Shipping beyond all bounds of sanity. There are official couples and there are couples drawn from more-or-less subjective subtext, and then there are pairings that make you go "What?" Characters who are shipped together despite barely even having a relationship in canon. Sometimes they haven't even met in canon. Sometimes they don't even belong to the same'verse (that's what Crossovers are for, after all) or to the same species. Sometimes they aren'teven bothcarbon-based lifeforms.
Crack pairings range from the making-you-scratch-your-head-in-puzzlement weird, to the eyes-gouging-with-a-fork-inducing weird. But they always leave you asking "Why? By all that is holy, WHY?" But interestingly, some fandoms don't have genuine crack pairings — it's true that they end up with Foe Yay and weirdness, but none of their pairings seem to freak people out. This can be down to a small cast, or any pairing seeming plausible by now.
Reasons for writing crack pairing fan works varies. It might be in order to clean up romantic loose ends by bringing together characters left alone, or to erase the memory of a particularly squicky canon pairing. They might be the result of people genuinely searching for a good personality match, or drawing parallels between two characters for whatever reason. A good number are the results of freeform roleplaying. Perhaps they took it on as a challenge to prove they could make it work. Or maybe they did it on a dare. Most often, though, the insanity itself is its own justification, especially to poke fun at more hardcore fans. It can get worryingly serious though... like they actually believe it could happen...
Occasionally, when a fanfic writer gets hold of a crack pairing and makes it convincing enough, that ship gains a following and can even become very popular. It's even been known to influence The Powers That Be.
While crack pairings may show up in crack fics, the two are not necessarily related. A Crack Pairing could very well be treated in a dead serious and realistic way, and a Crack Fic could be gen, or only about traditional pairings.
Note that when characters do have some kind of relationship, no matter how unhealthy, insane, or weird their pairing would be, it doesn't count as crack pairing. Contrast with Ho Yay, Foe Yay, No Yay, Twincest, Brother-Sister Incest, and even Parental Incest for examples of ships which you may find weird but which are not crack pairings...
For an entire LJ community dedicated to particularly squicky crack pairings, behold VeryWrongSlash, which needs no further explanation.
If one wants to create his/her own Crack pairing (or just wants to see some pairings that may not yet have been added to this page), use the Brain-Hurting Pairer Generator.
See Crossover Ship for shipping characters who don't belong to the same verse. See Cargo Ship for shipping objects. Compare with Ships That Pass In The Night.
Examples should be limited to specific stories, preferably with links, lest the page be overrun with every pairing that has ever crossed anybody's mind.
Warning! There is a strong possibility that you may feel disturbed when reading these examples. Have some Brain Bleach handy, just in case and don't say we didn't warn you.
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There's Mac/PC slash out there. Yes, from the Apple commercials. It's John Hodgman and Justin Long having sex, except they have computer ports and plugs instead of human orifices. Aren't you sad you asked now?
Naruto is the single most popular source material for anime fanfic on fanfiction.net with nearly a quarter of a million fics. Given its Loads and Loads of Characters and plenty of hints towards potential romance but extremely rare actual commitment, it's been the source of a firestorm of shipping with many stories pairing ships in parallel fleets across the cast. While fandom seems to put its most strenuous support behind Naruto/Sasuke, Naruto/Hinata, Sasuke/Sakura, and Naruto/Sakura, several crackish pairs with little to no canon interaction have become somewhat popular.
People like to ship Naruto with Ino and Anko due to some similarities in character despite only minimal interaction in canon. An arranged, political marriage is often the device for shipping with Temari and Mei Terumi Naruto doesn't interact much with Tenten either, but people like to make up a shared background as orphans. There are also many fics with him and Tayuya, Hanabi, and Yugito despite never once saying a word to any of these characters. All of these pairings have 100+ or even 1000+ fics, but you can safely say that if a character is female, Naruto has been shipped with her. Or if not, we'll just make the character female, as with the Kyuubi or the androgynousHaku. Or we'll just make Naruto female and ship her with the guys. Or we'll keep him male and still ship him with Itachi of all people or Kakashi.
To show you how much Naruto can be an Author Avatar for some writers, there are 30 fanfics featuring the minor character Samui on fanfiction.net. 26 of the 30 have her paired with Naruto.
And then there's all the Gary Stu / Harem fics in which Naruto is shipped with every single woman over 20 in the show, regardless of the fact that he's 12-16. Anko is obligatory, and members can reach up in age to even Tsunade.
Sakura and Kakashi are almost a mainstream pair at this point despite no romantic tension in canon and a large age difference. This isn't helped by Kishimoto's drawing of panels◊ like◊ these (warning for manga spoilers). Sakura also gets a huge amount of villain-shipping. When she's not with all of Akatsuki, she's often with Itachi, Deidara, or Sasori. On the good guy side, Neji, Gaara, Shikamaru and Kiba are common ships as well as going yuri or threesome with Ino. In short, if a character is male, Sakura has been shipped with him. If a character is female and either her age or from Leaf Village, she's probably been shipped with her too.
Sasuke's signature, semi-popular crack ship (outside of his main yaoi pairings) is with Hinata, who he never once speaks to and who is the only girl in his class that wasn't interested in him. This is often why he goes for her in the first place.
Kakashi gets shipped with Iruka very often despite them only haven spoken in an argument over the chunin exams. He also ends up with Anko a fair share as a secondary pair despite them never talking. (The latter is likely because, until recently, there were few females anywhere near his age in canon at all.)
There are an awful lot of fics that suggest Anko and Kurenai once had a thing or experimented.
When Gaara isn't paired off with Naruto or Sakura, he can be seen with Hinata for some strange reason.
Konohamaru and Hanabi have never been in a scene together and are 1-2 years in age apart, but commonly show up as a side pairing in fics.
Fics pairing him with Hinata are getting common as well, especially as a side pairing in fics involving Time Skips.
Despite having an extremely close relationship with Choji in the manga, you are more likely to find Shikamaru in yaoi fics with Neji, Naruto, and Kiba.
This fic (warning, NSFW), includes Hinata/Kiba/Shino threesome, Genma/Shizune, Gaara/Neji, and Kankuro/Anko, as well as more common pairings like Kaka Iru and Sasu Naru
From Suzumiya Haruhi, there's the curiously semi-popular Kyon/Asakura pairing◊. Asakura (a humanoid interface like Nagato) is deleted partway through the first novel, you see, after trying to kill Kyon to provoke a reaction in Haruhi. It gets better. In The Disappearance Of Haruhi Suzumiya, Kyon winds up in an Alternate Universe where everything is "normal" and winds up getting stabbed by her again near the end, this time for trying to return the world to the way it was ("That was the reason why I was created."). Yandere-fandom, anyone?
Saving Kyon from Suou with a Big Damn Heroes moment, a knife-wielding arm over his shoulder and her mouth directly at the nape of his neck whispering "This human is my prey. If you mean to take him away from me, why, I'd rather do this" probably fuels this pairing quite a bit. It also makes her a lot creepier and Yandere.
Some re-imaginings of the first incident involve her trying a different tactic. Haruhi nearly remade the world for catching Asahina playfully pushing against Kyon's back; one can hardly imagine what might happen if she caught him doing something more. It is the obvious, sane choice and likely the one she would've made if she'd only thought of it. You can easily imagine Kyon talking her into it out of self-preservation.
