Retired Monster

"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!"

- Alestorm, "Pirate Song"

There is the common stock character, the grizzled old guy with a wealth of experience who'll share his views with a travelling band or bold young rookie. There's no more adventuring for this old timer, he's seen it all, done some good, maybe done some bad but overall has earned the right to put his troubles behind him in his twilight years. He may be the Cool Old Guy or Old Master. Perhaps if life really got him down, he'll be a Grumpy Old Man, and if someone manages to rub him up the old way you'll see he's a Badass Grandpa but it's unlikely since some haunting experience makes him disinclined to take up arms again.

This is not that guy.

The Retired Monster may look like that archetype but his 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 Affably Evil; 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 Sliding Scale of Idealism Versus Cynicism. 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 kicked the dog a number of times, perhaps took a hopscotch over the Moral Event Horizon, 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 The Obi-Wan. 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 Nazi gold to support a life of margaritas on the beach.

They've never said sorry, or at least never meant it, there was no Heel Face Turn and they are not The Atoner 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 is capable of.

Monsters who don't retire, or come out of retirement and continue to be evil in old age, can become Evil Old Folks. Sub-Trope of Karma Houdini, due to the fact that very few of this type of character are found in jail. Compare the Retired Badass, one of several good counterparts, and the Retired Outlaw, which may occasionally overlap. Contrast The Atoner.

Anime and Manga

 * Despite settling down on Earth and attempting to save it on several occasions, Vegeta of Dragon Ball Z has never explicitly been shown to express any guilt, angst or shame for his decades long life of murder, tyranny and genocide.
 * 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, he proclaims to the Supreme Kai, "No! I am not innocent!" He knows he's an evil monster and is not ashamed of it.
 * This is, of course, 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.
 * in Master of Martial Hearts..
 * Claimed by Evangeline in Mahou Sensei Negima. Noble Demon attitude aside, it's actually not entirely incorrect: She has killed people and shows no remorse for anything she's done in the past.
 * Tomoe from Kamisama Kiss 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.'

Comic Books

 * Paul Moses from 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 Nexus was that the title character was compelled by alien forces to seek out and execute mass murderers. Most of them were complete monsters, but some actually were repentant or just old and tired, and the alien forcing Nexus to kill them didn't care. Nexus was not at all happy about this.
 * In Preacher, Gunther Hahn, the Angel of Death and, at the end of the story,  all qualify.
 * A future, senile version of Doctor Doom appearing in X Factor has faded away into a quiet life in his empty, decaying castle attended to by robot servants. But he still builds the occasional Death Ray in his more lucid moments.
 * One of the Fantastic Four'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 Captain America, went into semi-retirement when he led the Serpent Society, being at most a non-action villain. He moved to full retirement after the Society double-crossed him.
 * Oswald Cobblepot - AKA The Penguin - became this in the 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, 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, Villain with Good Publicity meets this trope.
 * Spider-Man:
 * The Tinkerer gave up committing crimes himself after he barely survived a story where his Robot Buddy 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, who 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.

Fan Works

 * Succubus matriarch Blacksky from The Return, who believes world domination is just too boring these days.
 * Toltiir, who originated in 1990s-vintage stories written by Gregg "Metroanime" Sharp about his The Fantasy Trip campaign but became a pivotal figure in his later anime fanfiction (most prominently the cycle of stories called The Bet) used to be an Elder God of Chaos aeons ago, but in more recent eras has been satisfied to be a much more relaxed god of Mischief instead. Although Sharp hasn't written anything with Toltiir in it since the early 2000s, Toltiir has evolved into something of a Public Domain Character for fan writers regardless of fandom who have need of a mostly-benevolent Random Omnipotent Being with a snarky sense of humor.  As of the early 2020s he's still showing up in stories being written for fandoms as far-ranging as Worm.

Film

 * In Silence of the Lambs, Hannibal Lecter plays this role, but the cannibalistic serial killer isn't very committed to leaving his days as a Complete Monster behind.
 * Con Air features a rather shockingly congenial former serial killer. Played by Steve Buscemi who pulls off a very creepy performance.
 * Kill Bill.
 * Esteban Viaiho, 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.
 * Also 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 just about anything to anyone without fear, since he is just too tough and skilled to die. 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.
 * The porter from The Seventh Seal 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 Suicide Kings 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 the third Pirates of the Caribbean film 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.
 * "The Weird" of The Good, the Bad, the Weird turns out to be one of these.  This reveal probably has a lot to do with The Weird being an expy of Tuco of The Good, the Bad and the Ugly, and in both cases, the seemingly comic relief character has a rap sheet of some seriously awful crimes.
 * William Munny of Unforgiven is one of these, in a deconstruction treatment of Clint Eastwood's Western anti-hero roles. While it doesn't seem like he necessary enjoyed killing, in his youth as a bandit, Munny was a cold blooded mass murderer. 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 Remittance Man 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 Combat Pragmatist.
 * Vincenzo Coccotti of True Romance, who hasn't killed anybody...since 1984.

