%% Image chosen by Image Pickin' thread: http://tvtropes.org/pmwiki/posts.php?discussion=1353372711023120100
%% Please do not change or remove without starting a new thread.
[[quoteright:320:[[WesternAnimation/TheVentureBrothers http://static.tvtropes.org/pmwiki/pub/images/unholy_matrimony.jpg]]]]

->'''Poison Ivy:''' Once you have frozen mankind, these babies will overrun the globe, and we shall rule them, for we will be the only two people left in the world.\\
'''Mr. Freeze:''' Adam and Evil.
-->-- ''Film/BatmanAndRobin''

You know how the story goes, right? BigBad meets [[TheBaroness Baroness]], [[TheBaroness Baroness]] meets BigBad, their eyes meet, and horribly discordant music that sounds not unlike the screaming of tortured souls arise. It's black magic... a match made in hell!

Lord Worldbreaker and Lady Firestorm are, individually, serious threats to the heroes, but what happens if they're suddenly working ''intimately'' together? That's when it gets ''really'' dangerous. A pair of villains capable of channeling ThePowerOfLove is enough to give even the most hardened group of heroes a serious challenge, and worse yet, [[EvilVirtues seeing the villains in love]] may make them doubt their own motivations. Should one of the villains fall, the other one grieving over their fallen lover is quite likely to initialize an AlasPoorVillain scenario, and maybe even a MyGodWhatHaveIDone Should another villain start messing with the happy couple, it's usually played as a KickTheDog moment.

...of course, these people ''are'' villains, so you can never really be sure that one or both of them isn't just playing at being in love, in order to manipulate and use the other. If the love is genuine but unrequited, expect the one who [[LoveMartyr genuinely loves to sacrifice their life to protect the other]], only for the other to disdainfully ignore them as they lie dying, proclaiming that they're [[YouHaveOutlivedYourUsefulness no longer useful]]. Usually, this signals a crossing of the MoralEventHorizon.

If ''both'' were faking it, expect them to [[RashEquilibrium show their]] [[BeneathTheMask true colors]] at the same time. HilarityEnsues--and [[ResetButton it's never mentioned ever again]].

The most classic version of this trope occurs when two previously established antagonists suddenly take a new-found interest in each other, but it can also involve a newcomer falling for an established villain, or even a pair of villains who were, from the beginning, a "villainous couple". In the first-mentioned scenario, EnemyMine may occur in order to match the united power of the couple -- which can get particularly interesting if the "bedfellow" is another villain, who is driven by jealousy...

May form a BigBadDuumvirate.

Compare VillainousFriendship, when the two are truly friends with each other, but not in a romantic way. Contrast MinionShipping (which involves minions instead of actual villains) and MadLove (which is one-sided). OutlawCouple is the petty crime version of this. In the case of fiction with [[RoguesGallery multiple villains]] where taking two out of the equation would still leave a bunch of bad guys, if it's genuine on both sides this can be used as a prelude to a HeelFaceTurn or at the very least a GetOutOfJailFreeCard. If the couple in question is heterosexual, [[NeverASelfMadeWoman expect the man to be the more important half of the couple]], possibly making her more of a DarkMistress.

Subtrope of EvenEvilHasLovedOnes. Not to be confused with AwfulWeddedLife, which describes the ''marriage itself'' to be terrible, not the people involved.



[[folder:Anime & Manga]]
* In ''Manga/AkumaNaEros'', a girl named Miu makes an odd DealWithTheDevil with {{Satan}}--the price being her virginity. Therefore, it looks like the story is heading towards them pulling this. [[spoiler:It does. Oddly, what Miu truly needed to be Satan's bride was ''dying''; when she's murdered by Satan's ClingyJealousGirl Sara, she becomes able to leave her former life as a human and rule with him in {{Hell}}.]]
* Hansel and Gretel from ''Manga/BlackLagoon''. Despite being underage [[BrotherSisterIncest siblings]], their relationship is [[EvenEvilHasLovedOnes the only humanising thing about them]].
* Riful and Dauf in ''Manga/{{Claymore}}'' are this. While she constantly berates him and threatens to leave him, when push comes to shove it becomes clear that they ''do'' genuinely love one another. A side story reveals, at least for Dauf, it was LoveAtFirstSight.
* ''Anime/CodeGeass'' gives us [[spoiler:Emperor Charles vi Britannia and his not-so dead wife Lady Marianne]] who are very much partners in crime, in love with each other, and evil.
* In ''Manga/DeathNote'', there is Light and Misa. Just what the VillainProtagonist needs: A [[PsychoForHire Psycho Who Works for Free]]. Then there's Kiyomi Takada. She and Misa have a little subtext argument about who's really his lover. As Near said "Light is popular with the ladies."
* ''Manga/FlameOfRecca'' has Mokuren and Mikoto. They're quite happy until she gets wounded and he decides to just kill her ForTheEvulz. She probably should have known better.
* Subverted in ''Manga/FushigiYuugi''. [[RescueRomance Soi loves Nakago]], but he doesn't ''seem'' to reciprocate (although he does use her DeusSexMachina to heal, and ''generally'' treats her pretty nicely for a BigBad of his caliber). However, [[spoiler: Soi gets killed in battle, and Nakago carries her corpse around. Make of that what you will.]]
* The Maoh King and Parome in ''Anime/GenmaWars''. They are a demon couple that rules over a post-apocalyptic earth and serve as the primary antagonists. Subverted in that while they are bound by marriage, its completely loveless: the Maoh King is extremely [[YourCheatingHeart unfaithful]] preferring to [[MarsNeedsWomen take several human females as concubines]], which makes his wife [[WomanScorned Parome]] extremely bitter. [[spoiler: In the end, Parome and her husband end up [[MutualKill killing each other]].]]
* [[BigBad Dio Brando]], a century-old vampire and [[WellIntentionedExtremist Enrico Pucci]], a morally ambiguous catholic priest make up for a very interesting case in ''Manga/JoJosBizarreAdventure''. Although it's still controversial if they are this or [[VillainousFriendship villainous friends]], the author himself has lately confirmed Dio to be [[BiTheWay into both men and women]]. Or at least, willing to use sex to manipulate either.
* In ''Manga/KagerouNostalgia'' EvilOverlord Kiyotaka Kuroda appears to have his wife, Yasha, and his son, as {{Morality Pet}}s. As the series progresses though, it becomes increasingly apparent that Yasha is every bit as manipulative and cruel as her husband (and he knows it) and their son is ''both'' of their MoralityPet. Rikimaru would really love to be this with [[spoiler:his {{Gender Bender}}ed {{Co Dragon|s}} and {{Heterosexual Life Partner|s}} Ranmaru]].
* In ''Manga/{{Kekkaishi}}'', this is implied to be the relationship between [[WhiteHairBlackHeart Byaku]] and [[{{Kitsune}} the Princess]], given the fact that not only do the two of them seem to genuinely care about each other, but they seem to ''only'' care about themselves and each other.
* In ''Anime/MaiHime'', Miyu and Alyssa make a nice couple--so loving towards each other that Mai at first has a hard time believing that they're actually villains. This plays with the trope heavily; it's not a sexual relationship, though it's definitely a loving one, [[spoiler:Alyssa's a {{Tykebomb}} rather than a true villain, and Miyu simply believes in MyMasterRightOrWrong.]]
* X and Ai in ''Manga/MajinTanteiNougamiNeuro'', a psychotic shapeshifting serial killer and his best friend and lover the terrorist.
* In ''Anime/OvermanKingGainer'', Siberian Railroad [[CorruptCorporateExecutive executive]] Yassaba Jin and his [[TheDragon dragon]], Adette, are very much in love, and actually make a pretty cute couple. Indeed, Jin's [[AuthorityEqualsAsskicking combat-prowess]] [[ThePowerOfLove goes up noticeably]] when he's fighting to prove himself to Adette, rather than just for corporate objectives...
* In ''Manga/PuellaMagiOrikoMagica'', the villains behind the magical girl murderers are [[spoiler: Oriko and Kirika]], who have at least a strong RomanticTwoGirlFriendship, but more likely a couple, especially [[LoveFreak according]] [[BerserkButton to]] [[spoiler: [[{{Yandere}} Kirika]]]]. They even end up TogetherInDeath.
* ''Manhua/RavagesOfTime'': Sima Yi finds his match in beautiful, intelligent and equally unscrupulous Shan Wuling (who was originally out to ''replace'' the Sima clan as the political mover and shaker of the realm, and only concedes defeat when he outmaneuvers her).
--> '''Zhang Lei''': A match made in heaven... a dog and his bitch.
* In ''Manga/RurouniKenshin'' Shishio Makoto and Yumi have a bit of a subversion on this. Yumi legitimately loves Shishio... [[spoiler: When Yumi throws herself between Shishio and Kenshin during their battle to beg them to stop for Shishio's health, Shishio uses it as an opportunistic attack to stab THROUGH her to wound Kenshin. This appalls the good guys and Kenshin is horrified. Shishio calmly tells them that they don't understand since he and Yumi knew this would happen, and Yumi declares that she's happy she could help Shishio fight for once since she always was pissed off for being a NeutralFemale. He then [[DiedInYourArmsTonight holds and comforts her while she dies]] and begs him to not lose... because ''he'' really loved her too - just enough to use her. But it's all good, sort of: after he perishes, they meet up in the afterlife and plan to [[HellHasNewManagement take over hell together]]. Along with Shishio's devoted BattleButler; he lights up at the thought of going into Hell if it means serving his master.]]
* [[MinionShipping Kunzite and Zoisite]] in the first ''Anime/SailorMoon'' series. Homo or hetero, [[ShesAManInJapan depending on version]].
* In ''Manga/{{Shigurui}}'', there's Lady Iku with Seigen to whom she is completely devoted to. It is unclear how much Seigen cares about her, although he does treat her much better (ie. like an actual human being) unlike her previous lover Kogan.
* Khyron/Kvamzin Kravshera and Azonia/Laplamiz from ''Anime/SuperDimensionFortressMacross''[=/=]''Anime/{{Robotech}}''. They weren't married but had HEAPS of BelligerentSexualTension, he gave her a ForcefulKiss once, [[spoiler:and they ended up TogetherInDeath.]]
* [[spoiler:Claire and Chane]] from ''[[LightNovel/{{Baccano}} Baccano!]]''. They actually end up quite HappilyMarried.
** Marriages between the morally questionable appear to be genetic, as [[spoiler:Chane's father Huey]]'s one and only true love was a misanthropic serial killer, [[spoiler: Monica Campanella.]]
** A joke ending in the DS game has [[spoiler:Claire]] wind up in a just as happy - and [[InterplayOfSexAndViolence far more depraved]] - marriage with ''[[spoiler:[[AxeCrazy Ladd]] [[CrackPairing Russo]]]].''
** Debatably, Isaac and Miria also qualify -- though they're more in the PluckyComicRelief AntiHero role than anything else.
%%* Hunt and Sarah from ''Manga/TegamiBachi''.
%%* Kriem and Jake Martinez in ''Anime/TigerAndBunny''.
* ''Manga/TonoToIssho'': UsefulNotes/OdaNobunaga fell in love with Nohime because she was prepared to stab her father in the face without hesitation.
* ''Anime/YuGiOh5Ds'':
** Barbara and Lotten, the two antagonists of the Crashtown Arc, and clearly two of the most vile villains in the series, only officially married in the dub version, but still two lovers who were unrepentantly evil. (In fact, there's some debate over which was worse among fans; Barbara seemed loyal to him, while he was willing to leave her to die at the end to save his own hide, but on the other hand, he was the ''only'' one she was loyal to, and was willing to betray anyone else to get what she wanted, [[FemmeFatale using seduction and her beauty to do so.]]
** Earlier in the series, [[spoiler:[[SuperpoweredEvilSide Dark Signer Carly]] proposed this to Jack, promising him that if he let her win their duel they'd rule over the desolate, post-apocalyptic world together. He turned her down [[CrowningMomentOfHeartwarming saying he only wanted the old Carly back]].]]
* ''Manga/YuYuHakusho'':
** Sensui and Itsuki are a rare [[HoYay homosexual]] example. Well, [[SplitPersonality sometimes]]...
** [[TokenEvilTeammate Hiei]] and [[AntiVillain Mukuro]] seem to have this going by the end of the manga.

