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- 20th Century Boys:
- The cheerfully sadistic, pro-wrestling-loving bullies Yanbo and Mabo grew up to be charitable, good-natured people with a... somewhat rose-colored view of their 'playing' with the neighborhood kids.
- Friend fits the Disproportionate Retribution part of the trope. Particularly the second Friend, though he was also the target of bullying.
- Liar Game: Yokoya, who essentially turned his entire school into his playground, including the authority figures.
- A Detective Conan case had one about a man who killed the now grown-up guy who bullied his son into suicide. It is, however, more complicated — the man was a child psychologist by trade, and was originally quite willing to not hold any grudge over the said bully. So, when the said ex-bully went to college and happened to live close with the said man, they were originally quite friendly. It was only after noticing this trope has been played straight that he decided to kill the ex-bully.
- Deconstructed in Muteki Kanban Musume, a hilarious deconstruction of the Fighting Series: Miki Onimaru, a Kung-Fu Kid who bullied boys four years older than her, has grown up into… a twenty-year-old Womanchild The Bully Arrogant Kung Fu Girl. The Rival, Megumi, is also the same case.
- Yu-Gi-Oh! had a variation; none of the people he had originally tormented were there when it happened, but crossing three series of the entire franchise, Tetsu Ushio from the original (the upper-classman hall monitor who bullied Honda and Jonouchi and tried to extort money from Yugi) appeared as an adult in Yu-Gi-Oh! 5D's, now a member of Sector Security (what they called the police force) and hardly changed a bit at first, now bullying the poverty-stricken underclass of Satellite under his jurisdiction. (As said, no-one from the original series was there, but Word of God confirmed eventually that he was, indeed, the same person.) However, Ushio did start to change slowly after several meetings with Yusei (the fact that Godwin treated him like garbage helped a lot) and he eventually turned to a reluctant ally of the heroes, before finally making a full Heel–Face Turn.
- X-Men villain Mr. Sinister is known for his unethical genetic practices and his somewhat disturbing obsession with the Summers family. However, few people know his original intended origin: he was a young rival of Cyclops who couldn't age. By the time Cyclops was an adult, Kid Sinister was still stuck as an 8-year-old (physically and mentally), and he used his mutant powers to change his appearance into that of a gaudy, over-the-top supervillain: an 8-year-old's vision of a cool supervillain. When considering that origin, Mr. Sinister's corny appearance, unimpressive name, and stereotypical supervillain demeanor actually make sense. But, The Powers That Be decided not to go with that origin... It also explains his minions: The Nasty Boys (a name an 8-year-old would be far more likely to pick than a mad geneticist) earn their name by being filthy ultra-slobs, living in conditions akin to the X-Men: Evolution version of the Brotherhood. In other words, they never take baths or clean their space — part of an 8-year-old's idea of perfect freedom. In the canon version, one has to presume that the Nasty Boys named themselves rather than being named by Sinister, and that he just uses them as minions because it would be no great loss if they get killed.
- In The DCU, Cliff Carmichael was the intellectual tormenter of Ronnie Raymond (the teenager who would become the hero Firestorm). Carmichael eventually became the supervillain the New Thinker.
- Averted with Flash Thompson, originally a rampaging Jerk Jock, who comes back from his overseas military service much wiser and more mature. He actually forms a friendship with one-time target Peter Parker, as both men have grown since their high school days. Flash was never all that bad compared to other bullies. He later becomes a superhero in his own right, as Agent Venom.
- Played straight with the Garth Ennis story, "The Thousand", where the villain turns out to be a guy who bullied Peter when they were kids. He saw Peter get bitten by the spider and saw his first display of powers. He then promptly went back and ate the dead spider, hoping that'd give him Spider-Man powers. Instead, he turned into a thousand spiders that could take over a person by eating them from the inside.
- Played very straight with Tombstone, who bullied Joe "Robbie" Robertson when they were at school together, and grew up to be a full-fledged supervillain.
- Kron Stone was the bully at Miguel O'Hara's school in Spider-Man 2099. Since his dad was a Corrupt Corporate Executive who owned New York, he got steadily worse as a young adult, eventually killing Jake Gallows' family for the hell of it. Gallows became The Punisher 2099, shot Stone, and dumped the body in the sewers. This only led to him being "saved" by the Symbiote and confronting Miguel again, as Venom 2099.
