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"We are as close as an elderly gay man and a straight teenage boy can be."
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A friendship which develops between two characters that would seem unlikely to be friends, whether it's because of them having diametrically opposed personalities, holding beliefs that would normally get one to try to demonize the other, or some other quirks of their beings that would lead to them clashing. Through their friendship, they learn more about each other and about themselves.

The characters in an Odd Friendship may have little to do with each other initially — or even begin as bitter enemies — and their friendship grows over time.

Distinguished from an Odd Couple in that these are usually two characters in an ensemble show, or a regular character and a Recurrer; whereas an Odd Couple usually consists of the two main characters in a show.

See also: Interspecies Friendship, Intergenerational Friendship, Interclass Friendship, Action Duo, Vitriolic Best Buds, Rude Hero, Nice Sidekick, School Forced Us Together, Loser Friend Puzzles Outsiders, Cool Kid-and-Loser Friendship, Monster and the Maiden and Predator-Prey Friendship which is a sub-trope

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Compare Friendly Enemy and Fire-Forged Friends.


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    Comic Books 
  • Archie Comics: Betty Cooper and Veronica Lodge. Their friendship goes against the very logic that governs every aspect of the universe, and yet...
  • Cassandra Cain and Stephanie Brown zig-zag this. On the one hand they can both be described as and bonded over being teenaged girls who became costumed heroines in part to oppose their abusive supervillain fathers... but then there is the matter of degree.note 
  • Of course, there's the iconic friendship of Batman and Superman. One would not expect the big blue boy scout who works with the law to consider the terrifying vigilante with issues his best friend, but there it is. Heck, Supes is even solar-powered, while most incarnations of the Bat have him refusing to operate in the daytime. Their methods, attitudes, and philosophies differ hugely. But that won't stop them from teaming up to curbstomp anyone stupid enough to come to Earth looking for a fight.
    • Their friendship was not portrayed as particularly unlikely and rocky during the Golden Age, Silver Age, and for much of the Bronze Age. It wasn't until the Crisis on Infinite Earths Continuity Reboot (and especially post-Dark Knight) that suddenly the idea of them being friends was considered odd.
    • And yet it also makes sense — both are alienated from humanity in a way. Superman due to his powers and alien heritage, and Batman because... well, he's Batman. Theirs is a friendship founded on mutual respect, trust, and admiration, even if they don't always see eye-to-eye. Both of them hope and assume that, should they die, the other one will be there. Both of them are hardline adherents to the "no-kill rule", and they both lost their (biological) parents at a young age. And despite the fact they have very different respective outlooks on life, they both have a strong sense of right and wrong. And while this leans a little into pragmatism, some stories have established that Batman carries around Kryptonite on his person at all times just in case Superman goes rogue, and that Clark is fully aware of this and trusts Bruce to subdue him if necessary.
  • In the Batman comics, Cute But Psycho Genki Girl Harley Quinn was friends with Arnold Wesker (Ventriloquist I), an Extreme Doormat who gets manipulated by a hand puppet (Depending on the Writer). This stems mainly from the fact that the first time Harley was put in Arkham Asylum, Wesker was the only inmate who treated her nicely, using his puppets to try and cheer her up. After Wesker was killed, the second Ventriloquist (Peyton Riley) tried to recruit Harley for a job, but she declined out of respect for her friend.
  • Cable, a messiah wannabe/Time Travel/Shell-Shocked Veteran, and Deadpool, a Bunny Ears Assassin/ Deadpan Snarker/ enemy of the fourth wall.
  • Prior to the accident that forced them together forever, Mister Fantastic/Reed Richards and the Thing/Ben Grimm, were near perfect personifications of the Nerd and (seemingly) Dumb Jock, yet were the absolute best friends ever. Reed never missed one of Ben's football games, and Ben gave Reed the championship winning game ball. And despite not knowing the significance, Reed kept the ball forever.
  • Black Bolt has this with Crusher Creel, the Absorbing Man, after they broke out of an interstellar prison together. When Creel died, Black Bolt contacted his wife Titania to organise his funeral.
  • Hal Jordan and Oliver Queen get along pretty well despite opposing political and social views (Hal's a straight-laced, conservative Space Cop while Ollie's a left-leaning Just Like Robin Hood vigilante), and they often collaborate together when the opportunity arises, most notably in their cross-country tour of America during the Bronze Age.
  • Guardians of the Galaxy: Star-Lord/Peter Quill is a former intergalactic super-hero / swashbuckling adventurer-turned-Broken Ace, while Rocket Raccoon is... well, he's a raccoon. Also applies to Peter Quill and Jack Flag, who's a street-level superhero from Arizona who "doesn't do cosmic stuff", meaning he's about as different from Quill as it's possible to get. Also also applies with Rocket Raccoon and Groot, who is a walking tree from Planet X, where he claims to be a king.
  • This was the trope for Iron Man and Captain America. Later, it got deconstructed: Their differences eventually became too difficult to overcome, and after events like Civil War and Time Runs Out, which had Tony acting less than heroic in both stories, their relationship eventually soured to the point where they had a fight to the death. A billionaire engineer who has no problem with doing the end-justifies-the-means tactics will have a hard times being friends with someone who sees things in black and white and is considered by some to be a saint, especially when they spend most of their relationship going from loving each other dearly to fighting.
  • Jan, Jans en de Kinderen: The family dog and cats have an Inter Species Friendship.
  • Depending on the Writer, the Penguin and the Joker have this type of relationship, as well as Penguin and the Mad Hatter or Penguin and the Riddler. In Death of the Family, in a twisted way, this is how Joker sees his relationship with the other Bat-Villains, like Penguin and Riddler, and Batman.
  • From Lenore the Cute Little Dead Girl, we have one of the most extreme cases of Intergenerational Friendship: Lenore, an imaginative, Chaotic Stupid, 10-years-old, dead girl and Ragamuffin, a deadpan, level-headed, magnificent vampire, trapped in a cotton doll.
  • In Raymond Briggs' The Man, a young boy forms an unusual friendship with a tiny (and bossy and demanding) man.
  • Victor Von Piro and Frank Einstein Jr. from Mini Monsters. They're exactly polar opposites, and they're always arguing and criticizing the other's behaviors — but they can't live without each other. In short, they are a male and monster version of Betty and Veronica but without the Love Triangle.