[[folder:Comic Books]]
* ''Franchise/MarvelUniverse'':
** While not married to each other, ComicBook/DoctorStrange villains Dormammu and his sister Umar, both major mystic threats join forces (their mystic power is shared between them) to take ultimate power in a Defenders miniseries. Dormammu spends most of the alliance seeking Umar's approval and Umar finds ways to torment Dormammu. All in all they bicker like a married couple.
** The U-Foes, an EvilCounterpart to the ''Comicbook/FantasticFour'' (though oddly not Fantastic Four enemies), naturally also included an evil version of the Richards couple: Vector and Vapor.
** The Absorbing Man and Titania were married. Absorbing Man left her because Titania couldn't let go of her fixation with ComicBook/SheHulk.
** During the [[Comicbook/{{Infinity}} Infinity]] event, we are introduced to Corvus Glaive and Proxima Midnight, two members of Thanos' Black Order who are HappilyMarried. They are shown to be supportive of each other both [[BattleCouple on]] and [[SickeningSweethearts off the battlefield]]. If not for their roles as Thanos' [[HeroKiller Generals]] and love of [[BloodKnight killing]], they would be the rare non-dysfunctional married Marvel couple.
** ComicBook/FantasticFour villains the Mole Man and Kala (both rulers of subterranean realms, incidentally) have had a relationship that has been rocky and tumultuous. They have been married and divorced more than once, and Kala has betrayed him at least once. When last seen, they seemed to have reconciled, at least for now.
** The ComicBook/RedSkull's daughter Sin and her lover Crossbones (one of the Skull's henchmen).
** During Stilt-Man's funeral, it's revealed that he and Princess Python from the Circus of Crime had been married.
** ''ComicBook/{{Runaways}}'' features the Pride, a criminal syndicate formed of ''six'' married couples, all of whom appear to genuinely love each other while sacrificing teenagers and ruling the Los Angeles underworld with an iron fist.
** [[ComicBook/MadameHydra Viper]], a high-ranking and sometimes leader of HYDRA, and Silver Samurai, a HeelFaceRevolvingDoor (but mostly villain). The two were briefly in an arranged marriage, but really did love each other. Viper still laments that things didn't work out.
** There is perhaps the biggest and baddest example of this trope yet in the Marvel Universe brewing between long established villains, ComicBook/{{Thanos}} and ComicBook/{{Hela}} as of ''Unworthy Thor #5''. A disguised Hela had previously helped Thanos escape from his earthly prison and she also bargained to obtain for him Ultimate Thor's version of Mjolnir if he paid her a favor in return. When she was ultimately unable to retrieve the mighty hammer from the Odinson, she killed two of Thanos' top enforcers (Proxima Midnight and Black Swan) to prove her power and then offered to give him [[DeathSeeker everything he had ever wanted]] in return for him helping her take back her kingdom, upon which the two shared a passionate embrace. Writer Jason Aaron has promised that we will see more of them getting up to no good together in the future.
* ''Franchise/TheDCU'':
** The Sportsmaster and the Huntress/Tigress, two [[UsefulNotes/TheGoldenAgeOfComicBooks Golden Age]] villains revealed to have married when they returned in the 1960s.
*** They had a daughter, Artemis, who [[LegacyCharacter became the new Tigress]] and then hooked up with another villain, [[AnIcePerson Icicle]]. Last we heard of them they had a daughter of their own.
** ''Franchise/{{Batman}}'':
*** Harley Quinn puts quite a lot of effort into persuading ComicBook/TheJoker to enter into this joyous state, but has only gone so far as MadLove, probably to the benefit of all concerned. She does have a semi-regular relationship with Poison Ivy, whenever Mr J throws her out/tries to kill her or one of them is captured, but it never lasts long due to Harley's obsession with the Joker and/or Ivy's absolute misanthropy.
*** ''ComicBook/DeathOfTheFamily'': [[spoiler:Poison Ivy and Clayface]] are now husband and wife. This may seem odd, but it makes sense when one considers that she's [[spoiler: a plant lady]] and he's [[spoiler: a pile of clay (which is a part of the earth), and plants and earth go together just fine!]] [[spoiler: It was a ploy for Ivy, to use Clayface as bait for some plan]]
** From the always reliably warped ''Comicbook/DoomPatrol'', we have a rare gay example: The Brain, a disembodied brain who occasionally has a robotic body, and his [[TheDragon Dragon]] Monsieur Mallah, a hyperintelligent French [[StealthPun Marxist gorilla]].
** In the Crime Syndicate, the MirrorUniverse version of the Franchise/JusticeLeagueOfAmerica, Superwoman (evil WonderWoman) is married to Ultraman (evil Franchise/{{Superman}}). But she's contemptuous of her husband, and her illicit affair with Owlman (evil Franchise/{{Batman}}) is closer to the trope.
** The New 52 ''[[ComicBook/TheFlash Flash]]'' series has Sam Scudder (Mirror Master) and Lisa Snart (Glider) as a couple before they got their powers and Lisa was a criminal (she knew Sam through her brother Captain Cold). After they receive their powers and Glider embraces her family's lifestyle, this trope is in full effect.
* In ''ComicBook/ArchieComicsSonicTheHedgehog'', there's Scourge and Fiona Fox. Fiona pulled a FaceHeelTurn to be with him, and when Scourge took over [[BizarroUniverse Anti-Mobius]] and made himself king, he made her his queen. They seem to actually care about each other, as several times they've both come to each other's aid when it would have been easier to abandon each other.
** There's also the Iron Queen and King, who [[InterspeciesRomance thank]][[{{Squick}} fully]] were just a marriage of political convenience. The Queen did, however, have a thing on the side with Snively, and while each seemed to be using each other to advance their positions in Eggman's empire, there was also clearly some geniune affection there.
* ''ComicBook/GoldDigger'': Sherisha and Gothwrain serve as a counterpoint to the numerous good BattleCouple around. A pair of incredibly old wererat assassins who rule the criminal underworld and have been married only slightly less long than weres have been around, which shows in their incredible teamwork.
* In the original Chaos! publication, ComicBook/LadyDeath and Evil Ernie formed a undead couple that plotted to KillAllHumans. She wished to return to Earth, but could only do so after all humans were destroyed, so she corrupted a young man and turned her into TheDragon to fulfill this purpose promising to love him forever. What did Death did not anticipate is that she would genuinely fall in love with him, playing this trope unusually straight for an {{omnicidal maniac}} pairing.
* ''ComicBook/JudgeDredd'': Played with when the Dark Judges brainwash a woman to become a helpless slave so they can use her as a psychic bridge to Mega City One to start their Necropolis. In her dreams they hold a mock ceremony where she elopes with Judge Death (who's a walking corpse, by the way) and affirm the unholy matrimony by murdering her actual husband. As soon as she outlives her usefulness, they kill her.
* ''ComicBook/RequiemVampireKnight''
** Count Dracula and Elizabeth Bathory, the ruling vampire couple that governs the hell-like dimension of Résurrection with iron fist. With that said, their relationship is very loose: Dracula keeps an [[RoyalHarem harem of brides]] for his own enjoyment which would later add [[spoiler:Rebecca, the hero's girlfriend]] to their numbers, while Bathory takes numerous paramours including the [[FemmeFatale very feminine and extremely evil]] [[LesbianVampire Claudia Demona]].
** Black Sabbat and his lover Aiwass, a [[AnimalisticAbomination demonic entity]] in [[BestialityIsDepraved the form of a (male) mandrill]]. They are both quite evil and plotting to overthrow the current regime to rule together, but they are very much in love with each other. In fact, Sabbat regards their relationship even purer than than the [[OfficialCouple love between]] [[TheHero Requiem]] and [[CuteGhostGirl Rebecca]] because it [[InterspeciesRomance transcends species]].
* ''ComicBook/SavageDragon'': Mr. Glum and Angel Murphy from another universe. He is a diminutive GalacticConqueror while she was originally a [[FallenHeroine superheroine]] that [[AllGirlsWantBadBoys fell in love with him]] and later willingly joined him in his campaign of conquest. They even ''[[MakingLoveInAllTheWrongPlaces make love in a battlefield over their enemies' corpses]]''.
* In the ''Yank Wilson'' story in the first issue of ''Next Issue Special'', Rajiv Bahdgi and his wife Berlin Holiday are... special. Bahdgi's villainous activities have become wild, unfocused, and more destructive than ever since his marriage. When Yank Wilson and his team are sent to apprehend him, we discover why: his overbearing wife has been driving him mad and he wants to be captured just so he can get away. Unfortunately for him, due to the heinous nature of his actions, the government has a special arrangement for him in Leavenworth: he and his wife will be sharing a cell. Cue BigNo.
* ''ComicBook/TalesOfTelguuth'': One story features two demons who are happily married to each other. A clever human manages to gain control of the male demon thanks to a magic ring and orders him to kill his wife. This of course ends up biting the human in the ass the instant the spell wears off and he becomes demon lunch.