- Subversions occur at least twice in Archie Comics, both times with the gang hearing about an old friend returning to town, and then they (or at least Archie specifically) get freaked out thinking that the guy's gonna whomp 'em but good. These two stories are of the few times that Archie specifically tied its mythology to Little Archie:
- Subversion: When Fang Fogarty came back to town, he turned out to be a large young man, as could've been predicted from his childhood size. But he holds no ill will toward the gang — in fact, he sheds a tear over old times — and he's lost his nickname, thanks to dental surgery. The group parts amicably.
- Double Subversion (?): When Ambrose Pipps came by, Archie recalled all the times he'd bullied and marginalized that poor little long-suffering kid, all the times he'd broken promises and refused Ambrose's well-meaning help — plus the times he'd made Ambrose cry. He started thinking about Ambrose having grown into a huge adult who would get Archie back for treating him bad all those years. Yet it turns out that Ambrose, true to his character, remembers only the good side of his childhood — and when Archie brings up the bad stuff, he shrugs it off.
- Subverted with Brittany, who bullies the title character in Earthboy Jacobus. By the time she grows up, she is not only on better terms with Jacobus, but Happily Married to him as well.
- It kind of helps that although she spends several years in a coma, they can communicate while Jake is on a different plane of existence. By the time she wakes up, she's fallen in love with him.
- Reid Fleming, World's Toughest Milkman is a rare case where the protagonist is a schoolyard bully all grown up. The author actually based Reid on a schoolyard bully from his childhood, re-imagined as an adult. Now he terrorizes his customers, and anyone else he feels like.
- Reminiscence averts this superbly. Moe and Calvin reunite at Suzie's funeral. The moment is gut-wrenchingly tragic and heartwarming at the same time, to the point where you can never look at Moe the same way again.
- In Ultimate Spider-Woman: Change With The Light, high school student Harvey Broxtel was a violent, bullying thug who beat people up with everything from his fists to baseball bats. His attitude was that his wealthy father's money and his father's connections would allow him to beat the rap. He was wrong, and he was eventually arrested and jailed. Unfortunately, he tried to escape from prison, and in the process got doused with an experimental superheated plasma that gave him the ability to manipulate and control fire. Now, as the flaming, psychotic Firebrand, Harvey is now a full-blown Pyro Maniacal psychopath. Oh, and his Hair-Trigger Temper combines with the fact that his fires become hotter and deadlier as his rage increases.
- The Kim Possible fanfic An Old Foe Returns gives us a unique version in the form of Mastermind, who used to be Bobo the Chimp, the Camp Wannaweep mascot that drove Ron to fearing all things monkey and ape. After encountering him, Kim realizes that Ron's fear of monkeys made more sense than she thought.
- In the comedic-yet insane MLP fanfic MLPFML, Fluttershy is this. To the point where when her former victim Gilda sees her for the first time in years, she's still outright TERRIFIED of her.
- Tiránico in Bolivar El Heroe. He starts as a bully in school, but becomes the Big Bad of the film as he grows up.
- In Zootopia, Gideon Gray was a bully who victimized Judy as a child, causing her to hold some ingrained distrust towards foxes. When the two meet as adults, she learns that he grew up to become a well-adjusted pastry chef who works with her parents and is genuinely regretful of his crummy behavior as a child. The two proceed to make up and he even offers her a free pie on the house.
- Back to the Future: Biff Tannen in the original timeline. More so in 1985-A, where he's become a Donald Trump expy who went so far as to murder George to claim Lorraine as a trophy wife. Averted in the understood alternate timeline that Marty returns to at the end of the first movie. Biff, having been humbled by George, who in turn was made more confident due to Marty's guidance, is no longer Meek Office Drone George's evil cube farm boss, but an auto detailer who is waxing Acclaimed Sci-Fi Author George's fancy cars.
- Harold & Kumar Go to White Castle: Kumar accuses a cop of being this, to which the cop happily admits.
- The Power of One: The school bully that tormented the protagonist as a child later turns up as an evil Apartheid-enforcing police officer. We know it's the same guy since he has a swastika tattooed on his arm and obviously only one person could have that.
- In the original novel The Power of One, the Judge (i.e. how Peekay knew the the bully) isn't a police officer, but instead is partnered with Peekay as his diamond-driller in the Northern Rhodesian mines. Also, it's obvious that it's the same guy because not only do they have the same name (Jaapie Botha), and not only is the swastika tattoo self-done and therefore distinctively crude, but it's the Judge who confronts Peekay and not the other way around.
- In Freaky Friday (2003), it's revealed that one of the girl's teachers picks on her because her mother wouldn't date him when they were in school together.