  • Morbius the Living Vampire is a morose, reserved, serious doctor/scientist from Greece. He's described as looking like the back-end of a bulldog, and it wouldn't be much of a stretch to say his life goal is "cure all diseases on planet earth". Werewolf by Night is a leather-clad, motorcycle-riding ladies' man from California who loves alcohol. He's handsome to the point of being a Chick Magnet, and his fantasies involve surfing and "a couple thousand beach babes". There's also about 20 years between them. The two started out as doctor and patient, and over the years grow to be best friends.
  • Plastic Man and Batman are somehow rather close friends despite Batman's usual distrust towards reformed criminals and usual lack of humor, and Plastic Man's status as The Atoner (though at first he was Only in It for the Money) and goofy personality.
  • Power Girl and Harley Quinn are more or less friends after some rather unusual events. Namely Power Girl crashes right outside Harley's crib and has Laser-Guided Amnesia. Harley can't resist tricking her into thinking she is her sidekick (which at first seems like Harley just being a Troll, but it's later revealed she really does think Power Girl is awesome and always wanted to be her sidekick). When Power Girl gets her memory back she's understandably pissed, but leaves Harley unharmed after she grovels and apologizes. Later, the two of them have to work together willingly (usually to fight some threat way out of Harley's league), and are basically Fire-Forged Friends, or at least allies.
  • The Punisher Presents Barracuda reveals the titular Barracuda has one of these with Dirty Cop Sheriff Danby. Thing is, Danby is a Politically Incorrect Villain and 'Cuda is a Scary Black Man.
  • Revolution (2016) and Revolutionaries give us the long-winded Humongous Mecha Kup and the young, cheerful, pun-loving British secret agent Action Man, who get along amazingly. Go figure.
  • Robin Series: Sebastian Ives is a physical activity averse Jewish geek who freezes up when faced with confrontation and has become very observant and good at avoiding such situations and losing tails in response. Callie Evans is a Protesant star basketball player who has and will fight if someone is threatening those around her and is near incapable of sitting still. The two date off and on through High School and remain close friends afterwards.
  • Sensation Comics Featuring Wonder Woman: Wonder World: Epistime and Techne are diametrically different and are paired as Diana's personal guards while she is growing up. Epistime is tall, patient and graceful while Techine is short, tacturn and abrupt. They argue nearly constantly but seem to like each other regardless, and they are both excellent fighters.
  • In Sex Criminals, in middle-school Suzie was a 'good girl' and Rachel was a 'dirty girl', with Rachel even disparagingly calling Suzie "slut" on at least one occasion. Sixteen years later, they're roommates.
  • The short lived (2 issue) team-up of Spider-Man and Loki went a lot like this. Loki wants to save one of his mortal offspring from the Chaos Sorceress possessing her. Spider-Man wants to save the world from that sorceress (and get her to stop hitting on him). They work together. Awesomeness ensues. On Loki's end, complaining that Spider-Man isn't giving him enough respect as a god and wondering why mortals are all so weird. On Spider-Man's, wondering what working with a mostly-evil guy like Loki means and buying chili dogs to share with Loki.
    • Plus, at the end, Loki decided he owed Spidey one, and gave him a sort of talisman that he can cash in for that favor. Even though no one brought it up again for a long time (again, it was only 2 issues), fans hoped it could be a possible Chekhov's Gun to undo One More Day or something. Loki later on tricked Spidey into using his favor to save a random civilian, however.
    • Spider-Man and the Human Torch. Two kid heroes who started their superhero careers at roughly around the same time (the Fantastic Four are almost always depicted as the first heroes on the scene in the "modern Marvel universe") but grew up with two completely different lifestyles. Spidey was always on the 'barely scraping by' side financially while Johnny enjoyed the riches and fame that came with being a publicly beloved hero. Then there's their personalities: while Peter is more of a Humble Hero, Johnny is more or less a show off. Yet, they are arguably the closet superhero friends next to Luke Cage and Iron Fist, and consider each other family.
  • Transformers: More than Meets the Eye: Dorky, nerdy, fish-out-of-water Nautica and the truly insane Mad Scientist Brainstorm bond over SCIENCE.
    • Whirl and Cyclonus spend most of the earlier issues cheerfully attempting to contrive each others' deaths. They bond while fighting Legislators in the "Remain in Light" arc, regularly fight side-by-side from there, and by the later parts of the second "season", Cyclonus actively seeks out Whirl for relationship advice, of all things.
  • In Polish comic Tytus, Romek i A'tomek, we have two of the main characters, Romek and A'Tomek. The first is a tall, handsome jerkass and a Smug Snake, while the other is short, fat and nerdy. In every other reality Romek would be the bully who picks on A'tomek. Here not only they are very good friends but Romek has plenty of respect for A'Tomek's superior intellect and considers him the authority figure.
  • Ultimate X-Men: The X-Men and the Brotherhood are bitter enemies: the Brotherhood wants to kill or enslave the human race, and the X-Men to stop the Brotherhood and have pacific relations between humans and mutants. Toad is a member of the Brotherhood, and Cyclops of the X-Men. But, somehow, they manage to be friends.
  • In Watchmen, Rorschach is a broke, insane, psychopathic vigilante, the only one operating after the Keene Act has passed. His best friend Dan Dreiberg, the Nite Owl II, retired after the Keene Act and kind of half became the mask to Rich Idiot With No Day Job. He's friendly to the point of being a doormat (look at when he invites Laurie to stay with him and she keeps talking over him.) Even in appearance, they are opposites, Dan being tall, plump, brown-haired, and when he takes his glasses off, handsome, whereas Rorschach is incredibly short, skinny, red-haired, and is "fascinatingly ugly".
  • Wolverine and everybody:
    • Nightcrawler is a particularly prominent example. In the Claremont run where both characters first appeared, they were together almost all the time. Nightcrawler is one of the few people Wolverine has said a genuine "I love you" to, possibly the only man.
    • There is also a tendency for Wolverine to be paired up with teenaged girl side-kicks. The general idea is to play a gruff outsider gets hit with fatherly instinct sort of angle, but he does it over and over again! Specifically Logan has formed a duo with Kitty Pryde, Jubilee (Marvel Comics), and a young Rogue (in the movies). Later on, he's mentored X-23, his female clone (ok, so perhaps that friendship is not so odd).
    • Wolverine was previously very close with Piotr Rasputin (Colossus). But after "Peter" suddenly and callously broke up with Kitty, their relationship was never the same again. This was cemented by Colossus' later defection to Magneto's Acolytes.
  • Wonder Woman by nature is a very friendly sort, but from the start her friendship with Etta Candy was presented as odd. The super-powered earnest princess who cares deeply about fitness and the prank loving sarcastic flippant troll who eats candy constantly.