[[folder:Fan Works]]
* Beyond Birthday and Light Yagami in ''FanFic/ThatEpicPlan'':
-->''"In the past few weeks, they'd managed to convince everyone that they were in fact a loving couple rather than two psychopaths hooking up for kicks. Although Light wasn't too sure about L, the detective still seemed suspicious and watched their every move. Although Beyond kept insisting L was just a peeper."''
* In ''Fanfic/ThoseWhoStandForNothingFallForAnything'' there's Light and L when the two are ("working") together. Also Light and Takada of the variety where ''both'' are faking it for personal gain, although it's suggested that Takada does carry some affection for Light. [[spoiler:Ryuk and L]] have some of this going, too.
* In the remake of ''Fanfic/YuGiOhTheThousandYearDoor'' (but not the original) the Shadow Queen has been officially married twice.
** Her second marriage was a loveless one of convenience to [[spoiler:Count Bleck, who is Vladimir's father]]. He plays a role in the fic of a secondary villain, trying to usurp her rule of Arcadia and [[spoiler:trying to [[PapaWolf win his son from her]] in a demented parody of a custody battle.]]
** Her first marriage, to the man she truly loved, was to Lyrius, the Queen's Shadow. He was killed in the original battle a thousand years ago, but his failure to protect her resulted in him [[GhostlyGoals lingering on as a phantom]]. He was given a temporary pseudo-life in the second half of the book, becoming TheDragon for all intents and purposes, and [[spoiler:survives the ending, making a HeelFaceTurn at the sponsoring of a higher power. Plans are in the works for a SpinOff that feature him as the star, likely one where his goal is undertaking an OrpheanRescue to save his beloved's soul from Graz'zt.]]
* Dark!Harry and Voldemort in ''[[FanFic/TheDarknessSeries Harry Potter and the Descent into Darkness]]''. After Dark!Harry [[spoiler: helps Voldemort get his body back]] they instantly take a liking to each other.
* Voldemort and Bellatrix Lestrange in ''Theatre/AVeryPotterMusical''.
** You could also say in a HoYay sense for Voldemort and Quirrell, especially since later in the play [[spoiler: after Quirrell is sent to Azkaban Voldemort's idea of getting off with Bellatrix is to be behind someone's head and hang out. At the end of the play, he and Quirrel are reunited after Voldemort is reduced to just a bodyless soul again needing a host.]]
* [[MilesGloriosus Trixie]] and [[PrinceCharmless Prince Blueblood]] in story 2 of the ''WesternAnimation/MyLittlePonyFriendshipIsMagic'' fanfic ''Legion of Gloom''. Not only is their dating considered one of the {{Squick}}iest things in the fic ''in-universe'', their marriage ceremony is...well...
-->'''[[AuthorAvatar The Author]]''': Then by the power invested in me by myself, I now pronounce you husband and wife. You may kiss the bride, though I would prefer if you didn't.
* It's not unknown for the Grand Highblood and the Condesce of ''Webcomic/{{Homestuck}}'' to be portrayed this way. ''FanFic/{{Hivefled}}'' uses DeliberateValuesDissonance to crank up the villainy; [[spoiler:they're moirails, and so by the standards of their society are supposed to be PlatonicLifePartners who prevent each other from becoming violent. Not only do they actually make each other much worse, they had children, with the intention of torturing and sacrificing them later.]]
* The Blog/AskAPony blogs ''[[http://discorderlyconduct.tumblr.com/ Discorderly Conduct]]'' and ''[[http://cupidite.tumblr.com/ Cupidite,]]'' in their frequent crossovers, portray [[GodOfEvil Discord]] and [[EvilMatriarch Queen Chrysalis]] as having had a relationship long ago. [[http://cupidite.tumblr.com/post/40034251127/neverending-story It... didn't end well,]] and is strongly implied to be the StartOfDarkness for both of them.
* Arzt and Nie, witch assassins of ''FanFic/ResonanceDays'', are a [[MakingLoveInAllTheWrongPlaces very, very]] intimate couple, who often talk about how [[DeadToBeginWith their arrival in the afterlife]] is proof that [[PowerOfLove love conquers all]]. Most other characters find them saccharine or creepy (and the [[TwinCest uncanny resemblance]] doesn't help). To a lesser extent, the Madam, [[TheDon a brutal crimelord]], and Margot, her BattleButler, have a very close relationship and enjoy nuzzling when not finding inventive ways to torture people who can't die.
* In the ''Manga/{{Naruto}}'' and ''Manga/SoulEater'' {{Crossover}} fic [[https://m.fanfiction.net/s/9883704/1/He-ll-Never-Be-My-Son He'll Never Be My Son,]] Orochimaru and Medusa seem very happy together, as romantic partners and {{Evilutionary Biologist}}s helping each other out.
* In the final story of the ''FanFic/MyHostageNotYours'' series, Zim and Gaz -- who transition from {{Anti Hero}}es to full {{Villain Protagonist}}s -- get married a while after taking over North America, and end up honeymooning in Europe after that's conquered as well.
* In ''FanFic/ACharmedLife'' Ryuk and Light shack up together in the Shinigami realm.
* Alena from ''Fanfic/TheSwarmOfWar'' is called the Overmind's Queen-consort. Chapter 60 shows it's more than just a formal title.
* This is the entire premise of the fic ''FanFic/MyDarkKing''--Jack and Carly both turning evil and ruling what's left of the world, while maintaining their love for each other.
* Some ''Manga/FullmetalAlchemist'' fans like to pair up the manga's BigBad, [[HumanoidAbomination Father]] with the 2003 anime's BigBad, [[ImmortalitySeeker Dante]]. The fact that they actually have quite a lot in common certainly helps. [[http://beam-the-chao.deviantart.com/art/It-could-happen-195162615 Here's a particularly hilarious example.]]
* For perhaps one of the most horrifying examples possible, [[http://cjcroen.deviantart.com/art/Once-Upon-a-Nightmare-568871648 this image]] pairs up [[Disney/SleepingBeauty Maleficent]] with ''[[Franchise/TheSlenderManMythos the Slender Man!]]''
* In the ''Literature/{{Discworld}}'' of Creator/AAPessimal, veteran Assassin and previously confirmed bachelor Mr Mericet, [[SadistTeacher a man feared by generations of pupils for his command of the art of dark sarcasm]], gets a late-flowering romance with spinster Domestic Science teacher Miss Sanderson-Reeves. She too is feared and respected by her students for her command of poisons, stylishly delivered in the form of irresistable food, and for her commanding aspect of old-time [[SternTeacher classroom monster]]. Mericet becomes an unlikely [[Film/GoodbyeMrChips Mr Chips]] who isn't ready to say "goodbye" yet. Pupils at the Assassins' School observe this disbelievingly, note that neither teacher appears to have softened or mellowed out in the slightest, and agree that it's a very good thing both are too old to have children.
* ''Fanfic/AManOfIron'' has Asha Greyjoy and [[spoiler: Ivan Vanko]], who hooked up and joined their raider crews together when they realized that their respective vicious natures complimented each other.
* ''Fanfic/MrAndMrsGold'': Belle and Rumpelstiltskin is considered this. Downplayed, as calling Belle a villain of any kind would be a bit of a stretch.

[[folder:Film -- Animation]]
* [[BigBad Scar]] and [[DragonAscendant Zira]] from ''Disney/TheLionKingIISimbasPride'', even if this relationship is off-screen.
* In ''WesternAnimation/SouthParkBiggerLongerAndUncut,'' {{Satan}} is in a gay relationship with UsefulNotes/SaddamHussein, though the later is negligent and at times verbally abusive while Satan is [[TheDevilIsALoser sort of a loser]]. By the end it's quite clear that Saddam's main concern is that the coming Apocalypse will allow him to get back to Earth and conquer it for himself; with some prompting from [[TheyKilledKenny Kenny]], Satan finally snaps and kills Saddam.
* In ''WesternAnimation/{{Minions}},'' Scarlet and Herb Overkill have a very loving relationship.

* Chucky and Tiffany from the ''Film/BrideOfChucky'' and ''Film/SeedOfChucky'' are vicious murderers, but love each other... most of the time.
* In ''Film/AustinPowersTheSpyWhoShaggedMe'', Dr. Evil and Frau Farbissina have a fling, leading to TheReveal that [[spoiler:Scott Evil is their love child]], thanks to some fun with a [[strike:{{Stable|TimeLoop}} ]][[TimeyWimeyBall Time Loop]].
** [[TimeTravelTenseTrouble Before that/after that]], Frau Farbissina gets involved with a female professional-golfer-assassin.
* Sol and Viper, the fun-loving cannibal couple in ''Film/{{Doomsday}}''.
* ''Film/TheMummyReturns'' had Imhotep reunite with a reincarnated Anck Su Namun in an unhealthily [[TheUndead undead]] version of ReincarnationRomance. By the movie's climax he's clinging for dear un-life on the lip of a gaping hole to the ancient Egyptian underworld as the CollapsingLair falls around them and the hero couple. He extends his hands to her for help, and she... [[VillainExitStageLeft leaves.]] Imhotep turns to the O'Connell's (where Evie ''did'' help Rick up) and gives them a heartbreaking smile before [[FaceDeathWithDignity letting go.]] Anck Su Namun got punk killed shortly afterwards.
* ''Film/TheCrowWickedPrayer'': Luc Crash and Lola Byrne ''are'' this trope, and are, by all indications, genuinely in love. Then they go through with their [[DealWithTheDevil Unholy Wedding Ceremony]], and Luc gets [[DemonicPossession possessed]] by {{Satan}}...
* The Mayflowers, the {{Card Carrying Villain}}s of the deliciously {{camp}}y ''Film/HudsonHawk'', are ''passionately'' in love with one another in a way that makes them ''more'' villainous and creepy.
** The only time Darwin loses his PsychoticSmirk is when [[spoiler:Minerva is horribly killed by a splash of molten lead]].
* Magneto and Mystique of ''Film/XMenFilmSeries''. [[spoiler:However, it is thoroughly broken by ''Film/XMenDaysOfFuturePast'', where they try to kill one another.]]
* [[IncestIsRelative Riff-Raff and Magenta]] from ''Film/TheRockyHorrorPictureShow''.
* Cosmo and Nation [=McKinley=] from ''Film/ShockTreatment''.
* In ''Film/FoxyBrown'', the main villain is Katherine Wall, who runs a combined call girl and drug empire. Steve Elias is TheDragon of the organization, but also her lover. Katherine seems quite passionate about him, while Steve seems to have a more pragmatic attitude and keeps flirting with the call girls.
* ''Film/RunningScared2006'': There's a particularely depraved example in a husband and wife who kidnap children, then molest them, videotape it, and kill them. However, it's ambiguous whether they love each other or if they bonded over their shared proclivity.
* Averted in ''Film/BatmanReturns'' during The Penguin and Catwoman's brief partnership. While he would ''like'' this trope to happen, she has no romantic or sexual interest in him whatsoever, and turns down his advances [[AbhorrentAdmirer both times he comes on to her]]. After the second time, he spitefully tries to kill her, but she gets better.
* In ''Film/NaturalBornKillers'', Mickey and Mallory begin their romance by murdering her parents and eloping on a nation-wide killing spree.