Literature
"Of course, he had to leave the Sultan's service for the same reasons that made him fly from Persia: He knew too much. Then, tired of his adventurous, formidable and monstrous life, he longed to be some one "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."
 * Albert, Death's servant in the 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.
 * Part of this is Characterization Marches On. His past was mentioned only in the earlier books, when his characterization was less pleasant.
 * Alex becomes this in the last chapter of A Clockwork Orange.
 * Lampshaded by a nurse speculating about her patient's past history in Douglas Adams' The Long Dark Tea-Time of the Soul, though  later comes off as more of a trickster than anything else.
 * According to The Onion's Our Dumb World, 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.
 * The Culture character  turns out to be one of these. Once essentially an Evil Overlord, who commmited acts of mass murder and was crazy enough to  . However, he ends up hating what he did, and going through a bunch of mental breakdowns before ultimately becoming Bored with Insanity enough to present himself as relatively decent (if amusingly sociopathic) person. He does lean in the direction of The Atoner, but is sort of in too much denial to make it.
 * Soon I Will Be Invincible's Baron Ether. He was the world's first supervillain, and he's committed every crime you can think of, now he's a wheelchair-bound, mildly senile old man.
 * An odd example both for being a main character and for being relatively young is Chane the vampire from the Saga of the Noble Dead; in the series' first arc he was a sadistic Psycho for Hire, but ultimately had a Heel Realization 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 Token Evil Teammate trying to help stop the much, much worse things in his universe, and is working somewhat to improve his behavior, if only for the sake of his Morality Pet's sensibilities rather than guilt. Whether he'll ultimately backslide or get a Heel Face Turn fully is as of yet unknown.
 * In Lonely Werewolf Girl Fire-Queen Malveria is presented as a fashion-obsessed, 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 Complete Monster days turns up as the Big Bad of the story to tell her Nice Job Breaking It, Herod.
 * Corvis Rebaine, Terror of the East in The Conqueror's Shadow until the Current Complete 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,
 * The 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 Spirit Advisor. His one attempt to come out of retirement, does not go well for him.
 * The Phantom of the Opera: In the original novel by Gaston Leroux, After his From Nobody to Nightmare phase, Erik, the titular phantom:


 * In Stephen King's novella 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 Complete Monster in him.
 * Sergeant Bothari in The Vorkosigan Saga 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. He had a truly horrible and abusive childhood, with the result that he ended up with no sense of self, and would be whatever 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 Sudden Principled Stand, he ends up as a trusted bodyguard/ Psycho Sidekick 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 had no choice but to let Bothari perform the Jack Bauer Interrogation Technique 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.
 * Bothari is as much a rape victim as a rapist. A man with power of life and death was giving commands to an insane person who could not control his conscience. That is hardly an excuse for Bothari (Bothari doesn't even excuse himself) but the fact is, the point isn't even mentioned in the book.
 * Grandma Arqua is hard not to interpret as this, in Captain Vorpatril's Alliance even if the book is more lighthearted. She is a downplayed example for she apparently never committed atrocities on her own account-strictly speaking. However she was a Haut consort when a Barrayaran city was blown up and recorded the results of genetic experiments on Barrayarans. And as no Barrayaran would volunteer for such a thing they had to be upon involuntary victims. She may not have initiated the project but at least consented and it is hard not to interpret her as a war criminal. In this case The Emperor does not take revenge, partly because the Arquas were wanted as allies, and perhaps partly not to grieve his new cousin-in-law.
 * Spiff from The Borribles appears to be a grandfatherly (as much as the eternally-prepubescent Borribles can be) Retired Badass who never leaves his home, but with the right motivation he comes out and modern Borribles learn quickly why he earned the name "Spiff the Spifflicator" during the reign of Queen Victoria.