Taniguchi/Kuyou, anyone? The tenth book reveals that Kuyou is Taniguchi's ex-girlfriend from the fourth book.
Fanon is quite clear on how the Grand Finale plays out: Only Anya and Orange are shown in the ORANGE GROVE because of the "fact" that Sayoko is back at the house cooking for her dear husband and their adopted daughter. Or scaring off thieves and birds eating/stealing the fruits with her l33t Ninja Maid skillz and then joining her little family at home for a nice dinner.
The Pokémon fandom made a sport of it, with Loads and Loads of Characters and fewer canon ships than you can count on one hand. Fans would spend plenty of time thinking up interesting pairings, giving them clever names, and adding them to a large list. ElderShipping (Ash's Mom/Professor Oak) was probably the most popular, until one wondered if they were hitting on each other in canon. And these ships were not just for humans - Pokémon were used frequently, too. At one point, there was even a subsection for shippings with inanimate objects.
The inanimate object thing makes perfect sense. After all, who HASN'T been inside of Master Ball?
There are 649 Pokémon currently released. There are effectively 210,276 possible 2-member pairings.
To put it in even greater perspective, this is a series that has been going on for 13 years and more than 2/3 of the episodes have a Character Of The Week. Every single one of them has at least two pairings.
Particularly popular is AltoShipping, which is Ash/Latias (the latter being a jet-dragon-Olympus Mons thing). The reason for this that the 5th movie implied (but not confirmed) Latias to have holographically disguised itself as a girl around Ash's age and kissed him, making it Ash's first kiss. Latias has since been portrayed in some fanfiction and/or fanart, some NSFW, as constantly lustfully thinking of Ash. This pairing is at war with MareShipping, which pairs Ash up with Bianca (no, not that one), the girl Latias likes to disguise itself as, who believe that it really is Bianca and not Latias.
Another popular one is Cynthia/Dawn, despite the Unfortunate Implications between a young woman and an eleven-year old girl being together.
Digimon Adventure 02 has a few memetic crack pairings. Takeru/Holsmon and Iori/BlackWarGreymon come to mind. A very popular crack pairing in the early days of the fandom was Yamato/Mimi (Mimato). Despite their both liking music and occasionally standing next to each other, they have never had an on-screen conversation. Ever since the second season dropped their love-bombs, however, the fans have enjoyed writing crack pairings and seeing how many they can make work.
Hell, it ain't limited to just those seasons; we've even got Rika/Mimi, who met only briefly in Hunters, and Davis/Rina, whose only shared trait is being partnered to a Veemon.
Generally anything involving Sailor Pluto while questioning the paternity of Chibiusa will have you reaching for the Brain Bleach. There's also Minako/Rei, which is based on a manga chapter in which Minako asks Rei if she farts.
Minako/Rei could also be based on the live-action series, where there is considerable subtext between the two of them. Part of the problem with Sailor Moon is that there are so many different versions of it, each with their own canons, that everything (save the obviously ridiculous) is somehow plausible in at least one continuity or another.
Yu-Gi-Oh! is the shonen form of Sailor Moon in twisted ships. There's the so-called "Hikari/Yami" pairing. A frequent ship is Kaiba/Shizuka (Serenity), based on one line that Kaiba may or may not have said to Shizuka. This when Kaiba doesn't even know who Shizuka is; even if he weren't already in love with a card, he'd reject her on principle for being Jonouchi/Joey's sister, someone who he can't stand (Then again...). But probably hands down the weirdest pairing is Asuka/Judai's TOWEL. (A towel he wore in the Hot Springs Episode). It's become a bit of a running gag.
There is even a pairing called Unlikelyshipping for crying out loud! It`s Marikx Insector/Weevil. They never met and even if they did, there would be little evidence that they liked each other...
Gunsmith Cats has possibly the first canon crack pairing ever with the latest volume of Gunsmith Cats Burst having Misty and Iron Goldie Musou end up together by the end. In a threesome with the maid, no less.
There exists a niche fanbase amongst watchers of Gundam Seed Destiny that ship Shinn and Cagalli together, citing that their personalities would have meshed very well if he hadn't blamed Orb for his family's death.
Thanks to the fact that the characters are all countries, even the canon pairings in Axis Powers Hetalia could qualify as crack. Then read the history of each nation and it's not too hard to come up with some reason for a romantic pairing for each and every single pairing.
Canada/Prussia started as this and is a good example as they have one canon interaction which wasn't even in the "story" of the series. Then we discovered the presence of New Prussia in Canada and things really took off.
In the Baccano!! visual novel, you can choose an option for Ladd and Claire to get married. Yes, Ladd and Claire. The 2 psycho for hires who hate each other can get married, despite (or even because, knowing these two) it's 1931 and gay marriage wouldn't become legal for close to a century.
In the Tsubasa Reservoir Chronicle Italian fandom, Shaoron/Yuui (the twin brothers of two of the protagonists in the Alternate Universe omakes) started out as this. Then the pairing caught on (with the help of some very willing fanwriters and pretty Japanese fanart◊), and it's now considered on par with the series' main ships- in Italy, of course. We are waiting for the right time to export it and conquer the world.
A much more serious but still crack pairing is Syaoran/Kurogane which is heavily featured, deconstructed and popularized by Shatterheart by Tonight's The Night. Word of God is that the story had to be massivelyexpanded in order for the relationship to develop naturally within the context of the story.
Hellsing has Alucard/everyone, only fueled by Word of God that declared him genderless. And of course, there's Schrodinger/Incognito here.
It's not that he's genderless - it's that he can be anygender he wants. Either way, Alucard is biologically male, considering his previous status as Vlad Tepes. So not every pairing of his can be considered 'crack'.
In canon, both Walker and Erika are total crack shippers. Pairings they've wrote include (but are no way limited to) Kadota/Chikage, Erika/Kadota (with BDSM), Shizuo/Izaya, Kadota/Walker (as butlers), Walker/Girls, Female!Kadota/Girls, Shizuo/Kadota/Izaya (you may be sensing a trend here), Fans/Trolls, CDs/DVDs...
Legions of Yuri Fans are fond of shipping Mami and Charlotte together, as hundreds of fan artists can attest. One of those yuri fans seems to be the series's character designer/creator, Ume Aoki. It's pretty cute, until you remember that Charlotte was the Witch that ate Mami alive. As of The Movie, this is practically Ascended Fanon. It turns out she has a pretty strong kinship with Mami in the right situation as well as a human form.
As of late, Sayaka and Homura are paired together frequently... which seems fine, except Homura attempted to kill Sayaka once and the two simply don't get along in canon. They have the most openly hostile relationship of the five main characters in the series, which ironically might have spurred this ship. Between their open clashes drawing fans' attention and the fact that this series is very tragic for everyone (which would inspire fans who want to see them have happier outcomes), this might be the ultimate "screw tragedy" pairing for the series - if they can make it work and anyone can make it work. It's a Crack Pairing because of its unlikelihood in the setting (i.e., Homura and Sayaka already have a far more obvious pairing with Madoka and Kyouko, respectively).
Related works set in previous timelines such as the Oriko manga have shown Sayaka can be friendly to Homura, and Homura does regret in Episode 5 that she let Sayaka make a contract (though chiefly because Sayaka's eventual downfall into a Witch would deeply sadden Madoka).