* Bibok and Calosta in Creator/EstherFriesner's ''Literature/MajykByDesign''. On Orbix, Majyk is a psuedo-sentient tangible substance that actually provides the power behind spells. Our hero Kendar may have scads of Majyk, but the two of them together are positively dripping with it. Married wizards and sorcerers have a time getting divorced if their Majyk doesn't want to separate. [[spoiler:This is taken care of during the final fight when Kendar's ex-wife pretends to have had an affair with Bibok. Calosta proceeds to turn him into a variety of amusing shapes until finally he's turned into a rat which Scandal, Kendar's talking cat, eats, thereby gaining his share. Calosta was winked out of existence by Kendar's Aunt Carageena (Or was it Glucosia?) when her Sacred Eye of Delbert paperweight slipped out of her hands and struck Calosta in the chest. They didn't realize that the paperweight was, in fact, the actual artifact]].
* In one ''Franchise/ConanTheBarbarian'' story, ''[[http://en.wikisource.org/wiki/The_People_of_the_Black_Circle The People of the Black Circle]]'', a villainous sorcerer was [[LadyMacbeth convinced by his lover]] that he should betray his four masters and TakeOverTheWorld on his own. [[spoiler:He was actually able to use ThePowerOfLove to hold all four of them off for a while--until they realize what's happening and target HER instead. He gets the last laugh, as he [[AlmostDeadGuy lives just long enough]] to give Conan information on how to kill them]].
* Odiana and Aldrick in ''Literature/CodexAlera''. One is an insane water witch, the other is a brutal mercenary. They are also absolutely devoted to each other and every scene of them being together is filled with such tenderness, love, and overt passion for each other that you could easily forget about the horrible violence they are perfectly willing to inflict on anyone else.
* ''Literature/HarryPotter'':
** Lucius Malfoy is a bigoted terrorist who uses his money and power to manipulate others, while his wife Narcissa is a just-as-bigoted snob; as the series goes on it becomes apparent that these two's love for each other (and their son Draco) is their strongest and most (only) redeeming quality. As Voldemort begins to show just how little he regards any of them, their love for each other over him results in the family's practical HeelFaceTurn.
** Vernon and Petunia. They're selfish and abusive to Harry, yet they seem quite devoted to each other and their biological son.
** This is exactly what goes on between Voldemort and Bellatrix Lestrange...in the latter's twisted and hopeless dreams.
*** [[spoiler:Now confirmed due to the introduction of Delphini, daughter of Bellatrix and Vodemort in ''Literature/HarryPotterAndTheCursedChild'']].
* ''Literature/DangerousLiaisons'' has as its protagonists the amoral and sociopathic duo of Valmont and Merteuil.
* Poppy Z. Brite's novel ''Exquisite Corpse'' has a gay version of this trope. Andrew Compton and Jay Byrne are necrophiliac serial killers who scheme to murder and eat the secondary protagonist.
* Caine and Diana from ''Literature/{{Gone}}'' by Michael Grant. He's a megalomaniac, power-hungry sociopath. She's a deceptive, selfish, manipulative girl who has betrayed everyone at some point. And yet they're in love, prompting him to [[spoiler:make a temporary HeelFaceTurn, help the heroes, and try to kill his former lieutenant, who had just given her a nearly fatal injury, all for a chance to save her life]]. By ''Plague'', though, [[spoiler:it's debatable whether they still love each other, or ever did. [[JerkAss Caine lies to Diana and uses her for sex]], and [[ManipulativeBastard she leaves his side the second she realizes she can't control him]]. There are, however, those who think their relationship is beautiful, so we'll just leave it at a "maybe"]].
** In ''Light'' it seems to be a definite "yes". [[spoiler:Although, admittedly, with a [[RedemptionEqualsDeath very]] [[DyingDeclarationOfLove bitter]][[HeroicSacrifice sweet]] [[TearJerker note]]]].
* Norman and Sandra Arminger from the ''Literature/{{Emberverse}}''. He is ruthless, imaginative, and a powerful warrior; she is cool, brilliant and manipulative. Together they form and control the Portland Protective Association, a medieval recreation/protection racket that seizes control of a huge chunk of the Pacific Northwest after the Change destroys most modern technology.
** Stirling likes this trope: his Nantucket trilogy features the appalling partnership of deranged sadist Alice Hong and her husband William Walker, a genocidal warlord.
* ''Literature/TheDresdenFiles'':
** Esteban and Esmeralda Batiste, nicknamed "The Eebs", are a husband/wife assassin team for the [[OurVampiresAreDifferent Red Court]]. Susan thinks that their relationship is romantic in an incredibly warped and psychotic way.
--->'''Martin:''' They have complementary insanities. Don't justify it with anything more than that.
** The Red Court also has Duchess Arianna, an ancient [[MayIncaTec Mayan]] vampire who turned and married the Spanish Duke Paolo Ortega in revenge for what he and his men had helped do to her people. She loved him enough to [[spoiler:plot elaborate revenge upon his death]].
** Which is nothing compared to the [[TheBlackDeath lovely activities]] [[{{Chessmaster}} Nicodemus]] [[ManipulativeBastard Archleone]] and his wife Tessa come up with.
** This is outright stated in ''Literature/SkinGame'' with regards to Nicodemus and Deirdre, daughter of Nicodemus and Tessa. Yes, [[ParentalIncest that means exactly what it sounds like]]. The relationship between Nicodemus and Diedre became incredibly twisted and disturbing and at the same time quite genuine. Toward the end of the book, Harry is even able to use the disturbing love between the two to cause Nicodemus to go into full VillainousBreakdown after [[spoiler: he sacrifices Dierdre to get into Hades' vault]].
* Aaron and Stacie from ''Literature/TheRadiantDawn''. This is stated outright that they are married to each other.
* ''Literature/BlackIris:'' [[spoiler: Blythe and Laney]], near the end. They even start a secret society(named [[MeaningfulName Black Iris]])for vengeful, mistreated people like themselves and appear to be still leading it as of the blurb release of ''Bad Boy''.
-->'''Laney:''' I want you. I want the badness in you. I want the craziness, the animal. I'm going to hurt them all. Every single person who's hurt me. And you'll be there at my side.
* Black-magic users Isaac and Selena Izzard in Creator/JohnBellairs' ''Literature/TheHouseWithAClockInItsWalls'', although they're both dead by the time the story starts.
* ''[[Literature/GentlemanBastard Red Seas Under Red Skies]]'' has Requin and Selendri. He's the vicious head of a casino where anyone suspected of cheating is put to death; she's his TwoFaced top enforcer. They are absolutely devoted to one another, to the point where Requin hideously burned his hands trying to scrape off the contact poison that led to Selendri's current condition, then did...something unnameable to the man who took out the hit.
* ''Literature/InDeath'' series: This has happened a couple of times, like in ''Salvation in Death'' and ''New York to Dallas''. However, in those cases, one of the couple is genuinely in love and the other has nothing but contempt for the other. The contemptuous one will murder the other one, thereby crossing the MoralEventHorizon...if s/he has not already done so!
* ''Literature/SisterhoodSeries'' by Creator/FernMichaels: A number of stories has this going on between the bad guys, like in ''Lethal Justice'', ''Vanishing Act'', and ''Deadly Deals''. However, the "love" between such couples is apparently not genuine, as they will inevitably turn on each other once the Vigilantes and {{Karma}} start closing in on them.
* It was apparent from the start that Billy-Ray Sanguine from ''Literature/SkulduggeryPleasant'' has a twisted affection for Tanith Low, but it was only when [[spoiler:Tanith got a Remnant permanently bonded to her soul]] that she started reciprocating those feelings. What makes it even worse is that Tanith is not in full control of what she's doing and so there's some very rape-y overtones on top of that. {{Squick}} indeed.
* In ''Literature/ThoseThatWake'''s sequel, Arielle and Roarke are close, and implied to be romantically linked.
* In Lois [=McMaster=] Bujold's novel ''Mirror Dance'', House Bharaputra is run by a married couple, Baron and Baronne Bharaputra, who appear devoted to each other. [[spoiler:Although in the Baronne's case, it's possible that she's just looking for the extended life in a cloned body that he offers.]]
* In ''Literature/{{Carrie}}'', Billy and Chris (although not actually married, since they're still in high school) qualify. Put the two most sociopathic teens in town together....
* In ''Literature/TheTraitorSonCycle'', the Earl and Duchess Muriens. He's a {{jerkass}} BloodKnight whose first reaction to "Your son is alive" is "He couldn't even kill himself properly?". She's working to destroy the kingdom because of a grudge against its ruler. They both cheat on each other and insult one another at ever opportunity, but they're in love and make a formidable BattleCouple.
* According to the testimony of Tessa Gray in ''Literature/TheDarkArtifices'' exactly what happens with parabatai, [[EvilFeelsGood who fall in love with each other]]. Parabatai can only love themselves as siblings or friends, but not as a couple of lovers. Unilateral infatuation of one of the parabatai is usually harmless, but if both love each other romantically, they become [[WithGreatPowerComesGreatInsanity much more powerful than ordinary shadowhunters, but after a while also very evil]], and then kill all around them.

[[folder:Live-Action TV]]
* ''Series/TheAddamsFamily'' is more AffablyEvil than outright villainous, but Moricia and Gomez's relationship could technically qualify as this. They are a very loving couple, and [[VillainProtagonist their show]] is one of the few sitcom-style series on TV without marital strife as a running gag.
* The ''Series/{{Arrowverse}}'' crossover ''Series/CrisisOnEarthX'' has Dark Arrow and Overgirl, the Earth-X {{Evil Doppelganger}}s of Oliver and Kara, respectively, who are married. Supergirl is vocally grossed out by this.
* [[Series/BuffyTheVampireSlayer The Buffy]][[Series/{{Angel}} verse]]:
** Angelus and Darla. Once Darla teamed up with Angelus, the duo started traveling the world, often staying wherever a genocidal civil war was currently going on.
--->'''Cordelia:''' Imagine Bonnie and Clyde if they had 150 years to get it right.
** Spike and Drusilla, who seemed to be genuinely in love, albeit still murderous. Sad it didn't last through all of the seasons. Spike's later relationship with Harmony counts as this as well, though it rather notably doesn't work quite so well and doesn't last nearly so long, for [[ReplacementGoldfish more]] than one [[YouHaveOutlivedYourUsefulness reason]].
** Vampire Willow and Vampire Xander, much to Cordelia's exasperation. Besides killing people, their relationship involves Xander watching Willow brutally torture people.
%% ** Lindsey and Eve; she even gave up her immortality and role as liaison to the Senior Partners for him.
%% ** Harmony and Hamilton, although that didn't last long.
* ''Series/{{Charmed}}'': If someone wants to remain aligned with Evil in marriage, it must be performed by a Dark Priest at night in a cemetery.
* ''Series/ChinesePaladin'': Used as a means of demonstrating ThePowerOfLove when the heroes find a snake- and fox-demon couple preying on travelers. The snake-demon [[HeroicSacrifice sacrifices his physical form]] to save his wife, who then pledges to devote herself solely to preserving his soul. [[spoiler:Unfortunately, the hero doesn't know about that, and kills her, too]].
* ''Series/CriminalMinds'': Anita and Roger Roycewood, the couple of [[spoiler:child abductors and murderers]].
** Criminal Minds showed a range of [=UnSubs=] with couple dynamics. One was a young couple on a whirlwind romance who went on a spree pf revenge killings, another was an older married couple who had been killing runaways and hookers for decades and even underwent couples counselling.
* ''Series/{{Dexter}}'': A couple show up as Victims of the Week (Dexter hunts criminals who manage to escape the law), telling each other that they love each other even while Dexter is about to kill them for murdering several innocent immigrants.
* ''Series/TheFlash2014'': Season 4 BigBad Clifford [=DeVoe=]/the Thinker and his [[TheDragon Dragon]] Marliz/The Mechanic are eventually revealed to be husband and wife. As their OriginsEpisode shows, they were happily married for years prior to their StartOfDarkness, and their descent into supervillainy has done nothing to dampen their love for each other. [[spoiler: Eventually, however, it turns out that Marliz still has [[EvenEvilHasStandards some morals]], which puts her at odds with Clifford's increasing megalomania, causing him to repeatedly drug and [[LaserGuidedAmnesia mind-wipe]] her to keep her compliant.]]
* ''Series/HerculesTheLegendaryJourneys'' and ''Series/XenaWarriorPrincess'': Over the course of both shows, Ares has been romantically involved with both Callisto and Hope, even impregnating the latter.
* ''Series/HouseOfCardsUK'': [[TheUsurper Francis Urquhart]] seems to have a genuinely loving and mutual relationship with his wife, to the point where she will allow and even suggest that he have affairs in order to [[UnwittingPawn gain someone's trust]]. She knows all of his devious acts [[spoiler:(including the murders)]] and they conspire and live together happily.
** Same applies to ''Series/HouseOfCardsUS''.
* ''Series/LoisAndClark'': Had a rich SickeninglySweethearts couple who kept their marriage alive by brewing evil plans together.
* ''Series/TheMiddleman'': Vlad and Lizzie, the vampire couple.
* ''Series/TheNewStatesman'': Even though he's the protagonist, Alan B'Stard and his wife Sarah are both amoral and power-hungry enough to qualify for this trope. (They take "love-hate relationship" to whole new levels...)
* ''Series/{{Nikita}}'': It's eventually revealed that Amanda is in a secret alliance/relationship with Ari Tasarov; together, they plot against both the protagonists and [[TheStarscream their respective superiors]], in order to gain more control and power for themselves. Even after their master plan fails [[spoiler:and they're forced to go on the run]], it's shown that they actually do truly care about each other. One could even argue that their relationship itself is an EvilCounterpart to the one between Nikita and Michael.
* ''Franchise/PowerRangers'':
** In ''Series/MightyMorphinPowerRangers'', Lord Zedd and Rita Repulsa actually went as far as subverting the inevitable failure of the LovePotion--and eventually getting married. Later it's revealed that Zedd loves Rita for real, when he is exposed to an antidote against the love potion. The behind-the-scenes reason for this Unholy Matrimony is that the MoralGuardians thought Zedd, acting as an evil overlord, was too scary for kids during his early run. Therefore the producers toned him down by making him part of a bickering married couple.
** This is why SpacePirate Divatox wanted to release Maligore in ''Film/TurboAPowerRangersMovie''. She started having second thoughts after getting a good look at him, seeing that he is a berserk fire demon.
** In ''Series/PowerRangersZeo'' there were two cases of villains who had been married before making their first appearance (in a way, considering that both couples were robots). King Mondo had Queen Machina as his royal consort, and likely had for a long time. Also, Mondo's firstborn (first-built?) son Prince Gasket had eloped with Princess Archerina, the daughter of Mondo's rival, at some point in the past, and the two later returned when Mondo was believed to be dead.
** Poisandra is preparing for this with Sledge in ''Series/PowerRangersDinoCharge'', although it hasn't yet happened in over 65 million years. [[spoiler: They finally marry in Edge of Extinction]].
* ''Series/{{Revolution}}'': As of [[Recap/RevolutionS1E8TiesThatBind episode 8]], Major Tom Neville and his wife Julia are revealed to have this going on between them. Their love seems to be quite genuine, considering that they went to great lengths to save their son's life, and that Julia is urging Tom to kill off Monroe and take his place as head of the Monroe Republic. [[Recap/RevolutionS1E10NobodysFaultButMine Episode 10]] shows that Tom would surrender before he sacrifices Julia. [[Recap/RevolutionS1E13TheSongRemainsTheSame Episode 13]] has Tom fail a mission for Monroe, and so he personally hurries to Julia and has her pack up and flee the Monroe Republic with him.
* ''Series/SpartacusBloodAndSand'':
** Batiatus and Lucretia have a great and loving relationship, but are the BigBad for the entire first season. Notably a lot of their scheming, both in "Blood and Sand" and the prequel "Gods of the Arena" is done for love of the other, and they seem to bring out the worst in each other.
** While Glaber and Ilithyia have a rockier relationship, they are matched in ambition and scheming skills. By the end of ''Vengeance'', in the episode "Monster" they reunite for evil and declare they are both monsters. To stress the point they proceed to have sex covered in the blood [[spoiler:of Seppia, whose corpse is still floating in the pool next to them]].
* ''Series/TrueBlood'': Russell Edgington and Steve Newlin. [[spoiler:Slow-dancing to Music/KatyPerry in a frat house full of bodies they've fed and murdered, flirting while glamouring Jason into showing where the fairies and his sister are hidden, Russell kidnapping a small werewolf girl so Steve can have his "first pet"...]] It's cute, in a sociopathic way.
* ''Series/TheVampireDiaries'': InvertedTrope: Damon loves Katherine but she's more interested in his [[FriendlyNeighborhoodVampire little brother]].
* ''Series/{{Daredevil 2015}}'': Wilson Fisk (A.K.A. ComicBook/TheKingpin) meets art museum curator Vanessa and falls in love with her. After going on a date and learning just who he really is, she falls in love with him. She supports him unquestionably as our hero Matt Murdock tries to tear down Fisk's empire. At the end of the first season, he proposes to her [[spoiler:''literally as he's being dragged away by the FBI'']].
* On ''Series/MrRobot'', CorruptCorporateExecutive Tyrell Wellick and his wife are this. He sleeps with [[AmbiguouslyBi a male secretary]] in order to further his career and she is implied to know about it. They also go to dinner with the head of Evil Corp in order to secure him the CTO position. When [[spoiler: Tyrell's intimidation tactics fail to get him the position, she simply tells him to try again.]]
* Maddalena and Gareth from ''Series/{{Galavant}}''. He brings her a present of earrings--with the previous owners' ears still attached. For his birthday, she starts a war with a neighboring kingdom.
* ''Series/TheMentalist'': In episode "Red Hair and Silver Tape", a couple who owns and runs a luxurious restaurant kidnap girls with the intention to murder them. Jane first suspected only the husband. Especially agent van Pelt is horrified to learn that they were in it together.
-->'''van Pelt:''' I don't get it. She actually enjoyed helping him kill. One crazy evil person, I understand. But two? Husband and wife? Marriage is supposed to be a sacred, loving thing.
-->'''Jane:''' They were soul mates in their own strange way.