- Flirted with in Billy Madison: After being bullied upon returning to high school, he realizes his own bullying had emotionally hurt his victims, and tries to make amends. He calls up one of these victims, apologizes, and befriends him. Immediately after, the victim crosses Billy off a list of people to kill, implying that he had been intending to exact revenge on him (and numerous other individuals). Becomes something of a Chekhov's Gun, as the victim — a trained rifle marksman, it turns out — saves Billy and Veronica when Eric snaps and pulls a gun on them at the final decathlon event.
- Mayor Augustus Maywho (Jeffrey Tambor) in The Movie of How the Grinch Stole Christmas!. A Jerkass as both a kid and an adult.
- In Big Bully, the bully Roscoe Bigger, a.k.a. Fang (played by Tom Arnold), thinks he and his victim David Leary (played by Rick Moranis) were friends back in school. Roscoe returns to bullying him after David becomes a teacher at their old school (and where Roscoe teaches shop class). Ironically, their sons are in exactly reversed positions.
- Used in Johnny Dangerously, when Danny Vermin, the underling who keeps trying to subvert Johnny's authority, happened to be the bully who got his ass kicked by Johnny when they were kids.
Vermin: Let's just say I've fulfilled a lot of people's expectations about me; I've become a real scumbag.
- Subverted in Grosse Pointe Blank, when Martin Blank meets his former bully Bob at his high school reunion. Bob tries to antagonize Martin, but Martin is unimpressed, being a deadly assassin these days, as well as completely uninterested in any comeuppance. Bob then tries to open up and read a poem to him, but Martin has bigger fish to fry.
- Inverted in Old School, when Jeremy Piven's character, Dean Pritchard, who was bullied in college ("Cheee-eeeese") turns out to be the dean of the college and is out to make the protagonists' life a living hell.
- Don Price, from Burton's Big Fish, was consistently overshadowed by Edward Bloom during their childhood. When Edward comes to win Sandra Tempelton's heart, he has to duke it out with Don... who beats the living crud out of Edward (out of Sandra's request that Bloom not hurt him). Although while the stories in the film are true, the much-older Bloom embellishes them when he tells them, so it's possible Price wasn't as bad a person as he appeared.
- In Anger Management, at one point Dr. Rydell takes Dave to the home of his childhood bully... only to discover he is now a Buddhist monk. Dave is reluctant to start anything until it turns out the bully still thinks that at least one of his pranks was genuinely funny. At his therapist's urging, they end up wrestling right there in the monastery.
- Benchwarmers: Subverted by Rob Schneider, as it turns out he was a schoolyard bully that used stinging insults (rather than fists) to torment other kids. That's why he's standing up against bullies as an adult; he hates who he was and what he did, and thinks that if there is any karma in the world, his own kid will be either picked on mercilessly or an even worse bully than he was, unless he can make up for some of what he did by helping out against bullies now.
- Harry Potter
- Inverted with Sadist Teacher Severus Snape, when it's unequivocally revealed in Order of the Phoenix that Harry's dad was the bully and Snape (despite his less-than-savory ambitions) his victim.
- When we get glimpses of Voldemort's past, he also was a cruel and bullying kid, though being Voldemort, he went about it rather subtly. Rather surprisingly, the only one of Voldemort's schoolmates to end up opposing him as an adult seems to be Hagrid. Voldemort got Hagrid kicked out of school, and banned from ever using magic again, on suspicion of raising a monster that killed a girl. After the second book, Hagrid may or may not know that Voldemort was the one who released the monster in the first place.
- Averted with Draco Malfoy, whose rivalry with Harry ends in a stalemate, and he goes on to raise his son, Scorpius, to be a better man than he was. As adults, he and Harry are civil towards each other, and while they're not friends, they're not enemies either.
- Similarly, Dudley spent almost all of his childhood beating up Harry and eventually started avoiding him once Harry learned enough magic to defend himself. In the last book, though, it's revealed that Dudley really was grateful to Harry for saving him from Dementors two years ago and the two part on friendly terms. Word of God says that they stay on "Christmas card" terms. The change of behavior is justified by Dudley's run-in with the Dementors, which Rowling said caused him to face his worst fear — seeing himself as he was to other people.
- Assef in The Kite Runner is also a pretty typical example. He starts off as a sadistic bully in pre-Taliban Afghanistan before growing up to be... well, a sadistic bully in Taliban Afghanistan. He also becomes a Taliban official/executioner, so that makes him a bit more powerful than he was as a teenager.
