[[quoteright:350:[[ComicBook/SpiderMan http://static.tvtropes.org/pmwiki/pub/images/a40cdaad6f3a69c97c1af0a8f8e4a2c5.jpg]]]]

->''"And for what?\\
It's been many years,\\
Yet the screams of the vanquished still ring in my ears.\\
And for what?\\
I've blood on my hands.\\
I wait for my place in the halls of the damned.\\
And if I could go back and make my amends,\\
I'd make all those mistakes again.\\
I'd kill every last one of those bastards, my friend!"''
-->-- '''Music/{{Alestorm}}''', "Pirate Song"

The Retired Monster's past is full of evil and atrocity and he's okay with it. In fact, he caused most of it. When you first see him, he'll come across as AffablyEvil ''at best''; he'll also have experience and advice that he might give out to a young hero, although possibly the best he can do is "You should stay away from people like me". However, he'll be creepier than the other guy, and he'll tempt the young ones, giving them advice more on the cynical side of the SlidingScaleOfIdealismVersusCynicism. You see, he's not doing any gross evil acts now -- he may not have done so much as run a red light in the past ten years -- but that's only because he's tired. As the backstory of this character becomes known, we learn that they [[KickTheDog kicked the dog]] a number of times, perhaps took a hopscotch over the MoralEventHorizon, only stopping because for some reason they got sick of it.

Perhaps he finally came out worse for wear after a run-in with the guy who's now TheMentor. Maybe he was caught and sent into exile and now has at least enough fear of the authorities to not put a toe out of line. Then again, often, they have just literally retired, saying "I'm too old for this" and using their pension fund of NaziGold to support a life of margaritas on the beach.

They've never said sorry, or at least never meant it, there was no HeelFaceTurn and they are not TheAtoner who'll help to make up for some wrong. No, they'll just sit back, but if a character underestimates their evil, if they think that because they aren't as bad as the more active monsters, that they're OK, they may get a horrid reminder of what the Retired Monster [[NotSoHarmlessVillain is capable of.]]

It's not rare for this kind of characters to produce [[JackTheRipoff copycat villains]], either out of genuine admiration, or because said villains are trying to throw the authorities off track by blaming the Retired Monster for their crimes. Usually the Retired Monster is less than amused about this, and he will go straight back into action to either [[GottaKillThemAll dispose of these guys personally]] or to help the heroes into apprehend them, as a way to "clean" his name of crimes he didn't commit. In any case, he has bucket loads of VillainCred.

Monsters who don't retire, or come out of retirement and continue to be evil in old age, can become EvilOldFolks. SubTrope of KarmaHoudini, due to the fact that very few of this type of character are found in jail. Compare the RetiredBadass, one of several good counterparts, and the RetiredOutlaw, which may occasionally overlap. Contrast TheAtoner.




[[folder:Anime & Manga]]
* [[spoiler:Madara]] from ''{{Naruto}}'' went into hiding after defeat by [[spoiler:Hashirama]]. When he took in [[spoiler:Obito]], he was a one-eyed, decrepit man kept alive only due to a life support system he had jury-rigged from an experiment. He seemed largely uninterested in the outside world and was even helpful. [[spoiler:In fact he had spent the last few decades preparing his big comeback and Obito was just the final piece in his plan]].
** Danzo is suitably monstrous and pretends to be retired from his duties outside of acting as an advisor. Most of the cast knows he's still running Root and tasking them with black-on-black ops. He comes fully out of retirement when [[spoiler:he becomes Candidate Hokage]], only to have all of the enemies he's made come out of the woodwork when he steps out of Konoha.
** Orochimaru becomes the KarmaHoudini version of this by the end of the manga. While the Leaf Village keeps tabs on him and make sure he doesn't do anything ''too'' evil, he is allowed to more or less live in peace and perform (hopefully) non-evil experiments; he even keeps some of his own subordinates and lives in his old lair. Creepily, given his BodySurf tendencies, his physical appearance has changed yet again, leaving it is unclear if he managed to possess yet another person before his enforced retirement or if used some other method. For a character that [[WouldHurtAChild murdered numerous children, include BABIES]], killed his own master, tried to start a world war by annihilating his home town, and operated for decades as a MadScientist EvilSorcerer SerialKiller, the fact that he is let off more or less scot-free is pretty amazing.
* Despite settling down on Earth and attempting to save it on several occasions, Vegeta of ''Manga/DragonBall Z'' has never explicitly been shown to express any guilt, angst or shame for his decades long life of murder, tyranny and genocide. [[HeelFaceTurn He gets better.]]
** During the Buu saga, he makes this speech about how he ''wanted'' to go back to the days when he was a cold-hearted, ruthless brute who thought of nothing but causing pain and suffering to others. An episode earlier, when he [[spoiler:becomes Majin]], he proclaims to the Supreme Kai, "No! I am not innocent!" He knows he was an evil monster once and wishes to let that monster inside him loose again.
*** This is because he feels he's gone "soft" and that he could--and should--be stronger than he is. By returning to the old state of mind, he believes he'd be able to use his full power. There is a bit of a subversion however, ironically enough, [[spoiler:when Porunga was asked to revive all those on earth who aren't pure evil, Vegeta is resurrected. [[YouAreBetterThanYouThinkYouAre He then appears genuinely stunned at just what that means]].]]
* [[spoiler:Aya's mother]] in ''Anime/MasterOfMartialHearts''. [[spoiler:A former DarkActionGirl, she used to partake in a girls-only StreetFighter Expy, under the direction of her husband-to-be. Doesn't help the fact that the girls she beat up and defeated ended up tortured, maimed and sold into {{sex slave}}ry (Like it happened to Natsume's CuteMute mother). However, with the ''Platonic Heart'' closed for the time being, she settled as your average, [[MamaBear if slightly overprotective]] mom, raising her daughter. Under the mask, she's still as plucky and dangerous as she used to be]].
* Lucy from ''Manga/ElfenLied''. [[spoiler:In the years'-long era between her killings of [[KidsAreCruel Tomoo and his subordinates]] and her capture by the Diclonius Research Institute, she killed Kouta's sister and father out of a hissy fit of jealousy when Kouta lied to her about his cousin's gender (even if he explicitly told her about his cousin's real gender, someone was bound to be dead, anyway) and caused a series of heart attacks across Kamakura while infecting males with the Diclonius virus. While she does feel guilty (deep down inside) about the murders of Kouta's father and sister and tries to [[TheAtoner atone]] for it, when she comes out of retirement ([[RRatedOpening by slaughtering several Diclonius Research Institute personnel]]), she proves herself that she's still excessively murderous... [[KickTheSonOfABitch not that those Research Institute personnel didn't have it coming]]. Yeah, it's that kinda series, where being locked up in a TailorMadePrison that frankly has "Nazi Concentration Camp expy" written all over it is bound to mess one up (more than what she already was)]]. She ''does'' get better at the end, via limiting most of her murders to people that actually deserve it.
* ''Claimed'' by Evangeline in ''Manga/MahouSenseiNegima''. NobleDemon attitude aside, it's actually not entirely incorrect: She ''has'' killed people and shows no remorse for anything she's done in the past. Though it is highly doubtful that any of her victims was anything near innocent ([[AccidentalMurder barring her family]]), in fact if you read between the lines of her backstory you can make a guess as to [[HumansAreBastards what kind of people wanted to pick a fight]] [[AllOfTheOtherReindeer with an undying 10 years old looking girl]], the fact that the first century (or more) of her life was spent in Medieval Europe controlled by religious zealots should make the story even clearer....
* Tomoe from ''Manga/KamisamaKiss'' used to be a ruthless demonic murderer, bandit/warlord before the Land God Mikage recruited him to be his familiar. He still isn't exactly a nice guy (just ask Kurama, Mizuki or anybody else who has ever pissed him off) and sometimes dreams of going back to the 'good old days.'
* ''Manga/FullMetalAlchemist'''s Giolio Comanche, a ColonelKilgore and SociopathicSoldier who thoroughly enjoyed the Ishbalan Civil War and the ensuing genocide. When we encounter him he's an old, retired man with a pegleg--who nevertheless cracks an enormous SlasherSmile when he gets the chance to fight Scar, an Ishbalan survivor.
** [[spoiler:Hohenheim]] in ''Anime/FullmetalAlchemist'' spent hundreds of years [[GrandTheftMe body swapping]] and sacrificing people to [[spoiler:create Philosopher Stones]] in order to prolong his life. He eventually settled down and [[spoiler:had kids]] but ran off when his body started decaying.
* Flit Asuno becomes one of these by Season 3 of ''Anime/MobileSuitGundamAGE''. A former FallenHero and DarkMessiah who took control of his country in a military coup at the end of Season 2, Flit's not sorry about having anybody who disagreed with him executed, continues to hope for a FinalSolution to the Vagan problem, and after being dragged out of retirement, proves he's just as ruthless and brutal as he ever was.
* In ''Manga/BlackLagoon'', [[ScaryBlackMan Dutch]] discovers that their employer on the submarine job is actually [[spoiler:a retired SS officer who set them up on a collision course with the Neo Nazis in order to test the Neo-Nazis. Since they all died, he considers them to have failed the test. Their conversation is alternates between surprisingly polite and monstrous, with the SS Officer praising Dutch and the Black Lagoon company for their talent at killing, and then saying that Dutch and his entire race are inferior beings]].
* ''Anime/CodeGeass R2'' reveals two spoileriffic examples at the end:
** While [[spoiler:Cornelia li Britannia has faced repercussions is some ways (i.e. deceased younger sibling that she cared about), she's not sorry about the horrible acts that she did, such as when she massacred innocent civilians and doubtless many other reprehensible acts committed under the banner of Britannia (including contemplating a FinalSolution to the Area 11 problem). Even when she joined the Black Knights and CharacterDevelopment kicked in, she didn't really pull a HeelFaceTurn. Now, she's just a regular civilian, demoted from her royalty status.]]
** After spending her life manipulating and blackmailing her way to attain nobility, and screwing over Lelouch at every opportunity she has, [[spoiler:and that's before taking into account that she was part of the [[FantasticRacism Purist Faction]], by the end of the series, Viletta Nu's happily married to Kanahme Ohgi, in spite of no actual redemption or atonement.]]