* The AxCrazy couple in "A Little Piece of Heaven" by Music/AvengedSevenfold.
* "Criminals" by {{Music/MSMR}} seems to be about someone realizing([[ThenLetMeBeEvil and accepting]])that they're one half of this type of relationship.
--->''Do you want a way out? Do you? Do you?''
--->''Do you want a way out? Do you? I don't want a way out.''
--->''You and I know the truth: even though it hurts, I just wanna be a criminal with you.''
* Precisely 50% of the songs on [[FilkSong Seanan McGuire]] album ''[[http://www.cdbaby.com/cd/seananmcguire3 Red Roses and Dead Things]]'' involve this trope with [[SlidingScaleOfSillinessVersusSeriousness varying degrees of creepiness]].
* "[[http://www.youtube.com/watch?v=CHAVRAD_c-Y Lucifer]]" by Music/{{Blutengel}}.
* A lot of Ordo Rosarius Equilbiro's work fits this trope. Especially "[[http://www.youtube.com/watch?v=yOCxtDHk89M&feature=related Do Lust and Murder Make Me a Man?]]" and "[[http://www.youtube.com/watch?v=N8wWcr28_Rk Let the Words of My Murder Be the Last Words You Hear]]."
* "Killers in Love" by Music/TubRing.

[[folder:Mythology and Religion]]
* OlderThanFeudalism with Myth/ClassicalMythology:
** [[HeroKiller Typhon]] and [[MotherOfAThousandYoung Echidna]]. She's a beautiful woman with the lower body of a snake, and a fondness for eating travelers. He's a giant with one hundred dragon heads, and a tendency towards deicide. Together they sired the {{Hellhound}}s [[MultipleHeadCase Orthrus and Cerberus]], the [[MixAndMatchCritters Chimera]], the NighInvulnerable [[PantheraAwesome Nemean Lion]], the [[RiddleMeThis Sphinx]], the [[GiantFlyer massive eagle]] [[ToServeMan that eats Prometheus' liver]], and the [[HealingFactor nearly]]-[[HydraProblem unkillable]] Hydra. It becomes even better if you realize that among the Greek pantheon they're probably the two deities/monsters/primordial beings [[HappilyMarried who are the most faithful to one another]]; there are no reports of either sleeping around (admittedly, when you look like that...), in sharp contrast with someone like [[JerkassGods Zeus]], who, to say the least, ReallyGetsAround. Truly a match made in [[{{Hell}} Tartarus]] (who is, coincidentally, their father).
** Neither Hades nor Persephone were really ''evil'' ([[EverybodyHatesHades despite popular belief]]), but both were feared by the ancient Greeks, seeing as they ruled the afterlife, and were [[DarkIsNotEvil generally dark beings]] (yes, [[NatureSpirit Persephone]] too, in her role as Queen of the Underworld). Their marriage may have been based on [[AbductionIsLove kidnapping]] at first, but, if nothing else, Hades was far more faithful than [[ReallyGetsAround the average god]].

[[folder:Newspaper Comics]]
* Mordac the Preventer of Information Services and Webmistress Ming from ''ComicStrip/{{Dilbert}}'', even after the PointyHairedBoss makes Ming into Mordac's subordinate.
-->'''Ming:''' We can still date, but I feel obliged to hate your guts now.
-->'''Mordac:''' It works for me.

[[folder:Professional Wrestling]]
* Wrestling/{{Lita}} and Wrestling/{{Edge}} are an iconic example.
* Wrestling/DolphZiggler and Wrestling/AJ Lee are an evil power couple, but seem so blissfully happy together that it's hard not to root for them.
* Wrestling/TripleH and Wrestling/StephanieMcMahon are this to a tee, especially during the Mcmahon-Helmsley and Authority Eras.

* In the ''AudioPlay/BigFinishDoctorWho'' audio drama "[[BigFinishDoctorWho064TheNextLife The Next Life]]", [[spoiler:Zagreus and Daqar Keep become this at the end]].
* Parodied in ''Radio/BleakExpectations'': When Harry Biscuit has a FaceHeelTurn from Mr Benevolent's mind-control, Pippa turns evil as well because she thinks a couple should share their hobbies and [[spoiler: turns out to be much better at it than him, so that when he [[HeelFaceTurn becomes good again]], she becomes Mr Benevolent's Evil Consort]]. In the following season [[spoiler: Harry undergoes ''another'' FaceHeelTurn under the influence of an evil pen, and this time Pippa is only pretending to be evil in order to stay with him]].
** Played with earlier than that. Mr. Benevolent turns good and marries his childhood love, Sweetly Delightful... except on their honeymoon he tells her all about his evil deeds, and she gets interested in the idea. From the way Benevolent describes it, he'd turned evil again for her, but by the time the honeymoon was over he'd [[DoesThisRemindYouOfAnything lost interest, and was only going along with it for the sake of the henchmen]].

[[folder:Tabletop Games]]
* From ''TabletopGame/{{Warhammer}}'', the vampire couple Vlad and Isabella von Carstein. After turning Isabella into a vampire he raised a giant army of the undead and they tried to conquer TheEmpire. As you do. When Vlad was slain Isabella committed suicide.
** Vlad took Isabella as his bride to seize control of Sylvania. He fell in love with her afterward, while she was still human, and did everything he could to ''avoid'' turning her into a vampire. Then a plague hit Sylvania, the doctors couldn't do anything for Isabella when she caught it, and Vlad, out of options, gave her an EmergencyTransformation. She took it amazingly well.
** In gameplay, if you have both on the table and one of them is killed, the other [[BerserkButton goes completely insane]], picking up Hatred of the enemy army and Frenzy. Translation: the bereaved spouse charges directly at the enemy lines and tries to rip apart the bastards that killed their love with claws and fangs.
** With the End Times, Vlad was returned to life as a Mortarch. However he's more than a little miffed that not only was Isabella not revived, but apparently they didn't go to the same afterlife. He's now only following Nagash, who is hellbent on turning the world into an undead paradise, so that Nagash will revive Isabella for him. When it turns out that [[spoiler:Isabella was revived by Nurgle, who convinced her that Vlad never really loved her, his reaction is nothing short of a HeroicBSOD. He then performs a HeroicSacrifice to free her from Nurgle's control.]]
* ''TabletopGame/DungeonsAndDragons'':
** Count Strahd Von Zarovitch believes that [[spoiler:every hundred years, his old love interest from before becoming a vampire is reborn. Naturally, he tries to marry her every single time. (He will never succeed, however; a Domain of Ravenloft is an IronicHell for its ruler, and, for Strahd, this is the exact reason why.)]]
** Belgos and Silussa, a drow vampire and succubus who make up a DualBoss in the 1st Edition module ''Vault of the Drow'' (written by gary Gygax himself) are stated to be consorts and lovers, but whether they truly love each other isn't clear. As far as the written strategy goes for the module, Belgos does indeed gain a bonus to his attack roles if Silussa is in danger, but Silussa will abandon him and flee if her life is in danger. (The module gives the DM a lot of leeway in regards to personality and background meaning they could adore or despise each other, depending on personal interpretation.)
** Another famous example of this from ''Dungeons & Dragons'' (which ended badly) was the relationship between Mammon, the ruler of the third layer of Baator, and Princess Glasya, the daughter of Asmodeus. Glasya was his lover and consort, but after the failed mass coup called the Reckoning, Mammon proved to be a groveling coward before Asmodeus. As part of his punishment, Asmodeus forced him and Glasya to annul their marriage. Glasya has since become [[TookALevelInBadass far more powerful]] and become ruler of the sixth layer, and her attitude towards him now is unknown; some believe that they have secretly renewed their relationship (despite the fact that Mammon has a new consort) while others believe she despises him now for failing to defend their love.
** There was also the rather...twisted relationship between the EvilSorceress Iggwilv and the demon lord Graz'zt; they were lovers for a time, he helped her forge an empire, and she bore his son, who would grow up to be the cruel tyrant Iuz...all despite the fact that [[StockholmSyndrome she had technically kidnapped him and was holding him prisoner]]. It ended ''very'' badly. (Oddly enough, while some sources have claimed that Graz'zt has killed minions for simply bringing it up, a Fourth Edition write-up on Graz'zt claims that Iggwilv is his "ally and occasional lover". Of course, given how chaotic demons are, ''anything'' is possible.)
* From ''TabletopGame/{{Deadlands}}'' fluff, we have Miles and Mina Devlin: ruthless railroad barons, dark sorcerers, devoted spouses and loving parents. [[spoiler:After Miles' assassination, things go downhill]].
* In the ''Giantslayer'' adventure path in ''TabletopGame/{{Pathfinder}}'', the main villain for the first part of the module, Skreed, is an evil alchemist that is in love with a mercenary that he met when trying to recruit followers in a bid to conquer human civilization. The two carry magical lockets that tell each the current physical status of the other. [[spoiler: Their love is genuine; should Skreed die in the first part (which is extremely likely, as he fights to the death), his lover attempts to get vengeance in the second part of the module.]]

* Mr. and Mrs. Mao Zedong are largely portrayed as a loving and romantic, if occasionally [[CulturePolice disturbing]] couple. The song "The Chairman Dances" is dedicated to this trope.
* ''Theatre/SweeneyToddTheDemonBarberOfFleetStreet'': Sweeney Todd and Mrs. Lovett has shades of this, even though they're not married and she's the only one who wants a RelationshipUpgrade.
* Monsieur and Madame Thénardier in ''Theatre/LesMiserables''. Though how deep the love goes is questionable. "I used to dream that I would meet a prince--but, God Almighty, have ya seen what's happened since?!"
* In ''Theatre/TwelfthNight'', Toby and Maria spend a lot of time together preparing [[BatmanGambit Batman Gambits]] in order to make fools of others, [[spoiler:and sure enough, at the end of the play we find out that they've eloped]].
* ''Theatre/{{Macbeth}}'': The [[VillainProtagonist title character]] is married to his {{Dragon}} Lady Macbeth. Probably the most famous example, and [[LadyMacbeth even has a subtrope named after it]].
* Though Plankton and Karen lean more towards AwfulWeddedLife in [[WesternAnimation/SpongeBobSquarePants the cartoon,]] ''Theatre/TheSpongeBobMusical'' characterizes their relationship more along the lines of this trope, where they use evil scheming to bring the "spark" back into their love life.