- He is also a bisexual, pedophile rapist. So he can rape both boys and girls. A Hitler-worshipping bisexual pedophile rapist, just in case you weren't sure he's the bad guy. Sadly, he doesn't get killed, but he does get his eye shot out by the son of the first person he raped. Also, he was raping the son as well.
- Soon I Will Be Invincible: This Superhero Pastiche has this motivation for Dr. Impossible, who became a supervillain partially so he could take revenge against the Jerk Jock he was so envious of. This motivation is subject to some heavy lampshading towards the end, where one character points out at the end of a fist just how pathetic this is.
- It's also to be taken with a grain of salt, as there are some indications that what Doc says happened and what did happen are two very different things.
- Info Quake: In this science fiction novel, Brone goes to a futuristic boarding school with Natch, the protagonist. Years later, Brone invites Natch into his office, uses virtual reality to play mind games with Natch, then brags about how he's not holding any grudges because he's forgiven him because he's so morally superior, and asks Natch to cooperate with him in an important business matter.
- Subverted in The Wish List. One of the things Lowrie wants to do before he dies is get even with the guy who bullied him at school. However, when the two finally meet, the ex-bully is found to be a fairly likable person who really regrets the things he did in school.
- The Ben Elton novel Past Mortem is all about the relationship and dynamic between bullies and victims when they're all grown up; the novel's serial killer, himself a bullied child in his past, uses the 'Friends Reunited' website to target former bullies based on the testimony of their former victims as posted on the website. Naturally, the main character, who is the investigating police detective, meets his own school bully, also a detective, who ends up spying on and interfering in the main character's investigation in order to try and get his rapidly failing career back on track. In a confrontation, the bully reveals why he picked on and hates the main character so much; the main character assumed it was because he was a bit of a dorky outcast at school, but the bully reveals that it was actually because, compared to the bully's own self-loathing and mixed-up insecurity (prompted by, amongst other things, his homosexuality), the main character was always self-assured, confident, and secure in his own skin, and never let anyone — particularly the bully — affect this. The bully ends up becoming a victim of the serial killer himself.
- Stephen King
- The Body: During the main character Gordon's narration of his childhood relationship with his friends, they were often bullied beyond mere sadism by Ace and his gang of thugs. Despite none of his friends surviving past young adulthood, there's a little satisfaction for the reader in the end when Gordon meets Ace, who has become a broken shell of a man and doesn't recognize him.
- Needful Things: Ace, who became a drug dealer and gunrunner, is employed by the story's Big Bad, Leland Gaunt, and eventually gets shot by a police officer.
- It: Acting as a puppet for the book's titular character, Henry Bowers escapes from a mental institution to get revenge on the kids who kept escaping from him twenty-seven years ago.
- A variation is found in Andrew Robinson's novel Star Trek: Deep Space Nine — A Stitch in Time. The Cardassians that seem to delight the most in oppressing Bajorans during the Occupation are the same ones that bullied Garak while he attended the Bamarren Institute.
- Bend Sinister: Inverted in Nabokov's novel, where the Evil Dictator was the kid all the other kids (including the protagonist) used to pick on.
- The fourth book in Tamora Pierce's Song of the Lioness quartet has a mysterious antagonist named Claw, who attempts to take the leadership of Tortall's thieves from Alanna's companion George Cooper, and causes a fair amount of carnage along the way. Turns out he's Ralon, the older page who tormented Alanna mercilessly in the first book until she learned how to beat him up.
- From Honor Harrington, Lord Pavel Young was a bully to many and attempted rapist of Honor (and likely others, based on comments made about him) when they were in the military academy. He tries to use his family's influence to screw her naval career from her first deployment to her deployment under his command when she gains command of a light cruiser. Eventually drummed out of the service, he uses his family's power to have Harrington's lover legally assassinated in a duel just to get back at her. Her shooting the bastard dead was one of the more satisfying book endings in the early part of the series.
- Flashman, the bully from Tom Brown's Schooldays, gets his own series where he is, unusually for this trope, the protagonist.
Live Action TV
- Elliot on Just Shoot Me! is visited by the boy who bullied him at school. Turns out he's now shorter than Elliot. Still, he manages to humiliate Elliot same as before.
- Elliot finally stands up to the bully and hits him. He is then booed by his co-workers for hitting someone smaller than him.
- Gus and Shawn meet their schoolyard bully grown up on Psych. He's a 4-foot-tall jockey who hasn't grown since grade school.
