[[quoteright:350:[[WesternAnimation/TheIncredibles http://static.tvtropes.org/pmwiki/pub/images/mr_incredible_and_syndrome.jpg]]]]
[[caption-width-right:350:[[BigBad Syndrome]] with his childhood idol [[BadassInDistress Mr.]] [[SuperStrength Incredible.]]]]

->''"Your powers are weak, old man!"''
-->-- '''Darth Vader''', ''Franchise/StarWars Episode IV: Film/ANewHope''

In this plot, a principal character who is supposed to be significantly older than most is opposed by a villain who is relatively young and apparently in his physical prime.

The plot ends with a big fight that has the young villain sneering that his victory is inevitable because he's younger than the older hero.

In these kinds of plots, the young villain will typically be introduced as he one-ups the old hero as a part of his scheme, because YouCantThwartStageOne. However, the older hero eventually rises again and soundly defeats the young villain. At or near the end, the old hero proclaims something like "I may be older, but I'm better!" Furthermore, the other principal characters quickly agree that the older hero is still a valuable member of the team.

Usually, what eventually causes the scales to tip back in the hero's favor is that him being [[OlderAndWiser older also means that he is wiser]] and the fact that YouthIsWastedOnTheDumb. The hero might realize that while he might not be able to defeat his younger opponent through physical strength alone, he can outsmart the villain, either through superior combat experience if it comes to a direct confrontation, or, if the hero is the more shrewd type, by playing on his opponent's youthful recklessness and impatience and trick him into doing something that becomes his own undoing.

Contrast PickOnSomeoneYourOwnSize and KidHero. Can be the result of someone AvengingTheVillain. The young villain can also be [[APupilOfMineUntilHeTurnedToEvil a Pupil of the Older Hero Until He Turned To Evil]]. See AntagonisticOffspring for when the Younger Villain is the Older Hero's child.



[[folder:Anime & Manga]]
* While ''Anime/{{Monster}}'''s Tenma is by no means old, he's got a good 15+ years on Johan, who started [[CorruptionByAMinor exceptionally young]].
* In ''Manga/{{Bleach}}'', [[BadassGrandpa Yamamoto]] does battle with [[BigBad Aizen]].
** Most of the Captains and Visoreds participating in Fake Karakura town battle are older than aforementioned main antagonist (especially those characters, who fight him directly), who is rather young, but still older than several other heroes.
** Yoruichi fights her former subordinate and student Soifon during the Soul Society arc.
* In ''Manga/{{Naruto}}'', this happens when the Third Hokage battles Orochimaru.
** Well... Orochimaru's [[OurSoulsAreDifferent mind/soul/consciousness]] is at least 50. But his body at that time is young. Though to be fair even Orochimaru's actual age is younger than the third hokage as he was said hokage's student in his day as a genin.
** This happens to Jiraiya when he fights his former student, Pain. This is even lampshaded when he comments on the irony of Pain treating him like a child when Pain dismisses his views as childish.
** And Minato is also older than his last opponent, Tobi [[spoiler: who is actually his student, Obito]].
* In ''Manga/OnePiece'', The 72-year-old [[AFatherToHisMen Whitebeard]] fights against both Marine Admiral [[GeneralRipper Akainu]] (53) and ex-member of his own crew, [[CastingAShadow Blackbeard]] (38).
* Most climactic fights in ''Manga/RurouniKenshin'' follow this template, as the titular character is a decade older than most of his supporting cast. Specifically comes into play Enishi Yukishiro, his vengeful brother-in-law.
* ''Anime/MaiHime'' has an arc where the various [=HiMEs=] who are at youngest middle school age and at oldest full adults go up against nine-year old [[spoiler: Alyssa Searrs]].
* In ''Manga/DeathNote'', HeroAntagonist L is 7 years older than VillainProtagonist Light Yagami.
* Legendary Pokémon Mew and its clone Mewtwo from ''Anime/PokemonTheFirstMovie''.
* ''Anime/MobileSuitGundamAGE'' has a rather twisted example with [[TeenGenius Flit]] against [[EnfanteTerrible Desil]].
* In ''Manga/{{Bakuman}}'', the clash between Ashirogi Muto and [[spoiler:their former fan, the up-and-coming Nanamine]]. While Ashirogi Muto are fairly young, they also note that they're defending their rank against the newcomers.
* Page vs. [[APupilOfMineUntilHeTurnedToEvil Enchu]] in ''Manga/MuhyoAndRoji''. Muhyo's quite young himself, [[VagueAge although his age is never specified]], and he sometimes has to deal with the spirits of those who died in childhood (but depending on when they died, they might technically be older than he is).
* ''Franchise/LyricalNanoha'':
** In ''Audioplay/StrikersSoundStageX'', the main culprit turns out to be [[spoiler:Teana's subordinate Runessa, who is a year younger than she is]].
** If some speculations are true, in ''Manga/MagicalRecordLyricalNanohaForce'', the older members of Special Duty Section 6 versus [[spoiler:adolescent]] Curren Hückebein can be considered this.
* [[CoolOldGuy The old gardener Sul]] from ''Webcomic/KissWood'' defies the authoritarian young dictator Mua in her [[HungryJungle hellish garden]].
* The titular hero of ''Manga/{{Inuyashiki}}'' is 58, and [[YoungerThanTheyLook looks even older than that]], whereas the BigBad Shishigami is a [[TeensAreMonsters teenager]].