[[folder:Video Games]]
* ''VideoGame/BaldursGate'' has a few examples:
** Sarevok, the BigBad of the first game, has two relationships on the go--the first with a Kara-Turan woman called Tamoko, the other with a woman called Cythandria. Cythandria is {{in love with|Your Carnage}} [[BloodKnight him]] because of his capability as a villain, but Tamoko is an odd case--she seems to love him ''in spite'' of his evil rather than ''because'' of it, and wants him to abandon his EvilPlan to stay with her instead.
** To confront and expose Sarevok late in the game, the characters first have to get an invitation to his inauguration ceremony in the Duke's Palace. They get one from the two assassins Slyth and Krystin who hang out in the Undercellar brothel before they get to kill the remaining dukes. These two seem quite crazy and nauseatingly in love, and manage to put up quite a fight when you encounter them for the first time.
** In the sequel you can cause this. There is two characters talking about how their families are driving them apart since they're a bad influence on each other. One of your options is to be a LoveFreak and tell them that they should run off together. They thank you and tell you everything they do shall be in your name. Later you overhear a conversation about those two. Turns out they were an OutlawCouple and are now robbing people in your name.
** Viconia can be redeemed to TrueNeutral if you romance her as a good guy, but you can also romance her as an evil character and she'll happily play the role of LadyMacbeth, supporting and encouraging your godly ambitions.
** A romance with Dorn Il-Khan is this in the extreme, and can lead to either BashBrothers or a [[LadyAndKnight Dark Lady and]] BlackKnight match-up, since Dorn is blatantly [[BiTheWay bisexual]].
** Romancing [[LesbianVampire Hexxat]] is a downplayed version of this. She doesn't ''seem'' very evil most of the time (especially compared to Dorn) but she ''is'' a vampire who drains the blood of the living to survive. Hexxat is also quite the flirt, not just with Charname but also with her contact Cabrina and [[EvenTheGirlsWantHer Viconia]]--both of whom are evil.
** [[AbusiveParents Your own parents were this]]. Your father was Bhaal, the [[GodOfEvil Lord of Murder]], who planned to either [[HumanSacrifice sacrifice]] his children or [[LetsYouAndHimFight set them on each other]] as part of a ThanatosGambit. Your mother was one of his priestesses, who was so devoted to him she ''rejoiced'' at the opportunity to give birth to and sacrifice one of said children.
* Alice and Decus of ''VideoGame/TalesOfSymphoniaDawnOfTheNewWorld'', with the "one playing the other" thing (gender-flipped). When Decus becomes a LoveMartyr, that changes everything...
* UsefulNotes/OdaNobunaga and Nouhime in ''VideoGame/SengokuBasara''. Nobunaga is an EvilOverlord, while Nouhime is his LoveMartyr PsychoSupporter. On Nouhime's death, Nobunaga deems her worthless.
* Nobunaga and Nouhime have a similar relationship in ''VideoGame/SamuraiWarriors'' starting from the second game. (In the first, she struggled between killing him and killing ''for'' him.) Unlike the above example, this was a little smoother as Nobunaga was cordial and amused with Nouhime's attitude about him, but more or less [[InLoveWithYourCarnage they are attracted with each other's carnage lust]].
* ''VideoGame/{{Overlord}}'' gives you a choice in Mistresses, though there's always one that's actually relatively non-evil and arguably the [[OnlySaneMan Only Sane Person]] in this CrapsackWorld. First game featured the prim and proper Rose and the greedy and slutty Velvet. The second game (which confirms [[spoiler:Rose]] as the canon choice) offers VictoriousChildhoodFriend Kelda, GoldDigger Juno and [[spoiler:FallenHero Dark Fay]].
* ''VideoGame/WorldOfWarcraft'':
** Subverted with Dalliah and Soccothrates, the quarreling demon couple in Acratraz. It is highly implied that spending so long as cellmates has made them despise each other. Should the heroes focus on one of them, the other does nothing to help his/her spouse, watching while providing snarky commentary.
** Deathwing and Sintharia. However, they were only together because she was the only one of his consorts strong enough to ''survive'' the mating after his FaceHeelTurn. Also during the earliest days of the Cataclysm Beta there was datamined info that Deathwing was going to corrupt Alexstrasza the Life-Binder and together they would conquer the world.
** King Ymiron and Queen Angerboda, the leaders of the villainous Vrykul.
** Sally Whitemane and Renault Mograine, the overseers of the Scarlet Monastery. Which have a villainous LadyAndKnight vibe going on about them. As of the fourth expansion, this evolved into an AlasPoorVillain scenario. Mograine had [[spoiler:been canonically killed by his father ghost as revenge for his betrayal and murder of him (long story)]]. So Whitemane carries on as the leader of TheRemnant of the (in)famous [[KnightTemplar Scarlet]] [[HeWhoFightsMonsters Crusade]], this time with [[SuspiciouslySimilarSubstitute Commander Durand]] to replace Mograine for gameplay purposes. But what really sells it are Whitemane's [[spoiler:FamousLastWords following her allegedly final defeat]]:
--->'''Whitemane''': [[spoiler:Mograine...]]
** Malygos and Saragosa. Killing Saragosa and then ''taunting Malygos over Saragosa's corpse'' earned the red dragon Keristrasza a FateWorseThanDeath at the hands of a {{berserk|Button}} Aspect of Magic. And then death, too, in The Nexus.
* Lady and Killer from ''VideoGame/ShadowHeartsFromTheNewWorld''. Though whether the latter was actually in love or merely {{Mind Control}}led is debatable.
* In ''VideoGame/KnightsOfTheOldRepublic'', [[spoiler:Bastila]] suggests this possibility to a male PlayerCharacter near the end. [[spoiler:You can take her up on it]].
** If they had actually ''finished'' the second game, this would have been possible with whichever love interest you chose on the dark side path.
* ''VideoGame/NeverwinterNights''
** A possibility with Blackguard Aribeth and the player in the end of ''[[VideoGame/NeverwinterNights Hordes of the Underdark]]''.
** If you pick the evil path in [[VideoGame/NeverwinterNights2 the second game]], the player and Gann or Safiya (depending on gender). Also in the second game, before it was cut, an evil female player and Bishop.
** Certain mods do have examples, including Vico and the player in ''VideoGame/ADanceWithRogues'' and Alex and the player in ''VideoGame/TheBastardOfKosigan.''
** In the ''Shadowlords'' mod series, it's possible for an evil female character to slowly corrupt Nooble Unders, paladin-wannabe through the right dialogue choices, while the sequel series, ''Dreamcatcher'', has the option of starting a rather interesting romance with him.
* ''VideoGame/TalesOfMonkeyIsland''
** [=LeChuck=] tries to do this in ''[[VideoGame/TalesOfMonkeyIsland Chapter 5: Rise of the Pirate God]]'', [[spoiler:using his Voodoo powers from [[MacGuffin La Esponja Grande]] and the Crossroads to turn Elaine into a Demon Bride/Goddess like himself which makes her turn evil. It's all a plan by Elaine, to allow Guybrush to save her and defeat [=LeChuck=] later]].
** Before that, it is discussed at the end of Chapter 4, [[spoiler:when, after [=LeChuck=] breaks free from prison and saves Guybrush and Elaine after the cure of the [[HatePlague Pox of LeChuck]], he tells our hero that "it was the only way to win Elaine's hand in unholy matrimony"...confusing him and allowing [=LeChuck=] to make [[InTheBack a clever, fatal ambush on him]]]].
* ''VideoGame/{{Catherine}}'': In one of the MultipleEndings, [[spoiler:[[HellHasNewManagement Vincent storms and takes over hell]], then proceeds to rule it with Catherine at his side. And yes, the two are genuinely in love and are HappilyMarried]].
* Soltier and Lapis of ''VideoGame/BlazeUnion''. This, along with the fact that they're {{Anti Villain}}s, helps to earn them RedemptionEqualsLife in one of the game's endings. Their feelings for each other are both very mutual and very genuine.
* While not exactly the main villains, William and Annette Birkin in ''VideoGame/ResidentEvil2'' seem to be a happily married couple of scientists. {{Mad Scientist}}s!
* [[TheBrute Black Scorpion]] and [[CombatSadomasochist Silver Mantis]] seem to have this sort of relationship in ''Videogame/CityOfHeroes''.
* ''VideoGame/TrafficDepartment2192''. Near the end of episode 3, Generals Talon and Marilith are not only lovers, but conspiring to murder the other generals, Kreel and Orlok, in contention for the position as the Overlord's successor.
* Being made by Creator/BioWare--and a direct sequel to the ''VideoGame/KnightsOfTheOldRepublic'' games mentioned above--it comes as no surprise that the MMO ''VideoGame/StarWarsTheOldRepublic'' has this. The main example is Darth Malgus, one of the main villains, who's happily married to a cute Twi'lek (ex-)slavegirl. The fact that he treats her like a wife rather than a slave is a source of annoyance to the largely xenophobic empire, but since he refuses to play politics and spends most of his time on the Imperial Fleet fighting (and mostly winning) battles for the Empire, it's largely ignored. That, however, does not mean that their apparently genuine, two-sided love doesn't wind up with a tragic ending...
** It's also possible for a Darkside player character to start a relationship like this with an equally-evil companion. Perhaps the most poignant of these options is the Male Sith Warrior, who can [[spoiler:corrupt the Jedi Padawan, Jaesa Wilsaam to the Dark Side, and take her as your apprentice--and, later, lover. She even admits that, to her own disappointment, she can't live up to the true Sith Ideal, since that includes seeking to [[KlingonPromotion betray and murder your Master]] when you get the chance--and she can't do that since she's fallen for you]]. Awwww...
** Played straighter with the Sith Inquisitor and [[SpacePirate Andronikos Revel]], who finds the Inquisitor's mix of insanity and power perfect for him.
** On the other hand, if you play your cards right, it's also quite possible for a Darkside player to start and maintain a relationship with a Lightside companion, and acting genuinely caring towards him/her even as you slaughter innocents and inflict pain and misery left and right. Which creates a whole 'nother spin on this trope...
* In Mileena's non-canon ending of ''VideoGame/MortalKombat2'', she is a "secret partner" with Baraka. They both [[TheStarscream kill Shao Kahn]] and take over the Outland, ruling it as king and queen.
* ''Franchise/TheElderScrolls''
** The [[OneBadMother Night Mother]] is the mysterious EvilMatriarch leader of the Dark Brotherhood, an illegal [[MurderInc assassin's guild]] with a propensity toward PsychoForHire traits in its membership who practice a ReligionOfEvil worshipping Sithis, a primeval GodOfEvil force representing chaos, change, and limitation. The Night Mother is said to be the "wife" of Sithis who, according to legend, was once a mortal woman who [[OffingTheOffspring sacrificed her five children]] to Sithis.
** Astrid and Arnbjorn in ''[[VideoGame/TheElderScrollsVSkyrim Skyrim]]'' are HappilyMarried. They're also the de facto leaders of TheRemnant of the [[BrotherhoodOfEvil Dark Brotherhood]].
** In ''[[VideoGame/TheElderScrollsOnline Online]]'', Vaermina, the [[OurGodsAreDifferent Daedric Prince]] of [[YourWorstNightmare Nightmares]], reveals that she is in love with her champion. Her reaction to his death (at your hands) backs this up, as she [[CuteAndPsycho gleefully describes]] how she is going to spent the next century or so [[MindRape Mind Raping]] you for killing him.
* ''VideoGame/DynastyWarriors'' from 5 onwards has an example in the couple of Cao Pi and Zhenji. She is a [[{{Sadist}} sadistic]] LadyMacbeth, he is the [[AmbitionIsEvil ambitious]], [[AnIcePerson cold-as-ice]] [[OverlordJr successor to the Throne of Wei]]. Together, they [[AuthorityEqualsAsskicking spread terror on the battlefield!]] Notably their affection appears genuine, in both directions. Zhenji is happy to have found a partner who can match her drive for conquest (Cao Pi being her second husband), and as for Cao Pi, Zhenji's presence is one of the VERY few things that can make him [[TheStoic show some emotion]]. They aren't as 'villainous' after the sixth game forward, but it still shows that they're not by default nice and takes things in a more proud and [[AntiHero antiheroic]] way.
** Interestingly, this is quite a divergence from the [[Literature/RomanceOfTheThreeKingdoms source material]], in which Cao Pi amused himself with Zhenji for a while--after killing her first husband and basically taking her as spoils of war--and then forced her to commit suicide when he found a new favorite. Presumably, it was decided that this [[ValuesDissonance wouldn't play well with a contemporary audience]].
* Done ''very'' humorously at the end of ''VideoGame/SuperMarioRPG''. [[spoiler:Booster proposes to Valentina in Marrymore, and she says "yes"; however, he [[RunawayBride chickens out]] for some unknown reason at the altar, causing her to chase him]].
* Sorceress Mortis and warlock Isa in the ''Spirits of Mystery'' series. Their affections were quite genuine, as shown in the bonus chapter of ''Spirits of Mystery 4: The Silver Arrow''.
* In ''Videogame/{{Borderlands 2}}'', BigBad Handsome Jack is in an active and happy relationship with Nisha, the Sheriff of Lynchwood. He's a fascist, megalomanical MegaCorp dictator intent of wiping out everyone who he considers a "bandit". She's a psychopathic BloodKnight who gets off on hurting people and being hurt right back. They're a perfect match. ''Videogame/BorderlandsThePreSequel'' shows how they eventually got together if you play as Nisha, with her gradually [[InLoveWithYourCarnage becoming more and more attracted to Jack]] as he [[JumpingOffTheSlipperySlope slides down the slope]] and becomes more and more violent and ruthless. She outright admits that she's in love when Jack [[spoiler:throws his own science team out an airlock on suspicion that one of them is a traitor]]. In ''Borderlands 2'', if you end up killing Nisha in Lynchwood, Jack will admit he's kind of pissed off that you killed his girlfriend, and he's actually surprised at how angry that makes him.
* In ''VideoGame/TheSims2'', this is heavily implied with Circe and Loki Beaker of Strangetown. Loki is a MadScientist and Circe's bio says that she knows 238 different ways to make someone scream. They also have a cell-like room in the basement for Nervous Subject, who, according to their family bio, they are experimenting on.

