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.
: Adam and Evil.
You know how the story goes, right? The Big Bad
meets The Baroness
, The Baroness
meets the Big Bad
, 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 The Power of Love
is enough to give even the most hardened group of heroes a serious challenge, and worse yet, 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 Alas, Poor Villain
scenario, and maybe even a My God, What Have I Done?
. Should another villain start messing with the happy couple, it's usually played as a Kick the Dog
...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 was genuine but unrequited, expect the one who genuinely loved to sacrifice their life to protect the other
, only for the other to disdainfully ignore them as they lay dying, proclaiming that they're no longer useful.
Usually this signals a crossing of the Moral Event Horizon
were faking it, expect them to show their true colors
at the same time. Hilarity Ensues
- and it's never mentioned ever again
The most classic version of this trope occurs when two previously established antagonists suddenly take a newfound 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, Enemy Mine
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 Big Bad Duumvirate
Compare Villainous Friendship
, when the two are truly friends with each other, but not in a romantic way. Contrast Minion Shipping
(which involves minions instead of actual villains) and Mad Love
(which is one-sided). Outlaw Couple
is the petty crime version of this. In the case of fiction with 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 Heel-Face Turn
or at the very least a "Get out of Jail Free" Card
. If the couple in question is heterosexual, expect the man to be the more important half of the couple
, possibly making her more of a Dark Mistress
Subtrope of Even Evil Has Loved Ones
. Not to be confused with Awful Wedded Life
, which describes the marriage itself
to be terrible; not the couple in question.
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Anime and Manga
- In Mai-HiME, 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, Alyssa's a Tykebomb rather than a true villain, and Miyu simply believes in My Master, Right or Wrong.
- Sensui and Itsuki from YuYu Hakusho are a rare homosexual example. Well, sometimes...
- Hiei and Mukuro seem to have this going by the end of the manga.
- Kunzite and Zoisite in the first Sailor Moon series. Homo or hetero, depending on version.
- In Death Note, there is Light and Misa. Just what the Anti-Villain needs: A 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."
- X and Ai in Majin Tantei Nougami Neuro, a psychotic shapeshifting serial killer and his best friend and lover the terrorist.
- In Rurouni Kenshin Shishio Makoto and Yumi have a bit of a subversion on this. Yumi legitimately loves Shishio... 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 Neutral Female. He then 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 take over hell together. Along with Shishio's devoted Battle Butler; he lights up at the thought of going into Hell if it means serving his master.
- In Overman King Gainer, Siberian Railroad executive Yassaba Jin and his dragon, Adette, are very much in love, and actually make a pretty cute couple. Indeed, Jin's combat-prowess goes up noticeably when he's fighting to prove himself to Adette, rather than just for corporate objectives...
- Riful and Dauf in 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 Love at First Sight.
- Khyron/Kvamzin Kravshera and Azonia/Laplamiz from Macross / Robotech. They weren't married but had HEAPS of Belligerent Sexual Tension, he gave her a Forceful Kiss once, and they ended up Together in Death.
- Claire and Chane from Baccano!. They actually end up quite Happily Married.
- Marriages between the morally questionable appear to be genetic, as Chane's father Huey's one and only true love was a misanthropic serial killer, Monica Campanella.
- A joke ending in the DS game has Claire wind up in a just as happy - and far more depraved - marriage with Ladd Russo.
- Debatably, Isaac and Miria also qualify — though they're more in the Plucky Comic Relief Anti-Hero role than anything else.
- Flame of Recca has Mokuren and Mikoto. They're quite happy until she gets wounded and he decides to just kill her For the Evulz. She probably should have known better.
- Code Geass gives us 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 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.
- In Kagerou-Nostalgia Evil Overlord Kiyotaka Kuroda appears to have his wife, Yasha, and his son, as Morality Pets. 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 Morality Pet. Rikimaru would really love to be this with his Gender Bendered Co Dragon and Heterosexual Life Partner Ranmaru.
- Kriem and Jake Martinez in Tiger & Bunny.
- Dio Brando, a century-old vampire and Enrico Pucci, a morally ambiguous catholic priest make up for a very interesting case in JoJo's Bizarre Adventure. Although it's still controversial if they are this or villainous friends, the author himself has lately confirmed Dio to be into both men and women.