* In the ''VideoGame/{{Prototype}}'' comics, Alex's seemingly kindly father figure is eventually revealed to be this. Alex... doesn't take it very well.
* Paul Moses from ''ComicBook/{{Red}}'' by Warren Ellis. At least at the start of the story. His last line is: "I'm the monster. Do your best."
* The original premise of ''Comicbook/{{Nexus}}'' was that the title character was compelled by [[TouchedByVorlons alien forces]] to seek out and execute mass murderers. Some actually were repentant or just old and tired, but the alien forcing Nexus to kill them didn't care. Nexus was not at all happy about this.
* In ''ComicBook/{{Preacher}}'', Gunther Hahn, the Angel of Death and, at the end of the story, [[spoiler:the Saint of Killers]] all qualify.
* A future, senile version of Doctor Doom appearing in ''ComicBook/XFactor'' has faded away into a quiet life in his empty, decaying castle attended to by robot servants. But he still builds the occasional DeathRay in his more lucid moments.
* In the pre-[[CosmicRetcon Super Genesis Wave]] world of ''ComicBook/ArchieComicsSonicTheHedgehog'', the immortal and ancient villain Mammoth Mogul eventually decides that trying to conquer the world while Sonic is still around to fight him is way too much trouble. The villain is content with running a casino while waiting for Sonic to eventually die.
* One of the ComicBook/FantasticFour's oldest enemies (the first, in fact) was the Mole Man. After years of trying to gain revenge against civilization for neglecting him by leading the giant beasts of Monster Island against cities, he decided he was tired of it, and retired from villainy. (For the most part. While he's had enough of being in the limelight, things tend to happen that drag him back into it from time to time....)
* Sidewinder, a villain usually associated with ComicBook/CaptainAmerica, went into semi-retirement when he led the Serpent Society, being at most a [[NonActionGuy non-action villain.]] He moved to full retirement after the Society double-crossed him.
* Oswald Cobblepot - AKA "The Penguin" - became this in the ''Franchise/{{Batman}}'' comics in the 1990s. Somewhere along the way, he decided he enjoyed being wealthy, having lots of famous friends, and being seen in the company of beautiful women more than he enjoyed being a crook - so he "officially" retired from crime and opened the Iceberg Lounge, one of Gotham City's most popular casino-nightclubs (and for that matter, [[ArsonMurderAndJaywalking he also stopped wearing his top hat]]). However, the Penguin didn't withdraw from crime entirely: while he never ''actively'' gets into mischief, he still runs a gang and has them do all his dirty work. Batman and other Gotham heroes tolerate this because Cobblepot sometimes "overhears" information they need in his nightclub that he's willing to share - off the record. So, VillainWithGoodPublicity meets this trope.
* Franchise/SpiderMan
** The Tinkerer gave up committing crimes himself after he barely survived a story where his RobotBuddy Toy was destroyed. He still works as a weapons supplier to any supervillain (and shadier hero) willing to pay.
** Another Spider-Man foe that fits is Roderick Kingsley aka Hobgoblin (pictured above) has a tendency to go in and out of retirement from supervillainy for months or years at a time during which he enjoys his ill-gotten gains. Every now and then he goes back to being Hobgoblin, usually to defend his villain cred.

* In ''FanFic/SeventhHorcrux'', Harry Potter is possessed by a portion of Voldemort's soul when the killing curse rebounds off of him. Shortly afterwards, it is revealed that Tom Riddle's true love has always been teaching, something he lost all chances of doing when he declared himself the Dark Lord Voldemort. However, as Harry Potter, no such negative acts have been attached to his name, so instead of revealing himself and reclaiming control over his former minions, "Harry" decides to go through Hogwarts until he graduates so he can get a teaching position there. The problem is that the rest of Voldemort's soul ''isn't'' retired.
* In the CrackFic ''FanFic/ACharmedLife'' Light Yagami takes up gardening after shacking up with Ryuk.
* Loki the God of Destruction (maybe... he is kinda crazy) in ''Fanfic/LokiAgentOfDoomgard'' invoked CrazyHomelessPeople, because he found it an easy way to go unrecognized and be left alone, as it's kind of hard to retire from being an evil god otherwise.