    Films — Animation 
  • Fievel and Tiger in An American Tail become friends despite being a mouse and a cat respectively, and then sing a song about it.
  • The Fox and the Hound uses this for its entire premise. The theatrical release poster even reads "A story of two friends who didn't know they were supposed to be enemies."
  • A French stage magician and a young Scottish girl in The Illusionist.
  • In The Land Before Time, we have a soft-spoken diplodocid (exact species unknown), a hot-headed Triceratops, a happy-go lucky Saurolophus, a panicky Pteranodon, and a mute, gluttonous Stegosaurus somehow making a cohesive and tight-knit group. It gets even more bizarre when a friendly Tyrannosaurus and a whimsical Oviraptor get added to the crew.

    Films — Live-Action 
  • 12 to the Moon (notable for its appearance on MST3K) features a friendship between a Holocaust survivor and the shame-ridden son of a Nazi. The two overcome their tension just in time to die together in a Heroic Sacrifice.
  • The Adventures of Milo and Otis is about a Dmoestic Shorthair kitten and a Pug puppy who become friends, and then get separated and spend most of the movie trying to be reunited.
  • Marty and Doc in the Back to the Future trilogy are as close as a old scientist and a teenage Cool Loser can be. Perhaps Marty sees Doc as a grandpa?
  • Bill & Ted's Excellent Adventure: Of the historical figures brought together by Bill and Ted, the ones who get the most focus as friends are, oddly enough, Socrates and Billy the Kid.
  • Bubble: Martha is about twenty years older than Kyle, but describes him as her "best friend." They seem to share nothing in common and exchange only banal small talk when they're together. They're just two lonely coworkers with no one else in their lives.
  • Drop Dead Gorgeous: A couple of lines suggest that Amber, a tap dancer and beautician at the mortuary, is friends with athlete and Gun Nut Tammy Curry. For that matter, with the exception of Becky, all of the girls in the pageant seem to get along well with each other despite their differing personalities and interests.
  • Escape from Alcatraz: Morris and English. A white convict and escape artist and the jaded leader of the black gang in the 1960s Alcatraz prison quickly see eye to eye, becoming unlikely friends.
  • Gran Torino is about a growing relationship between a racist and bitter Korean war veteran and the young Hmong man who tried to steal his car. The Hmong kid goes from washing the man's car, to being allowed to use it on a date to receiving it after he dies protecting them from their vicious gangster cousin.
  • The Half of It has an interesting variation by way of a Love Triangle. Ellie is a shy, introverted academic overachiever. Paul is a popular jock. But they've both never left their small town, are genuinely nice people, and have crushes on the same girl.
  • Arthur and Iris in The Holiday are a combination of this trope and Intergenerational Friendship.
  • Baloo and Bagheera in The Jungle Book (2016). Both appear to know each other from some earlier time but their personalities clash. Baloo is easy-going and charming while Bagheera is rule-abiding and reserved. Initially Bagheera disliked the bear, but he gradually warms up to Baloo when he sees that Baloo's affection for Mowgli is genuine.
  • King Ralph: King Ralph, an oafish but likeable working-class American who became King of the United Kingdom when everyone ahead of him (he is the illegitimate son of a Royal Duke) dies, strikes up a close friendship with the intensely aristocratic and refined King Mulambon of Zambesi. They bond over being relatively new to the throne and sick of court protocol, and eventually ditch their crowns and minders and nip off to the pub for a couple of pints and a private bullshitting session. This little piece of impromptu diplomacy eventually secures a highly lucrative trade agreement, creating thousands of jobs in Britain and securing Ralph's popularity.
  • Joe Buck and Enrico "Ratso" Rizzo in Midnight Cowboy. Joe is a naive, handsome, friendly (but cocky) Texan. Ratoso is a seedy, sickly and cynical petty crook from the Bronx. At their first meeting, Ratso cons Joe out of $20 (a significant sum in the late 1960s), but they wind up being one another's best (and only) friends.
  • Marvel Cinematic Universe:
    • The Avengers has pretty much every pairing except Black Widow and Hawkeye. But one that stands out in particular is Tony and Bruce. Helps that they both "speak English".
    • Like in the comics, this was also deconstructed with Tony Stark and Steve Rogers where, in spite of their glaring differences they did share a strong friendship until their differences began to sour it more and more. It came to a head when Tony found out the man Steve was protecting murdered his parents, ending in a savage fight and some hate-filled final words from Tony:
      "That shield doesn't belong to you. You don't deserve it. It was made by my father.
      • Which receive a touching call–back after the Odd Friendship is restored in Avengers: Endgame.
        "He made it for you."
