History Main / IntergenerationalFriendship

** Alongside the main character's younger cousin Nanako befriending the rest of the party, we have the MC and the persons holding the Death (a widow in her 60's), Temperance (a stepmother in her early/mid 30's) and Devil (a HospitalHottie in her late 20's) Arcana Social Links. They're also seen in TheAnimeOfTheGame, but they're OutOfFocus.
** The UpdatedRerelease ''Persona 4 Golden'' adds Adachi, a bumbling twenty three year old police officer, as a Social Link of the newly-introduced Jester[[spoiler:/Hunger]] Arcana.
* ''VideoGame/{{Ib}}'' has the titular Ib, a nine year old girl, and Garry, who seems to be a young adult. The two become good friends due to having to work together to survive being in a really strange art gallery.

* In ''VideoGame/{{Borderlands 2}}'', Tiny Tina, a [[HarmfulToMinors troubled]] and [[CuteAndPsycho demented]] thirteen-year-old DemolitionsExpert, has this with [[TheHero Roland]] (somewhere in his 30s), [[BruiserWithASoftCenter Brick]] (around the same), and [[TestosteronePoisoning Mr. Torgue]] (in his 40s). Roland serves as a ParentalSubstitute, while Brick and Mr. Torgue are enablers to her love of explosives and bringing destruction upon the bandits of the waste. In the ''Tiny Tina's Assault on Dragon Keep'' DLC, Lilith plays the role of a CoolBigSis to Tina while Mordecai simply just puts up with her (though they bond over the fact that they both love [[Series/DowntonAbbey the same show]]).

* In ''VideoGame/BattleFantasia'', Marco (age 9) and Cedric (age 16) end up becoming friends. Granted, this is mostly one-sided on Marco's side and Cedric mostly finds him annoying and is following him around because he can't, in good conscience, leave a kid alone. However, by the end of Cedric's story mode, he acknowledges he ended considering Marco a friend and even [[spoiler: decides to become his Magic teacher]].

* ''VideoGame/RoadToGuangdong'' revolves around the player character, a young girl in her early-20s, and her relationship with her grandaunt whom she barely knew until she needs to chauffer the latter to a cross-country funeral. Much of the game revoles around their developing friendship while the player goes on a journey of self-discovery along the way.

*** It should be noted that in real life Micheal J. Fox and Christopher Lloyd are only 23 years apart. Marty was supposed to be a teenager despite Fox being 24 at the time and Doc Brown was supposed to be in his sixties despite being 47 at the time. A notable gap, but hardly the 50+ years of their characters.

* ''Fanfic/TheBoltChronicles'': Malcolm, the actor in his 60s who plays Dr. Calico, and teenager Penny remain good friends even after she's quit the show. They are described as [[OlderIsBetter maintaining correspondence via letter]] and Penny serves as a bridemaid to Malcolm's granddaughter in "The Wedding Reception," while in "The Rings," he walks Penny down the aisle at her own wedding, substituting for her [[DisappearedDad absent father]].

* Riff and Dr. Schlock from ''Webcomic/SluggyFreelance'' (in their late 20's and late 80's, respectively) bond over their shared love of [[MadScientist Mad Science]].