* In ''Literature/TheSilenceOfTheLambs'', Hannibal Lecter plays this role, but the cannibalistic serial killer isn't very committed to leaving his days as a villain behind.
* ''Film/ConAir'' features a rather shockingly congenial former serial killer. Played by Steve Buscemi who pulls off a ''very'' creepy performance.
* ''Film/KillBill'' has a trove of these.
** Esteban Vihaio, Bill's surrogate father. He ''was'' a pimp who lead a vicious gang consisting of his whores' children, but he's retired as of the movie. In reference to Bill shooting the Bride years before, he says "I would have just cut your face." Doesn't sound so bad compared to what Bill did, but just then he calls one of his girls over to the table sporting a hideous and disfiguring scar running across her mouth. He hands her a hanky to wipe off some drool, then she fetches him a drink. The man is only ''semi''-retired. [[AffablyEvil (Doesn't stop him from being the nicest gangland pimp you could possibly imagine, though.)]]
** Pai Mei, an ancient Kung Fu master with a history of atrocities and bloodshed, who sports an unpleasantly racist and sexist worldview, along with the knowledge that he can do anything to anyone without fear, since he is just too tough and skilled to die. [[spoiler:Until Elle Driver poisons his fish heads in retaliation for snatching out her eye, that is.]] Ironically, Bill thinks that he's getting lonely because everybody is too frightened to approach him, and that's why he accepts apprentices he despises, even though it doesn't stop him from abusing them as much as he likes. Even more ironically, despite being a chauvinist who hates Americans, the Bride (an American woman) becomes his best student, and the only one he is willing to teach his [[TouchOfDeath most powerful technique]] to. She even starts to love him like a father, [[spoiler:and eventually avenges his death by tearing out Ellie's other eye and leaving her to die in the desert.]]
** Most of the Deadly Vipers themselves qualify. Bill had long retired from assassination work by the time Beatrix caught up to him, electing to raise their daughter instead, Vernita quit outright and preferred to try and build a family, and Budd was just living out his days in a trailer and working as a bouncer. Beatrix herself also qualifies, having a change of heart after getting pregnant and wanting to leave the profession and live in El Paso, though Bill would have nothing of it. The other two members, Elle Driver and O'ren Ishi'i, however, were still active; Driver was still doing professional assassinations and Ishi'i had taken over the Yakuza gangs of Japan.
* The porter from ''Film/TheSeventhSeal'' establishes himself as this with one scene. He rescues a woman from an attacker, then off-handedly mentions that he could rape her, but he isn't going to, because participating in the Crusades has made him bored with rape.
* Charlie Barrett in ''Film/SuicideKings'' is a former mob boss who used to have his enemies fed to their own dogs. Now, he's retired. Until he gets kidnapped by a group of rich kids looking to raise ransom money for one of their siblings.
* Captain Teague in ''Film/PiratesOfTheCaribbeanAtWorldsEnd'' is heavily implied to be one of these. The Brethren Court, who are all pretty badass Pirate Lords in their own right are scared by his mere appearance at the meeting, even though he immediately slumps down in the corner and absent-mindedly begins playing with a guitar. When one of them suggests not following the Code for the second time, one of his strings snaps and he looks up, terrifying them all into silence. He makes his appearance by shooting another pirate in cold blood showing that he is only semi-retired and naturally steals the scene since anyone capable of hitting someone in the chest from ''that'' far with a single-shot musket pistol would humble all around him.
* Yoon Tae-goo "The Weird" of ''Film/TheGoodTheBadTheWeird'' turns out to be one of these. [[spoiler:Part of the reason Park Do-won, "The Good", is hunting Park Chang-yi, "The Bad" (no relation) is because he believes Chang-yi is this notorious bandit known as the "[[{{fingore}} Finger Chopper]]". While Chang-yi is a total psycho, it's ultimately revealed that Tae-goo was the Finger Chopper and Chang-yi lost a finger to him.]] This reveal probably has a lot to do with Tae-goo being an Expy of Tuco of ''Film/TheGoodTheBadAndTheUgly'', right down to the similar names, and in both cases, the seemingly comic relief character has a rap sheet of some seriously awful crimes. The main difference between these two is that in "Weird", Chang-yi is more than just a one dimensional villain who makes Tae-goo look ''worse'' in comparison.
* William Munny of ''Film/{{Unforgiven}}'' is one of these, in a deconstruction treatment of Clint Eastwood's Western anti-hero roles. While it doesn't seem like he necessarily ''enjoyed'' killing, in his youth as a bandit, Munny was a cold-blooded mass murderer - killer of women, children and animals. The events of the movie bring him out of retirement. English Bob could also be considered one of these. While at present, he plays the role of RemittanceMan and is a sort of celebrity, it's indicated that he was previously employed killing Chinese laborers for the railroads, and the truth behind his gunfighter exploits is that he was a dishonorable CombatPragmatist.
* Helge Klingenfeldt-Hansen from ''[[Film/TheCelebration Festen]]'' (''The Celebration''), a retired businessman celebrating his 60th birthday, respected for his wealth and conviviality, and who [[ParentalIncest sexually abused]] two of his children for years, eventually [[DrivenToSuicide driving the elder to suicide]].
* [[Music/TomWaits Zachariah Rigsby]] and his wife from ''Film/SevenPsychopaths'' would used to go on cross-country murder sprees, hunting some of the worst of the worst. They even got the Zodiac Killer!
* In ''Film/AptPupil'', young Todd Bowden discovers his quiet German neighbor is actually Nazi war criminal Kurt Dussander and decides to blackmail him. [[EvilIsNotAToy This turns out to be a very, very bad move on Todd's part]].
* The film ''Film/TheActOfKilling'' follows two gangsters in Indonesia who extorted and killed at least a thousand people - they've now become leaders of a paramilitary organization, but aren't the muscle.
* "Handsome" Freddie Mays in ''Film/GangsterNo1''. The protagonist of the film is chagrined and insulted to discover that Mays has been set free from gaol and ''not'' tried to kill him. He hands Mays a gun and demands that he shoot him, but Mays refuses. This causes the Gangster to lose what little remained of his sanity.
-->'''Mays''': I'm just an old man in a cheap coat, and I like it that way.
* Played with in ''Film/UrbanLegendsFinalCut''. [[spoiler:In the final scene of the film, (((Solomon))) is in a mental institution where, after watching Amy's film, the nurse asks him if he enjoyed the movie. He is wheeled out by another nurse, who is revealed to be Brenda Bates, the killer in the original film, who says that they have a lot in common.]]
* Film/JohnWick was a hitman for the Russian mob, but retired some time ago to live in peace with his wife, who died just before the movie begins. Unfortunately for him ([[RoaringRampageOfRevenge and the Russians]]), events conspire to bring him out of retirement.
* Sid Phillips, the villain of ''WesternAnimation/ToyStory'', is the epitome of KidsAreCruel, a troubling child who tortures and breaks his (unbeknown to him sentient) toys for fun. By ''WesternAnimation/ToyStory3'', [[spoiler:he appears briefly as a grown young adult, a harmless garbage man long past his days of troubling the toys.]]
* ''Film/AvengersInfinityWar'' features two spoileriffic examples:
** This is revealed to be the final fate of [[spoiler:Red Skull after his presumed death in ''Film/CaptainAmericaFirstAvenger'', he became trapped in outer space and forced to guard the Soul Stone. By the time he is found by Thanos and the heroes, he is no longer the same megalomaniac as before since he lost all ambition and ax-craziness after spending decades guarding it]].
** By the end of the movie, [[spoiler:Thanos becomes one after having just committed the single, largest mass-murder in existence when he kills half of the entire universe's population with a snap of his fingers. He then retreads to a farm on a remote planet having fulfilled his life-long mission]].

