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ZergRush
Those Two Bad Guys:
Anime & Manga
JoJo's Bizarre Adventure Subverted with Wekapipo and Magenta Magenta in "Steel Ball Run". Although they make a good team combat-wise, they personally despise each other and eventually Wekapipo makes a
Heel-Face Turn. In Part 3, we have the Oingo Boingo Brothers and Hol Horse and J. Geil. Hol Horse and Boingo eventually team up after each of their partners is incapacitated.
Gin and Vodka from . Despite being responsible for the main character's... condition, they really don't seem all that bad. Then Detective Conan then they plant a bomb on a train in the manga (in the anime, it's two completely-unrelated men in black). They do get a lot more evil later on, however.
Cold-hearted assassin Kieth Baker and inept robber Sam Perkins in the Western manga . While they lack the duo dynamic usually present, and they don't usually work together, they fit the mold in a lot of other ways (like the customary occasional personality clash).
Miriam In the episode "Boogie Woogie Feng Shui", Jet is pursued by two of these guys, who also appear to be based on the Blues Brothers.
Cowboy Bebop :
Yu-Gi-Oh! Rex Raptor/Dinosaur Ryuzaki and Weevil Underwood/Insector Haga in the original anime arguably become this as they begin to associate with one another almost exclusively.
Also, Lumis and Umbra from the Battle City arc are a Fat and Skinny example.
They aren't exactly evil but you could technically include Droite and Gauche from on this list.
Yu-Gi-Oh! ZEXAL There was also Ikazuchimaru and Kourimaru in (named Thunder and Frost in the dub), but despite having actual Yu-Gi-Oh! GX Elemental Powers, they were at most, Lumis and Umbra wanna-bes. The same can be said for Rikuo and Kaio in Zexal (named Scorch and Chills in the dub) who were possibly even worse. (Not only did they cheat against Yuma and Shark, it was rather obvious that they did so.)
Thorgrimm and Atli in , up until Thorgrimm tries to make a play for power. Doesn't work out very well for Thorgrimm.
Vinland Saga Mutant experiments no. 666 and 777 in .
Dead Leaves The Punch Clock Villain Kajinan and Enge from . When Japoli joins them they become Those Three Bad Guys.
Overman King Gainer
Jackals Hans and Gacho.
Arguably, the main characters Nichol and Huya are also examples of this, being a pair of assassins themselves.
In members of the Akatsuki organisation split in Naruto pairs to counter Conservation of Ninjutsu. Some of them make quite a fit for this trope:
Hidan and Kakuzu. They both bicker a lot, and don't appear to really get along, but are partners nonetheless. Kakuzu being the smart one that comes up with strategy, and Hidan being the rash and loud-mouthed jerk.
Kakuzu: (having just reattached Hidan's head to his neck) Watch the stitches, they'll break if you move too much. Hidan: You know what, Kakuzu? Eat a dick.
The same is true for Itachi and Kisame and Sasori and Deidara. And then, after Sasori is killed, Deidara and Tobi.
Zetsu and... Zetsu. The left and right sides of his body have split consciousnesses and the halves communicate with each other via speech rather than thought.
Luke and Jan, the Valentine Brothers from .
Gundam Warera, Loli, and Conda from are technically three guys but fill the same role and have the same general dynamic before their Super Dimension Fortress Macross Heel-Face Turn. They also have a hilarious Punny Name ("Warera lolicon da" is Japanese for " we are pedophiles").
Female version: Sailor Aluminium Siren and Sailor Lead Crow in the Stars season of .
Sailor Moon Gatomon (pre- Heel-Face Turn) and Demidevimon from .
Digimon Adventure In the Zanpakuto filler arc from , the role is filled by the spirits of Rangiku and Momo's weapons, Bleach Haineko and Tobiume.
You wouldn't know it from looking at them (or listening to them), at least at first, but Walker and Erika of are Durarara!! absolutely terrifying. This is mostly because their dialogue primarily consists of , which would lead most people to think they're just kind of odd. Even better, anime and manga references their nerdy hobbies end up influencing their other hobby, so there ends up being quite a bit of dissonance between their relatively innocent love of anime and manga and their horrific threats.
We'll torture you Erika: based on the plot to one of these mangas!
Natsumi, Minami and Kumi from are School Days "these three bad girls". As well as Otome's incredibly nasty Girl Posse.
Ciel and Sebastian from . Also, Claude and Alois.
Black Butler Shin and Noi of wear the same kind of black suits as the Dorohedoro protagonists and like to have Pulp Fiction body count competitions. They're also surprisingly nice off the job and good-looking under those terrifying masks they wear. Due to Gray and Grey Morality, they are among the protagonists.
The two thugs who actually pull off kidnapping Nagi, until Hayate's interference, in the beginning of , show up later and kidnap Saki from Wataru's video store, until Sonia's interference, have this kind of dynamic between them.
Hayate the Combat Butler
Dragon Ball Tom and Tab from .
Kimba the White Lion Christopher Shouldered and Hong Chi-Mei from are two murderous Baccano! homunculi prone to Seinfeldian Conversations in between their murderous escapades — Or rather, Christopher is prone to Seinfeldian Conversations while Chi plays his Straight Man.
Scanty and Kneesocks from .
Panty & Stocking with Garterbelt Lust and Gluttony act as an unusual mixed-gender example of this in the early stages of before Fullmetal Alchemist Character Development kicks in ( especially for Gluttony after Lust's death). The Slicer Brothers form a similarly idiosyncratic example.
gives us two young male vampires named Takatoshi and Yasuyuki, who are commonly seen together. They have two major scenes together, one in which they Shiki hunt down a villager, and another where they engage in conversation as they bury the corpses of those who haven't risen up.
Reiner Braun and Bertolt Hoover from . They have a tendency to engage in Attack on Titan Cryptic Conversation, and their teamwork makes them a formidable threat. Both turn out to be .
Tragic Villains that grew attached to their classmates and are hinted to not be the most serious threat to humanity's survival Yadokhan and Isohgin from . They are Yes! Pretty Cure 5 GO!GO! Fat and Skinny and Little and Big, respectively and they work always together. Justified, their true form is a fusion. And they have pretty much the same personality.
Bunbee and Scorp would become a duo if Scorp didn't die so early in this season.
has the Selfish Deputies Leva and Gula who replace the Selfish Trio. Leva is the skinny guy with the brains, and Gula is the fat guy with the brawns. They are introduced together, summon Doki Doki Pretty Cure Jikochuus together,
fuse together and are killed together by Bel (the leader of the said trio). Hansel and Gretel from the animé. They even converse in a similar manner shown on the trope page.
Black Lagoon , possibly inspired by Sonic X , gives Dr. Eggman robot helpers Decoe and Bocoe.
Adventures of Sonic the Hedgehog