Live-Action TV

 * Star Trek had many:
 * Kodos the Executioner from the Star Trek: The Original Series episode "The Conscience of the King". He was 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.
 * Star Trek: Deep Space Nine:
 * In one episode the protagonists meet a Cardassian seems to have had a background involving a forced labour camp... or did he?
 * Supporting character Garak, who is an example of the 'got caught and exiled' variety. Not sure if he fits the trope exactly, since he does seem to regret some of the things he did  even if he never actually says sorry.
 * Also the man who did the exiling, Enabran Tain, Garak's superior  and the man who ran the Obsidian Order for twenty years. He actually comes out of retirement and forges an alliance with the Tal Shiar to strike at the Dominion preemptively. This doesn't end well.
 * The Maquis crewmembers on Star Trek: Voyager could also be considered a variant of this, as they were all former resistance fights 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.
 * Babylon 5: Deathwalker. Though she still remained a Complete Monster, she just wanted to get everyone else to do her dirty work.
 * Samson Gray, Sylar's father, on Heroes. A sadistic murderer who retired to live a quiet life as a taxidermist because he just got bored of killing.
 * 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 Noodle Incident, he now lives in the former Bennet house dotingly raising his young son "Noah" and once again working as a watchmaker.
 * Gunther Lutze from The Twilight Zone: He shows sick enjoyment of his crimes even years later, and feels no guilt. Watching his victims inflict their just deserts was easily a Crowning Moment of Awesome.
 * Bill Jarvis (formerly "The Hollow Creek Killer") from the Criminal Minds episode "Haunted".
 * In a recent episode of 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
 * In 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 The Tick (animation), "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 The Sarah Connor Chronicles, 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.
 * Duncan from Highlander the Series is surprised that his friend Although  never says that he's sorry, he is more guilty about his actions than most, calling those years his "angry adolescence", and.
 * On Rookie Blue 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
 * Grimm gives us several literal examples of this trope, monsters who have retired into quiet, suburban lives. The most prominent being Big Badass Wolf Monroe, who starts out as this but is eventually driven to a Heel Face Turn.
 * in Once Upon a Time, who used to be The Big Bad Wolf.

Music
"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!"
 * Alestorm's song Pirate Song seems to be about an old pirate regretting his days as a Complete Monster, which continues until the first chorus...

Tabletop Games

 * Dungeons and Dragons:
 * 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.
 * In 3rd Edition, the baernoloths are the creators of the yugoloth race, 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 Gods Need Prayer Badly, these individuals 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.

Video Games
"No... this world is full of thorns and Ravel has spent more than enough time a-picking them from her skin."
 * Planescape: Torment:
 * Fhjull Forked-Tongue, an unrepentant devil who was tricked into signing a 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.")
 * And of course, Ravel herself.


 * MadWorld states that
 * This is actually debatable. That said,
 * Gig from Soul Nomad and The World Eaters. 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.
 * Dragon Age 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.  Don't be fooled when she offers help, she is NOT a nice old lady.
 * Maaaaaybe. While she's certainly not a nice person, and at best is a sadistic mass murderer, the person who gives you the information
 * In Knights of the Old Republic II,.
 * Mandalore 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.
 * Zaeed Massani from Mass Effect 2. While he has gotten better over the years, he was once a highly brutal merc and he
 * Jericho from Fallout 3, to a T. He used to be a raider, and expresses some interest in taking up the life again, but spends the entire game just bumming around Megaton like every other NPC... at least until an evil Player Character convinces him to give it another shot.
 * In Fallout: New Vegas, 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.
 * John Marston, the main character of Red Dead Redemption, is considered by 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.
 * The vampire Vorador spends most of the Legacy of Kain 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. If only he'd listened...
 * Jade Curtiss from Tales of the Abyss
 * In Jade Empire, Even though he quit over a case of Pragmatic Villainy, he seems to have no regrets about any of the other things he did up until that point.
 * Certainly Travis in No More Heroes 2 Desperate Struggle. He doesn't even remember the first assassin he killed when his brother comes for revenge. Well, he is this to a point... Otherwise, he doesn't care to get back into the games until 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  but that and  seem to be is only two regrets.

Web Comics

 * Dan of Dan and Mab's Furry Adventures, has a mother who might be is this. Dan has never known her except as his and his half-sister's loving mother, so he was pretty shocked to find out what she used to be like.
 * Mr Garrott (the eldest), from The Adventures of Wiglaf and Mordred. The patriarch of an entire family of complete monsters, that employs people who could be supervillains in their own right as household staff. Just how terrifying he can be is demonstrated when, while he expresses his displeasure with several members of the household staff, it 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.

Web Original

 * In the Eridanus Galaxy online web game Imperium Nova, 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 MSF High Forum, pretty much qualifies. There's a reason Mel'lon does not like him.
 * Not all the teachers and staff at Whateley Academy in the Whateley Universe are retired superheroes. 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  was a retired evil wizard.

Western Animation

 * In Transformers Generation 1, this is Zigzagged with "Old Snake", an "urban cowboy" type who is obviously an older Cobra Commander. While Cobra itself seems to be defunct, Old Snake seems a semi-retired free agent, still willing to use sell use of his old organization's technology to other criminals. While still a threat, he's not as much of one.