* Albert, [[TheGrimReaper Death's]] servant in the Literature/{{Discworld}} books, seems like little more than a crusty old {{Jerkass}}. The wizard Alberto Malich, however, was a tyrannous bastard who ran the Unseen University like a boot camp and happily cursed any Muggles who stood up to him into oblivion, before disappearing while trying to attain immortality by performing the rite to summon Death backwards. Having achieved his goal of immortality in a roundabout way, Albert is actually content just to serve Death and do nobody any harm, especially considering there's a ''very'' nasty fate waiting for him if he ever does die.
* Alex [[CharacterDevelopment becomes this]] in the last chapter of ''Literature/AClockworkOrange''.
* [[LampshadeHanging Lampshaded]] by a nurse speculating about her patient's past history in Creator/DouglasAdams's ''Literature/TheLongDarkTeaTimeOfTheSoul'', though [[spoiler:Odin]] later comes off as more of a trickster than anything else.
* According to Website/TheOnion's ''Literature/OurDumbWorld'', Argentina is ''full'' of retired Nazis that fit this description, who will ''not shut up'' about that one time they killed a Jewish girl by hitting her over the head with their rifle.
* Graulas was this in ''Literature/{{Fablehaven}}'' until he [[EvilMentor instructed and deceived]] Seth into restoring him... it didn't end well for [[SacrificialLion Coulter]] after that
* One character from Literature/TheCulture [[spoiler:Zakalawe, of ''Literature/UseOfWeapons'']] turns out to be one of these. Once essentially an EvilOverlord, who commmited acts of mass murder and was crazy enough to [[spoiler:[[MoralEventHorizon create a chair from his half-sister/lover's corpse and then darn the cushions with her skin]]]]. However, he ends up [[BeingEvilSucks hating what he did]], and going through a bunch of mental breakdowns before ultimately becoming BoredWithInsanity enough to present himself as relatively decent (if amusingly sociopathic) person. He does lean in the direction of TheAtoner, but is sort of in too much denial to make it.
* The German children's book "Mecki und die Sieben Zwerge" ("Mecki and the Seven Dwarves") has a literal one. Mecki, a hedgehog, is send by the seven dwarves to slay an evil dragon who, in a quite civilized conversation, turns out to be pretty evil but too old to go out and raid villages anymore. Well, he is still fit enough to easily kill Mecki if the latter would actually attack, so the hedgehog sets up a fight against a dragon puppet for the dwarves to witness. The dwarves fall for it. In a strange turn of events the dragon happens to witness the fight too - and dies from a shock-induced heart attack.
* ''Literature/SoonIWillBeInvincible'''s Baron Ether. He was the world's first supervillain, and he's committed every crime you can think of, now he's a wheel chair ridden mildly senile old man.
* An odd example both for being a main character and for being relatively young is Chane the vampire from the ''Literature/TheSagaOfTheNobleDead''; in the series' first arc he was a sadistic PsychoForHire, but ultimately had a HeelRealization and cut back on the sadism (because it meant he'd lost control; don't think for a moment he seriously regrets the deaths themselves). Currently the TokenEvilTeammate trying to help stop the [[EldritchAbomination much, much worse things in his universe]], and is working somewhat to improve his behavior, if only for the sake of his MoralityPet's sensibilities rather than guilt. Whether he'll ultimately backslide or get a HeelFaceTurn fully is as of yet unknown.
* In ''Literature/LonelyWerewolfGirl'' [[OurDemonsAreDifferent Fire-Queen]] Malveria is presented as a fashion-obsessed, [[ShipperOnDeck matchmaking]], {{ditz}}, but this because she's already killed all her serious enemies long ago and (currently) finds her title of "Persecutor of Mankind" to be boring. In Book two someone from her evil days turns up as the BigBad of the story to tell her NiceJobBreakingItHerod.
* In the ''Literature/CorvisRebaine'' series, Corvis, Terror of the East in ''The Conqueror's Shadow'' until the Current Monster threatens his wife and kids. The remainder of the book is an illustration in why provoking one of these into coming out of retirement is '''a really bad idea!''' In the end, [[spoiler:he is content with "merely" being a ManBehindTheMan via MindControl magic.]]
* The ''Literature/{{Necroscope}} Saga'' has Faethor Ferenczy, retired due to death. In this series that is no bar to being an active participant and spends his time being Harry's SpiritAdvisor. His one attempt to come out of retirement, does not go well for him.
* ''Literature/ThePhantomOfTheOpera'': In the original novel by Gaston Leroux, After his FromNobodyToNightmare phase, Erik, the titular phantom:
--> Of course, he had to leave the Sultan's service for the same reasons that made him fly from Persia: [[HeKnowsTooMuch He knew too much]]. Then, tired of his adventurous, formidable and monstrous life, he longed to be some one [[IJustWantToBeNormal "like everybody else."]] And he became a contractor, like any ordinary contractor, building ordinary houses with ordinary bricks. He tendered for part of the foundations in the Opera. His estimate was accepted.
* In Creator/StephenKing's novella, ''[[Literature/DifferentSeasons Apt Pupil]]'', the teenage protagonist is fascinated by his old neighbor, who took part in Nazi atrocities. His increasing fascination with the old man slowly brings back the monster in him.
* Sergeant Bothari in The ''Literature/VorkosiganSaga'' is a fairly sympathetic example of this, having a tramatic and abusive childhood which left him with no sense of self, instead mirroring however others wanted him to be. Bothari is undisputably a sociopath, and when under the command of a sadistic officer, regularly followed orders to rape and torture prisoners. However, following a SuddenPrincipledStand, he ends up as a trusted bodyguard/ PsychoSidekick of Cordelia and Aral Vorkosigan, as Cordelia is able to convince him to believe in an image of himself as an honorable soldier- and he doesn't really feel guilt for his past actions, as he sort of convinces himself that they didn't happen. His lack of true remorse is showcased ''The Warrior's Apprentice'', in an incident where Miles [[DirtyBusiness had no choice]] but to let Bothari perform the JackBauerInterrogationTechnique on an enemy soldier. Miles notes Bothari's unhealthy eagerness to obey this order, and Bothari proceeds to torture the man to death with sadistic glee.
* The ''Literature/{{Rebus}}'' novel ''Black and Blue'' does this with notorious, never-caught RealLife Scottish SerialKiller Bible John, who comes out of retirement to find and eliminate a CopycatKiller named Johnny Bible. He is implied to have been living a comfortable middle class life working a white collar job for oil companies, but while he deigns to chat with Rebus (who doesn't realise it was him until afterwards), he manages to continue to evade justice. The TV adaptation uses fictional counterparts "The Apostle" (Bible John) and "The Disciple" (Johnny Bible), and this time Rebus manages to identify and confront him and he is eventually arrested trying to escape the country at the airport.
* The titular character in Creator/HPLovecraft's ''The Terrible Old Man'' is implied to be one. Pieced together from the meager hints of the story, he appears to be a former pirate captain who through black magic keeps the souls of his former crew captive in [[SoulJar jars on his desk]]. Unlucky burglars discover the hard way how a feeble, old man with no bank account, who pays for his meager purchases with old gold coins can live quietly without fear of being robbed.
* At the end of ''Literature/{{Timeline 191}}'', [[MagnificentBastard Brigadier-General]] [[TheSpymaster Clarence]] [[ANaziByAnyOtherName Potter]] becomes one of these. He's not sorry about any of the things he was a part of--the genocide of the black population, the near-destruction of Philadelphia by nuclear truck bomb, the torture of suspected spies, or the commission of war crimes. He is, however, old, tired, and fully aware that the Confederate States of America are no longer a going proposition, and [[KarmaHoudini once he's found not guilty of war crimes]] after the war, he settles down to write his memoirs.
* In ''Literature/TheBelgariad'', TokenEvilTeammate Silk comes across as a LoveableRogue for the most part, but casually hints that in the past he's had people {{flay|ingAlive}}ed and boiled to death, expressing enthusiasm for either but a preference for the latter.
* In ''Literature/TheFirstLaw'', Black Dow is the StupidEvil TokenEvilTeammate of the [[BarbarianHero Northern Named Men]]. About a decade later in ''Literature/TheHeroes'', he rules the North, and [[VillainyDiscretionShot is implied to have spilled a fair amount of blood]] to achieve the position. Finding himself in a role where he has to use diplomacy and can't solve every problem with brute force, Dow has somewhat mellowed over the years and shows some sympathetic HiddenDepths, although he feels the need to retain his fearsome image in order to retain power. Fittingly, Dow ends up sabotaging himself in a situation where showing mercy would be the wiser, but doing so would [[SlaveToPR hurt his "rep"]], coupled with the fact that Dow couldn't stop himself from being needlessly cruel.
* In the ''Literature/CraftSequence'', the Deathless Kings are a bunch of ultra powerful sorcerers (Deathless because they've become [[OurLichesAreDifferent liches]] as a natural part of their power level) who went to war with the gods during the God Wars. The Deathless Kings won, killing a number of deities in the process. However, they then realized that someone needed to provide the civic services like clean water that used to be the gods'responsibility. The most prominent Deathless King in the series is Kopil the "King in Red", who brutally slaughtered and enslaved gods after worshipers of one pantheon murdered his lover in a VirginSacrifice /hate crime. Afterward, like other Deathless Kings, Kopil refashioned himself into a combination of CEO and city-state ruler, and is presented as a BenevolentBoss who cares for his employees and citizens, although still very much a fearsome figure.
* Decado in the ''Literature/{{Drenai}}'' saga, until he's persuaded to join [[WarriorMonk The Thirty]]. Or rather, he has an epiphany moment where he realises that he's a murderer: his rationale is that because he's just that good, his enemies have always been defenseless.
* In ''Literature/HarryPotter'', Lucius Malfoy, along with many other fellow Death Eaters, avoided imprisonment for their crimes following Voldemort's disappearance by claiming they had been magically compelled to do his bidding. Law-abiding citizens on the surface, behind closed doors they regretted nothing and still held true to their genocidal hatred of both {{Muggles}} and Muggle-born witches and wizards, to the point where some of them were willing to occasionally put on the old Death Eater robes for the odd bit of muggle torture, like they did at the Quidditch World Cup. Unsurprisingly, when Voldemort returned, many of these retired Death Eaters returned to their master's side and had no problem resuming the war where they left off. By the end of series, [[spoiler:Lucius is one of the only known Death Eaters to avoid imprisonment for his crimes a second time, since he defected for the sake of his son, Draco, and informed on his fellows afterwards. He's still as prejudiced and unapologetic for his crimes as ever, though, and Draco's wife made a point of making sure none of his grandfather's influence rubbed off on her and Draco's son, Scorpius.]]