    • Captain America: The Winter Soldier has The Cape Steve and former KGB agent Natasha.
    • Jane Foster and Darcy Lewis in Thor, who have quite different personalities but work together.
    • Guardians of the Galaxy has Rocket, an ill-tempered gun-loving cybernetically-enhanced raccoon, and his best friend Groot, an amiable absent-minded tree-creature.
  • The angry goth-girl and stuffy businessman protagonists of My First Mister.
  • St. Vincent (2014) has a cantankerous, disheveled, alcoholic veteran, and a shy, scared kid in the midst of trying to deal with his parent's divorce.
  • Bruno, a drug dealer, and Alexandre, a pediatrician, in Tell No One. They've become friends of a sort because Alexandre was the only one who believed Bruno's son was a hemophiliac (everyone else thought Bruno was abusing his son), and Bruno is the one Alexandre turns to when he's accused of murder.
  • The Way, Way Back: Duncan the introvert and Owen the extrovert (who also happens to be tens of years older than Duncan.)
  • Wonder Woman (2017): Both Chief, a displaced Native American, and Diana, a displaced Amazon, share a kinship due to their backgrounds.
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    Pro Wrestling 
  • The real life arrogant, boisterous pro wrestling master Karl Gotch was close friends with the polite, ascetic Japanese judoka Masahiko Kimura. Fortunately they never fought a match or two, because the earth would have trembled during its course.
  • One of the most popular tag teams in WWF/WWE history was the Rock 'n' Sock Connection which consisted of The Rock and Mick "Mankind" Foley. The former was a hip, electrifying, good-looking young man with a bit of a bullying streak. The latter was an overweight, scraggly dork who took every opportunity to look "uncool" as possible (to the point of using a dirty sock as a puppet named Socko, hence the "Sock" part of the team name). Despite their very obvious differences (which included a very, VERY vicious feud earlier in the year), their chemistry as both a tag team and a comedy duo was undeniable and led to THE most highly rated segment in WWE Raw history. The Rock originally had a tolerable disdain but grew to respect and like Mick as time went on. Though the actual team-up was relatively short-lived, the two have since become kayfabe best friends. In fact, the first time the Rock returned to the ring after his semi-retirement in 2003 was to come to the aid of Mick against Evolution.
  • The friendship between WCW Professional Wrestlers Sting and Lex Luger was often portrayed this way, as Sting was a Face and Luger was (more often than not) a Heel.
  • The stoic, soft spoken, respectful, always serious "World Warrior" Low Ki and the loud, vicious, obnoxious and fun loving "Notorious 187" Homicide are the best of buds. This may stem from Homicide being one of Low Ki's trainers but that begs the question of just how Low Ki turned out the way he did, as most of Homicide's other students are much more in line with his personality, with the exception of Rycklon, and none are as close to him as Ki.
    • Also, "Kaval", who was essentially Low Ki in all but name and his NXT mentors LayCool, a pair of mean spirited, shallow, self absorbed airheads. They didn't treat Kaval with much respect but that's just how they are, they did genuinely like him and he reciprocated. A lot of fans don't like that Kaval and Laycool were paired up but the man himself enjoyed working with them (even if he didn't like being on NXT).
  • The team of Booker T and Goldust (also known as "BookDust") was this in spades throughout 2002 to 2003, with Booker as a brash, short-tempered, and cocky heel, and Goldust as a perverse, bizarre, and persuasive face. Upon meeting for the first time, Booker couldn't stand being near Goldust, but the duo eventually clicked once Booker begun his feud with the nWo. After some initial skepticism, Booker eventually warmed up to Goldust, and both of them were featured in many comedic backstage segments where they both dressed up in silly outfits or parodied other wrestlers. The team broke up after losing a match with that as a stipulation, but from time-to-time (depending on if Goldust is with WWE or not) there's usually one segment that reminisces about the tag team whenever Booker and Goldust are in the same room or in the ring at the same time.
  • Chikara's ACCC, a tag team made up of Arik Cannon, an anarchist, and Claudio Castagnoli, a rich Swiss banker swelling with national pride. They were the foundation for The Kings of Wrestling, formed when they met up with he of the messianic delusions Chris Hero.
  • El Patron Alberto and Sucio Dutch Mantel in WWC, given both men had been open in their disdain for each other's first language before they started working together and what exactly they had in common, besides disliking Puerto Rico, was a mystery.
  • Progress Wrestling has Pastor William Eaver and Chuck Mambo, as Eaver is a serious priest and Mumbo is a smiling surfer dude. They’ve proven to be a successful and popular tag team though, known as Sweet Jesus.

