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She didn't know since Lex was posing as his own estranged son at the time. Prior to the Flashpoint reboot, Red Robin was sort of dating the second Lynx, who was either a gang-leader or a Hong Kong cop undercover as a gang-leader. The irony that he was in a relationship with a possible-villain in a cat mask was not lost on him. It's not clear how far this went, though Dan keeps a framed picture years after retiring and seems deeply embarrassed when pressed for details.

Silver Age Marvel Comics tended to see this pop up a great deal with heroines and manly-man opponents — e. Arguably, this resulted less in creating interesting tension than just creating a less effective heroine. Spider-Man and the Black Cat who become Spider-Man's girlfriend for a couple of years before he married Mary Jane and on-and-off lover after the "divorce".

And things between them soured badly during the Superior Spider-Man 's run-in with the Cat who, like everyone, didn't know that Doc Ock had taken over Spidey's body: Not only was she arrested, but everything she's pilfered over the years was confiscated. The Mighty Thor and The Enchantress Amora , a goddess of Asgard, who spent years hatching plans to harass and seduce the god of thunder. He eventually relented and had a brief romantic relationship with her.

Captain America dating Diamondback, a member of the Serpent Society a group of snake-themed supervillains. This is a somewhat defanged no pun intended instance, as Diamondback offered to drop crime for him practically in their first meeting. Not that she came off all that convincing, but Then again, it's not surprising considering the number of paramours Tony's had over the years. It came to the point where Frost masqueraded as Tony's personal secretary after they first broke up and resumed their relationship once her cover was blown.

Also, he eventually got into a relationship with Black Widow , a former enemy. Elektra , Typhoid Mary, etc. Storm of the X-Men is a notable case in that it's practically become a running gag and yes, it's been lampshaded that villains want her and sometimes Storm herself is interested back. No less than Doom himself decided at one point that Storm would make for a perfect consort. Ant-Man ended up having this kind of relationship with Beetle. He didn't take this development well because when he first became a superhero Captain America expressly warned him to avoid this trope.

Almost the entire reason for the existence of this now almost 20 year old series still going. Starts with Catwoman protesting her portrayal in the local tabloid the Gotham Post in an off-Broadway show. Which Prompts Batman to negotiate a Relationship Upgrade. Selina is living in Wane manor by volume 3. This ultimate Spider-man spin-off has a symbiote infused Peter having a long-term temporary fling with Black Cat a Marvel Comics Expy of Catwoman because she reminds him of White Tiger, whom is in a relationship with Luke Cage though it's a bit rocky with their beliefs of Peter being dead and all.

Alternately Kid can also be paired with his other biggest rival Saguru Hakuba or even Conan's best friend and fellow detective Heiji Hattori , though they've never met. This also applies to the rare times when Kid and Shinichi's fathers get paired up. The ready supply of attractive villains probably has something to do with this. In fact Mello x Matt is the only popular ship in the Death Note fandom where both parties are completely on the same side and aren't trying to kill each other.

Here's a few examples of this trope in fanworks with Kira and L: They have "Victory Sex" once and Naomi ends up having Light's child, which she conceals from everyone. And that's the most normal thing that happens in that wonderfully bizarre and light fic.

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Lampshaded in Fever Dreams when L gets him and Light some matching tracking devices which he uses when he keeps Light under house arrest and nicknames them "the wedding bands. Usually a member of New Directions starts dating one of their bullies or someone from a rival glee club. A good fifty percent of all Kim Possible fics seem to be focused on KiGo However, many KiGo fics veer away from this trope by having one of them permanently switch sides, either by Shego going legit or Kim being seduced into criminality.

In Voldemort Goes Back To School , when Voldemort in the body of a teenager infiltrates Hogwarts as a new student in the hopes of killing Harry, Hermione notices that the new Slytherin kid keeps sending Harry "heated stares" and comes to the conclusion that he has a crush on him. This was not how wizards dueled! Incredible though the extent of their relationship is very unclear. Of course, the fact that Mirage ends up apparently turning good anyway and helping the protagonists makes it more questionable.

Really only a partial example as they were never really in a relationship Mr.


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Incredible already being married and Mirage respecting that , but their flirtatious banter, while standard for superheroes, did have strong subtext of being an emotional affair on his part. One of the DVD extras is an explicit reference to this trope: In the background info on the Supers, there's an audio clip where The Casanova Gamma Jack describes how difficult it is to fight attractive female supervillains. Subverted a bit in that Gamma Jack is also implied to be a superhuman supremacist and thus not a nice person at all.

The Hercules version of Megara is a minion of Hades who sold her soul to him to save the man she loved who subsequently dumped her for somebody else. She reluctantly helps him try to kill Hercules , but begrudgingly finds herself falling for his simple goodness.