* Julian Sands (adult camel) and Jarrad Dryandra (numbat child) in ''Doc Rat''. Their friendship [[PaedoHunt comes under scrutiny]] when [[spoiler:Julian comes out of the closet]].
* Bob (probably in his twenties) and the elderly Mrs. Primrose in ''Webcomic/TheInexplicableAdventuresOfBob.''
* Richard and Cale from ''Webcomic/LookingForGroup''. Richard is apparently hundreds of years old.
* In ''Webcomic/AkiChansLife'' (which is the sequel to the above mentioned fan fiction ''Fanfic/TheSecondTry'') the titular Aki Ikari and former pilot [[Anime/NeonGenesisEvangelion Rei Ayanami]] are best friends, despite (or perhaps, because of) the big and weird differences in age between the two.
* In ''Webcomic/AlfdisAndGunnora'' Alfdis and her teacher Lord Frey appear to have as much a friendship as a Mentor/Student relationship.
* In ''Webcomic/GirlGenius'', Agatha Heterodyne and the Jaegermonsters who follow her. [[spoiler: And [[EpilepticTrees possibly]] just about everybody with Airman Third Class Axel Higgs "the Unstoppable".]]
* Many relationships in ''Webcomic/TowerOfGod'', due to the different life spans of the races and the life-prolonging characteristics of Shinsu.
** Kids like Khun and Hatz are in their late teens while their good friend Shibisu is in his 30s, whereas Bam is probably several hundred years old.
** Anaak has an OddFriendship going on with her [[NotBloodSiblings aunt Endorsi]], who is actually much younger than her.

* ''Webcomic/WildeLife'': Oscar becomes 16-year-old Cliff's friend and SecretKeeper after Cliff passes out on his porch [[OurWerewolvesAreDifferent in wolf form]]. Cliff's parents are realistically concerned that he's spending so much time with a strange adult from out of town but appreciate the positive influence on Cliff's behaviour.
-->'''Oscar:''' I'm [[https://www.wildelifecomic.com/comic/452 twenty-five.]]\\
'''Kevin:''' Isn't that too old to be friends with my brother?\\
'''Oscar:''' You know, I thought the same thing, but he wouldn't leave me alone.

* ''Series/OurMissBrooks'': Miss Brooks is friends with sixteen-year-old Walter Denton, and, to a lesser extent, Harriet Conklin and Stretch Snodgrass. However, Miss Brooks, herself, would surely object to the label "Intergenerational Friendship"!

* In ''Fanfic/EverydayCrazinessInPontypandy'', due to the lack of people her age around town, 18 year old Gabby's closest friends are 29 year old Elvis and 34 year old Bronwyn.

** Twelve year old [[PolarOppositeTwins twins]] [[Characters/GravityFallsDipperPines Dipper Pines]] and [[Characters/GravityFallsMabelPines Mabel Pines]] are quick to befriend the twenty two year old Soos, a socially awkward {{Manchild}} who works at their great uncle's tourist trap. He is also the one who often accompanies them on adventures.

* ''WesternAnimation/TheOwlHouse'': [[Characters/TheOwlHouseLuzNoceda Luz Noceda]] is fourteen and [[Characters/TheOwlHouseEdaClawthorne Eda Clawthorne]] is, whilst not ''[[YoungerThanSheLooks quite]]'' as [[WitchClassic elderly as she looks]], well over three times that.

* ''[[http://web.archive.org/web/20120423151803/http://www.fanfiction.net/s/6804758/1/A_Cup_of_Kindness A Cup of Kindness]]'' has another example.
* ''Fanfic/GettingBackOnYourHooves'' has Trixie form one with the Cutie Mark Crusaders after she saves them from a Ropen in the Everfree Forest (though Sweetie Belle already liked her before then).
* [[AxCrazy Flippy]] and [[{{Moe}} Flaky]] from the ''WebAnimation/HappyTreeFriends'' in ''a lot'' of fancomics, fanart and stories, especially their anime versions. Bonus added with the WifeHusbandry that happens later.
* In ''Fanfic/HellsisterTrilogy'', twenty-nine-year-old ComicBook/{{Supergirl}} and her cousin's teen descendant Laurel Kent get along pretty well. Kara was particularly delighted to meet Laurel because her existence meant [[Franchise/{{Superman}} her cousin]] and ComicBook/LoisLane would end up together.
* In the [[BadFuture Dark World]] timeline of the ''Fanfic/PonyPOVSeries'', Twilight forms one with Pinkie's descendant Apple Pie. This is even more so than initially apparent, as one remembers that Twilight is [[ReallySevenHundredYearsOld over a thousand years old]] by this point.
* Lots of ''Literature/TheLordOfTheRings'' fanfiction portrays [[ReallySevenHundredYearsOld Legolas]] befriending Aragorn as a child, such as in ''[[http://www.fanfiction.net/s/2626518/1/Healing-Hope Healing Hope]]''.
** Another concern for their friendship, that many elves remark upon, is the fact that [[WeAreAsMayflies humans have a much shorter lifespan than elves]]. ''[[http://www.fanfiction.net/s/1179397/1/An-Eye-For-An-Eye An Eye For An Eye]]'' has one evil elf lord mocking Legolas for becoming close with a human [[MayflyDecemberFriendship since all humans will eventually die]].
* In ''[[http://www.100megspop2.com/kayasps/main/mikehero.html Scar The Unsung Hero]]'', Scar (who must've been in his 60's in lion years at least considering it takes place after [[WesternAnimation/TheLionKing1994 the movie]]) befriends a teenage boy. What's weird is that he ends up considering him not only an adopted brother but a "big brother".