[[folder:Visual Novels]]
* In ''VisualNovel/UminekoWhenTheyCry'', it turns out this is the case between [[spoiler:Bernkastel and Lambdadelta]], who have similar circumstances and would both do anything to stave off boredom. The latter is rather AmbiguouslyEvil though.
* In ''VisualNovel/HatePlus'', [[spoiler:Ryu and Oh Eun-a]].
* [[LadyOfBlackMagic Caster]] and [[spoiler:Kuzuki Souchirou]] in ''VisualNovel/FateStayNight''.
** [[MonsterClown Li'l Ronnie/Ran-Ru]] and her Servant [[ActuallyNotAVampire Lancer]] in ''VideoGame/FateExtra''.
** Eric Bloodaxe and Gunnhilde the witch in ''VideoGame/FateGrandOrder''. In life they perpetrated massacres and conquered kingdoms together; according to Eric's interlude quests they're still TogetherInDeath as Heroic (villainous?) Spirits.
* {{Villain Protagonist}}s Fuminori Sakisaka and Saya from ''VisualNovel/SayaNoUta''.

[[folder:Web Comics]]
* In the webcomic ''Webcomic/CheshireCrossing''--which is essentially a MassiveMultiplayerCrossover between ''Film/TheWizardOfOz'', ''Disney/AliceInWonderland'', ''Disney/PeterPan'' and ''Film/MaryPoppins'', with a couple of historical characters thrown in for good measure--the Wicked Witch of the West finds her way to Neverland and, after meeting up with Captain James Hook, the two start a rather [[http://www.cheshirecrossing.net/page.php?issue=4&pagenum=0 *intimate* partnership]]. This also effectively turns her into a [[NinjaPirateZombieRobot witch-pirate, or maybe pirate-witch]], which is awesome. Pirate.
* ''Webcomic/TheOrderOfTheStick'':
** [[EvilTwin Nale]]'s girlfriend, Sabine, is a succubus--truly a match made in Hell (or the Abyss, if you want to get technical). Their love is maintained [[http://www.giantitp.com/comics/oots0349.html through black magic and human sacrifice]]. And [[PowerPerversionPotential shapeshifting]]. While often played for laughs, there actually ''does'' seem to be a more serious side to their relationship which one can sense when Sabine talks to Vaarsuvius.
** Later strips would emphasize just how much Sabine cares for Nale; [[spoiler:[[http://www.giantitp.com/comics/oots0804.html She seems to imply]] she would defy the Archfiends for him. She smashes her boss T.V when she sees Nale die and tells Vaarsuvius info on how to defeat the group responsible.]]
** Also, it can even make [[http://www.giantitp.com/comics/oots0489.html a secondary unit of measure]] (in this case, a constant level of evil of 4.8 kilonazis with 0.4 kilonazi deviation):
-->'''Roy:''' Who does the green line represent?\\
'''Deva:''' A hypothetical offspring of [[Disney/OneHundredAndOneDalmatians Cruella de Vil]] and [[Literature/TheLordOfTheRings Sauron]].
* During a {{Flashback}} sequence in ''Webcomic/GeneralProtectionFault'', it's revealed that Trudy--[[TheChessmaster chessmaster]] and {{Puppetmaster}} extraordinaire--had a "team-up" like this during college, with an equally-despicable individual named Trent, who later became her archnemesis when he betrayed her.
-->'''Trudy:''' We both had this...''appreciation'' for the sadistic and morbid. We enjoyed our evil pranks so much that we quickly fell deeply in love with each other. It was ''black magic''.
* Subverted in Episode Five of the webcomic ''Webcomic/{{Demonology 101}}'', when [[spoiler:Isaac, the main villain, and Madeline, his demon 'handler,' genuinely falls in love halfway through the episode. She was supposed to keep him out of trouble, but once she starts sympathizing with him, winds up encouraging him to kill his brother Gabe. (As if he needed more encouragement.) However, when she herself is fatally injured, Isaac willingly barters her cure for a final truce with Gabe and the other protagonists]].
* ''Webcomic/MinionsAtWork'': [[http://www.minionsatwork.com/2009/01/overlords-148-snake-eyes.html Leading up to it]].
* ''Webcomic/{{Narbonic}}'': [[spoiler:Dave and Helen, eventually]].
* Axel and Aerith in ''Webcomic/AnsemRetort''. Axel's a homicidal evil Buddhist god and Aerith's a conniving bitch who actively used Axel to get revenge on Cloud. And she admits to having a murderer fetish.
** And then [[http://www.ansemretort.org/ansemretort/index.html?comic=712 Aerith got worse]]...for [[ButtMonkey Riku]], at least.
-->'''Riku:''' Well, my skull's caved in and I'm stuck in the ceiling. I think I popped some vertebrae too.\\
'''Aerith:''' Well, pop 'em back in! You've got more slings to be shot out of!\\
'''Axel:''' God, I love you.
* In ''Webcomic/KevinAndKell'', Angelique is accidentally set up with R.L. after someone hacked into the Flea Bay website for a grooming date. R.L. plans on eating Angelique at the end, but becomes enamored with her after hearing Angelique brag about cheating on Kevin during their marriage, and managing to get him to pay her alimony despite initiating the divorce. The two soon marry after Angelique gives R.L. secrets on catching rabbits. Even when R.L. was missing (presumed dead) and Angelique took over Herd Thinners, restructuring it and using it as a stepping stone to conquer the world, he wasn't bitter. He just pointed out what a headache world conquest was. Angelique agreed to just make loads of money instead. And when the two shared a prison cell, they were just happy to be together. The only thing they needed beyond each other to be happy was their kids.
* "Black Hat Guy" and his...um...[[http://xkcd.com/433/ girlfriend]] in ''Webcomic/{{xkcd}}''.
* Brian and Angelo in ''Webcomic/OurLittleAdventure''.
* Didi and Gogo in ''[[http://vanheist.deviantart.com/art/fine-young-cannibals-87201971 Fine young cannibals]]'' by [=VanHeist=], inspired by ''[[Theatre/SweeneyToddTheDemonBarberOfFleetStreet Sweeney Todd]]''. Aren't they a cute pair?
* Occurs between [[MadScientist Mad Scientists]] Spencer Ecchs and Ada Byon in ''Webcomic/PatchworkChampions''. [[spoiler: She seduces him on the orders of another supervillain to steal his secrets, but when she carries out her mission successfully, the two continue to date, ending with her joining Ecchs's group and marrying him.]]
* In ''Webcomic/SluggyFreelance'', it looked like Crushestro and Monicruel were heading this way, until Chestro, his real wife, arrived. If she's not [[EvilerThanThou eviler than them both]], she's at least more wrathful, and knows how to hit a cheating husband where it hurts--his criminal conglomerate.
** Nonetheless, Crushestro didn't waver--and, in fact, divorced his wife to stay together with Monicruel. They are adorable together. [[spoiler:Or were, until Hereti-Corp attacked their secret base and hit Monicruel with a DFA. Crushtero survived - barely--and his reaction to seeing her apparently disintegrated]] certainly removed all doubt about HIS feelings, at the very least.
* [[Literature/TheChroniclesOfNarnia Jadis the White Witch]] in the MegaCrossover FanWebcomic-verse ''{{Webcomic/Buildingverse}}'' is prone to have such relationships. Her ex in the backstory of ''Webcomic/{{Roommates}}'' is the [[Literature/TheErlking Erlkönig]] and she is currently together with [[Film/{{Legend 1985}} Darkness the Prince of Darkness]] in ''Webcomic/GirlsNextDoor'' (her son from the first relationship doesn't ''need'' enemies: he has two parents from hell and a stepfather he loathes with passion).
* ''Webcomic/GirlGenius'' had a [[http://www.girlgeniusonline.com/comic.php?date=20120224 rather hilarious scene]] when two AxCrazy characters finally found each other. Bangladesh [=DuPree=] suffered instant infatuation with Vole upon hearing a bloodthirsty visionary rant from this [[SuperSoldier walking death machine]]. She even [[DramaticDrop dropped]] Tarvek whom she tried to torment at the time.
** Also, according to Castle Heterodyne, protagonist Agatha's ancestors Dagon Heterodyne and the Skull-Queen of Skral were an example as well.
* [[KnifeNut Jack Noir]] and [[GodSaveUsFromTheQueen the Black Queen]] from ''Webcomic/{{Homestuck}}'' are a [[MasochismTango weird version of this]]. Specifically, they are considered to be in a kismesissitude, a sexual relationship based around hatred.
* In ''[[CKarrus CKarrus]]'' Ton Shi and Xylla are both not nice people with plans to murder the hero, but they are also a lovingly married couple. Doesn't mean they are always nice to each other though.
* Subverted in ''Webcomic/LsEmpire''. [[spoiler: While Dark Star and Phala had each been the BigBad at one point, Phala had undergone a HeelFaceTurn by the time that they hook up.]]
* Lemon and Lime in ''Webcomic/EvilPlan'' are a married pair of black market super villains.

[[folder:Web Original]]
* Some examples in the ''Literature/WhateleyUniverse'', natch. Some of the Bad Seeds (a clique you can only join if at least one of your parents is a supervillain) go to [[SuperheroSchool Whateley Academy]]. Nephandus has as parents The Troll Bride and Hexmaster. In a slight subversion, they're regarded as the Battling Bickersons of the supervillain world.
* ''Literature/{{Worm}}'' has a very creepy example in Night and Fog, neo-Nazi supervillains who [[StepfordSmiler act out the role of a married couple]] with so little emotion or deviation from the routine that even their teammates find it disturbing.
* ''WebVideo/PokemonPals'': Apparently Jesse and James are married. James wanted to steal pikachu to rekindle a spark in their relationship.
* ''WebVideo/CriticalRole'' has Sylas and Delilah Briarwood, the couple that killed Percy's family. They are a vampire and a necromancer, respectively, and they are [[spoiler: conducting a ritual that could bring an extremely evil god into the word]]. They are also happily married and deeply in love, to the point where some of the party members [[AlasPoorVillain were visibly upset]] after seeing [[spoiler: Delilah's [[BigNo reaction]] to them killing Sylas.]]