[[folder:Comic Books]]
* Although he may not necessarily be a strapping young man himself (depending on whether or not you're going by Don Rosa's canon), EvilCounterpart John D. Rockerduck is the younger villain to Scrooge [=McDuck=]'s older hero. Not to mention Magica De Spell and several of the Beagle Boys. You'd be hard pressed to find a notable enemy of Scrooge who wasn't significantly younger than him.
** Except his better EvilCounterpart Flintheart Glomgold and The Beagle Boys' grandfather, founder and occasional leader Blackheart Beagle.
** This trope could be considered one of the few things that make Rockerduck different from Glomgold: Whereas Glomgold is basically Scrooge as he would've turned out if he hadn't "made it square", Rockerduck is a more modern businessman who is willing to spend away his fortune if it suits him and is sometimes depicted as being more accepted by society than Scrooge is.
** A collection of classic Rockerduck stories mentioned in the introduction that by what passes for canon in Disney stories, Rockerduck is Scrooge's superior in some markets - like media and entertainment, because Scrooge doesn't "get" the concepts well enough to apply his talent for business to it. The usual solution is to rope in his younger relatives, actually needing their advice and not just their underpaid hard labour.
* Happens a lot in comics featuring superheroes from UsefulNotes/TheGoldenAgeOfComicBooks. One of the major reasons why the original Wildcat has a huge fanbase is because of an early issue of JSA, where he took on the Injustice Society alone. With a broken leg. Naked (for the first few pages). This seems to be pretty common for the ComicBook/JusticeSocietyOfAmerica these days.
* In the ''ComicBook/SpiderMan'' comics, Aunt May has had some of these moments. The most recent was when the Chameleon tried to kill her by pretending to be Peter. She baked him cookies and made him tea, while knitting a nice shawl... and when he revealed himself, she revealed that she'd known all along, and that the "almond" cookies had cyanide in them (actually, just a tranquilizer, but she was feeling mean). The last thing he saw was her holding up the shawl, with "Gotcha!" embroidered on it.
* In the classic comic, ''ComicBook/BatmanTheDarkKnightReturns'', the Dark Knight, who is feeling very insecure about getting older, decides to fight the young and inhumanly strong leader of the Mutants hand to hand. As a result, Bats is badly beaten and barely escapes with the help of a new Robin. After he's recovered, Batman arranges a second fight, but this time, he does it intelligently by handicapping the fighting area, using a mudhole to limit his opponent's movements, and using his superior experience in fighting techniques to overcome the villain's physical superiority. Although they are roughly the same age, Superman's perpetually youthful appearance and infinite energy make him look like this next to the battered, aging Bruce Wayne during their climactic showdown.
* Discussed in ''ComicBook/BuffyTheVampireSlayer Season Eight'' when Buffy takes on the [[BewareTheSuperman rogue Slayer]] Simone Doffler. Buffy tells Simone that she's been a Slayer longer and is more experienced, whereas Simone retorts that she's younger than Buffy and thus faster. It's also downplayed, since Buffy's still in her early-to-mid twenties.
* ''ComicBook/KingdomCome'' features an entire generation of older heroes doing battle with younger NinetiesAntiHero types. Though in that case it's acknowledged that the older generation is just as flawed as the younger and BothSidesHaveAPoint.
* In the comic book ''ComicBook/SinCity'' by Creator/FrankMiller and the associated film, the Yellow Bastard ridicules Hartigan that he is "too old to even lift that cannon [he] is carrying." Of course Hartigan wins the day, and then kills himself after saving the girl, because he's so old it's not worth himself staying alive and keeping Nancy, a young woman, a target.
* In ''ComicBook/{{Deathstroke}}'', Slade is targetted by a younger villain, Jannissary, who repeatedly hails him as "old man", but defeats him. Subverted in that Jannissary had been [[ContractOnTheHitman hired for the job]], by a man who (accurately) says that Slade is out to kill him; when Slade has Jannissary at his mercy, he explains why. When Slade goes in for the kill, he first returns the money paid to Jannissary and expresses his admiration for Jannissary's principles.
* Technically the case with Franchise/TheFlash and Professor Zoom with the latter being from the distant future, making him a lot younger than Flash.
* ''ComicBook/JudgeDredd'': Judge Dredd's adversery with serial killer PJ Maybe. Joe looks younger than he really is due to futuristic rejuvination treatments, but [[BadassGrandpa he's actually 80]]. Maybe has been on Judge Dredd's radar since he was a teenager until his final demise three decades later.