*** In ''[[Manga/JoJosBizarreAdventureStardustCrusaders Stardust Crusaders]]'', he's [[TheLeader the 68-year old leader]] of a team mostly made of teenagers (Joseph's grandson Jotaro Kujo, Noriaki Kakyoin), people in their [=20s=] (Jean-Pierre Polnareff, Muhammad Avdol) and a dog (Iggy) and is very close friends with them.

** In ''VideoGame/JojosBizarreAdventureHeritageForTheFuture'', the middle-aged Hol Horse has a VillainousFriendship with the young boy Boingo.

* ''WesternAnimation/{{Amphibia}}'': Combined with InterspeciesFriendship All three members of the Calamity Trio have formed this with at least one or more Amphibia Characters older than they are.

* During the events of "Fixing Frobo" 5 year old Polly Plantar forms a short but meaningful bond with two college students 'Ally and Jess'. While the two girlfriends did not know that Polly is a talking tadpole from another world until "Escape to Amphibia", they were very open-minded to her somewhat strange appearance and went as far as to go to the Boonchuy's home to check on her. Polly even calls them for help when she and her family were building a Christmas float for Anne's parents in "Froggy Little Christmas". Polly even embraces them after they helped save her and her family from Mr X. While they would never see each other again, Ally and Jess's knowledge on robotics helped Polly build a new body for Frobo and later became a mechanic by the 9 month timeskip in Amphibia.

** 13 year old Marcy Wu quickly formed this with the over 1000 year old colossal 30ft tall King Andrias Leviathan. Within their first few minutes if meeting each other, Marcy quickly appeals herself to Andrias by ignoring social protocol, climbs into the pocket of his robe, and then gives him a roblox pin as a friendly gift of friendship. While Andrias tries to downplay their connection, Marcy's energy and kindness towards him was enough for him to go out of his way to convince the Core not to kill her. Even after betraying, stabbing, and letting his master possess Marcy. Andrias still cared about Marcy very much as Andrias expresses guilt whenever interacting with the Core possessed Marcy (aka Darcy) and has a massive MyGodWhatHaveIDone breakdown after listening to a letter from his former frog friend Leif. After this, Andrias finally has a HeelFaceTurn, and let's Anne defeat him to stop him from doing anymore damage. Immediately after his defeat, he begs Anne to save Marcy. Not caring about his own injuries. Later, Andrias finally stands up to his Master by commanding his leftover Frobots in assisting Marcy and her friends by helping them keep the Core from crashing the Moon into Amphibia. In a deleted scene, Marcy smiles back down at him, proud of him for finally doing the right thing. When the time came for Marcy to leave Amphibia for good, Marcy gave a brief but meaningful goodbye to the former king and Andrias tells her to take care of herself. Showing that despite everything that happened between them, the two still care about each other.

*
''WesternAnimation/Amphibia'': Combined with InterspeciesFriendship All three members of the Calamity Trio have formed this with at least one or more Amphibia Characters older than they are.