[[folder:Western Animation]]
* Azula tries to invoke this with Chan, a guy she meets at a party in the [[BeachEpisode Beach]]/VillainEpisode of ''WesternAnimation/AvatarTheLastAirbender'', openly stating that she plans to conquer and rule with him by her side. Since Chan is a JerkJock but not a power-mad despot, he's predictably terrified.
** SequelSeries ''WesternAnimation/TheLegendOfKorra'' gives us a [[EvenEvilHasLovedOnes very genuine]] and [[EvilVirtues almost sweet]] example with the AffablyEvil EmpoweredBadassNormal Zaheer and the [[StatuesqueStunner towering]], [[ColdSniper aloof]], and [[HavingABlast volatile-in-more-ways-than-one]] DarkActionGirl P'Li. While [[spoiler: Bolin is captured by them]], he hints that [[WildHair long-haired]], [[AffablyEvil incongruously jovial]] [[MagmaMan lavabending]] Ghazan and HandicappedBadass [[MakingASplash water]]-and-[[AnIcePerson ice]] Ming-Hua have an [[CannotSpitItOut unspoken attraction]]. They don't [[spoiler:(and [[KilledOffForReal never do]])]] confirm it, but they share an awkward look with each other.
** [[FromNobodyToNightmare Former Metal Clan guard captain turned dictator]] [[KnightTemplar Kuvira]] is planning on marrying one of the Beifong SpinOffspring, who also seems to be her [[NumberTwo second-in-command]]. [[spoiler:Until she [[ShootTheHostage blasts the building he's in with a spirit laser]] in an attempt to kill Korra. He survives, but it's pretty clear their relationship is over after this]].
* [[ManipulativeBastard Darkstar]] and [[DarkActionGirl Charmcaster]] in one episode of ''WesternAnimation/Ben10UltimateAlien''. Of course, Darkstar being [[{{Jerkass}} Darkstar]], he was merely trying to take advantage of her by using her as basically a power source. And of course, since she was the strongest of the two, this ''[[WomanScorned doesn't]] [[KickTheSonOfABitch end well]]'' for him when she finds out the truth...
* In ''WesternAnimation/{{Bionicle}}: Web of Shadows'', King Sidorak proposes to his Viceroy, Roodaka, and she accepts. While the movie portrays this as Sidorak having genuine affection for Roodaka, [[AllThereInTheManual other story materials]] affirm the NoHuggingNoKissing nature of the franchise and explain that "marriage" is just a political union and the proposal was a power play on Sidorak's part, as [[WeCanRuleTogether sharing his throne]] would get him influence in Roodaka's homeland and hopefully slake her power-lust, keeping her out of trouble. Whatever the motivation, it doesn't work, as she realizes that [[ICanRuleAlone once she's Queen he becomes expendable...]]
* On ''WesternAnimation/CaptainPlanetAndThePlaneteers,'' [[MadScientist Dr. Blight]] and her assistant [[ArtificialIntelligence MAL]] have a weirdly flirty relationship in the early seasons, though it becomes more LikeAnOldMarriedCouple in later seasons. She has also been known to flirt with [[CorruptCorporateExecutive Looten Plunder]], though he seems ObliviousToLove.
* One episode of ''WesternAnimation/CareBears'' had Professor Coldheart convince villainess Auntie Freeze he wanted to marry her, and asked the Care Bears for help throwing the wedding. The gullible Care Bears agreed, reasoning that anyone capable of Love can't be bad. The reason was to sneak in an organ loud enough to destroy the cloud kingdom and crash the bears down to Earth, but when Auntie figured out it was a sham, she just twisted his ear and led him off to receive punishment...
* ''WesternAnimation/CodenameKidsNextDoor'' had one-shot villain duo Mega-Mom and Destructo-Dad. They're Chad Dickson (f.k.a. Numbuh 274)'s parents.
* On ''WesternAnimation/{{Cyberchase}}'', Hacker and Wicked have an on-again, off-again partnership. They seem to be genuinely attracted to each other, but they'll also stab each other in the back the moment they think they can get away with it.
* ''WesternAnimation/DannyPhantom'':
** Johnny 13 and Kitty.
** Also, though not nearly as blatantly, Skulker and Ember.
** [[RepulsiveRingmaster Freakshow]] and [[TattooedCrook Lydia]], the latter of whom being the only ghost who serves the former willingly rather than being brainwashed into it.
** "The Ultimate Enemy" reveals that [[EvilChef Lunch Lady]] and [[FutureBadass Box Ghost]] have a KidFromTheFuture together: Box Lunch.
* In ''WesternAnimation/EarthwormJim'', [[CatsAreMean Evil the Cat]] gets a girlfriend in Malice the Dog, his DistaffCounterpart. Unfortunately for him, she has to leave for another universe when she gets offered a star role in her own TV show.
* In ''WesternAnimation/ElTigre'' this happens between Puma Loco and Sartana of the Dead. It seems that both of them are faking it at first, but towards the end it is revealed that Puma Loco does holds a torch for Sartana. It gets a little {{Squick}}y as Puma is human while Sartana is a walking skeleton. WordOfGod says that they had a son together, though their relationship was on and off.
** In the alternate ending where Manny chooses to be evil, he and Frida are confirmed by WordOfGod to be married while also being the LaughablyEvil rulers of mankind.
* [[EvilTwin Anti-Cosmo and Anti-Wanda]] on ''WesternAnimation/TheFairlyOddparents''. Possibly also a subversion, as Anti-Cosmo doesn't seem to be particularly happy in the arrangement.
-->'''Cosmo:''' (''moments before undergoing a potentially fatal transplant with Anti-Cosmo'') If I don't make it, [[BewareTheSillyOnes stay away from my wife!]]\\
'''Anti-Cosmo:''' And if I ''do'' make it, [[UnwantedSpouse take mine]].
* ''WesternAnimation/{{Gargoyles}}'':
** Xanatos and Fox make for an AffablyEvil--or, after their shared HeelFaceTurn, [[MagnificentBastard Affably Magnificent]]--couple. The [[EvilIsCool fans love 'em]].
** Same deal for Demona and Thailog, until they broke up. (The relationship cracked when he threatened her daughter - and shattered completely when he revealed he had a concubine cloned from her.)
** [[TheFairFolk Oberon and Titania]], though calling them "evil" is [[BlueAndOrangeMorality a bit of a stretch]].
* Destro and The Baroness from ''WesternAnimation/GIJoe''. They had a rather established relationship by the third miniseries and in the comics, they had been together since before they joined COBRA. In the comics, whenever one has been in serious danger, you'd best be prepared to get out of the way of the other because they will stop at NOTHING to ensure each other's well being.
* ''WesternAnimation/KimPossible'':
** In an episode, Dr. Drakken manages to charm [=DNAmy=] into cooperating with him. While Amy seems remarkably responsive to his cheap pickup lines, the most ''interesting'' thing about this single-episode teamup is probably that Shego seems to be downright jealous...
** The GrandFinale gives Drakken and Shego an implied LastMinuteHookup... but it's not clear whether they will continue to be villains after being hailed for helping to ''save'' the world from an AlienInvasion.
* ''WesternAnimation/MoralOrel'': [[spoiler:Clay and Ms. Censordoll]], at first competing in office, end up making out with each other at the end of "Nesting." They share a mutual infatuation with eggs, the former due to his [[spoiler:OedipusComplex]] and the latter due to [[spoiler:having been "castrated" as a child]].
* ''WesternAnimation/TheMummyTheAnimatedSeries'': Anck-Su-Namun is even ''worse'' in the AnimatedAdaptation. Which is saying something, considering the movie version ''threw venomous snakes at people''. It's implied in the cartoon that Anck-Su-Namun was just in a relationship with Imhotep for chance at achieving power; after he goes through the trouble of resurrecting her, she abandons him the moment she gets her hands on the ArtifactOfDoom [[MacGuffin of the week]]. When they encounter each other again in the series finale, Imhotep is apparently over her, as he leaves her to rot in the Underworld in an AndIMustScream state.
* An episode of ''WesternAnimation/PhineasAndFerb'' featured [[MadScientist Doofenshmirtz]] dating a woman just as evil as he was. [[http://www.youtube.com/watch?v=iQsmupllGEs They even got a song together]], though the relationship unfortunately doesn't work out, thanks to [[HoistByHisOwnPetard Doof's Evil Plot of the Week coming back to bite him in the butt]].
** In the Second Dimension, it turns out that Charlene is also evil, and [[https://www.youtube.com/watch?v=LmtGPBioL1o the two are still married]].
* Chief from ''Animation/{{Pucca}}'', head of the local QuirkyMinibossSquad, has a crush on Garu's enemy Tobe. In one episode they became this trope after Tobe got [[LovePotion hit by one of Cupid's arrows]], and they had a little love montage showing them robbing stores together and so on. In fact, before the stuff wore off they were this close to getting married (The trope name is even used).
* An example of two villains who are a couple from the beginning is [[TinyGuyHugeGirl Boris and Natasha]] of ''WesternAnimation/RockyAndBullwinkle''.
* [[spoiler:Fred's real parents]] in ''WesternAnimation/ScoobyDooMysteryIncorporated''.
* In ''WesternAnimation/SouthPark,'' UsefulNotes/SaddamHussein and {{Satan}}, though most of their in-series appearances are after they break up. See above in "Films--Animated".
* Mac and Molly Mange of ''WesternAnimation/SwatKats''. They were powerful gangsters and married before they [[TookALevelInBadass died the first time]] and when they came back as robots, they quickly cheered over their new strength, durability and firepower. Yeah, they bickered a lot, but when one of them got hurt, you can bet your aft that the other would drop everything to save them.
* In the ''WesternAnimation/TransformersAnimated'' episode Society of Ultimate Villainy, a new villain shows up called Slo-Mo, who can slow things down. She apparently also can reverse aging, as she did with Nanosec. She and Nanosec flirt with each other throughout the episode. Swindle stealing Slo-Mo's timepiece (the source of her power) is a definite KickTheDog for Swindle.
-->'''Slo-Mo:''' I like a man who does it fast.
-->'''Nanosec:''' I like a girl who takes it slow.
** Interestingly, they subvert the gender dynamic mentioned at the top of the page: while they act as equals, Slo-Mo is far more important to the episode's plot.
* Another one (which arguably fits the HappilyMarried Trope more than any other example on this list) is ''WesternAnimation/TheVentureBrothers'''s The Monarch and Dr. Mrs The Monarch (seriously), pictured above. They get married at the end of the second season (before which she's Dr. Girlfriend) and become an officially licensed supervillain team at the start of the third season.
* ''WesternAnimation/VoltronLegendaryDefender'' has [[spoiler: Zarkon and Honerva, aka the witch Haggar. PlayedWith as, until the Season 3 finale, she didn't even remember they were married.]]
* Some [[PeripheryDemographic older fans]] of ''WesternAnimation/WildKratts'' sense a bit of BelligerentSexualTension between [[RichBitch Zack]] [[EvilGenius Varmitech]] and [[TheFashionista Donita]] [[TheCruella Donata]]; they even went out on a date [[ShipTease in canon]]. Although, if there ''is'' any actual attraction, it seems [[AllLoveIsUnrequited one-sided]] on Zach's part.
* Icy and Tritannus in season 5 of ''WesternAnimation/WinxClub''. The two meet in the prison of Andros and fall in love. Icy (member of the Trix, Winx's archenemy trio) likes how Tritannus tried to assassinate his brother in order to become crown prince and Tritannus feels that Icy is the only one who understands him and his lust for power. The two break out of prison (with the Icy's sister who don't trust Tritannus) and plot to rule the Magic Dimension together.
* In ''WesternAnimation/XiaolinShowdown'', it was [[ShipTease highly]] [[UnresolvedSexualTension hinted]] that [[MagnificentBastard Chase Young]] and [[DarkActionGirl Wuya]] were this.