[[folder:Films -- Animation]]
* ''Fanfic/PokemonResetBloodlines'' has this dynamic in some sidestories. For example, the Elite Four Drake Interlude pits the title character ([[BadassGrandpa seventy years old]]) against Hunter J (age unknown, but presumably in their late twenties to early thirties at most). It's a twofold example, given that they have their Salamence battle against one another to a stalemate, and Drake's is significantly older than J's.


[[folder:Films -- Animation]]
* ''WesternAnimation/Cars3'' has seven-time Piston Cup racing legend Lightning [=McQueen=] compete against rookie Jackson Storm, an arrogant and nasty next-generation racer as he tries to avoid being forced to retire from racing forever.
* ''WesternAnimation/TheIncredibles'' has Mr. Incredible, who's had a teenage daughter during the 15-year TimeSkip, battling [[spoiler: his young former fan]], Syndrome.
* ''Disney/SleepingBeauty'': The younger-looking evil fairy Maleficent vs. the middle-aged heroic fairies Flora, Fauna, and Merriweather.
* In ''WesternAnimation/BarbieAndTheSecretDoor'', seventeen-year-old Alexa must contend with ten-year-old Malucia.
* ''WesternAnimation/DespicableMe'' is a case of Older VillainProtagonist vs. Younger Villain, with the rivalry between the middle-aged DiabolicalMastermind Gru and his young, smarmy rival Vector.
* ''WesternAnimation/KungFuPanda'' has Master Shifu pitted against his adopted son Tai Lung.