* 13 year old Marcy Wu quickly formed this with the over 1000 year old colossal 30ft tall King Andrias Leviathan. Within their first few minutes if meeting each other, Marcy quickly appeals herself to Andrias by ignoring social protocol, climbs into the pocket of his robe, and then gives him a roblox pin as a friendly gift of friendship. While Andrias tries to downplay their connection, Marcy's energy and kindness towards him was enough for him to go out of his way to convince the Core not to kill her. Even after betraying, stabbing, and letting his master possess Marcy. Andrias still cared about Marcy very much as Andrias expresses guilt whenever interacting with the Core possessed Marcy (aka Darcy) and has a massive MyGodWhatHaveIDone breakdown after listening to a letter from his former frog friend Leif. After this, Andrias finally has a HeelFaceTurn, and let's Anne defeat him to stop him from doing anymore damage. Immediately after his defeat, he begs Anne to save Marcy. Not caring about his own injuries. Later, Andrias finally stands up to his Master by commanding his leftover Frobots in assisting Marcy and her friends by helping them keep the Core from crashing the Moon into Amphibia. In a deleted scene, Marcy smiles back down at him, proud of him for finally doing the right thing. When the time came for Marcy to leave Amphibia for good, Marcy gave a brief but meaningful goodbye to the former king and Andrias tells her to take care of herself. Showing that despite everything that happened between them, the two still care about each other.

* ''Series/ItsAlwaysSunnyInPhiladelphia'': Frank Reynolds is old enough to be the father of the other main characters ([[ItMakesSenseInContext and kind of is in the case of Dennis and Dee]]) but is considered one of the gang and is HeterosexualLifePartners with Charlie (who may be his biological son).

** This is implied to happen a ''lot'' with Avatars, especially when said Avatars die young (young for an Avatar being the average lifespan of a human) and their friends and family outlive them long enough to meet their reincarnations. Korra has a close relationship with Aang's widow Katara, who served as her waterbending instructor, and quickly befriended his other teachers, Zuko and Toph ,after she met them.

* Jinx of ''Webcomic/TheWhiteboard'', about ten years old, is on friendly terms with pretty much the whole adult cast, and seems especially fond of Doc. (Note: the artwork can create an apparent resemblance, but Jinx, an Arctic fox, is not related to either polar bear cast member, Doc or Cara.)

* ''Series/TheTwilightZone1959'': Ben (well over 1000 years old, appears to be about seventy) and Jenny (probably about nine-ish) in the episode "[[Recap/TheTwilightZoneS3E90TheFugitive The Fugitive]]".