- A unique version on 30 Rock as Liz had spoken of her memories of being a picked-on nerd in high school. However, when she attends her reunion, she discovers that everyone considered her the bully whose put-downs (which Liz remembers as defensive humor) were vicious insults and she's the most loathed person in her class. She attempts to make things up to them throughout the entire episode, but by this point they refuse to accept any apology and treat her more coldly with each attempt. Eventually, they decide to get revenge by enacting the "Pig's Blood" scene from Carrie on her, and while it fails, it makes Liz give up trying to make up for her actions to them; with her instead going back to mistreating and putting them down, only now it's intentionally rather than obliviously.
- "Spanky" on iCarly, who used to spank Spencer when they were both kids. The episode he's in ends with Spencer handcuffing "Spanky" over a couch and spanking him with a broom, much to Spencer's delight. Did I mention Spanky's son is watching and enjoying it? And yes, the writers do seem to know just how wrong it is, as Carly walks downstairs to get something, sees the scene, and heads right back upstairs.
- Oh, it gets stupider: Spanky is a cop and bugs Spencer on duty, in front of his parent. How did he get in the force?
- When Spencer was in middle school, he was a prankster and ended up playing a trick that accidentally blinded (temporarily) a couple of classmates and sent them to the hospital. The incident made him give up pranking. When Spencer starts playing pranks again as an adult, his sister Carly calls up the kids he blinded, now all grown up, for an intervention to stop him. They still hold a grudge and beat the crap out of him when Carly leaves the room.
- A really bizarre subversion in an episode of Scrubs: J.D. tells Turk that he was making out with a hot girl, when the three Jerk Jocks from his high school saw him, admitted they were clearly wrong about him, and added that they were now "all gay together". He's making it up.
- An episode of Frasier had Frasier's plumber turn out to be the bully at his and Niles' prep school. Initially, he still seems to be a jerk, but Niles ends up giving him free therapy and finding out why he's a bully.
- Then, his still-bullying brother (and business partner) shows up and fails to recognize Frasier as one of the kids he pushed around. While Niles is talking to his old bully in the living room, Frasier decides to try talking things out with the brother (who bullied him) in the bathroom while he's fixing the toilet. But after Frasier brings up the subject of school days, the brother starts recounting to Frasier how much fun he had being a bully when he was younger before Frasier gets to the part about how they know each other. The bully is laughing as he reminisces about all the stuff he did to "this one kid", all the while with his head over the toilet bowl, still unaware that his old punching bag and Butt Monkey is in the room with him and oblivious to the fact that the stories he's telling are making Frasier angrier and angrier. Finally, Frasier can't stand any more and gives him a swirly.
- An episode of Supernatural focuses on a memorable time in Sam Winchester's life when he went to a nice school for a handful of weeks. It was only marred by a bully who came back as a homicidal rule-breaking ghost who was killing bullies. The bully himself thought he was the victim because he was teased after Young!Sam beat him up defending himself. The bully probably was bullied after Sam left, with a new nickname and everyone knowing he was weak.
- Used a lot in Cold Case. Naturally, the bullies tend to become Future Losers.
- In 21 Jump Street, the main characters recount the bullies who have plagued them in their youth. When Doug Penhall recounts his particularly bitter memories of such a tormentor, a friend suggests he seek the bully out and confront him. However, when Penhall does just that by finding the bully's current home, he learns that the bully is now a pathetic unemployed loser with an unhappy marriage to a shrewish wife. Delighted at this turn of events, Penhall decides not to speak to him and returns home quietly gloating how he got the classic best revenge by living well.
- In an episode of The West Wing, a lawyer trying to get his client's death sentence commuted needs to talk to the White House. His connection is Sam, whom he says he used to beat up in high school.
- The Tv Land reality show "High School Reunion" had really hyped up how one of the guys on the show was going to confront the man who bullied him in school all those years ago. Only for this to fall flat on his face when the bully turns out to be rather apathetic about the whole thing, saying "That was more than ten years ago. I don't care."
- In an episode of The Big Bang Theory, "The Speckerman Reoccurence", Leonard's high school bully contacted him on Facebook and asked to get drinks. When they meet up, Speckerman was very polite, praised Leonard for his accomplishments, and seemed to not realize he tormented Leonard, who left him with a list of offenses. Later, Speckerman showed up drunk at Leonard's apartment and apologized for everything he's done, with Leonard letting him stay the night so that he won't drive drunk. In the morning and sobered up, he immediately reverts to his high school bully ways but by this time, Leonard was no longer afraid of him, unfortunately not realizing he still can't match him on a physical level. The episode ends with Sheldon and Leonard running from the guy.