    Roleplay 
  • Jack Raven and Michael Freeman from Behind The Veil. The former is an ex-assassin who hunts evil to make up for his own sins, while the latter is an ex-fire fighter who hunts evil to protect people. Despite first meeting only to defeat a monster, the two stuck together and became best friends.
  • City of Chains, a Dragon Age II Play-by-Post:
    • It offers us Ithilian, a Blood Knight Dalish elf who hates humans, and Amalia, a human agent of the Qunari raised to believe that other societies are fundamentally corrupt and backwards. It works about as well as you'd think at first, but they get over it, and the result is consistent badassery.
    • The same story also includes Rilien, a Tranquil, and his friendships with silly rogue Ashton and flighty, emotional Sparrow.
  • Dawn of a New Age: Oldport Blues:
    • Zia is energetic, rowdy, and sexually active. Her closest friends include the sweet and demure Mirielle (who she met due to their mothers being friends), the gentle and straight-laced Ciro (who she protected from bullies in their childhood) and the quiet and thoughtful Ivan (with whom she shares a love of musicals).
    • Ivy is a shy and neurotic Shrinking Violet. Her best friend, Luna, is abrasive and confrontational. They became close due to a shared love of anime and video games, and have recently reconciled after Luna's personality developed drastically.
    • Lenore and Vivian couldn't be more different — the former being a laid-back extrovert while the latter is an awkward Nervous Wreck — but the two of them are nevertheless thick as thieves.
    • As lampshaded by the other characters, Jae's surly disposition is very at odds with Jemimah's cheerful boisterousness. They met by accident and Jae enjoyed having someone she could casually shoot the breeze with. It helps that they have a mutual friend in Marko, Jae's fellow gang member and Jemimah's workout buddy.
  • A number of Survival of the Fittest examples, including Adam Dodd and Julie Mikan, as well as Sean O'Cann and Trish McCarroll. Both friendships are highly circumstantial, however.

    Tabletop Games 
  • Forgotten Realms: The gods Lathander the Morninglord and Kelemvor the Judge of the Dead have very different outlooks on the world and portfolios, but maintain an alliance based on their mutual hatred of necromancy and the undead.
  • Pathfinder:
    • Nivi Rhombodazzle, the gnome goddess of chance, gamblers and roving wanderers, maintains a good relationship with Torag, the duty-bound god of the dwarves. The two have radically different personalities and outlooks, but they and their followers still get along well; generally, Torag sees Nivi as good-hearted and well-meaning, if perhaps not the most reliable person in the world, while Nivi sees Torag as stuffy and dour but still decent and trustworthy.
    • The merfolk are extremely xenophobic and viciously repel trespassers near their secret settlements, but maintain a working relationship with the aboleths — the mind-controlling psionic Lovecraft Lite monsters that predate the gods and otherwise scorn all "lesser" forms of life.

    Visual Novels 
  • Kiyotaka Ishimaru and Mondo Oowada from Danganronpa: Trigger Happy Havoc. One is a school hall monitor who values school discipline and students' morals above all else, the other is a delinquent who happens to be the leader of the largest motorcycle gang in all of Japan. Despite this, they become close friends due to their mutual passion of being Hot-Blooded. When he is revealed as the murderer in Chapter 2, Ishimaru refuses to believe that Oowada killed Chihiro, but then he is confronted with the truth and has a Heroic BSoD after that. Seeing that Ishimaru sees Oowada as his Only Friend, this is justified: he was so focused on his school's morals and rules and encouraging them to study hard, he never had any friends, even from his group of classmates, until Oowada came along. And when Oowada was executed, he felt like he lost his brother.
    • To a lesser (meaning less odd) extent Aoi Asahina and Sakura Oogami. The two ALWAYS spend time together, bonding over their love of sports, but Hina is more friendly and approachable while Sakura is more... The Quiet One who has trouble making friends and who's muscular appearance has had many guys including Yasuhiro Hagakure, and Ishimaru, unintentionallly calling her a guy (though in Hagakure's case he calls her "Ogre" maliciously) This leads to the events of Chapter 4, where Sakura commits Suicide to stop being The Mole for Monokuma in his attempt to get the Ultimates to turn against each other. Hina decides to frame every other survivor due to her feeling nobody respected Sakura like she did. When she is caught and finds out Sakura didn't want her to blame the others for her suicide, she breaks down.
    • The sequel Danganronpa 2: Goodbye Despair also has a few.
      • Hajime Hinata and Nagito Komaeda. The Generic Guy Hero, and Poisonous Friend, unhinged, Hope Fanatic. Even when Komaeda pretends to hate Hajime, he can't bring himself to do it alone with him saying they are both stepping stones for Hope.
      • Regal Princess Sonia Nevermind and Ineffectual Loner, Large Ham Gundham Tanaka bond over their love of Gundham's hamsters (his Four Dark Devas of Destruction) and while Sonia is creeped out by Kazuichi Soda's advances on her, she's happy to compliment Gundham on his intelligence and quick thinking. Also counts as Star-Crossed Lovers because Gundham is revealed to be Nekomaru Nidai's killer, Sonia is extremely defiant and breaks down after he is executed. She even takes care of his Four Dark Devas of Destruction for him.
  • Daughter for Dessert gives Lily and Moe Mortelli. Lily apparently doesn’t care if Mortelli says anything inappropriate or even racist towards her.
  • Double Homework:
    • The protagonist and Henry. The protagonist himself lampshades this at times by asking himself why he’s friends with such an idiot.
    • Morgan and Amy. Amy lampshades this, saying that Morgan likes books and movies, where the good guys usually win, while Amy herself prefers video games, where the outcome is unclear and based on the skill and choices of the player(s).
  • Shinrai: Broken Beyond Despair
    • Raiko, who's stoic and aloof, is friends with the friendly and outgoing Nobara, although it's later revealed that Raiko wasn't always as serious and emotionally detached as she is at the start of the game.
    • Rie, an outspoken and Secretly Wealthy tomboy is best friends with Runa, a polite girl who's the only party attendee whose family lives in poverty.
    • Taiko, a well-mannered boy with a strong sense of justice, is friends with notorious pervert Kotoba.
  • Akira and Seiji from Spirit Hunter: NG. While they're riding together on his bike, Akira acknowledges that, despite being best friends, he and Seiji are complete opposites — Seiji is a polite, sociable boy who hides a dark personality, whilst Akira appears intimidating but would rather be left alone. Even their clothes contrast, with Akira favouring black while Seiji wears white.
  • Tsukihime:
    • Arcueid and Ciel are described in canon as having a "weird friendship". One is a vampire. The other is a vampire killer. They also have a bit of a love triangle over poor Shiki, who only attracts the insane.
    • Melty Blood has the Back Alley Alliance, starting with Satsuki Yumizuka (normal girl who got turned into a vampire but won big in the Superpower Lottery by becoming a fast-adjusted Unskilled, but Strong Dead Apostle) and Sion Eltnam Atlasia (brilliant mage whose modus operendi is Awesomeness by Analysis and seeking a cure for vampirism, thanks to her own affliction from fighting the Night of Wallachia). Sometimes Len (Cute Mute cat dream familiar) hangs around. Actress Again brings in Riesbyfe Stridberg (Church Executor who fought the Night of Wallachia alongside Sion and died in that battle — the being that exists in the present day as Riesbyfe is a recreated copy) who is a very close friend of Sion (mages and the Church do not usually get along).