[[folder:Films -- Live-Action]]
* From the movie ''Film/FriedGreenTomatoes'':
-->[Evelyn is cut off in a parking lot]\\
'''Evelyn Couch:''' Hey! I was waiting for that spot!\\
'''Girl #1:''' Face it, lady, we're younger and faster!\\
[Evelyn rear-ends the other car six times]\\
'''Girl #1:''' What are you ''doing?''\\
'''Girl #2:''' Are you ''crazy?''\\
'''Evelyn Couch:''' Face it, girls, I'm older and I have more insurance.
* ''Franchise/StarWars'' has it in an interesting way when Yoda is [[Film/AttackOfTheClones forced to fight]] his former student Count Dooku. Dooku is eighty years old, but Yoda is ''nine hundred.'' Similarly, Anakin Skywalker and Obi-Wan Kenobi dealt with this a couple of times after [[Film/RevengeOfTheSith Anakin's fall]].
** Not to mention the example in the page quote, where Darth Vader fights Obi-Wan Kenobi - a man at least fifteen years his senior.
** Qui-Gon Jinn's [[Film/ThePhantomMenace fight]] against Darth Maul is also like this.
** The Sequel Trilogy has Kylo Ren, Han Solo and Leia's AntagonisticOffspring and Luke's EvilNephew.
* ''Film/StarTrekNemesis''. Old Picard versus [[CloningBlues young evil crazy dying Picard]].
* The entire ''Film/DeathWish'' series, Kersey was always the old man.
* ''Film/PaulBlartMallCop''. After being caught by the Big Bad of the criminals taking over the mall, Paul admits that he was younger, stronger and smarter than he was. And that literally he was the man with the gun.
* There was a minor example in ''Film/TheThirteenthWarrior'', when an old warrior who'd befriended the protagonist gets challenged by a much younger and larger opponent. He proceeds to prove that skill matters more than size or age in hand-to-hand combat.
* The entire plot of ''Film/RockyBalboa'' leads up to Rocky's comeback match against the undefeated 29-year-old champ, Mason "The Line" Dixon, at a point when Rocky himself is just shy of 60.
* In ''Film/{{Dragonheart}}'': [[spoiler: Bowen, a knight of the Old Code, eventually fought back against his former pupil, Einon, when he became king and showed he was just as vile as his father, if not moreso]].
* Morgan Freeman played retired prize-fighter Eddie Dupris in ''Film/MillionDollarBaby'', and for most of the movie he was a kind, soft spoken old man. That is, until one of the younger boxers, Shawrelle, started beating on Danger, a young man with a few mental issues who was basically the laughingstock of the gym. In a CrowningMomentOfAwesome, he steps into the ring, reassures Danger that everything is going to be alright, and borrows one of his gloves. Shawrelle mocks him, saying: "Now I get to fight a retard, ''and'' an old man! Somebody better call ESPN 'cause you can't ''write'' this shit!" Dupris punches him right in the face. Suddenly realizing that he's serious, Shawrelle tries to retaliate, but Dupris' years of experience allow him to easily block, and then he hits him again, ''with his bare fist'', knocking him unconscious. Moral of the story: never assume that just because a man has a soothing voice, he can't kick your ass. Because he ''so'' can.
* ''Film/LiveFreeOrDieHard'' is built around this; we get John [=McClane=], the world-weary old-school cop vs Thomas Gabriel, the younger high-tech computer hacker.
* ''Film/LethalWeapon3'': {{Deconstructed}} very painfully when Murtaugh had to blow away his son Nick's friend, Daryl, in a drug bust after Daryl shoots at him. [[HeroicBSOD Murtaugh doesn't take it very well]].
* ''Film/LethalWeapon4'': Riggs and Murtaugh whom are both reaching retirement facing off against Chinese martial artist and crime lord Wah Sing Ku who is the youngest of the main antagonists.
* ''Film/TheHunted'' is all about Creator/TommyLeeJones having to take down his former student Creator/BenicioDelToro who has gone rogue.
* Film/PrimeCut has TheIrishMob's oldest hitman Nick Devlin being sent out to collect a debt from middle aged slaughterhouse owner Mary Ann.
* Has happened a few times through the Film/JamesBond film series:
** Being the oldest actor to play Bond, many of Roger Moore's Bond villains were younger that him. The only ones who were older than Moore's Bond are [[Film/TheManWithTheGoldenGun Scaramanga]], [[Film/TheSpyWhoLovedMe Stromberg]] and [[Film/OctoPussy Kamal Khan]].
** During Creator/PierceBrosnan's run, the only villain who was older than him was Elliot Carver in ''Film/TomorrowNeverDies''. [[spoiler: Trevelyan]] from ''Film/GoldenEye'' was roughly the same age, and the BigBad of ''Film/TheWorldIsNotEnough'' was, well, [[FemmeFatale different]] as far as Bond villains go, with a very different dynamic. But ''Film/DieAnotherDay'' plays this trope deliberately, with the SmugSnake Gustav Graves being a younger ShadowArchetype to Bond, what with having his own gadgets, DarkActionGirl, and dangerous exotic lifestyle. His [[TheDragon Dragon]]- about the same age as he is- even has his own Bond car.
* This trope is often used in Creator/JohnWayne's later films, very notably in ''Film/TrueGrit'' and ''Film/TheShootist''. But even as early as ''Film/SheWoreAYellowRibbon'' you have ageing Nathan Brittles - about to be retired from the army - up against young chief Red Shirt, while bonding with his contemporary, chief Pony That Walks. ''Film/RedRiver'' and ''Film/TheSearchers'', where Wayne played characters who are, to say the least, morally ambiguous, invert the trope in a couple of scenes.
* This is the main plot of the second half of ''Film/{{Soldier}}'', Kurt Russel manages to defeat a force of younger genetically engineered super soldiers thanks to his decades of combat experience.
* For the loosest definition of "[[DestructiveSavior he]][[AntiHero ro]]", in ''Film/JurassicWorld'' we have [[spoiler: Rexy, the ''T. rex'' from the first movie now in her 20's, as the older (anti-)hero vs the ''I. rex'''s younger villain in the climax.]]
* Another loose definition of "[[DestructiveSavior he]][[AntiHero ro]]", in ''Film/{{Godzilla 2014}}'' we have Godzilla, who is literally ''millions'' of years old, vs the male and female MUTO's, who are only a few ''days'' old.
* In Film/BatmanVSupermanDawnOfJustice, Comicbook/LexLuthor is a fair bit younger than [[Comicbook/{{Batman}} Bruce Wayne]], with Lex being in his early 30s, plus [[OlderThanTheyLook looking younger]], whereas Bruce is in his mid-to-late 40s.
* [[VillainProtagonist For a given value of "hero"]], this is the dynamic between Nick Wells and Jack Teller in ''Film/TheScore'': Wells is a veteran GentlemanThief that has survived long enough to know when caution is needed (even if means walking away from a heist completely because he cannot fully trust the intel or the people he's working with) while Teller is a YoungGun that is so determined to make a name for himself as a master thief that he jumps the gun (and literally uses guns, which is a big no-no for Nick) and nearly ruins the heist out of believing that there's NoHonorAmongThieves and he would get a smaller cut and no recognition.
* ''Film/Holocaust2000'': Robert (Kirk Douglas) is an industrialist who is nearing retirement. TheAntichrist is his own son Angel, a good thirty years younger than him.