While there are not too many crack-ships that are super popular from Dragon Ball Z, the writers from the DBZ kink meme seem to be trying their hardest to increase the popularity of crack-pairings. Some examples are:
The Neon Genesis Evangelion fandom has Kaworu/Rei. Why is this a crack pairing? Because Kaworu is gay for Shinji in canon, so seeing him in love with someone of the opposite sex is very odd. Not to mention he is an Angel, she's a clone born from Lilith, and the two interact in only few scenes (and that's includingEnd).
This Shinji/Kyoko fic takes arguably Up to Eleven. Why is that? Because it's Shinji with Asuka's mother, a Posthumous Character whose only scene was basically hanging herself in front of Asuka as child.
There are also others such as Rena/Mion (who are female friends); Mion/Shion (which is Sister Sister Incest and heavily implied to actually happen from time to time) and Rena/Hanyuu, Rena/Rika and Rena/Satoko (all of which are lesbianLolicon ships).
If not for lack of options, Keichi/Satoshi (both male teenagers) is also popular, even though the two canonically never meet. Then there is Keichi/Oishi which becomes plain weird when one remembers that Oishi, while a decent person, in his good 50s.
Loki from the Thor comics/movie rapes and tortures Sam Winchester from Supernatural. There is an in-verse explanation for why Sam is there, but this is still completely cracktastic. The fact that it has good reviews and multiple chapters is even more disturbing. So sorry for this.
In DC Nation, Wordof God states the entire in-game universe came about due to a crack ship. The universe started as a varient strand of Hypertime (the old DC concept of a multi-verse) that kept attracting variences and it was easy for characters to find themselves in alternate realities. Starfire found a lover in one of these off-shoot realities and brought him home. The lucky gent? A version of Hugo Weaving who had been fated to die in a car accident, but instead ended up in the equivalent of multi-verse's train stop cafe. After he arrived, the universe threw up its proverbial hands trying to make this strand of reality fit with mainline DC, thus creating its own world. (It also makes all those comic book movies that much more amusing to the players.)
The Archie Sonic the Hedgehog comics had a joke scene where Omega acted like he was practically falling in love with Blaze after he saw her using her fire powers to blow stuff up (which also acted as his Crowning Moment of Funny). Ian Flynn said that this was just a joke and there wasen't any possible relationship there. Unfortunately for Flynn, the fans fell in love with it. For context, Omega (full name E-123 Omega) is one of Dr. Eggman's robots bent on revenge against the doc, and Blaze the Cat is a princess from a dimension on turmoil with no time for romance.
In an interview concerning the then-upcoming crossover between the Sonic comic and Archie's own Mega Man comic, Kotaku asked Flynn if there's "any animal/human kissing in the crossover". Flynn answered, "Yes. Hot Amy-on-Wily action." He, of course, admitted he was kidding.
In the Continuity Porn-laden Asterix and Obelix's Birthday, Justforkix (from Asterix and the Normans) and Influenza (from Asterix and Caesar's Gift) appear to be a couple. Both of them were One Shot Characters from totally unrelated stories in the comic's Subtle Continuity.
Bumblebee/Sam, which even has their own live journal community, as does Ironhide/Lennox, with Barricade/Sam and Optimus Prime/Sam also having a small following. No, it doesn't matter that the robots are several times their human partners size, and have a completely different reproduction process, fans of the ships have found ways around these pesky little details.
Many of the pairings on the Star Trek XI kink meme. Honorable mention include McCoy/Sarek, Amanda Grayson/Winona Kirk, Sarek/Winona Kirk, Gaila/Uhura, and Chekhov/EVERYBODY. Not to mention Au!Kirk/Spock Prime.
The Dark Knight Rises has Bane/CIA - as in, Bane and the nameless CIA agent at the start of the movie. This mostly arose from /tv/'s obsession with the scene in question, to the point of making videos celebrating the two's love.
Somewhere on Adultfanfiction.net a author has written two fics about a relationship between Faramir and Shagrat (an Uruk and captain of the guard of Cirith Ungol, the one who found Frodo in Shelob's lair). Actually, very well written.
Some Discworld fan has written Greebo/Rincewind slash. Fortunately with Greebo in human form. While it's only been done once, it keeps being brought up in discussions of Discworld fanfic.
A bet on whether it was possible to write Discworld slash resulted in a Death/Librarian pairing. And it was hilarious.
Similar circumstances resulted in a Luggage/Rincewind. And it was also hilarious.
Death/Vetinari. It's very Victorian and almost in-character. Adorable.
Vetinari/Susan. They've never actually met in the books, but it could work. Here's an example. Ignore the typo in the title, the fic's pretty good.
While the words "pairing" and "H.P. Lovecraft" might not sound like something that should ever be mentioned together, August Derleth most certainly did; he paired several Lovecraft's gods with each other and his own creations, creating a convoluted family tree. One particular example stands out: according to Derleth, Cthulhu is the spawn of Yog-Sothoth and Nub, one of Lovecraft's less-known gods. That's not particularly odd, if it weren't for the fact that Nub is a spawn of Shub Niggurath mentioned above. Which presumably makes Yog-Sothoth her father. Yes, you heard me, incestous Eldritch Abominations. You may want to grab the Brain Bleach, lest you Go Mad from the Revelation.
Bizarrely, this also makes Wilbur and his brother Cthulhu's uncles.
Clark Ashton Smith, one of Lovecraft's frequent correspondents and another of the original Cthulhu Mythos writers, also produced a "family tree of the gods" (which can be found here). Also, in Lovecraft's story The Dunwich Horror, Yog-Sothoth (an omnipresent superbeing which appears as a mass of spheres) has two children with a human woman. Squicky.
The Young Wizards fandom has imagined Nita/Ed. No, really.note Well, technically shark!Nita/Ed. Yeah.
Les Misérables has multiple crack pairings for most of the characters who are younger than 30 years old by the end of the book, not even getting into the slash pairings among Les Amis del'ABC. The most common crack ship here is Enjolras/Eponine; never mind if Enjolras' only passion is his country, and Eponine is in love with someone else.
Live Action TV
Heroes crackships range from the ridiculous to the truly disturbing, and include: Bobhinder (Bob/Mohinder); Chylar (Chandra/Sylar); Chailar (Chai/Sylar); Lyle/West; Lyle/Zach; West/Zach; Moluggles (Mohinder Lizard/Mister Muggles); Mandra (Mohinder/Chandra)(yes, this is the latter); Chandra/Eden; Chandra/HRG and Chandra/Monty. Yes, Monty. Apparently this is because of the portmanteau name "Chonty". Poor Chandra has gained a posthumous reputation as a pervy old man. Also, there are rumours of a Lyle/Sylar fic out there somewhere... (Here it is). There's also Luke/Lyle. Perhaps there's Micah/Wireless.
The Heroes Slash Manual is an authoritative guide to many things slash in the Heroes universe. It should be noted that "one day" every character will maintain a romantic relationship with Kaito Nakamura, and that Sylar is Mr. Muggles' bitch.
It's possible Frankie Boyle was just making it up, but he claims there's Mock the WeekSlash... and it pairs him and Hugh Dennis.
Such a thing does indeed exist, and while Frankie/Hugh is one of if not the most common pairing (thus not really a crack pairing as far as the fandom are concerned), it's by no means the only one. There's even an LJ community devoted to it.
There were lots of pairing on House of varying degrees of crackiness, but some of the canon ones were pretty weird too.