- Averted by Penny in the same episode and over the course of the series. While discussing Leonard's situation with Bernadette and Amy, she realizes she was the high school bully. She goes out of her way to call all her old tourmentees and apologize. They don't care about her apologies, call her a bitch, and hang up on her, but she did try. She's grown a lot since her high school backstory, as her best friends whom she'd do anything for are all nerdy intellectuals that she would have bullied back then, and over the course of the series, has evolved into a Closet Geek.
- Raising Hope has a rather unusual case. Jimmy and Frank were tormented by a bully years ago, but the bully stopped when Jimmy's mom forced him to put on lipstick and threatened to do worse next time. When Jimmy and Frank go to confront the bully in the present day, it turns out he underwent a sex change and is now a woman, because he realized he was unhappy as a guy and that was the real reason he became a bully. Jimmy is understanding, but Frank sucker-punches the former bully anyway. After a moment of stunned silence, the transgender former bully promptly beats the crap out of Frank (and Jimmy too when he tries to intervene).
- Anthony DiNozzo on NCIS can come across as this in regards to his treatment of Timothy McGee, which involves insults (his favorite being "McGeek"), pranks that can be very cruel (setting up a video of a vicious dog to play after he'd been mauled by a dog), and constantly belittling his 'nerdy' interests/lack of 'manliness'.
- Later double subverted. Tony gleefully recalls a rather nasty prank he played on another student. Then, while reflecting on it, he feels increasingly guilty about how cruel, dangerous, and sadistic the prank was. He goes to apologize to the man... only to learn that he was misremembering the event. Tony was actually the victim of the prank, but buried and altered his memory of it.
- In Emily Owens, M.D., Cassandra Kopelson was an Alpha Bitch in high school and remained one as an adult. Both Emily and Cassandra are interns at the same hospital, and Cassandra keeps tormenting Emily with gusto.
- In an episode of Friends, Chip Matthews, a guy who went to Monica and Rachel's high school, has apparently not changed at all in the intervening decade: he actually got a bunch of his high school friends together, tracked down another guy they used to go to high school with, and gave him a wedgie in the middle of a public street.
- The Doctor Blake Mysteries: In "The Silence", Blake and Superintendent Lawson investigate a murder at their old school. The deputy headmaster is the old school bully who used to torment Lawson and still enjoys intimidating the children. Lawson's confrontation with him at the end of the episode is a joy to behold.
- Sam Hess in Fargo still acts like the Jerk Jock he was in high school and continues to bully and humiliate Lester every chance he gets, even breaking his nose. This last act is what ultimately gets him killed.
- In The Twilight Zone (1985) episode "One Life, Furnished in Early Poverty", Gus discovers that one of the guys who used to bully him as a kid is now a taxi driver. This causes him to appreciate his life a bit more.
- Sandra from New Tricks was apparently a really, really mean schoolyard bully, and into the police academy too. One of the team's cases involved a fellow police officer whose boyfriend Sandra had spitefully slept with and then driven him out of the academy. Her bullying tendencies did come through in a lot of the early adventures, and Sandra was generally ashamed of it. Season 1 showed she was getting therapy because of it, and later, she was too ashamed to go to her high school reunion because of all the people she bullied there.
- The Fresh Prince of Bel-Air Will returns to his hometown, Philadelphia, where he's mocked by the owner of an eatery for being a coward when a bully threaten him in the past. Will decides to finally get even and trains for a confrontation. However when Will meets the bully, he's reformed his ways and is even acting as a Big Brother mentor. Ironically Will comes off looking like the fool when he tries to provoke the man into a fight who berates him for his immaturity.
- Dan Piraro's Bizarro: "Just wait until our 25th high school reunion!"
- Funky Winkerbean: Bull Buskha, who during his high school days relentlessly taunted Les Moore. Although he shows his bravado at times yet today, it's averted; Bull is reformed, far more mellow, and treats Les with respect – in fact, he's one of Les' closest friends.
- The ECW feud between Tommy Dreamer and Raven was based on the "classmate seeking revenge" version of the trope; Dreamer had bullied Raven and stole his girlfriend, Beulah, when they were kids, and, years later, Raven showed up in ECW looking to ruin Tommy's life. In the intervening years, Tommy had undergone a Heel–Face Turn and turned out to be a pretty decent guy, but Raven was so eaten up with hatred and anger that he didn't care.
- John Bradshaw Layfield admitted in a promo that he was this.
- Many of the fans' signs will accuse heel wrestlers of being this.