- Subverted in Fushigi Yuugi. Soi loves Nakago, but he doesn't seem to reciprocate (although he does use her Deus Sex Machina to heal, and generally treats her pretty nicely for a Big Bad of his caliber). However, Soi gets killed in battle, and Nakago carries her corpse around. Make of that what you will.
- Hansel and Gretel from Black Lagoon. Despite being underage siblings, their relationship is the only humanising thing about them.
- Hunt and Sarah from Tegami Bachi.
- Tono to Issho: Oda Nobunaga fell in love with Nohime because she was prepared to stab her father in the face without hesitation.
- In Puella Magi Oriko Magica, the villains behind the magical girl murderers are Oriko and Kirika, who have at least a strong Romantic Two-Girl Friendship, but more likely a couple. Especially since one's a Love Freak and very sensitive about the subject. Even more so, they end up Together in Death.
- Barbara and Lotten, the two antagonists of the Crashtown Arc in Yu-Gi-Oh! 5Ds, 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, using seduction and her beauty to do so.
- In Kekkaishi, this is implied to be the relationship between Byaku and 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 Akuma na Eros, a girl named Miu makes an odd Deal with the Devil with Satan - the price being her virginity. Therefore, it looks like the story is heading towards them pulling this. It does. Oddly, what Miu truly needed to be Satan's bride was dying; when she's murdered by Satan's Clingy Jealous Girl Sara, she becomes able to leave her former life as a human and rule with him in Hell.
- While not married to each other, Doctor Strange 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, a Marvel Universe Evil Counterpart to the Fantastic Four (though oddly not Fantastic Four enemies), naturally also included an evil version of the Richards couple: Vector and Vapor.
- Again in the Marvel Universe, the Absorbing Man and Titania were married. Absorbing Man left her because Titania couldn't let go of her fixation with She-Hulk.
- Fantastic Four villains the Mole Man and Kala (both rulers of subterranean realms, incidentally) have had a relationship that has been rocky and tumulous. 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.
- Even earlier, The DCU has the Sportsmaster and the Huntress/Tigress, two Golden Age villains revealed to have married when they returned in the 1960s.
- They had a daughter, Artemis, who became the new Tigress and then hooked up with another villain, Icicle. Last we heard of them they had a daughter of their own.
- Harley Quinn puts quite a lot of effort into persuading The Joker to enter into this joyous state, but has only gone so far as Mad Love, 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.
- Death Of The Family: Poison Ivy and Clayface are now husband and wife. This may seem odd, but it makes sense when one considers that she's a plant lady and he's a pile of clay (which is a part of the earth), and plants and earth go together just fine! it was a ploy for Ivy, to use Clayface as bait for some plan
- From the always reliably warped Doom Patrol, we have a rare gay example: The Brain, a disembodied brain who occasionally has a robotic body, and his Dragon Monsieur Mallah, a hyperintelligent French Marxist gorilla.
- In Captain America, the Red Skull's daughter Sin and her lover Crossbones (one of the Skull's henchmen).
- 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 Big "NO!".
- In the Crime Syndicate, the Mirror Universe version of the Justice League of America, Superwoman (evil Wonder Woman) is married to Ultraman (evil Superman). But she's contemptuous of her husband, and her illicit affair with Owlman (evil Batman) is closer to the trope.
- In the Sonic The Hedgehog comics, there's Scourge and Fiona Fox. Fiona pulled a Face-Heel Turn to be with him, and when Scourge took over 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 thankfully were just a marriage of political convenience. Though, the Queen did have a thing on the side with Snively, and each seemed to be using each other to advance their positions in Eggman's empire.
- During Stilt-Man's funeral, it's revealed that he and Princess Python from the Circus of Crime had been married.
- In Lois Mc Master 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.]]
- Judge Dredd: 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.
- Gold Digger: Sherisha and Gothwrain serve as a counterpoint to the numerous good Battle Couple 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.
- Beyond Birthday and Light Yagami in That Epic Plan:
"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 Those Who Stand for Nothing Fall for Anything 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. Ryuk and L have some of this going, too.
- In the remake of Yu-Gi-Oh! The Thousand Year Door (but not the original) the Shadow Queen has been officially married twice.