* ''Literature/{{Discworld}}'':
** Pretty much the whole point of Cohen the Barbarian and his Silver Horde.
** Also, the conflict between Granny Weatherwax and Diamanta, in ''Lords and Ladies''. The conflict between Granny Weatherwax and the Queen of the Elves in the same book is an interesting example because the Queen of the Elves, being an elf, is many centuries old, whereas Granny Weatherwax is just an elderly human. However, Granny has learned more through actual life experience. Or as she puts it, "What can't grow can't change. What can't change can't learn."
** Also Death vs. New Death in ''Reaper Man''.
** ''Discworld/{{Sourcery}}'', with the child Coin as the antagonist and adult wizards like Rincewind as the protagonists. Of course, [[spoiler: [[TheManBehindTheMan behind Coin]] is his father, who died of what seems to be at least partly old age at the start of the story]]...
* In ''The Hellfire Club'' by Paul Straub, the female protagonist Nora is around 49 years old. And the AffablyEvil SerialKiller villain, Dick Dart, is more than ten years younger than her. Of course, he always [[LikesOlderWomen had a thing for older women]]...
* In ''Literature/HarryPotter'', Dumbledore can be counted as this until [[spoiler: his death and]] Harry comes into his own.
* In ''Literature/AHarvestOfWar'' 39-year-old Rhona Thyll is the younger villain to her namesake the 58-year-old protagonist and especially the ''96-year-old'' Mayor's [[AntiHero older... heroes]].
* [[spoiler:Galadon and Rhys]] in book one of Creator/CarolBerg's ''Literature/RaiKirah'' Trilogy, albeit very briefly.
* In ''Literature/TheChronoliths'' BigBad Adam Mills is a [[TeensAreMonsters former teenage psychopath]] and is still young enough to be protagonist Scott Warden's son (he is, in fact, his [[AntagonisticOffspring stepson]]).
* In ''Literature/TwentyYearsAfter'', the sequel to ''Literature/TheThreeMusketeers'', we have Mordaunt (who's in his early twenties) against the titular Musketeers and Lord de Winter (all of them at least in their forties) who killed his mother.
* While generally averted in most ''[[Literature/NightWatch Watch]]'' books, Anton's antagonist in ''Twilight Watch'' turns out to be [[spoiler:his much younger former neighbor vampire Kostya]].

[[folder:Live-Action TV]]
* ''Series/MurdochMysteries'': James Gillies, the arch-villain of the show, is a university student in his debut episode, and would therefore be around 20 years old in Season 2. Detective William Murdoch, on the other hand, is approaching middle age.
* ''Series/{{Nashville}}'':
** Gloriously subverted in with the two main characters. Iconic country singer Rayna Jaymes and younger shining star Juliette Barnes generally don't like and can't stand each other. However, they gradually become warmer to each other as they slowly realize that they are NotSoDifferent.
** Appears inverted but not so gloriously subverted with Rayna's (eventual ex) husband Teddy and her father Lamar. Since both are {{Corrupt Corporate Executive}}s, Teddy at first was being presented as ALighterShadeOfBlack. Eventually, their feud reaches EvilVersusEvil territory. [[spoiler: In the end, Teddy watches Lamar die of a heart attack in season 2 and Teddy himself is arrested at the end of season 3.]]