- The Miz's apprentice Alex Riley has this and being a Jerk Jock as his gimmick. He pulls it off very well, calling himself "The Varsity Villain," because he's inherited his pro's mic skills and has a Letterman Jacket as part of his ring attire. It gets weird once you realize that his pro is a disrespected guy that started as a bit of a loser, and was in fact bullied in Real Life by the aforementioned Jerkass JBL.
- Ryback became this following his heel turn, from smearing food in peoples' faces and hazing rookies to his catchphrase ("Ryback Rules!"). This hasn't kept Ryback from saying he can't stand bullies.
- The Gainax Ending of Monkey Island 2: LeChuck's Revenge reveals that LeChuck is Guybrush's brother, who put him through all that misery over Guybrush accidentally breaking one of his action toys. Mind Screw doesn't even start to cover the way it is presented.
- The Big Bad of MOTHER 3 is Porky, Ness' old next-door neighbour and ruler of the Pig Mask Army.
- The plot of Reading Blaster Ages 9 - 12 involves a stereotypical Mad Scientist, Dr. Dabble, attempting to take revenge against several people for supposed transgressions that they committed against him when he was in high school. (After you rescue them, the victims always reveal that he always had it coming.)
- The third vid-comic in Ratchet & Clank: Up Your Arsenal reveals that Captain Qwark and Dr. Nefarious go way back to Qwark's 9th grade Biology class, in which he used to pick on Nefarious for his headgear, among other things. A wedgie for old times' sake sends Nefarious careening into a pit, temporarily ending Dr. Nefarious' reign of terror but turning him into a robot. However, Qwark happened to be 26 years old and three times Nefarious' size at the time.
- In LISA, Chris Columbo, the playground bully protagonist Brad defends his friends from in the pre-apocalypse, returns with his gang later on to continue to torment Brad, though he's pretty much the least threatening villain Brad has to face.
- Teepo in Breath of Fire III. His role as a bully is arguable, though; he considers Ryu and Rei as family, and only acts as a bully to anyone outside of their family. His big mouth more than often gets them into trouble, though...
- Atris in Knights of the Old Republic II. Her present-day enmity towards the Exile derives from being simultaneously infatuated and jealous of them ever since they went through Jedi training together, taking it as a betrayal when the Exile left to join Revan in fighting the Mandalorians, whilst secretly wishing she could have joined them. This resentment ends up fueling her eventual fall to the Dark Side.
- In The Elder Scrolls V: Skyrim, Sorex Vinius, a resident of Solitude, will note that Roggvir, the man who was publicly executed for enabling Ulfric Stormcloak's clean escape after killing High King Torryg, was a bully to Sorex when they were kids. Evidently. Roggvir managed to even put a beehive in Sorex's bed. The fact that he continued tormenting Sorex meant that he was glad to see Roggvir get his head chopped off.
- In World of Warcraft, the younger self of Scarlet Champion Herod can be seen in the Caverns of Time. At that point, he was known as "Herod the Bully".
- In Shin Megami Tensei I, Ozawa first appears as your average delinquent overmaster, torturing the soon-to-be Chaos Hero for wasting his time with "nonsense" about demons. However, he quickly joins forces with Gotou and becomes a rather powerful conjurer in his own right. After the End, he joins up with the next demonic invasion.
- Grand Theft Auto: San Andreas has an inversion in the form of one of the motorcycle cop voices, who can sometimes be heard telling CJ that he used to bully him back as a kid. Though he keeps acting as a bully despite being a cop, wanting to take him down by himself.
- As much as she is painted as one of the good-guys, Elf Blood's Shanna Whittle is in no way a pleasant person. At school, she apparently bullied Gipsy (although this was justified in Shanna's mind as Gipsy stole a boyfriend of hers), she bullied TKO (while the two were out on their graduation mission), and she stole Carlita's lunch money (vengeance for which was exacted with brutal precision). Even today, she still prefers to deal with things with force and fists than reasoning and talking.
- Subverted in PvP when Francis encounters his old bully at a high school reunion. He goes over to give the guy a piece of his mind, and isn't pleased when Teezo can't even remember him. Then it turns out that while he doesn't remember Francis specifically, he knows what a jerk he was and only came to the reunion to apologise to people.
- The "classmate with a grudge seeking revenge" version occurs in The Venture Bros. when Dr. Venture, Brock Samson, Baron Ünderbheit, and Pete White get kidnapped by their old college classmate Mike Sorayama, who holds grudges against all of them. Although his revenge is elaborate and impressive, it's all a bit much considering that the things he hates them for are all pretty minor, most of which revolve around his pathetic unrequited crush on an attractive classmate and their teasing of him for it. Worst of all, the thing he hates Venture for was something he didn't even really donote . Not surprisingly, they all consider the fact that he kidnapped them and intends to subject them all to a lengthy and horrible Death Trap to be a little excessive.