    Web Animation 
  • Dreamscape: Dylan, the idealistic Nice Guy, and Keela, the stoic Emotionless Girl. However, it turns out they aren't that different.
  • DSBT InsaniT: Alex, the Ambiguously Evil Heroic Comedic Sociopath of the group, and Koden, the Nice Guy Only Sane Man of the group.
  • Red vs. Blue:
    • Flashbacks during the Project Freelancer saga show that agents Maine, Carolina, and Washington all worked well together and were apparently best friends. Despite their vastly different personalities with Maine being the Big Guy and a bit of a Sore Loser, Carolina The Ace and Competition Freak, and Washington as a Jack-of-All-Stats and Nice Guy they all have each others backs and perform well. You would never guess they had this friendship based on how they are in the present day, though Carolina and Wash have patched things up thanks to their interactions with the Reds and Blues.
    • Season 16, "The Shisno Paradox", has one between Grif, the bitter Lazy Bum, and Huggins, an energetic and upbeat fairy-like light being.
  • RWBY:
    • During the initiation of the first-year students, Glynda expresses pity for the stoic, serious Ren being teamed up with energetic, crazy Nora because she cannot imagine how they could ever get along with each other. However, they were friends prior to entering Beacon Academy and are so close that other students think they're in a relationship; even their team-leader, Jaune, makes that mistake until corrected. It's later confirmed that their friendship started long ago in childhood when they were the sole survivors of a village that had been destroyed by Grimm. For most of their lives they had no-one to rely on but each other, and it made them inseparable.
    • Blake is first introduced robbing a train owned by Weiss's family, who have enslaved her kind. However, the two girls learn how to put their differences aside when they're put on the same team, and eventually bond as true friends. When Team RWBY try to reach Atlas from the city of Argus, the Atlesian commander of the port is willing to let Weiss Schnee through because of her family connections, but upon seeing a Faunus with her makes it clear that she believes Weiss has fallen in with very questionable company, and will not let them through. Weiss is the first one to leap to Blake's defence.
  • Shrapnel: Juka has one with basically everyone she is on good terms with, seeing as she is a giant Eldritch Abomination who easily dwarfs everyone else, and could (and sometimes does) easily kill people, and could easily crush them to a bloody paste if she wanted to, and has no obligation to be as nice as she often is.

