socially acceptable but also considered rational and scientific; and anyway, most of Arana Goiri's opponents shared similar attitudes.) Arana Goiri eventually began to moderate his extremist views, de-emphasizing race and stating that home rule for Basques within the Spanish nation-state would be an acceptable alternative. Unfortunately, he died before he could convince most of his followers to similarly adjust their attitudes, and the PNV (or at least a militant wing of it) remained radicalized down to the present day. It is largely for this reason that Basques are often thought of (at least by other Spaniards) as terrorist bombers, rather than the peaceful, churchgoing farm folk they always have been and still are. When a bombing occurred in Madrid in 2004, Prime Minister Jose Maria Aznar even hinted that the plot might have been orchestrated by ETA (a major Basque terrorist organization) rather than by the true suspect, Al-Qaeda. Many Spaniards, including non-Basques, conceded that that was wrong, and it's widely credited for Anzar's party being defeated in the national elections 3 days later.