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Both literal and figurative sparks start flying between Marianne and the Bog King when they start dueling each other. The fight ends with them panting and out of breath, staring at each other. Despite being the heir and ruling sovereign of their respective warring countries and that he kidnapped her sister, the two end up falling for each other.

They also turn out OK. Notably, in a change from the novel, Karen appears to deliberately plant an escape artist in Jack's prison transport so she can keep chasing him. If you'll excuse me, I have a date with the devil.

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Played straight in the Alterien series; despite the fact Helena is a ruthless and morally ambiguous business woman with criminal connections, Oberon eventually falls for her charms. Attica is the heir of the Smedry clan, a family of once-royalty with magical talents who lead the fight again the evil Liberians who now rule more than half of the world.

Attica marries Shasta, a Librarian. It's clear why they don't work as a couple, but it's also clear that they still have some love for each other. But when they finally do share a scene together, there's the kind of banter you'd expect from this trope. He's a former space cop turned pilot. His father was the one who finally landed her father in jail. Still, she's a smuggler on the Rebellion's side, is like a sister to his commanding officer, and doesn't smuggle anything too nasty.

They make it work. Even if her father objects strongly. The later Wraith Squadron books have another one between Myn Donos, the Wraiths' sniper who lost his whole squadron in an Imperial ambush, and Lara Notsil, really Gara Petothel, an Imperial spy who planted the information attracting them to the ambush. After flying with the Wraiths in disguise for a while she ends up Becoming the Mask and falling in love with him. She's forced to fake her death, but Mercy Kill reveals they eventually found each other and are Happily Married with children.

He's the last of the Jedi, she's the former personal assassin of the Emperor who wiped out the Jedi whose final assignment was to assassinate Luke. Then he rebuilds the Jedi and she becomes second in command of one of the largest criminal organizations in the galaxy. Of course, despite the Jedi theoretically being keepers of law and order, said criminal organization ends up being one of their most reliable allies and gets less and less criminal as time goes on. And of course, their son Ben may perhaps become involved with a Sith girl, Vestara Khai. There's certainly high amounts of UST.

Bear in mind that the Jedi and Sith have existed largely for the specific purpose of opposing each other for thousands of years, and ultimately the conflict dates to before either order actually existed. Not quite a textbook example, as by the time of the book they've decided they have more in common with one another than either of them has with his respective boss, and have an Arrangement.

In addition, this is more like Asexual Life Partners , due to the very nature of angels and demons. Played straight with Anathema, who's a witch, and Newt, who's a witch-hunter, albeit a not-very-enthusiastic one. John Taylor, from the Nightside novels, had a brief affair with Bad Penny, an assassin-for-hire.


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Upon his return from London, they wind up trying to kill each other. There is a short sci-fi story about a female investment banker in the future, whose job is to spend the day looking for emerging niche markets to invest in. To motivate her, she is in competition with a figure called "The Antagonist", which is strongly implied to be an AI.

At the end of the story it's revealed that The Antagonist is not only a human being, but also her husband, and it is apparently SOP at the company they work for to pit married couples against each other. They remain Happily Married throughout. Sir Percy and Marguerite Blakeney lived estranged for a year during which the latter fell in love with his alter ego before Marguerite's Heel Realization and redemption.

At first, Jim only wishes to catch her for his boss Inskipp. After all, it's not a very good idea to have a crazy murderess flying around in a giant battleship. After he foils her initial plot, she tries to kill him. He then gets a disguise and finds her again, running a con on another planet. While in this disguise, he starts to see a different side of her. He saves her from an assassin, and they end up spending the night together.

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She later reveals that she knew who he was but didn't care anymore. After some psychiatric help to remove her homicidal tendencies, they end up getting married although it's literally a Shotgun Wedding , thus the following novels no longer fit this trope. The Gathering are in love, despite being generals on the opposing sides in a war.

The only woman Hercule Poirot comes close to being romantically involved with, is a highly skilled jewel thief. And really, he is the one who lies to her. This is nothing to Athos, however, as he is still legally married to Milady by the time the book takes place. There is the cringe-inducing tension between Lymond and ex-from-Hell Margaret.

And his night with Joleta, where it is typically ambiguous who is seducing whom. Their attraction sparks when Murtagh is a prisoner of her father, which blossoms into serious feelings when she's captured by his master Galbotorix. Nobody knows though they live in New York City and are both much in the public eye that they spend their nights together. In bed she tells him what she had done that day to destroy his career, and he laughs - knowing this is her way of showing that she really loves him.