Cameron started off with a thing for House. They went on a date, because she basically blackmailed him into it. He was relatively cordial (for House), but he also made it clear he wasn't interested in pursuing it. By the end of the series, she not only didn't want to date House anymore, but her stated reason for divorcing Chase was that he'd become "toxic just like House." (And her evidence for this is that he did something she wanted to do but didn't have the guts to actually carry out. Amber may have been Cutthroat Bitch, but Cameron was definitely the Bitch in Sheep's Clothing.) Although in Cameron's defence, Chase killed a defenceless patient and covered it up which could upset most relationships.
Speaking of Amber, Wilson/Amber seemed pretty contrived both to viewers and to House, to the extent that he assumed she was dating Wilson in the hopes that if she was around, House would end up hiring her as one of his fellows.
Lucas/Cuddy was a canon crack pairing. Lampshaded as such in-universe; other characters' reactions to it varied from indifference to disbelief to (in House's case) actively trying to break them up because it was such a bad match.
Fourteen (Foreman/Thirteen) was actually referred to by that name in-universe at least once.
House/Cuddy was pretty popular among fans. The writers decided to show how that would actually work (not all that well).
House/Wilson was also fairly popular among fans. The last few episodes established the Heterosexual Life Partners version of this as more or less true.
Thirteen/Cameron is another popular pairing that could be considered crack, due to them having little to no interaction in canon.
Around the time of season 2 or 3, Hugh Laurie himself said he wouldn't be surprised if House had slept with Cuddy, Cameron and Wilson by the end of the show's run.
Victorious explored Jade/Andre, which would probably rank at 2nd most cracky ship in the main cast behind Jade/Robbie. Including all the Les Yay and Ho Yay ships.
Glee dedicated two episodes just to descontruct crack pairings: "Laryngitis" had Mercedes/Puck and Brittany/Kurt, "Funk" had Will/Sue with hints of Terri/Finn.
Make that four, with an out of nowhere episode involving Blaine and Rachel.
Season 3 has a few: First there was Puck/Shelby and also Artie/Becky. The former worked out much better.
"Props" was full of them even though they were just a hallucination. We had Tina and Kurt (As Rachel and Finn), Finn and Puck (As Kurt and Blaine), Rachel and Joe (As Tina and Mike) and Mercedes and Artie (As Brittany and Santana)
Gossip Girl has a canonCrack Ship. Rufus Humphrey and Lisa Loeb. Yes. The one-hit wonder singer. She was in an episode early in the show's run, got name dropped a couple more times, and in a flashforward her and Rufus are together.
In the Community episode "Romantic Expressionism", Jeff says that the reason why they are not like a normal family is that there is nothing stopping them from dating each other. Followed by a long sequence of Ship Tease suggestive glances between all of the characters, which include such crazy pairings as Abed/Britta, Troy/Shirley and Abed/Pierce.
"Paradigms of Human Memory" expands on the Abed/Pierce Crack Pairing via a fanvideo-style compilation of various "long looks" between them, parodying a real fanvideo made to support the Jeff/Annie pairing, including using the same music.
In the Merlin fandom, everyone is paired with everyone else, but this pairing still managed to be crack. Morgause and Sir Leon (or Moron, as the pairing is called) haven't even really met each other... They've just met each other's armies. And yet It Makes Sense in Context.
Baldur x Gabriel which is crack because Gabriel is LOKI and kills Baldur in Norse myth. Also Baldur hates Gabby.
Lucifer x Michael
Bobby x Dick Roman. Here's a link to a fanfic featuring them. It's an admitted crack fic, however, and was apparently a dare, but still, ew.
There is a really long, detailed fic out there that has Bobby in a relationship with RAPHAEL AS A WOMAN!
Adam Milligan x Samandriel is a growing ship even though Adam has been trapped in Hell since season 6 and Samdriel has been killed by Castiel
Star Trek: Deep Space Nine had some canon versions of this, albeit very temporary ones, in the episode "Fascination" due to a Love Is in the Air situation in which various characters' latent desires awakened. Some of these desires made sense even if they were unrealistic, such as Jake Sisko developing a crush on Kira Nerys and Kira Nerys suddenly developing a liking for Julian Bashir (who'd done some hitting on her along with every other potentially available woman on the station from the beginning), but Quark getting sweet on Keiko? This effectively clued Commander Sisko to issue a general alert to everyone on the station to cool their jets until the crew could sort out the situation.
Just when you the Criminal Minds fandom was relatively normal, they come up with stuff like Reid/Maps and UnSub/BAU Member. In case you are wondering, the Reid/Map pairing has got a very dedicated and growing following.
It has such a large following that you can search for the pairing through the fanfiction.net filters.
Part of Once Upon a Time fandom was shipping Sleeping Hook (Captain Hook/Aurora) not just before his debut episode, but from the very beginning of the second season. Never mind that they had no real interaction until the eighth episode at which point things veered straight into Mind Game Ship territory when he ripped her heart out to control her—although he did give it back.
The shipping isn't helped by the fact that the actor and actress have been semi-romantically linked on TV before, on The Tudors: Aurora as Princess Mary Tudor and Hook as a German prince who came to England to woo her.
Ever since the season two finale where it was revealed that Hook spent some time genuinely bonding with Baelfire as a father figure, there has been a lot of Hook/Baelfire fics coming out.
Earlier in season one, Mary Margaret (Snow White) went on a date with Dr. Whale. Come season two, it's discovered that Dr. Whale is actually Dr. Frankenstein.
Swan Queen (Emma/Regina) since the beginning of the first season. Despite the fact that Regina has repeatedly tried to kill Emma's mother, Emma's Father (to a lesser extent, but she still tried), Emma herself, and she succeeded in killing Emma's actual love interest, and and her son (if only temporarily).
Friends: Ross/Phoebe and Chandler/Rachel are quite popular. The former pair have an adorably quirky friendship but are still Vitriolic Best Buds who disagree on everything from evolution to child-rearing. The latter are The Friends Who Never Hang, and Rachel is often rather scornful of Chandler and his happy marriage with her best friend Monica. It doesn't help that both of these pairings have shared kisses in canon.
Scrubs had the pairing of Kelso/Laverne as cannon. In "My Long Goodbye", out of nowhere, it is revealed that the two hooked up prior to Laverne's marriage.
The Vampire Diaries: the fandom presents us with Kennett (Kol/Bonnie), who had never interacted on Kol's brief appearance on the show back in season three but got popular enough to make show runner Julie Plec comment on it (and shut it down). They got some really brief interactions later on season four though, which consisted on Kol threatening her life.
Apparently not completely blasphemy, as there are some old 2nd edition rule books describing a half-Eldar. Of course, 2nd edition has been almost entirely retconned by now...
The above could still never compare to the Macha/Emperor of Mankind ship that was spawned later, especially considering Macha's existence is based on the Memetic Mutation that she will never get laid, ever.
This is practically the whole point of Twilight Sparkles Secret Shipfic Folder. Heck, there's even a card depicting Iron Will and Crackle, two one-episode guest stars of nonpony species (one of whom was just an animation gag).
From Katawa Shoujo, some people like the idea of pairing girls that have absolutely no way to have a plausible relationship. Shizune/Rin is completely impossible since Shizune is deaf and Rin has no arms to make signs or write anything, similar with Shizune/Lily because Lily is blind.