* The relationship between Johnny and Squee in ''ComicBook/JohnnyTheHomicidalManiac'' is something like this, with Johnny regarding Squee as a friend/little brother figure. It's entirely one-sided however, as Squee doesn't feel anything other than sheer terror towards him, and with [[AxCrazy VERY good reason.]]
* Lenore and Ragamuffin from ''ComicBook/LenoreTheCuteLittleDeadGirl'' is one of the most extreme cases. Biologically, Lenore is 10 years old and Ragamuffin is between 20 and 30 years old. The thing is that Lenore [[UndeadChild has been 10 for 100 years]] and Ragamuffin has been 20-30 for 400 years. So they are like 4 generations apart and Lenore [[CreepyChild is still the one who manipulates him like he is her toy]]... [[SealedEvilInACan which he is, practically, since he is trapped in a small cotton doll]]. And even when he transforms into his old vampire self, he still follows her like a devoted [[MistakenForServant servant]]... ahem... friend.
* ''Franchise/XMen'':
** ComicBook/{{Wolverine}} and every teenage girl to join the X-Men. In particular Jubilee in the 80s-90s, ComicBook/KittyPryde and Armor. In fact, he appears to get along with teenage girls better than any other type of person.
*** Lampshaded in an old Wolverine issue when he is asked, "do you wonder, why this need for adolescent girls?" - to which Jubilee replies "coz we don't screw his heart and backstab him after like you [adult] cows always do".
** ComicBook/{{X 23}} has one with Gambit in her series. It's not as pronounced as there's only a decade between them at most, but X-23's vulnerability is presented as a [[{{Pun}} sharp]] counterpoint to Gambit's street smarts and maturity.
** X-23's little sister Gabby has a surprisingly sweet friendship with fellow CloudCuckoolander ComicBook/{{Deadpool}}.
** [[Characters/MarvelComicsCyclops Cyclops]] is close to the other founding members of the {{ComicBook/Champions|MarvelComics}}. His younger self was part of their team when he came to the present Marvel universe, and when he went back to his place in time the adult Scott gained all those memories.
* In the excellent but very grim Creator/DarkHorseComics series ''ComicBook/KingsInDisguise,'' involving hobos in the Great Depression, the main character is a young boy who ends up teaming up with a much older man while searching for his father. There's nothing sinister at all about their friendship, but many other hobos traveling with young boys ''are'' in ''[[{{Squick}} exactly]]'' that sort of relationship, and they assume that these two are as well. That's not even mentioning the incredibly creepy old guy who tries to assault the protagonist at one point.
%% Zero context* ''ComicBook/GreenArrow'': Olliver Queen has this relationship with, Mia "Speedy" Dearden.

* ComicBook/{{Superman}}'s relationship with ComicBook/{{Superboy}} (the Conner Kent/Kon-El version) and ComicBook/{{Supergirl}} is something like this. Although they're family -being his clone and his cousin-, Clark generally lets them have their own lives but remains close with them regardless.
* ComicBook/{{Asterix}}'s closest friend besides Obelix is the druid Getafix, who had his long white beard when all the rest of the cast (save Geriatrix) were children.
* Franchise/{{Tintin}} and Captain Haddock. They fall in together during the derring do of ''The Crab With the Golden Claws'' and are constant companions from then on. It's difficult to determine when Tintin moves in with Haddock and Professor Calculus but it seems to be some time after the Moon adventure. The sheer oddness of their relationship has led to many snide remarks and speculation down the years, not least because neither are interested in women (the Captain's plain terrified), but theirs is a very sweet and lasting friendship where they continually lay down their lives for each other.
* ComicBook/YokoTsuno (early 20's) and Aoki (60/70's) in ''Daughter of the Winds''. [[spoiler: It ends in tears when Aoki, an ex-war veteran, pulls an HeroicSacrifice for her sake.]]
* In volume 1 of ''ComicBook/WerewolfByNight'', 19-year-old Jack's best friend is Buck, a writer in his 40s. Jack occasionally wonders if Buck isn't a [[ParentalSubstitute surrogate father]] to him, but then comes to the conclusion that, no, he simply is a very good friend. Later he grows to be best friends with Michael ComicBook/{{Morbius}}, who was already an M.D. with at least one [=PhD=] and a Nobel prize under his belt before Jack had even turned 18.

* Kieron Gillen's ''ComicBook/UncannyXMen'' run depicted Hope and Namor as this. Hope's a 16 year old {{Child Soldier|s}} and the messiah of the mutant race who grew up in a BadFuture, Namor is an OlderThanHeLooks Atlantian king who's been around and active since [=WW2=]; together they trade snark when paired up on a mission and connect as friends, something both of them rarely do with anyone else.
* In [[PolishMedia Polish graphic novel]] "Żyjesz?" ("Alive?") the nameless heroine of the book is in her 20’s, while the boy she befriends during her adventures is about six-seven years old. They get along pretty well, enjoy each other company and there isn't a single occasion where they aren't trying to save each other (the entire story line is more-or-less SurvivalHorror the comic book).
* In ''ComicBook/SweetTooth'', the main relationship is the friendship between Gus and Jeppard. Gus is 9, while Jeppard looks at least 40.
* ''Franchise/WonderWoman'':