- Her second marriage was a loveless one of convenience to 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 trying to 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 lingering on as a phantom. He was given a temporary pseudo-life in the second half of the book, becoming The Dragon for all intents and purposes, and survives the ending, making a Heel-Face Turn at the sponsoring of a higher power. Plans are in the works for a Spin-Off that feature him as the star, likely one where his goal is undertaking an Orphean Rescue to save his beloved's soul from Graz'zt.
- Dark!Harry and Voldemort in Harry Potter and the Descent into Darkness. After Dark!Harry helps Voldemort get his body back they instantly take a liking to each other.
- Voldemort and Bellatrix Lestrange in A Very Potter Musical.
- You could also say in a Ho Yay sense for Voldemort and Quirrell, especially since later in the play 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.
- Trixie and Prince Blueblood in story 2 of the My Little Pony: Friendship Is Magic fanfic Legion of Gloom. Not only is their dating considered one of the Squickiest things in the fic in-universe, their marriage ceremony is...well...
: 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 Homestuck to be portrayed this way. Hivefled uses Deliberate Values Dissonance to crank up the villainy; they're moirails, and so by the standards of their society are supposed to be Platonic Life Partners 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 Ask a Pony blogs Discorderly Conduct and Cupidite, in their frequent crossovers, portray Discord and Queen Chrysalis as having had a relationship long ago. It... didn't end well, and is strongly implied to be the Start of Darkness for both of them.
- Arzt and Nie, witch assassins of Resonance Days, are a very, very intimate couple, who often talk about how their arrival in the afterlife is proof that love conquers all. Most other characters find them saccharine or creepy (and the uncanny resemblance doesn't help). To a lesser extent, the Madam, a brutal crimelord, and Margot, her Battle Butler, have a very close relationship and enjoy nuzzling when not finding inventive ways to torture people who can't die.
- In the Naruto and Soul Eater Crossover fic He'll Never Be My Son, Orochimaru and Medusa seem very happy together, as romantic partners and Evilutionary Biologists helping each other out.
- In the final story of the My Hostage Not Yours series, Zim and Gaz — who transition from Anti Heroes to full Villain Protagonists — get married a while after taking over North America, and end up honeymooning in Europe after that's conquered as well.
- In A Charmed Life Ryuk and Light shack up together in the Shinigami realm.
Film — Animation
Film — Live Action
- Chucky and Tiffany from the Child's Play movies are vicious murderers, but love each other... most of the time.
- In Austin Powers: The Spy Who Shagged Me, Dr. Evil and Frau Farbissina have a fling, leading to The Reveal that Scott Evil is their love child, thanks to some fun with a
Stable Time Loop.
- Sol and Viper, the fun-loving cannibal couple in Doomsday.
- The Mummy Returns had Imhotep reunite with a reincarnated Anck Su Namun in an unhealthily undead version of Reincarnation Romance. 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 Collapsing Lair falls around them and the hero couple. He extends his hands to her for help, and she... leaves. Imhotep turns to the O'Connell's (where Evie did help Rick up) and gives them a heartbreaking smile before letting go. Anck Su Namun got punk killed shortly afterwards.
- Anck-Su-Namun is even worse in the Animated Adaptation. 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 Artifact of Doom 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 And I Must Scream state.
- The Crow: Wicked Prayer: Luc Crash and Lola Byrne are this trope, and are, by all indications, genuinely in love. Then they go through with their Unholy Wedding Ceremony, and Luc gets possessed by Satan...
- The Mayflowers, the Card Carrying Villains of the deliciously campy Hudson Hawk, are passionately in love with one another in a way that makes them more villainous and creepy.
- The only time Darwin loses his Psychotic Smirk is when Minerva is horribly killed by a splash of molten lead.
- Magneto and Mystique of X-Men. However, it is thoroughly broken by X-Men: Days of Future Past, where they try to kill one another.
- Riff-Raff and Magenta from The Rocky Horror Picture Show.
- Cosmo and Nation Mc Kinley from Shock Treatment.
- In Foxy Brown, the main villain is Katherine Wall, who runs a combined call girl and drug empire. Steve Elias is The Dragon 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.
- Running Scared: 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 Batman Returns 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 both times he comes on to her. After the second time, he spitefully tries to kill her, but she gets better.
Live Action TV
- The Addams Family is more Affably Evil than outright villainous, but Moricia and Gomez's relationship could technically qualify as this. They are a very loving couple, and their show is one of the few sitcom-style series on TV without marital strife as a running gag.