The latter case isn't quite as implausible, since Lilly and Shizune have some history together, which, to some, indicates that they can do something like the Deafblind Manual Alphabet to communicate without an intermediary like Misha. Still, things are strained between the two except for when they start to put aside their differences near the end of Lilly's route, at which point she either leaves Japan or stays with her boyfriend Hisao, and the two being first cousins would turn off those who aren't into incest.
Chrono Trigger has beget some truly creepy pairings. There's the canonical (Crono/Marle; Kino/Ayla), the somewhat normal that just lack basis (Cyrus/Human!Frog; Crono/Ayla; Crono/Lucca), the just plain odd (Janus/Schala; Frog/Lucca; Janus/Lucca), and, finally, the Squicky (Robo/Lucca; Crono/Magus; Magus/Queen Zeal; any pairing involving Lavos).
One gag-ending states that Queen Leene married Frog. It causes Marle to scream.
I give you Magus/Schala, Young!Janus/Schala, Magus/Queen Zeal, and Queen Zeal/Lavos all in one story. Enjoy the Brain Bleach. Strangely, its not pulled off in a cracky way, but its meant to be serious, and actually is...its not humorous at all, and actually more depressing for the characters, because its almost believable.
This pairing goes as far as to ship Link with Soren, who was never in SSB to begin with, and so only people who play (or read about) Fire Emblem would know who he is. This is made more egregious by the fact that most of these people also ship Ike/Pit, when they have all the materials they need to ship the already fairly reasonable pairing, Ike/Soren. This link is one of the tame ones.
The fanfic Luigi's Other Experiment is full of these. Nana/Yoshi, Bowser/Mario/Peach, Mewtwo/Zelda, Ness/Samus/Young Link/Peach, Kirby/Jigglypuff, Roy/Peach, Fox/Samus, Marth/Samus, Captain Falcon/Samus, implied Samus/Mewtwo, Roy/Peach, Yoshi/Mario, Pikachu/Pichu, Young Link/Link, Donkey Kong/himself and Popo/Nana, amognst others.
And this is a sequel to another story which focuses on... wait for it... Link/Random Table. No, really. Link/Random Table. And in this one, Luigi and Ganondorf are punished for what they do when Luigi uses the experiment on Ganondorf, creating Ganondorf/Luigi.
By the same author as above, Jigglypuff/Nana Note that the author claims she doesn't mean for it to be crack.
It seems even the dev team can get in on the fun. One picture◊ for the upcoming games pair up Fox and Mega Man's Rush together.
At the beginning of the Golden Sun fandom, there was a lot of random shipping going around. The most common by far were Isaac/Mia, Garet/Jenna (both of which at least have some basis in canon), and qualifying for this trope, Ivan/Sheba. The two are both Wind Adepts and are somewhat snarky teenagers...That's about all they have in common. They barely say two words to each other over the course of both games. Ivan seems worried for her safety (notably yelling "We won't let you lay a finger on Felix or Sheba!" at one point), but only as much as the rest of the party.
While we're on the subject of Touhou, it seems that any girl can be paired with any other girl, and there will be fans (and fanart) of it. Ferryman of the Higan river Komachi Onozuka and divine shrine maiden Sanae Kochiya? Right here.◊ Mind-reading youkai Satori Komeiji and judge of the dead Eiki Shiki. Done.◊ Immortal fire-slinging Fujiwara no Mokou and shut-in librarian Patchouli Knowledge? Yep.◊ And then there's this.
To stay on the topic of Touhou a bit longer, there's even some Crack-Pairing between the ladies of Gensokyo and the Kanmusu of KanColle despite them being rivals right now in terms of popularity in Japan. Sure, there's a lot of bad blood due to the Rivalry of the Fandoms between those two games, but some people (myself included) aren't reluctant to some shipping, mainly Kiso x Murasa.
Have you stepped inside the Ace Attorney fandom lately? There's quite few of these there, too. One of the more interesting ones is SPARTA (Spark Brushel/Lotta Hart) - they never meet in the canon, but there seems to be a rising consensus among the fans that this reporting duo would make a perfect match.
There is a certain following for such weird stuff as Gumshoe/Steak Lunch, most likely triggered by the fact that he actually sued Maya Fey over such a Lunch Box in one of the older trailers for the first DS remake.
You know what they say: "If it exists and in the Ace Attorney universe, it has been shipped." There's even Iris/Jean.
In the "plausible if they'd ever met" category, we have Kristoph Gavin/Dahlia Hawthorne, a pair of refined, sweetly-smiling poisoners. Given that they're about the same age or would be if Dahlia hadn't been executed for murder and Dahlia canonically spent some time in Germany (under an alias) right around the time Kristoph would have been in college, this is actually terrifyingly possible.
Speaking of the ninth and tenth games, shippers with a warped sense of humour have a tendency towards shipping Shinon (a human archer who is unbelievably racist towards Laguz) with Lethe (a Laguz who is unbelievably racist towards humans).
Of course, if you take any support as a pairing possibility, it gets even worse. Florina/Serra, anyone?
One guy actually programmed a random number generator shoved the entire 7th game's playable cast into it to produce the pairings for a fanfic.
Fire Emblem Awakening, which uses Genealogy of the Holy War's pairing system, is a bit better in regards to character relationships actually growing — most of the characters can pair with each other, save for Chrom, Sumia (both have five love interests each), and the SpotPass characters (who can only pair with the Avatar), but that doesn't stop some unusual ships from slipping through, especially given that there's Ho Yay all over the place. Yarne is a popular pairing choice with most of the second generation males, and even a few of the first.
You can even get two crack pairings in the game - Chrom has to marry one of his love options after Chapter 11, and one of these loves, Olivia, only joins his army during that chapter. He can marry her, provided that his other choices are dead, married off, or if he avoids them (read: don't activate any of their support conversations) all together. Then keep him paired up with her for the whole battle, and boom, they're married, and they have an infant daughter two years later. You don't even get to read her supports until this event is over (and their convos are pretty awkward). Yet another option is to do all the above and then avoid Olivia too, which will result in Chrom marrying a generic village girl. To be fair, if he's married to Olivia or the maiden, his sister Lissa will lampshade the hell out of it.
In "Snake Tale E: External Gazer" (featured in the Substance version of Metal Gear Solid 2), the way Snake knows that the Mei-Ling he's working with is a warped Alternate Universe counterpart and not herself is that she's married to Solidus. Solidus is as evil and tentacled as ever, and the two seem to be very much in love with each other. Also, the Alternate Universe version of Olga is married to someone, and although we never find out who, the implication is that its Snake.
The Metal Gear Solid 3 Secret Theater shorts used these for humour a lot, between EVA/The End, EVA/Sigint, and Naked Snake/John McCone (the CIA Director under Kennedy and Johnson).
Metal Gear Solid 4 takes four pairings with little to no basis and makes them all canon. Meryl/Johnny is the one with the most prior canon; Roy/Rose never met (although admittedly, it was just a ruse); Naomi/Otacon got one line in Metal Gear Solid where Otacon says he feels sorry for Naomi but never met; and Naomi/Vamp was just a case of Rule of Sexy.
There's an awful lot of shipping with Shepard in this series, including Legion/Shepard, due to Legion have a serious case of hero worship, having a piece of Shep's armour stuck to it at all times, telling Shepard s/he has a 'superior code' and showing a surprising amount of affection for a robot.