    Web Comics 
  • Bloody Urban has Libby Neon — nihilist, Conspiracy Theorist, and hardcore vegetarian — and her roommate Angelica Pasternak — a perpetually cheerful airhead with a serious love of bacon.
  • Brawl in the Family: Most of the positive character interactions can be chalked up to this, mostly via King Dedede and his tortured friendships with erstwhile enemies Kirby, Meta Knight, Bandana Dee, and Adeline.
    • Daisy and Waluigi are also good friends. Daisy is a stable Nice Girl, while Waluigi is a loony Jerkass.
  • Check, Please!: In many works, the friendship between the Camp Gay Bitty and the Frat Bros of the Hockey Team might seem weird, but the Hockey Team is very open minded and all absolutely love and support Bitty, who goes on to achieve the status of Team Mom among the house. Early on, Bitty makes a comment lampshading that he has his doubts about the fraternity accepting him so easily, but this is mostly related to his still lingering fears of jocks due to his bullies.
  • Quite a few examples appear in Dead Winter the Zombie Apocalypse can really bring the most polar opposite of people together. Such as Monday and Lou, a gun-for-hire and a fat plumber, respectively. Then there's also Yuri and Philip, one's a boisterous Russian gun-for-hire that prefers direct combat, while the other's a quiet badass reverend whom prefers to fight from afar.
  • All over the place in Dumbing of Age. Danny and Joe are a long-established pair. Joyce and Walky and Joyce and Billie are developing ones.
  • In El Goonish Shive, the Straw Feminist Susan and the Chivalrous Pervert Tedd.
  • In The Fuzzy Five, room mates Britnee the perky blonde and Meredith the Goth.
  • Girl Genius: The Jaegermonsters are immortal soldiers created by the old Heterodynes, who used them to raid and pillage the countryside. Everyone in Europa hates them with a passion, or at the very least is afraid of them. The exception is the Corbettite monks, a religious order that runs a free train service everywhere they can. They get along great — the Jaegers are happy to help evict unruly passengers, and are some of the only people who actually enjoy the infamous Corbettite train song.
  • Both of the main friendships in Gunnerkrigg Court are this:
    • Annie and Kat are close friends despite being complete opposites personality-wise. They also metaphorically represent two opposing forces (the forest and etherical things for Annie / the court and technological things for Kat).
    • Annie and Reynardine, who are, respectively, a quiet young girl and a fox god. Reynard has killed at least one human and a dragon via glitched Body Surfing, and (may have) tried to kill Annie the same way, but this doesn't bother her much. Even the awkwardness of Reynard being in unrequited love with Annie's mother, along with the revelation that Annie is basically her mother's reincarnation, isn't enough to hurt their friendship more than temporarily.
    • As if that's not enough, we now have Shadow 2 and Robot, who have no similarities other than being named by Captain Obvious. One is a shadow-man created by Coyote as a half-assed representation of humanity, and the other is a misbehaving robot who often receives severe sword injuries. They don't fight crime, but they are together.
  • Amy and Metal Sonic in Hangin Out, if only because the latter kidnapped the former and tried to murder her friends in the main games. The webcomic opens with them hangin out and watching a movie.
  • Finas and Casimiro of Hanna Is Not a Boy's Name are complete opposites in every way, yet the two have been practically inseparable for centuries.
    • Veser and Ples may also be headed this way.
  • In Harbourmaster, when Partasah died, his daughter Gilou tried to force Tal, the governor Partasah chose, to abdicate in his favor. Instead, she ended up being hired as his assistant ... only to discover herself beginning to like him.
  • Homestuck has The Fool John and Backstabber Vriska.
    • Also Equius and his moirail Nepeta: he's serious, stubborn and obsessed with caste and dignity, while she's an RP-loving wildchild who hunts down vicious animals with her bare claws. Despite their odd relationship, the two are clearly very close. When Gamzee loses his marbles and turns homicidal, the first thing Equius does is make sure Nepeta is safe.
  • Lavender Tea: Damian starts out in a competitive rivalry with Nina, slowly the two become friends over time. He also has a different outlook of life than Jasper yet the two remain close buddies for years.
  • Richard and Cale'Anon from Looking for Group, one is a sociopathic undead warlock who is probably only helping the heroes out of boredom, the other is an overly idealistic elven paladin who doesn't know he's supposed to be evil and does his best to be a Friend to All Living Things.
  • In MK's The Strange Case of Dr. Jekyll & Mr. Hyde, Jekyll and Hyde are like two brothers who get on each other's nerves, but ultimately care about each other very much.
  • Nebula: Mercury is a Small Name, Big Ego who thinks that he's better than everyone else (except Sun) and who's always trying to order people around, to absolutely no effect. Sun is the quietly intimidating undisputed leader of the group, whose main problem is that he rarely interacts with anyone (except Mercury).
  • In The Order of the Stick:
    • Fellow Cloudcuckoolanders Elan and Thog get along famously, despite the latter being a Chaotic Evil Card-Carrying Villain. Thog's goodwill doesn't extend to Elan's friends.
    • O-Chul the Paladin quickly befriends the Obliviously Evil Monster in the Darkness, which saves his life and gives the Monster its first experience with genuine Good.
    • The bonus comic Spoiler Alert reveals that Therkla and Sangwaan struck up a short one when Therkla attempted to rob her and Sangwaan foresaw it. Sangwaan instead invites her for drinks and they bond over their similar positions in life. It ends up being their last interaction as the Hobgoblin Horde attacks the next day and Sangwaan is killed in the fighitng.
  • Obsessive-compulsive Hannelore and the hygiene-challenged Marigold from Questionable Content.
  • Sabrina Online: Sabrina's hyper-sexual porn star boss Zig Zag and her ultraconservative mother Endora. They met at Sabrina's wedding and surprised each other by hitting it off.
  • The Shufflers: Märchen is a middle-aged cartomancer who’s fallen on hard times, trying to make money by carrying out fortune telling. Hiddenite is a young descendant of a line of powerful mages assumed to be a legend. After Hiddenite saves Märchen from being persecuted by local authorities, Märchen gets Hiddenite to agree to be his bodyguard in exchange for lodging. Over time, the two slowly form a deep and genuine friendship.
  • Similarly to the Superego example mentioned above, Luke, a top-heavy guy who has inherited the sin of Wrath, is bonding with Pisces, a small girl who has inherited the sin of Sloth or so it seems in Sinners Game. Luke even asks her that, if they should be able to survive after the third game, if she could live in with him because they both have lost their relatives. She accepts. Notice that he asks her instead of the other way around!
  • Rabbit and Vinnie from the horror comic Skins. Rabbit is a Pretty Boy vampire who treats life like a candystore and Vinnie is a hulking monosyllabic werewolf soldier who views it more as a barfight.
    • Hell, even Jordan and Rabbit fit this trope. She's a driven workaholic psychic commander and Rabbit is...Rabbit. Yet they're best friends and possibly also lovers.
  • Kiki and Bun-Bun from Sluggy Freelance. Aside from both being Talking Animals, they don't have much in common: one's a Genki Girl with Incorruptible Pure Pureness, the other's a Killer Rabbit and Sociopathic Hero who is strictly apathetic towards just about everything. Despite this, Kiki considers Bun-Bun her best friend, and Bun-Bun hasn't killed Kiki (and in fact is unable to do it even when he gets pissed off), which is about as friendly as Bun-Bun gets with anyone.
  • Stand Still, Stay Silent: Emil and Lalli are developing one of these, in spite of the fact that the only thing they have in common is a lack of social skills. Lalli, who speaks only Finnish, is a night scout with behaviour which suggests he has some form of Autism Spectrum Disorder, and whose magical abilities give him a distinctly odd perspective on life and the world. Emil is a self-absorbed Spoiled Brat and Pyromaniac who only speaks Swedish and (like most Swedes) is a Flat-Earth Atheist, at least initially. In spite of all this, Emil has taken it upon himslf to look out for Lalli (even though he very rarely needs it) and while his affections can be quite smothering, Lalli seems to appreciate the gesture.
  • In Superego, Grey is quite surprised to find out Cherry (who has Avoidant Personality Disorder) and Rick (who has Narcistic Personality Disorder) are bonding. He explains it with Opposites Attract.
  • Weak Hero:
    • Of all the main gang, the timid nerd Eugene is the first to befriend reformed bully Teddy- first because Teddy stepped in when Eugene was being attacked by another school, and then because they both looked after a homeless kitten.
    • Teddy gets another odd friend in Rowan. Despite Teddy being a reclusive sadist-turned-good-guy, and Rowan being a boisterous exaggerator, the two end up hanging out a lot since they're in the same classroom.
    • Seongmok and Dongha are opposites in almost every way; skinny and buff, loud and quiet, pale-skinned and tanned, provocative and reserved, effeminate and manly etc. It's because of this that they're so powerful as a team, complimenting and covering each other's weaknesses.