[[folder:Pro Wrestling]]
* The LivingLegend Wrestling/BrunoSammartino vs. [[APupilOfMineUntilHeTurnedToEvil evil apprentice]] Larry Zbyszko in 1980.
* The hardcore legend Wrestling/TerryFunk vs. the nihilistic Wrestling/{{Raven}}, from the original {{Wrestling/ECW}}.
* The younger outsider Wrestling/ChrisCandido vs. company founder and business pioneer Carlos Colon at WWC.
* This was supposed to be the plot of the Wrestling/BretHart vs. Wrestling/StoneColdSteveAustin feud during 1996-1997. But fan reactions to them essentially caused the now iconic FaceHeelDoubleTurn in Wrestling/WrestleMania 13. Even then, Austin [[AntiHero can hardly be considered a hero]], thus making it a GrayAndBlackMorality feud.
* Wrestling/TheUndertaker vs. Wrestling/{{Kane}} overlaps this with CainAndAbel. Inverted in [[Wrestling/MinistryOfDarkness 1999]].
* Wrestling/BrockLesnar's more prolific feuds have been with older, veteran wrestlers such as Wrestling/TheUndertaker (12 years older), [[Wrestling/DwayneJohnson The Rock]] (5 years older), Wrestling/KurtAngle (9 years older), Wrestling/EddieGuerrero (10 years older), and Wrestling/{{Goldberg}} (11 years older). Even his feud with Wrestling/JohnCena counts despite them being the same age since Cena is two months older.
* Wrestling/RicFlair vs. Wrestling/TripleH in 2002 and 2005.
* Wrestling/ShawnMichaels vs. Wrestling/TripleH from 2002 until reforming Wrestling/DGenerationX in 2006.
* The main shtick of the Wrestling/ShawnMichaels vs. Wrestling/ChrisJericho feud in Wrestling/WrestleMania XIX.
* Most of Wrestling/JohnCena's feuds during his 2003 {{Heel}} run were against older, veteran wrestlers such as Wrestling/KurtAngle, Wrestling/TheUndertaker, Wrestling/ChrisBenoit, and Wrestling/EddieGuerrero.
* This is basically the main premise of Wrestling/RandyOrton's [[TheGimmick gimmick]] during his "[[RedBaron Legend Killer]]" days as he challenged older, veteran {{Face}}s. He specifically feuded with the likes of Wrestling/MickFoley, Wrestling/ShawnMichaels, Wrestling/ChrisBenoit, Wrestling/TheUndertaker and Wrestling/HulkHogan. Even during his "[[RedBaron Viper/Apex Predator]]" gimmick, he feuded with his former mentor Wrestling/TripleH. His [[TheRival rival]] Wrestling/JohnCena is also three years older.
* Wrestling/ShawnMichaels vs. Wrestling/{{Edge}} during late 2004 to early 2005.
* The Motor City Machine Guns vs Wrestling/BobBacklund and Wrestling/JerryLynn in Wrestling/{{TNA}}, though it was subverted when the very old Wrestling/KevinNash cheated to help the young villains Chris Sabin and Alex Shelley get the advantage during the feud. Later the Machine Guns were the older heroes vs [[Wrestling/TheYoungBucks Generation Me]].
* Wrestling/{{ECW}} Originals vs. the New Breed.
* The aged but locally popular challenger Wrestling/JerryLynn vs the younger, cocky foreign champion Wrestling/NigelMcGuinness in Wrestling/RingOfHonor...though the fans seemed to be cheering for Lynn out of sympathy, as they started to turn on him when he actually won the belt from [[EvilIsCool McGuinness]].
* Rare three-alignment example: Wrestling/TommyDreamer (Old Hero) vs. Wrestling/JackSwagger (Young Villain) vs. Wrestling/{{Christian|Cage}}.
* Wrestling/YoshihiroTajiri vs [[TurnedAgainstTheirMasters a good deal of the roster]] in his SMASH promotion but The Triple Tails specifically targeted him for his age. However, their first targets were Yusuke Kodama and Makoto, who were both younger than at least one Triple Tail, Wrestling/{{Kana|koUrai}}. Kana changed their targets to "the old men" after Tajiri came to their rescue.
* Wrestling/WilliamRegal vs [[Wrestling/ChrisHero Kassius Ohno]] in Florida Championship Wrestling's WWE revival(though the payoff didn't come till 2013 after the promotion was scrapped in favor of NXT). Though it was Regal was the physical aggressor, as he couldn't check his temper to Ohno repeatedly calling him worthless. Chris Hero would later be on the receiving end of this, the older Hero against Trent Barretta in EVOLVE.
* Leilani Kai vs. La Amazona in Ring Warriors, [[ALighterShadeOfGrey though it was relative]], as Kai [[TryingToCatchMeFightingDirty didn't stop being the dirty cheat everyone knew she was.]].
* Dave Finlay vs. Sami Callihan in EVOLVE. In this case, it was the "hero" going after "the villain" in an effort to [[WarriorTherapist redeem him.]]
* On March 12th 2012, Cherry had a match at Union Pro Wrestling against her long standing rival, Mio Shirai, with the stipulation being that if Cherry lost, her real age would become public knowledge. It was subverted afterwards when Cherry won but the passport that was being used as her proof of age was stolen by GAMI, who was eventually revealed to be older than Cherry.
* Played with in SHINE, where "The Dinosaur Hunter" Leah Von Dutch was older than two of her targets, not that she realized it. Then averted when she put out an open challenge to the "Shinosaurs", [[EvilVersusEvil which was answered by]] Sweet Saraya.
* Team Bad, the younger villain TagTeam vs the 108th District and the Fella Twins in UCW-Zero, not that the latter two were "old" but team bad were [[TeensAreMonsters teenagers]].
* Wrestling/{{Sting}} vs Wrestling/TripleH at Wrestling/WrestleMania 31.
* When Wrestling/SethRollins betrayed Wrestling/TheShield, he began a long feud with his former stablemates Wrestling/DeanAmbrose and Wrestling/RomanReigns. Rollins is a year younger than the two.
* After turning {{Heel}}, Wrestling/AlexaBliss feuded with older, more experienced wrestlers such as Wrestling/{{Carmella}} (4 years older), Wrestling/{{Bayley}} (2 years older), Wrestling/BeckyLynch (4 years older), Wrestling/{{Naomi}} (3 years older), and Wrestling/MickieJames (12 years older)[[note]]Technically, both James and Bliss are heels, but the former is presented in ALighterShadeOfBlack[[/note]]. Interestingly, her first major feud was back when she was a {{Face}} with then heel [[Wrestling/{{WWENXT}} NXT]] Women's Champion Wrestling/SashaBanks.
* Wrestling/BrayWyatt against Wrestling/ChrisJericho (17 years older), Wrestling/RandyOrton (7 years older), Wrestling/TheNewDay (Wrestling/XavierWoods being 1 year older, {{Wrestling/Big E|Langston}} 2, and Wrestling/KofiKingston 6), and most recently, Wrestling/MattHardy (13 years older).
[[folder:Tabletop Games]]
* While it's hard to find any unambiguously genuine hero in the CrapsackWorld of ''TabletopGame/Warhammer40000'', the ''Literature/HorusHeresy'' backstory does have the GodEmperor facing off against his favorite adopted son Horus, who has become corrupted by the [[EldritchAbomination Chaos Gods]], with the Horus Heresy eventually culminating in a duel between the Emperor and Horus, resulting in [[spoiler:Horus dying and the Emperor sustaining mortal wounds and being kept kept alive by the Golden Throne]].