And then there's Shepard/Harbinger, based on some of Harbinger's lines while possessing Collector troops in 2. While merely weird in 2, when it appeared that Harbinger was just a scary bug-alien general, bear in mind what was revealed later: Harbinger is a) a really bad guy; b) the size of a very large capital ship, c) an Eldritch Abomination, and d) made from the melted down bodies and souls of earlierEldritch Abominations. Think about that for a moment.
From Warcraft story Vrykul a Frost Vrykul◊ and an Eredar.◊ It also happens to be Yuri and the Eredar in question just so happens to be the daughter of Sargeras. Its being pulled off surprisingly.
Another Warcraft story, this time with Tirion / Darion Mograine and Tirion/A'dal in the SAME STORY! This author has mentioned in her profile that she has a fondness for Tirion/A'dal pairings. So far as anyone knows, this is truly crack pairing and the only story that even mentions the pairing at all. Tirion strangely remains in character for the story, and so does A'dal. The Tirion/Darion interaction is actually done quite well, despite the fact that they're polar opposites and both men.
Fic has since been removed by FFN.net for, according to the author's profile, being too explicit, but apparently you can still PM the author if you want to read this squicky story for whatever reason.
Blizzard themselves seem to have gotten in on it, pairing Azuregos/Spirit Healer. note Azuregos is an ancient dragon, and the Spirit Healer is a spirit thingie which exists only in the realm of the dead to resurrect dead players. Azuregos got sick of being killed over and over by the players, so one day he decided to stay in the dead realm with his beloved Spirit Healer. It's a long story.
Canderous/Bastila. Never mind the fact that he's at least twice her age and that the personality clash would be enough to demolish a small system if the two came into contact.
There's a surprisingly large fan-following of the crack pairing Raven/Rita in Tales of Vesperia, despite him being 35 and her 15, and the fact that she's always beating him up and putting him down. That's without getting into the trouble she has with social skills as a result of her upbringing, and Raven's Dark and Troubled Past.
Sniper/Glados has a pretty big following based on the fact their voice actors are married (and have encouraged said pairing).
BlazBlue: There is a large amount of Ship-to-Ship Combat that goes on within the fandom; unsurprisingly, characters who have little to nothing to do with each other get paired quite a bit as with any fandom. Carl x Platinum is fairly common on FF, due ostensibly to similar ages, despite the two not interacting very often and having very contrasting personalities. Less common, but in a similar vein, is Carl x Rachel. Recently, Ragna x Tsubaki has begun becoming popular, despite the fact that the two actively hate each other in canon (the hate being especially strong on Tsubaki's end) with the events of Chronophantasma making things even worse, with thisseries going a long way to making it popular (even appearing in Fan Fic Recs here).
Speaking of Tsubaki, there is a small, but nonetheless surprising amount of fan work and fan art that pairs her with Hazama. (Noel gets some of this, too, but that has a scant—and creepy—amount of canonical basis in that Hazama shattered the poor girl's mind to smelt her into Mu-12 and use her as Kusanagi, the Godslayer, followed by Hazama setting up a life-link between them.) Remember, folks, Hazama is the reason (well, oneof themain ones) Tsubaki has been so screwed up for the better part of two games.
One supposes it's only a matter of time before Hazama x Terumi begins to take off.
The Rockman Battle & Chase manga had Roll crushing on Bass, her brother's fiercest rival, whom she might have only met and directly interacted with once or twice at best (and off-screen in one of those instances). Bass doesn't actually reciprocate her feelings, but plays the role to get a rise out of Mega Man.
Adachi/Nanako in Persona 4. For context, Adachi is a rookie police detective, and Nanako is a 6-year-old girl. Also, Adachi tried to kill Nanako.
Pokémon allows you to breed several species that really don't look like they should be mating.
One of the game mechanics of Tomodachi Life is allowing Miis to date and eventually marry each other. The only restrictions for dating is that both Miis be opposite-gender (sadly, no Gay Option for you), be in the same age group (both Kids or both Adults), and not be related to each other by the game mechanics. Why yes, let's have Peach and Makoto Yuuki make babies, why not?
As one of the bonuses for the HomestuckKick Starter, people who bought a certain reward tier were given two random embroidered patches associated with two random characters. According to the author of the comic, the pairing associated with the two random patches you receive "is your officially designated OTP". Naturally, this could result in the donor being locked into some pretty weird matchups like Jane/Eridan or Equius/Calliope, officially, forever.
Roxy/Dirk's Auto-Responder is actively referred to, by Dirk's Auto-Responder, as this.
Then there's this, which ships John/Meenah. There's a Running Gag in-comic in which every time John meets Meenah she impales him on her trident.
Many pairings that would have seemed like a Crack Pairing initially actually became canon (or at least had enough evidence that the story could clearly have been going that way at one point.) Examples include PM / Jack, Jack / Karkat, and Tezeri / Gamzee. Even Vriska / John—which was teased relentlessly and was sort-of canon for a while—would have seemed like a Crack Pairing when Vriska was first introduced, given that she was a mass-murdering backstabbing psychopath in another universe. Snowman / Spades Slick was canon, and her first introduction was her stabbing him in the eye.
Made even crazier by the fact that trolls have four different kinds of romance. This means you can pair one character off with multiple others and not have it be an instance of Your Cheating Heart.
In addition, their dancestors (alternate-universe versions of their ancestors) have recently been encountered. Eridan / Cronus, anyone? It's canon-supported!
Ménage ŕ 3 has a cast mostly consisting of good-looking people, many of them bisexual, and Everybody Has Lots of Sex. However, it also has Eulice the hideous landlady (although she does suffer from Chuck Cunningham Syndrome), so "Eulice and <somebody else>" has become fans' standard joke response to any suggestions about possible pairings.
In the interactive webcomic Awful Hospital, this update resulted in a sudden flood of requests for the (human) protaganist to seduce an anthropomorphic, rotting hamburger creature.
Homestar Runner apparently has a huge, active shipping community for a cartoon with a running gag about having "Only One Girl".
Alluded to canonically here, with the pair being Marzipan x The Cheat.
In the S Bemail "montage", Strong Bad has a romance with a wagon full of pancakes.
"I'm just a goblin, standing in front of a clown, asking her to love him. What's so complicated about that?"
Disney World Of War has many crack ships, mainly because it is a massive crossover of the Disney Classics and Pixar. Some crack ships that are canon are Pangel (Patch from 101 Dalmatians and Angel from Lady and the Tramp 2), Scatani (Scamp from Lady and the Tramp 2 and Vitani from Lion King 2) and Berlielle (Berlioz from the Aristocats and Danielle from Lady and the Tramp 2).
The biggest crack ship, bordering on outright Squick, is Sarafina (Lion King)/ Reuben (Lilo and Stitch)! There has been many debates on whether this is the work of a Troll or if Sarafina's player is just bonkers.
From The Runaway Guys' Mario Party 2 Let's Play, after Chuggaaconroy makes a pun involving jinxing things and the Pokémon Jynx, a remark from NintendoCapriSun caused ProtonJon to request fanart shipping Chugaa X Jynx. Chuggaa does something similar later though, after noticing the AI controlled Wario being paired up with Jon in minigames a lot, he requests Jon X Wario fanart.