[[folder:Live-Action TV]]
* ''Series/BuffyTheVampireSlayer'':
** Spike, after he got the Chip in Series 4, until whenever one times his having completed his HeelFaceTurn.
** Dracula in Season 8. Yes, Dracula. Because he's most likely madly in love... with Xander. Dracula.
* ''Series/StarTrekTheOriginalSeries'': "The Conscience of the King". There was Kodos the Executioner, a notorious tyrant who had murdered thousands in a massacre decades before the date of the episode. (The true villain of the episode, however, is his daughter, who tries to kill every remaining witness of the crime - this includes Kirk - to prevent her father from being arrested for it; Kodos dies when she tries to kill Kirk, taking a laser blast meant for him, making him a somewhat tragic figure as his past crimes not only catch up to haunt him but to destroy the one thing in his life he had hoped to keep pure and untainted.)
* ''Series/StarTrekDeepSpaceNine''
** In one episode the protagonists meet a Cardassian with a similar background, being the brutal camp commandant of a forced labour camp, brazenly flaunting his guilt... or was he? [[spoiler:Turns out he was merely a filing clerk who had assumed his identity, having been driven mad with guilt for all the atrocities committed there. His goal was to be executed as penance for never speaking out against the brutality, and to shine a light unwanted by the Cardassian government on the atrocities committed]].
** Garak is a complicated subversion. He was caught and exiled for an unspecified crime (hinted to be some kind of treason or betrayal of the Obsidian Order) and he has a reputation for being a very dangerous man who shouldn't be trusted. However, as the show progresses, it's becomes less clear that this reputation is as cut-and-dried as it first seemed. Eventually, it becomes clear that he's not so much heartless about the past, and he may not easily admit it or apologise for it, but he's carrying at least ''some'' guilt about it. His motivation for everything he did in the Order was a bitter and cynical IDidWhatIHadToDo, and he wasn't above sacrificing his own sense of morality for his job or [[ShootTheDog Shooting The Dog]] if he had to.
*** He became a part of the Obsidian Order in the first place because [[spoiler:his father,]] Enabran Tain, was trying to mould him into the perfect operative... and he succeeded. However, although Garak has done many morally ambiguous things in his life and was even brought up to enjoy performing ColdBloodedTorture, he doesn't feel that good about it in retrospect, and it's clear that the main reason he did what he did was his acute loyalty to Cardassia and the belief that he was doing what he had to do for his people. His observation of some of the worst that sentient creatures - Cardassian and otherwise - are capable of in the murky underworld of covert operations has made him incredibly cynical but also fascinated with the Federation, particularly Julian Bashir, whose compassion and desire to help people is completely alien to him. Although he is ''incredibly'' dangerous if you get on his wrong side, his enforced "retirement" and consequent exposure to the Federation has allowed him to learn compassion and to lose his taste for the more unsavoury aspects of his job description. His moral compass has definitely been pulled a certain way since he was exiled, leading him to act more like a SociopathicHero than a Retired Monster.
*** The show hints that he's been hiding [[LaResistance dissident]] sympathies. When trapped between obeying the state (killing them) or letting them go free he acknowledges it's against his better judgement to oppose them and eventually lets them go free. It's not the last time he helps dissidents either, [[spoiler:much to the consternation of an old Obsidian Order colleague of his.]]
*** To Enabran Tain (who exiled him) he is clearly very upset over how things turned out between them (but then, we don't know the circumstances to know why).
*** When he is ordered to torture a captured prisoner [[spoiler:Odo]], he's uncomfortable with the idea but carries it through. [[spoiler:He succeeds in torturing himself almost as much as he tortures Odo, ''begging'' Odo to give him even the smallest bit of information so he can have an excuse to stop the torture]]. Afterwards, he apologises [[spoiler:to Odo]] and from it an OddFriendship is born.
*** When he's commissioned by the Federation as a code-breaker in the fight against the Dominion (and therefore Cardassia), he suffers a claustrophobic breakdown which turns out to be as a result of him bottling an immense guilt over the role he's playing in the fight against Cardassians.
*** At the end of the show, he gives a speech observing how the decimation of Cardassia could be considered payback for the awful actions they've committed against other species during their military expansionist phase.
** Enabran Tain, Garak's superior [[spoiler:and father]] and the man who ran the Obsidian Order for twenty years, is completely unrepentant of his crimes and killing whomever ''might'' be a threat (while Garak seemed to be always looking for excuses to ''not'' kill someone, Tain seemed to be looking for excuses ''to'' kill). It's his missing the old days which prompts him to actually come out of retirement and forge an alliance with the Tal Shiar to strike at the Dominion preemptively. This doesn't end well.
* ''Series/StarTrekVoyager'': The Maquis crewmembers could also be considered a variant of this, as they were all former resistance fighters and terrorists who had done some unsavoury things to the Cardassians in the past. The most egregious example would be Lon Suder, who only joined up with the Maquis to satiate his need to kill.
* ''Series/BabylonFive'': Deathwalker. She just wanted to get everyone else to do her dirty work.
* Samson Gray, Sylar's father, on ''Series/{{Heroes}}''. A sadistic murderer who retired to live a quiet life as a taxidermist because he just got bored of killing. [[spoiler:Until Sylar showed up with the power of healing, and thus immortality.]]
** Sylar himself retook the identity of Gabriel Gray in the alternate future of "I Am Become Death", having gotten bored with acquiring power and all the pointless killing. Due to a NoodleIncident, he now lives in the former Bennet house dotingly raising his young son "Noah" and once again working as a watchmaker.
* Gunther Lutze from ''Series/TheTwilightZone'': He shows sick enjoyment of his crimes even years later, and feels no guilt. Watching his victims inflict their just deserts was easily a CrowningMomentOfAwesome.
* Bill Jarvis (formerly "The Hollow Creek Killer") from the ''Series/CriminalMinds'' episode "Haunted".
* In an episode of ''Series/{{CSI}}'', a black janitor who befriended the murdered white supremacist student (who was trying to learn how to respect other races) turns out to be [[spoiler:a leader in the Rwandan genocide. The student had found a picture of him in a book and was going to turn him in when the janitor murdered him]]
* In ''Series/{{Kings}}'', Vesper Abbadon seems like a doddering old man, but there is a very good reason why he was called "the bloody King of Carmel." It's the same good reason why he's spent the last 30 years locked in a stone box with minimal human contact.
* In the live-action version of ''Series/TheTick2001,'' "The Terror" is an elderly old supervillain who was former buddies with Stalin. These days he's just a crazy old guy in a hospital whose antics amount to little more than throwing blood bags at Arthur. Considering Arthur's crappy level of fighting competence, that is actually a genuine challenge for him.
* In ''Series/TerminatorTheSarahConnorChronicles'', [[spoiler:Charles Fischer]] came back from a future in which he helped the machines to understand humans by torturing them to get inside their heads. He claims that he was sent back to the past as a reward for his services, and doesn't do anything particularly malicious. [[spoiler:Subverted at the end when it's revealed that he accessed a computer system at his younger self's place of work in order to aid [=SkyNet=].]]
** [[spoiler:Also to ensure his past self is in position to become him.]]
* Duncan from ''Series/{{Highlander}}: The Series'' is surprised that his friend [[spoiler:and [[CynicalMentor Cynical]] / BigBrotherMentor Methos is one of these. Back in [[TimeAbyss The Bronze Age]] Methos joined with 3 other immortals to form a marauding pack that killed and burned their way through the world. (Inspiring the idea of the HorsemenOfTheApocalypse along the way; Methos himself was ''Death'').]] Although [[spoiler:Methos]] never says that he's sorry, he is more guilty about his actions than most, calling those years his "angry adolescence" (this was after all 5000 years ago), and [[spoiler:when Kronos, another member of the Horsemen tries to get group together again, Methos plays them and helps Duncan bring them down from the inside]].
* On ''Series/RookieBlue'' Jamie Brennan was a feared ganglang enforcer who was infamous for using power tools to torture his victims. After a small stint in jail on relatively petty charges, he got married and went straight. When his family is killed in a suspicious car accident [[spoiler:he kidnaps and tortures an undercover police officer to find out if the police were covering up what really happened.]]
* ''Series/{{Grimm}}'' gives us several literal examples of this trope, monsters who have retired into quiet, suburban lives. The most prominent being SavageWolf Monroe, who starts out as this but is eventually driven to a HeelFaceTurn.
* [[spoiler:Granny]] in ''Series/OnceUponATime'', who used to be TheBigBadWolf.
* Ex-cartel capo Hector "Tio" Salamanca on ''Series/BreakingBad'', who despite being crippled and mute after a stroke has not to lost a bit of the sharpness - or ruthlessness - that characterized his younger days. (Said younger days are occasionally shown in flashback.)
* How some of the older members of the mob end their careers in ''Series/TheSopranos'' - the lucky ones. Then again, [[spoiler:Uncle Junior's gradual descent into dementia, eventually rendering him a frail, senile husk of his former self condemned to spend the remainder of his life in a dank state-run facility unable to even recognize his family or recall his own accomplishments]] is one of the most depressing and haunting plotlines in the show.
* Dennis and Dee's grandfather in ''Series/ItsAlwaysSunnyInPhiladelphia'', who is a former Nazi and proud of it.
* Played for BlackComedy in an episode of ''{{Series/Community}}'' where Troy and Abed befriend a fellow college student named Lukka, who teaches them how to succeed at a [[UltraSuperDeathGoreFestChainsawer3000 spectacularly violent war videogame]]. After a date with him, Britta finds out this is because he's an unrepentant SociopathicSoldier and Balkan war criminal who quite giddily participated in genocide. Needless to say, Troy and Abed are pretty horrified when they find out about their new friend's past.
* ''Series/{{Defiance}}'': During the [[GreatOffscreenWar Pale Wars]], Doc Yewll was a leading MadScientist among the Votan ranks, doing unthinkable things to human prisoners for the sake of furthering the war effort. Having a HeelRealization at some point along the way, she left it all behind after the war, retreating to the remoteness of Defiance to hide from her past. Later on in the series, however, we see her evolve into TheAtoner and try to make amends for all she's done.
* Season 12 of ''Series/{{Supernatural}}'' reveals the existence of the Princes of Hell, the first generation of demons created after [[MonsterProgenitor Lilith]], who were meant to act as Hell's generals. Azazel, the BigBad of the first two seasons, was one of them, but the other three (Ramiel, Asmodeus, and Dagon) view him as having been a fanatic, as they themselves have long since grown disillusioned with Lucifer's war with Heaven. Since then, they've all lived in comfortable retirement. That being said, Ramiel still takes the occasional VirginSacrifice, and he mentions that Asmodeus has "hobbies" and Dagon has "toys" (this is never elaborated on...which is probably for the best) so how retired they are is debatable.
** Asmodeus ultimately comes out of retirement in Season 13, to fill the EvilPowerVacuum in Hell caused by [[spoiler: Crowley's death and Lucifer being imprisoned in an AlternateUniverse]]. He's very much a fire and brimstone traditionalist, and a Lucifer loyalist.