- The Buffyverse:
- 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.
- Likewise, Spike and Drusilla, who seemed to be genuinely in love, albeit still quite psychotic. 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 really work quite so well and doesn't last nearly so long, for more than one reason.
- Lindsey and Eve.
- Harmony with Hamilton.
- Vampire Willow with Vampire Xander.
- Charmed: Quite literally, if someone wants to remain aligned with Evil in marriage. It must be performed with a Dark Priest, at night, in a cemetery.
- Chinese Paladin: Used as a means of demonstrating The Power of Love, when the heroes find a snake and fox-demon couple preying on travelers. The snake-demon sacrifices his physical form to save his wife, who then pledges to devote herself solely to preserving his soul. Unfortunately, the hero doesn't know about that, and kills her too.
- Criminal Minds: Anita and Roger Roycewood, the couple of child abductors and murderers.
- Dexter: A couple show up as Victims of the Week, telling each other that they love each other even while Dexter is about to kill them for murdering several innocent immigrants.
- Hercules The Legendary Journeys and Xena: Warrior Princess: Over the course of both shows, Ares has been romantically involved with both Callisto and Hope, even impregnating the latter.
- House of Cards (UK): 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 gain someones trust. She knows all of his devious acts (including the murders) and they conspire and live together happily.
- Same applies to House of Cards (US).
- Lois and Clark: Had a rich Sickeningly Sweethearts couple who kept their marriage alive by brewing evil plans together.
- The Middleman: Vlad and Lizzie the vampire couple.
- The New Statesman: 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 the idea of a "love-hate" relationship to whole new levels...)
- Nikita: It's eventually revealed that Amanda is in a secret alliance/relationship with Ari Tasarov; together, they plot against both the protagonists and their respective superiors, in order to gain more control and power for themselves. Even after their master plan fails 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 Evil Counterpart to the one between Nikita and Michael.
- Power Rangers:
- In Mighty Morphin' Power Rangers, Lord Zedd and Rita Repulsa actually went as far as subverting the inevitable failure of the Love Potion - 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 Moral Guardians 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 Space Pirate Divatox wanted to release Maligore in the Power Rangers Turbo movie. She started having second thoughts after getting a good look at him, seeing that he is a berserk fire demon.
- In Power Rangers Zeo 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.
- Revolution: As of 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. Episode 10 shows that Tom would surrender before he sacrifices Julia. 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.
- Spartacus: Blood and Sand:
- Batiatus and Lucretia have a great and loving relationship, but are the Big Bad 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 of Seppia, whose corpse is still floating in the pool next to them.
- True Blood: Russell Edgington and Steve Newlin. Slow dancing to Katy Perry in a frat-house full of bodies they've fed and murdered, flirting while glamoring 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, on a sociopathic level.
- The Vampire Diaries: Inverted Trope: Damon loves Katherine but she's more interested in his little brother.
Mythology and Religion
- Older Than Feudalism with Classical Mythology:
- Typhon and Echidna. She's a beautiful woman with the lower body of a snake, and a fondness for eating travellers. He's a giant with one hundred dragon heads, and a tendency towards deicide. Together they sired the Hellhounds Orthrus and Cerberus, the Chimera, the Nigh Invulnerable Nemean Lion, the Sphinx, the massive eagle that ate Prometheus' liver and the nearly unkillable Hydra. It becomes even better if you realise that among the Greek pantheon they're probably the two deities/monsters 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 Zeus, who to say the least, Really Gets Around. Truly a match made in Tartarus (who is coincidentally, their father).
- Neither Hades nor Persephone were really evil (despite popular belief), but both were feared by the ancient Greeks and were generally dark beings (yes, Persephone too, in her role as Queen of the Underworld). Their marriage may have been based on kidnapping at first, but if nothing else Hades was far more faithful than the average god.
- Lita and Edge are an iconic example.
- Dolph Ziggler and AJ Lee are an evil power couple, but seem so blissfully happy together that it's hard not to root for them.
- Triple H and Stephanie McMahon are this to a tee, especially during the Mcmahon-Helmsley and Authority Eras.
- From 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 The Empire. 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 Emergency Transformation. She took it amazingly well.
- In gameplay, if you have both on the table and one of them is killed then the othergoes 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.