Mervin, of Das Sporking, ships Snape and Sands purely under Rule of Funny, even writing a multi-fic epic on their adventures Sue-hunting with Mervin and Mrs. Hyde. She also ships Leah Clearwater and Castiel, though this is implied to take place out of the sporking 'verse. There's also a brief moment in one of the Twilight sporkings where Sands gropes Dean Winchester's ass and likes it quite a lot (Dean is squicked). Meanwhile, for the Fifty Shades of Grey series, Gehayi and Ket have fun pretending Grey and Taylor engage in "Catsuit Tuesdays".
In Avatar: The Last Airbender fandom, there's a whole community dedicated to the love of Zhao (as in Admiral Zhao) and Hahn (as in Princess Yue's fiance who appears in the S1 finale). Their only interaction was Hahn trying to ambush Zhao after disguising himself as one of Zhao's soldiers, but ruining it by loudly announcing his attempts to kill "Admiral Choy", then being casually thrown off the ship. In their own words:
A minor running gag on 4chan's Comics and Cartoons board: Foamy Mouth Guy and Freestyle Kid (the kid who danced in his own distinct manner in Season 3 episode The Headband), affectionately named "Foamstyle".
Some (Not saying any names)LiveJournal communities make a goal of finding the biggest crackships in the fandom. So far there's Yue/Chong, Appa/Momo, Appa/Bosco, and so forth. They occasionally even shipped them with members of the production crew... which one of them stumbled onto.
Oh, please - CAPSLOCK_ATLA has gotten way crackier than those ships. Ba Sing Se/The Drill, Aang's old glider/Aang's new glider, Roku/Volcano, Mako/Mako's scarf, The Cabbage Merchant/cabbages, the owlcat from "Tales of Ba sing Se"/the owlcat from "The Puppetmaster", Joo Dee/Ozai, Jet/Zhao (although that one kind of makes sense, seeing as how they're both dead)... the list goes on and on and on.
While probably not the most crackiest pairing in the fandom, Azutara (Azula/Katara) deserves mentioning as it is not as uncommon as you would think. This shows quite well (albeit in a rather funny manner) what fans like about it, y'know, besides the 'Two lovely ladies getting it on' factor.
Zuko/Lt. Jee has a surprisingly devoted fanbase.note Wait, you don't remember who Lt. Jee is? He's this guy,◊ the one who yelled at Zuko for wanting to sail into the storm. Despite the fact that Jee had about four minutes of screen time, there has been a ship week, one WIP long fic of incredible quality, and a few other small fics and illustrations scattered across the fandom. This pairing seems to be unusual in that the fanworks for it are all very well-done.
Azula/Sokka from How I Became Yours. Of course, this is helped by, the fic having Azula lose her memories and get her entire personality to be rewritten, and after almost dying, Azula comes back with white hair that makes her look just likeYue.
The Legend of Korra had crack pairings develop well in advance of airing, in particular, Korra/Yue the Moon Spirit with a separation of 70 years and a metaphysical plane proving no obstacle to the pairing's Memetic Mutation on deviantArt. The progression seems to have been "Avatar rides spirit guide->Spirit guide is usually the thing that taught their culture bending, like dragons for firebenders and bison for airbenders->Moon taught waterbenders->Yue is the moon now->Korra rides on Yue->Korra and Yue ride each other."
Also, Howrra. Howl is the fan-named Hot Order-of-the-White-Lotus guard who appears for all of about five seconds. The pairing has racked up a truly impressive amount of fanart.
Danny Phantom has tons of them. The best one has to be Danny/Fenton Thermos. It was started to poke fun at how ridiculous the ship wars were getting, but it caught on.
From Gravity Falls we have Dipper and Pacifica, who have only interacted once in a rather unfriendly way, yet, somehow, are a rather popular couple.
Transformers fandom in general is made up of crack pairings, often with characters who have had little or no interaction in the show/comics. There are very few individuals who haven't been paired with someone at some point and often in very bizarre combinations. This is probably at least partly the fault of the Transformers Anonymous Kink Meme.
there exists a fan-film named "William Country", that has Cody/a Palette Swapof him. The only difference is that the swap has black hair (bad by its own, Cody has brown.), and his hair is messier (well, the hair and the clothes, but still...). Screw Yourself, anyone? The best part? The Fan Film is said to be 90 minutes long, and the remaining clips not taken down (see on the page) add up to quite a bit. And it has good animation, almost matching the show's style. Yes, someone put that much work into a fan fic of Cody being gay with himself. Think about it.
Total Drama World Tour gives us a potential (one-sided) Canon crack pairing. Brace yourselves for... Noah / Bridgette! yeah...
It should be noted that this show actually has this a lot given that its cast is basically twenty-odd teenagers with distinct personalities and quite a bit of random Ship Tease. Some of the more popular ones, like Ezekiel / Izzy, actually count as Fan Preferred Couples, even if the characters involved have no real romance (or even any interaction) in canon.
One writer ships Heather and Staci—two characters who have nothing in common and have never met in canon—precisely because it was the most absurd Total Drama pairing she could think of. For all that, the writer somehow managed to make it work.
When designing Dr Facilier for The Princess and the Frog, animator Bruce Smith went through the thought process of what the child of Captain Hook and 101Dalmations's Cruella De Vil would look like.
The Kim Possible fandom has a few favorite ships that can be considered crack.
Kim/Rufus had one story written for it, a story so infamous that it was banned in less than a day and still causes some of the older members of the Kimmunity to wince when they hear the line "Oh YES! Rufus, you ARE the Tunnellord!".
"Vacation From the Norm" features several crack pairings, but in most cases makes them work in their own weird way. By the end of volume 1, we have; Kim/Ron/Shego, Drakken/Vivian Porter, Motor Ed/Yori, Joss Possible/Felix Renton and Gemini/Betty Director It's implied early on that Betty Director was replaced by an imposter. It's later confirmed that the imposter is the Humanshifting villain Camille Leone. The real Betty Director hooks up with Will Du.
The Adventure Time fandom has Gumgrab- Prince Gumball and Lemongrab. Prince Gumball is basically a pink Prince Charming, and Lemongrab is a strident, socially retarded jerk who has a completely repellant, obnoxious personality. It all started with a crack comic on deviantART and three fateful words: "THREE HOURS BEDROOM!" Even Rebecca Sugar, a writer on the show, "liked" the original Gumgrab comic on her Tumblr, and commented: "Well aren't you forward, Lemongrab!" What makes this pairing weirder are the ambiguously incestuous overtones. Prince Gumball is a genderswapped version of Princess Bubblegum- who created Lemongrab in her laboratory- and the prince is also, in-universe, a fictional character created by the Ice King for his fanfiction. People are shipping Lemongrab with his father from a parallel universe that doesn't even exist. What.
The episode "All the Little People'' has Finn create several of these with tiny duplicates of the series' characters. At the beginning of the episode he and Jake also jokingly discuss Ice King/BMO, and by the end of the episode the tiny duplicates of those very characters hook up on their own.
Included in a possibly Squick post on Usenet newsgroup is a story which includes a crack pairing of Liono and Snarf of Thundercats which is certainly NSFW even though text-only.
X-Men: Evolution has a lot. Probably the weirdest is Pietro/anyone, due to Pietro's notable lack of interest in anyone but himself, and X-23/Anyone, since she only interacted with Madame Hydra (Ended with blowing up an aircraft), Guantlet (ended the same as Hydra) and Logan (ended each time with her shouting at him angrily and him trying to stop her from possibly killing someone). Then, of course, Pietro/X-23 has a large following, for god knows why.