    Web Original 
  • Cracked did an article about this very topic.
  • DOOM Crossing: Eternal Horizons personifies this trope by having Isabelle, the soft-spoken mayor's assistant, and the Doom Slayer, a one-man-army demon-slaying warrior, being friends and hanging out with one-another in their respective games.
  • It is even noted about Sasha Hunter and Iphigenie Leben in Greek Ninja that the two are unlikely friends. You've got Sasha, the tall, cool, brooding and people-hating ninja hanging out with Iphigenie, the small, cute, cheerful philosophically-inclined thinker.
  • In Void Domain, we have Eva, a fourteen year old girl who has dabbled in some magic that might not be socially acceptable in most respected circles. Before the story started, she struck up a friendship with Arachne, a psychopathic spider demon several times older than Eva.
  • Worm:
    • Taylor Hebert and Rachel Lindt — an intelligent and idealistic bullied teenager and a violent Book Dumb delinquent, respectively.
    • There's also Imp — a Nominal Hero teenaged girl in it for the thrills and violence and Vista, a younger girl who takes her heroing seriously.

    Web Videos 
  • The Call of Warr: "Prisoner Sarah" somehow becomes close with Gravesite, despite being their prisoner, to the point where they happily agree to help him write their book.
  • Cream Heroes has this between TT and Nana. TT is a tough, standoffish cat known for punching any cat who invades her personal space. Nana is a warm, loving cat who rubs around and snuggles up to whichever cat is nearest. Somehow the two have become incredibly close and will lie down together, groom one another — and when TT cries during bathtime, Nana waits outside the bathroom door pacing with anxiety.
  • Campaign 3 of Critical Role has psychic Nice Girl Imogen, who's close friends with Creepy Good undead Laudna.
  • DevilArtemis's videos pair up Cell and Kermit the Frog. A murderous bio-android and a Muppet are not what you'd normally think when you think "best friends".
  • The Clockwork Castle episode of the Mario Party TV series sparked the Running Gag of Toadette and DK being good buddies, due to how many times she got to catch him.
  • Despite The Nostalgia Critic's unhappiness with the Chick's stalking of Todd in the Shadows, the boys go for eyebrow waxings together.
  • In Sanders Sides videos, Virgil and Patton. Virgil is a gloomy, cynical Deadpan Snarker, The Friend Nobody Likes (at least at start), and literally the personification of anxiety. Patton, meanwhile, is a cheerful, endlessly optimistic Nice Guy who can make friends with just about anybody. Despite this, Virgil genuinely likes Patton and will even openly admit it (which is a big deal for him) — partially because Patton is the only one that doesn't treat him like a nuisance. In the 2017 Christmas episode, Virgil even gives Patton a card that's signed "Best Friends," much to Patton's delight.
  • From The Sonic Amigos, Shadow the Hedgehog and Tigger.
  • In the SuperMarioLogan series, Mario's friends include a stereotypical black thug dinosaur (Black Yoshi), an ogre obsessed with eating cheesecake and using the toilet (Shrek), a cowboy obsessed with hunting shrimpos (Woody), and a Toad who wants to be a rap star.
  • Youth & Consequences: School Queen Farrah and Social Outcast Colin have the closest friendship in the show, although they kept a secret from the rest of the school.

 
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