- Dungeons & Dragons:
- Count Strahd Von Zarovitch believes that 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 Ironic Hell for its ruler, and for Strahd, this is the exact reason why.)
- 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 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 Evil Sorceress 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 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 Deadlands fluff, we have Miles and Mina Devlin, ruthless railroad barons, dark sorcerers, devoted spouses and loving parents. After Miles' assassination, things go downhill.
- Mr. and Mrs. Mao Zedong are largely portrayed as a loving and romantic, if occasionally disturbing couple. The song The Chairman Dances is dedicated to this trope.
- Sweeney Todd: The Demon Barber of Fleet Street: Sweeney Todd and Mrs. Lovett has shades of this, even though they're not married and she's the only one who wants a Relationship Upgrade.
- Monsieur and Madame Thénardier in Les Misérables. 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 Twelfth Night, Toby and Maria spend a lot of time together preparing Batman Gambits in order to make fools of others, and sure enough, at the end of the play we find out that they've eloped.
- To confront and expose the Big Bad in Baldur's Gate, the characters first have to get an invitation to his inauguration ceromony 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 familes are driving them apart since they're a bad influence on each other. One of your options is to be a Love Freak 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 Outlaw Couple and are now robbing people in your name.
- Alice and Decus of Tales of Symphonia: Dawn of the New World, with the "one playing the other" thing (gender-flipped). When Decus becomes a Love Martyr, that changes everything...
- Oda Nobunaga and Nouhime in Sengoku Basara. Nobunaga is an Evil Overlord, while Nouhime is his Love Martyr Psycho Supporter. On Nouhime's death, Nobunaga deems her worthless.
- Nobunaga and Nouhime have a similar relationship in Samurai Warriors starting from the second game. (In the first, she struggled between killing him and killing for him.)
- Overlord gives you a choice in Mistresses, though there's always one that's actually relatively non-evil and arguably the Only Sane Person in this Crapsack World. First game featured the prim and proper Rose and the greedy and slutty Velvet. The second game (which confirms Rose as the canon choice) offers Victorious Childhood Friend Kelda, Gold Digger Juno and Fallen Hero Dark Fay.
- Subverted in World of Warcraft, where the quarreling demon couple in Acratraz lets the heroes attack them one at the time while the other provides 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 Face-Heel Turn. 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 Lady and Knight vibe going on about them. As of the fourth expansion, this evolved into an Alas, Poor Villain scenario. Mograine had 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 The Remnant of the (in)famous Scarlet Crusade, this time with Commander Durand to replace Mograine for gameplay purposes. But what really sells it are Whitemane's Famous Last Words following her allegedly final defeat:
- Malygos and Saragosa. Killing Saragosa and then taunting Malygos over Saragosa's corpse earned the red dragon Keristrasza a Fate Worse Than Death at the hands of a berserk Aspect of Magic. And then death, too, in The Nexus.
- Lady and Killer from Shadow Hearts: From the New World. Though whether the latter was actually in love or merely Mind Controlled is debatable.
- In Knights of the Old Republic, Bastila suggests this possibility to a male Player Character near the end. 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.
- A possibility with Blackguard Aribeth and the player in the end of Neverwinter Nights Hordes of the Underdark; or if you pick the evil path in Neverwinter Nights 2 Mask of the Betrayer the player and Gann/Safiya (depending on gender).
- Before it was cut, an evil female player and Bishop in Neverwinter Nights 2.
- Certain mods do have examples, including Vico and the player in A Dance with Rogues and Alex and the player in The Bastard Of Kosigan.
- 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.
- LeChuck tries to do this in Tales of Monkey Island Chapter 5: Rise of the Pirate God, using his Voodoo powers from 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, when, after LeChuck breaks free from prison and saves Guybrush and Elaine after the cure of the Pox of LeChuck, he tells our hero that "it was the only way to win Elaine's hand in unholy matrimony"... getting him confused and allowing LeChuck to make a clever, fatal ambush on him.
- Catherine: in one of the Multiple Endings, 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 Happily Married.
- Soltier and Lapis of Blaze Union. This, along with the fact that they're Anti Villains, helps to earn them Redemption Equals Life in one of the game's endings. Their feelings for each other are both very mutual and very genuine.
- While not exactly the main vilains, William and Annette Birkin in Resident Evil 2 seem to be a happily married couple of scientists. Mad Scientists!