[[folder:Video Games]]
* In ''[[VideoGame/WorldOfWarcraft Wrath of the Lich King]]'' the Lich King's nemesis Tirion is older than Arthas by several decades.
* In a scenario in ''[[VideoGame/NintendoWars Advance Wars II: Black Hole Rising]]'', SmugSnake Adder goes up against OldMaster Sensei and starts taunting him concerning his age -- shortly before he is soundly whipped by the older and more experienced army commander. Only then does Adder recall the stories of [[ContinuityNod a commanding officer in the Yellow Comet army from many years ago who was said to be unstoppable...]]
* Even if the age difference isn't that visible between [[VideoGame/FinalFantasyVII Cloud and Kadaj]] in ''Anime/FinalFantasyVIIAdventChildren'', this trope is in effect. Kadaj looks to be in his mid to late-teens whereas Cloud is in his early twenties. In fact, Kadaj (and his brothers) can't be older than two. One of the creators did mention that he wanted Cloud to face someone younger than him.
* On that note, though, ''VideoGame/DirgeOfCerberus'' twists this trope into a pretzel....We've got Vincent, our {{Woobie}} AntiHero, who's 27 physically but had been asleep (which probably means suspended animation) for thirty years, give or take a few, when [[VideoGame/FinalFantasyVII the original game]] took place, so he was 57 then. ''Dirge of Cerberus'' takes place 3 years later, which makes him ''60'' chronologically. Confused yet? Now throw in a 25-year-old OmnicidalManiac [[spoiler:who's possessed by a mad scientist assumed to be older chronologically than Vincent himself]] and if that's not bad enough, just throw in [[spoiler:a couple of spirits as old as the planet itself possessing the above]] and we're into MindScrew territory.
* Inverted in ''VideoGame/{{Tekken}}'', with 20-year-old Jin vs. his evil grandfather Heihachi (75) and ArchnemesisDad Kazuya (49).
** Meanwhile, ''Tekken 6'' provides a downplayed example, with Jin, now the antagonist [[spoiler:(sort of)]], squaring off with the new protagonist Lars, who is in his thirties.
** Although it's more a case of EvilVersusEvil, Tekken 7 takes place from Heihachi's perspective as he tries to take down his son, and paints him overall in a more sympathetic light than any earlier entry in the series has.
* EXTREMELY slightly in ''VideoGame/SoulCalibur'', with Siegfried v.s. Nightmare. Nightmare is basically Soul Edge's evil animating armor without Siegfried, and Soul Edge has been around for a LONG time. Siegfried is only in his 20s.
* This happens in ''VideoGame/SpaceChannel5'' Part 2. Ulala, who is 22 years old, takes on Purge, who is only 18 years old.
* ''VideoGame/AssassinsCreedBrotherhood'' has the 43-year old Ezio Auditore going up against the 26-year old Cesare Borgia, son of ''Assassin's Creed II'' BigBad Rodrigo Borgia.
** A slight example in ''[[VideoGame/AssassinsCreedRevelations Revelations]]'', where Ezio is only 6 years older than the real BigBad [[spoiler:Prince Ahmet]].
* With the exception of Ocelot and Big Boss, the only guys even older than Snake, Snake in ''VideoGame/MetalGearSolid4GunsOfThePatriots'' is easily the senior of everyone he fights. And that was ''before'' he started to succumb to RapidAging. Big Boss and Ocelot themselves were this respectively during ''VideoGame/MetalGearSolid3SnakeEater'' as the former is a decade older than the latter.
* ''VideoGame/HenryHatsworthInThePuzzlingAdventure'': Henry Hatsworth looks to be quite a bit older than his rival, Weasleby. [[spoiler:He's definitely older than Cole.]]
* In ''VideoGame/ProfessorLaytonAndTheUnwoundFuture'', Layton goes up against [[spoiler:Clive, a young boy he saved 10 years ago and who is plotting to destroy London in revenge.]]
* ''VideoGame/TheOrionConspiracy'': Devlin [=McCormack=] is the older protagonist and [[spoiler: Captain Shannon]] is the younger antagonist. The antagonist even insults Devlin's age at one point.
* The titular ''VideoGame/MegaManX'' and his best friend [[TheLancer Zero]] were [[HumanPopsicle sealed in cold sleep]] and both wake up during a time where robots based from the former are going rogue.
* ''Franchise/AceAttorney'':
** In ''VisualNovel/PhoenixWrightAceAttorneyJusticeForAll'', 25-year old Phoenix's main adversary in court is Franziska von Karma, an 18-year old ChildProdigy prosecutor.
** In ''[[VisualNovel/PhoenixWrightAceAttorneySpiritOfJustice Spirit of Justice]]'', a [[TimeSkip now 35-year old]] Phoenix faces off against an even younger adversary in court: [[TheDragon Rayfa Padma Khura'in]], the 14-year old mystic princess of the Khura'in kingdom.
* ''VideoGame/BatmanArkhamKnight'': The Arkham Knight mockingly calls Batman an old man.
* Exaggerated in ''VideoGame/GodOfWar2018'' with Kratos, who is physically 50, but is likely a couple of centuries old, vs The Stranger, [[spoiler:The Norse God Baldur]], who appears to be in his 20s physically, but may at most be 2 centuries old.