* Alestorm's song [[ExactlyWhatItSaysOnTheTin ''Pirate Song'']] seems to be about an old pirate regretting his evil days, which continues until the first chorus...
-->And for what?
-->I've killed and I've shot
-->And reddened the cold tears of children with blood
-->And if I could go back and make my amends
-->I'd make all those mistakes again
-->I'd kill every last one of those bastards, my friend!
* A song from Leslie Fish's retro sci-fi album ''Carmen Miranda's Ghost'', titled "New Sins for Old" is similarly about an aging pirate, but this time it's the [[SpacePirates space-fairing variety]].
-->Oh, what's the use of this looting and pillaging
-->Swinging my ray-gun through blood, guts, and gore?
-->Raping and robbing and boozing grow boring
-->The life of a pirate's no fun anymore
-->No fun anymore, no fun anymore
-->It's only a job, it's no fun anymore

* Franchise/TheHauntedMansion: The infamous Hatbox Ghost, real name Randall Pace, was revealed in ''The Haunted Mansion'' comic book series to have been the ghost of a pirate betrayed by his fellow crewman, Master William Gracey. Out of revenge, he, other ghosts, and Madame Leota murdered Gracey's fiancee, which caused Gracey to take his own life. His revenge having been fulfilled, the Hatbox Ghost traveled around the world scaring people and eventually retired into the mansion's attic, where he can be seen in the ride.

[[folder:Tabletop Games]]
* ''TabletopGame/DungeonsAndDragons'',
** The demon lord Pale Night is an ancient being that many other demon lords claim is their mother (and some claim the current race of demons can trace their bloodline back to). Nowadays, she tends to stay in her palace, distancing herself from the mortals, the Blood War, and other demons.... But, may the gods help anyone she catches trespassing on her property. Some she turns into souless husks whom she keeps as trophies (and guardians) while others she lets go, only to live with the horrors they've seen forever.
** Another ancient demon who is now retired, but not by her choice, is the Queen of Chaos. In the mythic Age Before Ages eons ago, she ruled the obyrith, the race of demons that first populated the Abyss, and led them on a war of genocide against the Wind Dukes of Aaqa. She was such a monster, she murdered any obyrith who refused to join her forces. Eventually, however, her army was defeated by the Wind Dukes due to the creation of the Rod of Law (later the Rod of Seven Parts) her second in command and consort Miska the Wolf Spider was banished to Pandemonium, and the obyrith nearly driven to extinction as a result. Neither the Queen nor the obyrith ever recovered; since then, she has laired in the 14th layer of the Abyss, known as the Steaming Fen, licking her wounds, dreaming of freeing Miska and returning to glory.
** The baernoloths are the creators of the yugoloth race (until the 4th edition, where the yugoloths were included among demons via {{retcon}}) but long ago entrusted leadership of the race to the ultraloths and retreated to the farthest locales of the Grey Waste. The few encounters that mortals have with these ancient fiends have yielded reports of horrid and blasphemous experiments, but fortunately, the baernoloths don't seem to have the great power they are said to have once had.
** Also, there are the Rabble of Devilkin, powerful unique devils who reside on the first layer of Hell. Technically, they are exiled, not retired, formerly being Dukes of Hell (or in the case of Moloch and Geryon, rulers of whole layers) who were stripped of their position for some reason, but spared death for other reasons. Most are content to simply stay in their lairs and keep to themselves, but a few have made vain attempts to regain their former positions, so much that in such cases, their names have been stripped of them to prevent mortals from summoning them. One notable Rabble is Armaros, a being who is believed to be the most powerful devil in existence and a wizard with godlike magical power. Only Asmodeus himself is allowed to visit him (which he does quite often, possibly for advice) and no-one else dares disturb his magical research.
** A few ancient evil gods match this Trope; legends say they were once powerful gods, but because this cosmology is one where GodsNeedPrayerBadly, these gods suffered as their races became weaker and lost their influence on mortal worlds, becoming slothful and neglected due to the lack of worship. (This happens to non-evil gods too sometimes, but not as often, for some reason.) Examples include Ramenos, the frog-god of the bullywugs, Merrshaulk, the god of the yuan-ti (a race that challenged humans for dominance and lost), Laogzed, the deity worshipped by troglodytes (now little more than a giant lizard that other gods think of as a divine garbage disposal), and Gorellik, who used to be the patron deity of gnolls until that position was usurped by the demon lord Yeenoghu, causing him to wander the lower planes, seemingly with no purpose.