Before the series started, anyone who read the comics would of thought of Scott/Rogue as this, then during the series, Rogue developed a crush on Scott and it got a large following. As notable, they do actually have a lot in common that was, suprisingly, not noticed beforehand.
My Little Pony: Friendship Is Magic has a few of these, but one of the more notable examples is Octavia being shipped with Vinyl Scratch. They've only appeared in the show for a few seconds each, and they weren't even in the same episode (or town, for that matter). Surely enough though, a fair number of fans have already gone ahead and declared them as their One True Pairing, simply because they both have musically-themed cutie marks and different musical tastes (Octavia is a classical musician and Vinyl Scratch is a techno DJ).
There is a category on Ponibooru (a MLP image board) called "Twilamp" for art and short fiction depicting the passionate relationship that Twilight Sparkle shares with the lantern that hangs outside one of the windows of the library/tree that she lives in.
Bloomberg is an apple tree that Applejack literally treats as her baby because apples are Serious Business to her. Tom is an inanimate boulder whom Rarity fawns over because Discord had enchanted her to think of it as a giant diamond. Tom/Bloomberg has had several shipfics.
Speaking of Tom, Maud really likes rocks. Cue Tom X Maud fan works.
Spike/Gummy. Well, um, at least they're both reptiles...
In a non-romantic example, ask any Brony about a purple and blonde unicorn filly named Dinky, and half of them will probably tell you that she's Derpy's daughter. This, despite the two of them having never appeared next to each other in the show, and all canon evidence suggesting that Dinky is part of a family of unicorns. The more unicorns the show introduces into Dinky's immediate family, the more complex the fanon rationalizations become for how a Derpy can still be her mother despite being a Pegasus. Although, in the episode "Baby Cakes", it has been shown that Earth Ponies can have unicorn and pegasus children, so why shouldn't a pegasus have a unicorn child?
MordeTwi is a ship between Twilight Sparkle and Mordecai from Regular Show. It is more popular than you might expect.
Invoked by the writer of the MLP fanfic The Conversion Bureau: The Other Side of the Spectrum, in which he pairs Lightning Dust and Rainbow Dash (It's mentioned in chapter 6) together. Apparently, they now work together as leader and wingpony, ( Probably helped along by Bag of Tirek-induced brainwashing, and the fact that Spitfire resigned from the Wonderbolts in disgust.) with rumors that their relationship is a bit more than professional. Uh... huh.there'ssomanyreasonsthatdoesn'twork. Then again, considering the TCB!Ponies, it's not like she'd stand out...
For some baffling reason, a lot of Transformers Prime fangirls like pairing Starscream with a Vehicon that has a similar voice (both voiced by Steve Blum). They've named the Vehicon "Steve" since, like all Vehicons, he has no official name, and call the pairing "SteveScream". By the way, Starscream has rarely interacted with the Vehicons as anything other than a commanding officer, and when he does, it's usually by punching them. Which is why they made the relationship "loving, but abusive (with "Steve" liking the abuse)". Wow, Stockholm Syndrome much?!
An In-Universe example with The Simpsons: Agnes Skinner (Principal Skinner's mother) dates Comic Book Guy for an episode.
The Foxbusters episode Winging It shows some romantic subtext between Todd (a fox) and Jefferies (A chicken). Yes, bizarre and cracky but also completely adorable when you think about it as Todd is a lovable ditz while Jeffries is a comic relief and both are highly Adorkable.
In-universe, we have the Official Couple of Kid Flash/Jinx. Worked just fine in the cartoon. Odds of it ever happening in the comics? Nill to non-existant.
The New Batman Adventures episode "Love is a Croc" gave us a very disturbing pair-up between Killer Croc (an eight-foot-tall Beast Man) and Baby Doll (who Can't Grow Up and dresses like a five-year-old). Granted, Croc was just using her, but Baby Doll's affection was entirely genuine.
This is even played with in the show, when the Mistress hooks up with Lord Stingray on a whim after taking over the jail. Jared and Charise then attempt to get her to sleep with the Warden to fulfill their own chance of being together, but their hopes are shot down when Alice does so instead. Though some Warden/Mistress fans cried foul after the episode, it spawned fans who began to pair Mistress off with the new option (even though in all likelihood, it'd be one-sided on her part).
Incredibly minor or one-shot characters are ripe for the crack pairings as well, such as Hunter, Combaticus, or DL Diamond.
As a gag, there are fans that insist that one of the Twins has more chemistry with a tuna fish sandwich than with his brother, based off a weird scene from the pilot.
Frostbackscat has a thing for Ms. Frizzle x Human!Bus, and even has pictures of it on her Tumblr page. All it needs is for the bus to think it's name is 'Sexy', and we'll have yet another Time Lord who fell in love with their T.A.R.D.I.S.
Goku/Anne Frank. Yes, THAT Anne Frank. The real life one that died during the Holocaust. The writer seemed to just want to give her a happy ending, but anything with Hitler turning Super Saiyan is just too insane to not list.
The children themselves have ended up being paired off with each other as well. The relationships they end up in are usually much more compatible in comparison to the ones involving their biological parents, thus averting this trope.
Even then some of the roleplayers used to have fun crack-shipping some of them in a different thread dedicated to (you guessed it) crackpairs. Some of them went so far as to actually start crack-shipping characters that had never even been in the roleplay yet (or possibly never will, either).
Even Mythological creatures aren't immune to this, even in the Middle Ages. The Griffin is considered the mortal enemy of horses, and in fact preys on them. You know what a Hippogriff is? Evidently the result of either desperation, a dare, or a night of hard-booze or something. Then again...
In the BIONICLE fandom, a couple of eerie pairings have emerged, although the weirdest would have to be the Onua and Gorast ships. Yes, the Toa of Earth and locustlike Makuta.
Well, everyone in the Matoran Universe kind of counts, since that kind of romance isn't possible per Word of God. Funnily enough, one hears less about shipping with Spherus Magna/Bara Magna characters...even though romance for them is canon.
This New Yorker cover◊ ships Barack Obama and Hillary Clinton, at that point bitter rivals for the Democratic presidential nomination. (The cover's joke is about a Clinton ad which implied that Obama would not be ready for a "3AM phone call", so the shipping may just be an incidential consequence of the joke requiring them to share a bed next to the same phone.)
There is a rather large Livejournal community devoted to slashing Mike Carden (guitarist for the band The Academy Is...) and Kevin Jonas (of the Jonas Brothers), despite them being lesser known members of their bands, apparently having nothing in common, and most likely never having met. Oh, and Kevin's married. The pairing is popular enough that in Google's autofill, "Mike Carden Kevin Jonas" is currently the ninth suggestion you get for Mike's name (and I've seen it as high as #4).
It is thought that in 1766 a male wolf mated with a Pomeranian resulting in nine pups. There's no telling what those puppies ended up looking like.
Keep in mind that Pomeranians at that time period weren't the average 5 lb toy dogs we know of today. Before they were bred down to their current size in the late 1800s, Poms were more like 30 lb dogs, just a little bit smaller than their closest relative, the Keeshond. So a Pomeranian at that time breeding with a wolf would be similar to modern wolf/dog breeding pairs.
An American Idol fanfic once shipped season 10 Lauren Alaina with New York Jets quarterback Tim Tebow.