[[folder:Web Comics]]
* TheReveal at the end of the "[[spoiler:A Mushroom Kingdom Carol]]" StoryArc in ''Webcomic/BrawlInTheFamily'', which explained why the BigBad of that arc was so strong compared to TheHero. [[spoiler:The Bowser that the aging Mario fought wasn't his old rival, but a now adult Bowser Junior]]. Upon realizing this, [[spoiler:Mario takes advantage of his childhood fear of [[VideoGame/SuperMarioSunshine water]] that he put in him.]]
-->''"Years of therapy, wasted!"''
* In ''Webcomic/WeaponBrown'' there are [[ComicStrip/{{Peanuts}} Chuck "Weapon" Brown]], the (anti-)hero, and [[ComicStrip/CalvinAndHobbes CAL-v.1N]], the villain. Both of them are [[{{Cyborg}} cybernetically enhanced]] {{Super Soldier}}s created by the villainous Syndicate, but Chuck is an older model who has been living out in the hellish post-apocalyptic world for quite some time, while CAL is a newer, more advanced model who is physically a good deal younger than Chuck due to having spend quite some time in the Syndicate's storage as a HumanPopsicle. Eventually, it turns out that while some of CAL's enhancements might be superior to Chuck's (such as a better HealingFactor and quicker reflexes for instance), Chuck's experience with the post-apocalyptic world gives him quite the edge in the end.
-->'''Chuck:''' ''(after getting the drop on CAL [[spoiler:who was distracted by a walking, headless corpse]])'' Shoulda done a tour of the wastes, punk. After you've watched a man and a woman come to blows over which of them gets to ''eat their baby'', nothing much surprises you.

[[folder:Western Animation]]
* A less extreme example can be found in ''WesternAnimation/AvatarTheLastAirbender'', where older brother Zuko faces off with younger sister Azula in the series finale, complete with vibes of Obi-Wan and Anakin in the prelude.
* An episode of ''WesternAnimation/{{Gargoyles}}'' has Hudson and an injured Goliath playing cat and mouse with a gun-toting Demona. Hudson's plan is eventually revealed to be: hide just out of sight and let her yammer on till the sun came up. Despite what it looks like, this is actually something of an inversion -- Demona is really [[ReallySevenHundredYearsOld several centuries older]] than Hudson, thanks to magical eternal youth on her part and a case of [[HumanPopsicle suspended animation]] on his, so she has both the advantage of centuries of experience without the disadvantages of aging. Hudson's victory is instead thanks to Demona's ImmortalImmaturity. Whereas Demona has spent her centuries in a vicious cycle of rage, distrust and betrayal, Hudson made peace with life and found wisdom.
-->'''Hudson:''' I know how to ''wait''.
* Youngblood mostly plays this role in ''WesternAnimation/DannyPhantom'' where his spunky, immature attitude clashes with Danny's teenage maturity. This becomes key in one episode. Because Youngblood can [[ByTheEyesOfTheBlind only be seen by children]], Jazz doesn't realize he exists because she thinks like an adult despite being sixteen. Danny however, takes inspiration from Youngblood's bratty, childish behavior and starts behaving like an AnnoyingYoungerSibling, rendering Jazz to start throwing a tantrum and embracing her childhood, and importantly, spotting Youngblood. She then [[BrotherSisterTeam helps Danny kick his ass]].
* Parodied in ''WesternAnimation/{{Futurama}}'' with Professor Farnsworth's {{Rival}} Ogden [[SayMyName WEEEERNSTROM!!]] constantly calling the 160 year old Professor "old man" etc, in keeping with this tropes style. The twist? Wernstrom is "merely" 120. Yeah, he's only slightly less ancient.
-->'''Wernstrom:''' Go home before you embarrass yourself, ''old man!'' Now if you'll excuse me, I'm going to take a nap before the ceremonies.
* In the obscure Canadian series ''Zeroman'', Rusty was probably young enough to be the hero's grandson.
* In ''WesternAnimation/WinxClub'' both Griffin and Faragonda have a example. Griffin in Season 1 when she fought the Trix for Cloudtower, [[spoiler: but loses]]. Faragonda in Season 3 when she fought Valtor, [[spoiler: but she loses too]].
* Multiple episodes of ''WesternAnimation/BatmanBeyond'' have 80-year-old Bruce Wayne taking on younger villains: The Jokerz, Inque, The Ts, Big Time, etc.
* In ''WesternAnimation/GravityFalls'', [[LovableRogue Stan Pines]], a man old enough to be a [[CoolOldGuy great]] [[CoolUncle uncle]], has a business rivalry [[spoiler: [[NotSoHarmlessVillain that later turns violent]]]] with [[SpoiledBrat Gideon Gleeful]], a [[CreepyChild nine-year old]].
* Duke Igthorn of ''WesternAnimation/AdventuresOfTheGummiBears'' is obviously a lot younger than his primary rival and target King Gregor, whose kingdom he's always trying to conquer, and usually calls him "old man" whenever they cross swords.