- Black Scorpion and Silver Mantis seem to have this sort of relationship in City of Heroes.
- Traffic Department 2192. 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 BioWare - and a direct sequel to the Knights of the Old Republic games mentioned above - it comes as no surprise that the MMO Star Wars: The Old Republic 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 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 betray and murder your Master when you get the chance - and she can't do that since she's fallen for you. Awwww...
- 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 carring 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-cannon ending of Mortal Kombat II, she is a "secret partner" with Baraka, they both kill Shao Kahn and takes over the Outland, ruling it as king and queen.
- The Elder Scrolls V: Skyrim has Astrid and Arnbjorn of the Dark Brotherhood, two assassins who happen to be married.
- Dynasty Warriors from 5 onwards has an example in the couple of Cao Pi and Zhenji. She is a sadistic Lady Macbeth, he is the ambitious, cold-as-ice successor to the Throne of Wei. Together, they 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 show some emotion.
- Interestingly, this is quite a divergence from the 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 wouldn't play well with a contemporary audience.
- Done very humorously at the end of Super Mario RPG. Booster proposes to Valentina in Marrymore, and she says "yes"; however, he 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 Borderlands 2, Big Bad Handsome Jack is in an active and happy relationship with Nisha, the Sheriff of Lynchwood. He's a fascist, megalomanical Mega Corp. dictator intent of wiping out everyone who he considers a "bandit." She's a psychotic Blood Knight who gets off on hurting people and being hurt right back. They're a perfect match. Borderlands: The Pre-Sequel! shows how they eventually got together if you play as Nisha, with her gradually becoming more and more attracted to Jack as he slides down the slope and becomes more and more violent and ruthless. She outright admits that she's in love when Jack 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, ad he's actually surprised at how angry that makes him.
- In the webcomic Cheshire Crossing - which is essentially a Massive Multiplayer Crossover among The Wizard of Oz, Alice in Wonderland, Peter Pan and Mary Poppins, 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 *intimate* partnership. This also effectively turns her into a witch-pirate, or maybe pirate-witch, which is awesome. Pirate.
- In The Order of the Stick, 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 through black magic and human sacrifice. And 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; She seems to imply she would defy the Archfiends for him
- Also, it can even make a secondary unit of measure (in this case, a constant level of evil of 4.8 kilonazis with 0.4 kilonazi deviation):
: Who does the green line represent? Deva
: A hypothetical offspring of Cruella de Vil
- During a Flashback sequence in General Protection Fault, it's revealed that Trudy - chessmaster and Puppetmaster extraordinaire - had a 'teamup' 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 Demonology 101, when 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.
- Minions at Work: Leading up to it.
- Narbonic: Dave and Helen, eventually.
- Axel and Aerith in Ansem Retort. 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.
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 Kevin & Kell, 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...girlfriend in xkcd.
- Brian and Angelo in Our Little Adventure.
- Didi and Gogo in Fine young cannibals by VanHeist, inspired by Sweeney Todd. Aren't they a cute pair?
- Occurs between Mad Scientists Spencer Ecchs and Ada Byon in Patchwork Champions. 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 Sluggy Freelance, it looked like Crushestro and Monicruel were heading this way, until Chestro, his real wife, arrived. If she's not 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. 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.
- Jadis the White Witch in the Mega Crossover Fan Webcomic-verse Buildingverse is prone to have such relationships. Her ex in the backstory of Roommates is the Erlkönig and she is currently together with Darkness the Prince of Darkness in Girls Next Door (her a son from the first relationship doesn't need enemies: Has two parents from hell and a stepfather he loathes with passion).
- Girl Genius had a rather hilarious scene when two Ax-Crazy characters finally found each other. Bangladesh DuPree suffered instant infatuation with Vole upon hearing a bloodthirsty visionary rant from this walking death machine. She even dropped Tarvek whom she tried to torment at the time.
- Jack Noir and the Black Queen from Homestuck are a weird version of this. Specifically, they are considered to be in a kismesissitude, a sexual relationship based around hatred.
- Some examples in the Whateley Universe, natch. Some of the Bad Seeds (a clique you can only join if at least one of your parents is a supervillain) go to 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.
- Worm has a very creepy example in Night and Fog, neo-nazi supervillains who act out the role of a married couple with so little feeling that even their teammates find it disturbing.