[[folder:Video Games]]
* ''VideoGame/PlanescapeTorment''
** Fhjull Forked-Tongue, an unrepentant devil who was tricked into signing a [[DealWithTheDevil deal with an angel]] that obligated him to do good. This got him thrown out of the hellish hierarchy, mutilated, and led to him hiding out in a place where NO ONE could find him just so that he doesn't have to actually abide by the contract (which roughly says "Give charity to anyone who asks.")
** Ravel herself.
---> No... this world is full of thorns and Ravel has spent more than enough time a-picking them from her skin.
* ''VideoGame/MadWorld'' states that [[spoiler:Jack was a lesser form of this, being the former Grand Champion of the Deathwatch games, only quitting due to being tired of the games' reign of death. He does come out of retirement since he's sent to save the Mayor's daughter (until he learns she was never in any actual danger, and that in fact the Mayor and several of his friends set up the whole DistressedDamsel ploy for their own entertainment) and later to take down the games with the help of XIII.]]
* Gig from ''VideoGame/SoulNomadAndTheWorldEaters''. He once nearly destroyed the world. He wants a do-over, and this time, he'll spare nothing (except some hotpods, they're delicious). And he does not hide from the protagonists that this is his plan, or that taking advantage of his powers too much will release him, even though a little bit of deception would have him freed much quicker. And he's quite gung-ho about going off to kill Feinne, his former ally (though Feinne is far too powerful at this stage for them to succeed). And he'll chew you out for even suggesting he's not a bad guy. This gets played with a bit later when we find [[spoiler:he was actually BrainwashedAndCrazy and while he never reverts back to his original personality (in the Normal route at any rate) he does get enough CharacterDevelopment to pull off a HeroicSacrifice against the BigBad. And then RedemptionEqualsLife]].
* ''VideoGame/DragonAgeOrigins'' has Flemeth, the Witch of the Wilds; infamous in legend for the countless atrocities she has committed throughout history. And the truth is even worse. [[spoiler:She has allowed a demon to possess her, killed her second husband and everyone in his castle, and gleefully slaughters anyone who tries to hunt her down. And she makes a game of it, using her five-year-old daughter as bait. She kidnaps, rapes, and murders men she finds in order to even have daughters, whom she raises just to [[GrandTheftMe use a ritual spell to take over their body so she can live forever]].]] Don't be fooled when she offers help, she is NOT a nice old lady.
* In ''VideoGame/KnightsOfTheOldRepublicII'', [[spoiler:Kreia. Once a Sith Master, she taught the two [[BigBad Sith Lords]] currently hunting the player. Throughout the game she insists she is AboveGoodandEvil but her teachings of individualism and control inevitably lead toward the Dark Side. Eventually she comes out of retirement and becomes the final boss]]. Mandalore also counts, though he doesn't "mentor" you as much as the other one. He does share his cynical world view with you though and has no regrets about the violence he has partaken in.
* A minor character from ''VideoGame/MassEffect2'', a krogan referred to as "the Patriarch", fits. After being soundly defeated and crippled by current boss of Omega Aria T'loak, he can be found serving as her advisor in Afterlife, clearly broken and longing to return to his bloody glory days, when he was respected and feared. In a sidequest, Shepard has the option of coaxing him out of retirement in a couple of different ways.
** Ancient krogan warrior Drack in ''VideoGame/MassEffectAndromeda'' admits that he helped destroy at least one culture back in the day, but he's 1400 years old and is running a bit short on internal organs. He mostly just wants to see krogan society develop into something new before he takes his last nap.
* Jericho from ''VideoGame/{{Fallout 3}}'', to a T. He used to be a [[AlwaysChaoticEvil raider]], and expresses some interest in taking up the life again, but spends the game just bumming around Megaton like every other NPC... at least until an evil PlayerCharacter convinces him to [[TenMinuteRetirement give it another shot]]. There's also the weapons dealers Flak and Shrapnel in Rivet City, a retired slaver and raider, respectively.
* ''VideoGame/FalloutNewVegas'':
** Level 50 characters with Evil or Very Evil Karma can take the "Ain't Like That Now" perk to restore it to Neutral levels and gain a bunch of bonuses. The name of the perk comes from a quote from the aforementioned William Munny.
** [[spoiler:Orion Moreno]], one of the refugees from the Enclave's fall in ''VideoGame/{{Fallout 2}}'', is this. The other members of the Remnants were either {{Punch Clock Villain}}s who were only in it for the action or [[MinionWithAnFInEvil Minions with Fs in Evil]] who regularly subverted their orders, but [[spoiler:Orion]] was and is a true believer in the Enclave's fascist outlook, he [[BloodKnight loved the violence of his job]], and he's damn proud to have served. However, he's also portrayed as a somewhat tragic figure, being a patriot who saw the nation he loved burned to the ground and to this day is still harassed by the NCR.
* John Marston, the main character of ''VideoGame/RedDeadRedemption'', is considered by [[KnightTemplar Edgar Ross]] to be this. Ross fails to see the irony or hypocrisy of the fact that Marston is trying to stop killing people and Ross is forcing him to keep killing people. [[spoiler:And that he becomes this trope as well (FromACertainPointOfView).]]
* The vampire Vorador spends most of the ''VideoGame/LegacyOfKain'' series as a Retired Monster, having given up on the mortal world after the murder of Janos Audron- though not before killing off most of the Circle of Nine in revenge. He's clearly still as hedonistic and depraved as ever, living in a luxurious mansion (complete with a torture chamber), surrounding himself with brides, drinking the blood of human captives from golden goblets; nonetheless, he advises Kain to avoid meddling in the affairs of mortals. [[NiceJobBreakingItHero If only he'd listened...]].
* In ''VideoGame/JadeEmpire'':
** [[spoiler:Sagacious Zu used to be a Lotus Assassin.]] Even though he quit over a case of PragmaticVillainy ([[spoiler:he was ordered to [[AndYourLittleDogToo kill the family of the emperor's brother as a punitive action]], which he argued was pointlessly cruel]]), he seems to have no regrets about any of the other things he did up until that point.
** Subverted by Master Li. Formerly known as "The Glorious Strategist" who was the mastermind behind most of the successes of his brother, the Emperor, including ending the drought that threatened to destroy the empire, he retired to the sticks to teach martial arts. Subverted when [[spoiler:you find out he was never retired, and everything that had happened since he helped end the drought was one more glorious strategy to become Emperor himself.]]
* Certainly Travis in ''VideoGame/NoMoreHeroes2DesperateStruggle''. He doesn't even remember the first assassin he killed when his brother comes for revenge. Well, he is this to a point... [[spoiler:He most likely still hasn't gotten past how he dishonored Holly Summers by not killing her in battle when she wanted such a fate.]] Otherwise, he doesn't care to get back into the games until [[spoiler:Bishop]] is killed and Sylvia "convinces" him, perfectly fine with his pathetic lifestyle. It's mainly because killing has become boring to him after killing the best of the best. He does regret [[spoiler:killing Charlie's cheerleaders]] but that and [[spoiler:Holly]] seem to be is only two regrets.
** He gets a few more moments, such as being enraged at [[spoiler:Sylvia]] for [[ShootTheDog shooting the dog]] when [[WorthyOpponent he wanted an honorable duel]] with [[spoiler:Ryuji]], preventing the UAA from [[spoiler:[[DueToTheDead tampering with Captain Vladimir's corpse]]]], honoring [[spoiler:Margaret]]'s {{last request}} to [[spoiler:memorize [[EarWorm her song]]]], and simply [[spoiler:[[SkywardScream venting his disgust and anguish]]]] over the death of [[spoiler:Alice, the one Assassin in the game whose predicament [[BrokenBird best mirrors his own]] and who [[DeathSeeker desperately sought to]] [[LonelyAtTheTop escape the UAA]]]]. That last one, in fact, marks the biggest milestone in his character progression; from that point on, [[spoiler:Travis vows to become a real hero, starting by ending the perpetual bloodshed brought by the UAA and their twisted fights.]]
* Paarthurnax in ''VideoGame/TheElderScrollsVSkyrim'', leader of the Greybeards and former right-hand man of Alduin, who turned against the rest of Dragonkind and sided with Humanity during the Dragon Wars, teaching the Ancient Nords the art of the Thu'um. When questioned about his former crimes and his reformation by the Dragonborn, Paarthurnax admits that he can never truly reform and after several millennia, he ''still'' has the innate urge to [[AlwaysChaoticEvil conquer and destroy]] as all Dragons do, but has merely learned to suppress it with daily meditation and [[HeroicWillpower intense self-control]].
* Michael Townley in ''VideoGame/GrandTheftAutoV'', who was one of the most prolific bank robbers in the Midwest. He managed to cut a deal with Agent Dave Norton of the FIB, which allowed him to retire to the West Coast under Witness Protection and a good stipend, under the name "De Santa." Eventually, the plot starts when circumstances force Michael back into his old profession after nine years.
* Myrkul in ''VideoGame/NeverwinterNights2: [[ExpansionPack Mask of the Betrayer]]'', former god of the dead. Myrkul is encountered at the climax of the second act and gleefully confesses to his role in the story; he has never directly opposed you at all (and indeed provides the advice needed for you to proceed), but everything that has happened to you up to that point (and will happen to you for the rest of the campaign) can be laid at his feet due to atrocities he committed centuries ago.