The two thoroughly enjoy acting like arch enemies in public by day and being secret lovers by night. When she finally finds him the famous John Galt , she falls in love with him at first sight, but still tries all she can to thwart him for another quarter of the book. Rand's posthumously published Journals include a planned scene where she actually hands him over to the police and then bursts out crying when he is taken away; in the actual book, she only pretends to do it in order to save his life. In Jack Vance 's Lyonesse trilogy, the protagonist Aillas falls in love with the haughty viking-like maiden Tatzel while being a slave at her father's castle.

He escapes, comes back as a warrior king, kidnaps her and undergoes many adventures together with her, saving her life several times. Throughout he acts as the perfect gentleman, not taking advantage of his power over her. At one moment she actually offers him sexual favors in exchange for her liberty - but Aillas, wanting a love she is unwilling and unable to give him, declines the offer and sets her free anyway.

Finally, when Aillas brings his army to assault the castle, Tatzel takes up a bow and arrow and dies among the last-ditch defenders. The victorious Aillas sadly refuses to look for "the body of the valiant maiden" among the scorched bodies in the ruins of the castle, and goes on to find another and more rewarding love.

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Almost every Sherlock Holmes work not by Arthur Conan Doyle , from professional novels to amateur fanfics, has this crop up between Holmes and Irene Adler, to varying degrees of intensity and success. While he eventually loosens up on the fact that she killed his partner Ultimately coming to the conclusion that if he'd known how dirty his partner was, he might have killed him himself , the basic fact that she's an assassin and he's a cop creates a conflict that they're never quite able to get over despite their mutual attraction, and Donovan ultimately removes himself from temptation by transferring to a different city.

The novel Never Leave Me by Margaret Pemberton takes place in Nazi-occupied France, and its plot features a French girl who is active in the Resistance and a German Wehrmacht officer who fall deeply in love with each other. Much against both of their wills and in complete contradiction to the mutually-antagonistic national causes both of them serve, they are helpless to stop their intensive attraction to each other. Happens in The Stone Prince in the middle of a battle, to the point where the man retires from combat to let his hormones settle before going after the woman again.

The Committee of Public Safety of the People's Republic of Haven in the Honor Harrington series of novels assigned Political Officers to watch over its captains and admirals, as they were terrified the Navy might try a coup. Unfortunately for the Committee, though, one of those commissioners and her admiral wound up falling quite desperately in love with each other.

Though the two maintained a facade of icy hostility in public , as the commissioner in question was trusted implicitly by the Committee and thus could use her position to her own ends, behind closed doors was quite a different matter. In the end, with the help of a few other key Navy personnel and their collaborative commissioners, they ended up overthrowing the committee and restoring the Republic of Haven.

Moore 's Jirel of Joiry is a feudal warrior maiden. In the story "Black God's Kiss" Guillaume the Conqueror besieges and captures Jirel's castle after a prolonged fight, kills her retainers and captures Joiry herself. He tries to force a kiss upon her whereupon she sinks her teeth into his neck, barely missing the jugular, and later she escapes from the dungeon where she was held.

Determined to find at all costs a way of destroying Guillaume, Jirel enters a dark underground world, braving countless dangers, monsters and perilous black magic. By kissing the statue of a sinister black god she gains the power of giving Guillaume a Kiss of Death , returns to the castle, kisses Guillaume and has the satisfaction of seeing him immediately die in great agony.

Only when seeing him dead does she realize that she had been passionately in love with Guillaume all along and that now he is dead "the light had gone out of her world" - and she bursts out bitterly crying for the beloved enemy she had killed. It's hard to tell if that's actually true or not. Gabriel says it isn't , but he doesn't try too hard to get rid of her when she glomps him. Rushing over to open it, Lucyfar squealed, "No time to talk about it. My date is here! Who were the thirteen-year-olds here? We filed out onto the rooftop after her as a mass of white wings fluttered down out of the sky.

They tucked behind Gabriel's back as he landed, only slightly out of the way. Dark Angel has Max and Logan meet after she steals his priceless Egyptian cat statue. He's the rich-hero-by-night "eyes only" and she ends up helping him solve crime. Mountie Fraser's doomed love affair with bank robber Victoria in Due South is a deconstruction. Turns out, it's really hard to have a healthy relationship with a bankrobber and murderer , especially if she has any hard feelings over you putting her in prison after falling in love. A variation in which he knows she's on the opposing side, or, that her father is anyway- Also, starting season 3, Danny and Alpha Twin Ethan in a homosexual and supporting character version of this.

Wizards of Waverly Place: Jack and Nina from Though all tension is gone from Jack's end and replaced with genuine hatred once Nina kills his wife. Afterwards, she's Reformed, but Rejected by all but Clark.