- In Kim Possible, it turns out that we have the 'classmate with a grudge seeking revenge' version: Doctor Drakken, Kim's arch-foe, goes after the three guys who laughed at him in college, driving him to drop out and starting his slide into evil. The trio are all physicists, and their ringleader? Kim's dad.
- The crime? Mocking Drakken's freaky robot 'dates'.
- There's also the 'camp bully' version with Gill, who used to be Gil before overexposure to Camp Wannaweep's polluted lake mutated him.
- Rocko's Modern Life: Rocko spends an episode dreading a visit from his childhood bully Dingo, and training so he could finally fight back, but as it turns out, Dingo wants to make peace with him. Oh, and he's a member of a weird pacifistic cult, and insists on making amends by letting Rocko punch him in the face. Rocko did so and Dingo would leave. However, as soon as Rocko entered home, Rocko's friends (Heffer and Filburt) started beating up Dingo.
- In the South Park episode "Pre-School" from season 8, a bully who the boys had sent to juvenile detention for an offense they committed returns a hardened criminal and bent on revenge. Fortunately for the boys, they find a way to pin another offense on him and get him sent away again. To be fair, Trent Boyett wasn't so much a bully as he was a tough loner. And the crime that was pinned on him was so heinous (accidentally lighting a sweet preschool teacher on fire and turning her into a paralyzed, catatonic wreck) that you can't really blame Trent for wanting to dole out a few "titty-twisters." (The infamous "Texas Chili Bowl", however, is another story....)
- There's an episode of Ren and Stimpy where an old school friend of Ren's comes to visit him. However, over the course of a few flashbacks it's revealed the "friend" humiliated him at every opportunity and made him miserable.
- American Dad!: Growing up, Stan Smith was bullied by a big Greek kid named Stelio Kontos. When Stan tries to be his own son Steve's bully in an attempt to toughen him up, Steve finds Stelio (who now works at Klinko's) and hires him to beat Stan up.
- Family Guy had an episode where Peter wanted revenge on his high school bully, only to discover that he's now crippled by multiple sclerosis and regrets what he did. Peter still tries to beat him up, but Chris intervenes and points out to Peter that he himself has become a bully.
- A U.S. Acres segment of Garfield and Friends had Orson fearing an old bully of his who is coming to "settle" with him. He finally faces him...where he returns all the lunch money he stole from him.
- A Back at the Barnyard episode sees Otis dreading the arrival of an old bully. The bully turns out to be a duck (voiced by Tom "Biff" Wilson), but he still terrifies Otis. When the other characters attempt to gang up on him in defense, the duck beats them all silly. Then the duck simply says that he has had therapy and just wanted to do was apologize to Otis for bullying him.
- An episode of Darkwing Duck had Drake go to his high school reunion and meet the Alpha Bitch and Jerk Jock who made his life miserable for years; only now, they're rich and successful and still treat him like crap (and for bonus points, they idolize Darkwing). During a fight with Megavolt (who also attended the school), DW's mask comes off and the bullies make fun of him some more. In the end, he saves the day they apologize for the way they acted and for not recognizing that he was a good person, and promise to keep his secret (he says thanks, but uses hypnosis to erase their memories anyway).
- One episode of CatDog revealed that when Dog was a pup, he was beaten down by a paperboy who was too fast for him. When a new mailman appeared and Dog was unable to catch him, he went into a deep depression until Cat snapped him out of it. During the final showdown with the mailman, it was revealed he was the same paperboy. In the end, Dog took a chunk out of his pants, regaining his drive and settling his childhood trauma.
- In one episode of Johnny Bravo, Johnny gets a visit from Mr.T, who's visiting to answer a letter Johnny sent him when he was a kid to help stop a bully who was picking on him. Mr. T helps Johnny toughen up and goes to confront the bully, who turned out grew up to become Richard Simmons.
- NBC CEO Jeff Zucker is perhaps the prime person responsible for screwing Conan O'Brien out of The Tonight Show. Zucker and O'Brien headed up rival school newspapers when they went to Harvard together. No joke.
- According to the New York State Police Department, a Downplayed Trope version of this is Truth in Television: 1 in 4 schoolyard bullies will get a criminal record for a felony before he turns 30. Not quite supervillain material, but still notable.