[[folder:Visual Novel]]
* ''VisualNovel/UminekoWhenTheyCry'' has [[spoiler:[[PhysicalGod Featherine Augustus Aurora]]]]. In the story she appears a bit pedantic and unpleasant and is constantly referred to as a monster by her fellow witches, but really doesn't [[AffablyEvil seem like a bad person]]... and then ''Bernkastel'' says she "learned a lot from her" in terms of cruelty. [[{{Troll}} Yes]], ''[[KickTheDog that]]'' Bernkastel; [[spoiler:Featherine]] used to be the EvilMentor to the [[BigBad Witch of Miracles]]. This in and of itself probably means her past is best left alone....
** She gets a chance to remind [[spoiler:Lambdadelta]] why everyone still calls her a monster near the end of the story. [[CurbStompBattle The poor girl never even gets a shot off.]]
* Caster in ''VisualNovel/FateHollowAtaraxia''. Her only goal during the [[VisualNovel/FateStayNight Holy Grail War]] was to find a way to live a normal life with her Master and husband Souichirou. She did some horrible things during the War, has lost very little sleep over them, and would do it again without issue if the need arose. Now things have calmed down, she's perfectly peaceful, if a bit possessive.

* Dan of ''Webcomic/DanAndMabsFurryAdventures'', has a mother who might be this. Dan has never known her except as his and his half-sister's loving mother, so he was pretty [[http://www.missmab.com/Comics/Vol_814.php shocked]] to find out what she [[http://www.missmab.com/Comics/Vol_811.php used to be like]].
** Dan's mother was a monster, but why she apparently stopped and how she feels about that time has not been explored. [[spoiler:And it seems she might not be so "retired" considering she sent a hit team after Abel, considered her stepdaughter acceptable collateral damage, and is plotting the genocide of the dragon species.]]
* Mr Garrott (the eldest), from ''[[Webcomic/TheAdventuresOfWiglafAndMordred Wiglaf and Mordred]]''. The patriarch of a family that employs people who could be supervillains in their own right as household staff. Just how terrifying he can be is demonstrated when, while [[CurbStompBattle he expresses his displeasure with several members of the household staff]], it [[http://liliy.net/wam/archive/viewer-discretion-advised/ cuts]] to two characters who were watching him discipline members of the staff, One asking, "Is it over yet!? I'm not supposed to be seeing this stuff live! I read about it later! He's supposed to be retired!" Meanwhile, the other person watching comments on how, asides from the gray hair, Mr Garrot has not changed at all since retiring thirty years ago.
* ''Webcomic/DailyGrind'': Tharka, at first. He started out as an augmented demon mercenary (Devil Bunny) in employ of TheDevil. After conquering the setting's epic equivalent of World War II, being a mass-murdering demon soldier wasn't every entertaining or fulfilling anymore. After a while, he got bored, started dating, and switched over to the good guys. Mostly for the challenge. Subverted when he finds an even bigger challenge in defying the devil and making the world a better place; it feels good, and it's even more fun.
* In ''WebComic/ManlyGuysDoingManlyThings'' [[Franchise/TheLegendOfZelda Gannondorf]] is more or less like this: after countless cycles of reincarnating only to get sealed away by the latest incarnations of Link and Zelda, all he is at this point is tired, and he's content with having a simple office job. He's not above trolling Link (and Ghirahim) for funzies, though.

[[folder:Web Originals]]
* Succubus matriarch Blacksky from ''FanFic/TheReturn'' who believes world domination is just too boring these days.
* In the Eridanus Galaxy online web game ''VideoGame/ImperiumNova'', the Vampire Count Sergio Von Carstein announced his retirement at the age of 74 after a number of evil acts, including brutally suppressing several human and vampire rebellions, engineering a plague so he could reanimated the corpses to work his farms, attempting to brutally murder several fellow nobles, hooking up hundreds of thousands of humans to blood extraction machines, creating a gigantic zombie horde out of a military cemetery, and a career in organized crime.
%%* Rich from the ''Roleplay/MSFHighForum'', qualifies. There's a reason Mel'lon does not like him.
* Not all the teachers and staff at [[SuperheroSchool Whateley Academy]] in the Literature/WhateleyUniverse are retired super'''heroes'''. The story "Test Tubes Babies" ultimately reveals that one of the teachers we know is a retired supervillain and mass murderer. In "Mimeographic" we find out that [[spoiler:the first house father of the school]] was a retired evil wizard.
* After Nappa is brought BackFromTheDead in ''WebVideo/DragonBallZAbridged'', he gives up the Saiyan lifestyle to become a Hollywood producer. He's no less of a jerk, though - in ''Dead Zone Abridged'' he swindles Krillin out of royalties, and a t-shirt ad shows posters for ''Film/{{Pixels}}'' and ''Film/FantasticFour2015'' outside his office, implying he produced them.

[[folder:Western Animation]]
* ''WesternAnimation/AvatarTheLastAirbender'': Yon Rha, retired Fire Nation soldier who killed Katara's and Sokka's mother. He's still very bad, because he burns anyone who attempts to ambush them.
* In ''WesternAnimation/TheLegendOfKorra'', [[spoiler:Yakone gets [[DePower de-bended by Aang]], and he disappears into the Northern Water Tribe after escaping and having face alteration done. Eventually he meets and marries a woman, and sires two sons: Noatak (later known as Amon) and Tarrlok. After finding out his sons are [[MakingASplash Waterbenders]] like he was before being de-bended, he trains them in [[ThePowerOfBlood Bloodbending]] [[WrongContextMagic without the empowerment of a full moon]] in order to turn them into [[TykeBomb instruments of his revenge]] under a harsh, [[AbusiveParents abusive]] training regime.]]
* ''WesternAnimation/SpongeBobSquarePants'': The Atomic Flounder was once one of Mermaidman and Barnacle Boy's arch-enemies. He's retired from committing acts of felony but is still as evil as he was before.
-->'''Atomic Flounder:''' Get off of me! If I weren't retired, I'd, I'd... [roars, releasing atomic energy at Barnacle Boy and leaving his head glowing red from radiation before it goes up in a miniature mushroom cloud, leaving it charred] ...do that. Out of my way, punk!
* Stewie Griffin from ''WesternAnimation/FamilyGuy'' is one, best seen in the episode "Stu and Stewie's Excellent Adventure" (from "[[TheMovie Stewie Griffin: The Untold Story]]"). In his self-future, he is not violent and all his plans for world domination were scrapped by himself.
** In another episode, Chris makes friends with an old puppet store owner who turns out to be a Nazi.
* Grim is one in ''WesternAnimation/TheGrimAdventuresOfBillyAndMandy''; he's mellowed since meeting Billy and Mandy, but {{flashback}}s have shown that he could be ''very'' evil in the past (and he still can be if he wants to, but you'd really have make him angry enough). Mandy is the more active VillainProtagonist on the show.
* In one episode of ''WesternAnimation/BatmanBeyond'', Bane was revealed to have become a crippled old man thanks to his constant abuse of venom.
* On ''WesternAnimation/{{Animaniacs}}'', Slappy Squirrel is, herself, a RetiredBadass, and a lot of villains from her old cartoons are still around, the most prominent ones being Benny the Bison, Sid the Squid, and especially Walter Wolf. While technically retired, they still hatch an occasional plan to get even with her - often with disastrous and humiliating results. (For them.)
* The [[VillainEpisode title character]] of the ''WesternAnimation/SamuraiJack'' episode "The Tale of X9" fits the Trope, being a former robotic assassin and cold-blooded killer. You couldn't help but feel sorry for him though, seeing as he retired out of his [[MoralityPet love for a puppy]] (and was only capable of feeling love due to an EmotionChip) and came out of retirement because [[IHaveYourWife said puppy had been kidnapped.]] Despite his past deeds, the situation made him a ''very'' sympathetic figure among fans, who regarded [[spoiler:his death at the end]] one of the saddest moments of the whole series.