History DatingCatwoman / TheDCU

* ''WesternAnimation/SupermanTheAnimatedSeries'': A brainwashed Superman and Lashina of the Female Furies.
* ''WesternAnimation/TeenTitans2003'': Cyborg starts dating Jinx when he goes undercover at the HIVE Academy, although it's the flirtatious Kid Flash who starts Jinx down the road to her HeelFaceTurn.

* ''Series/BirdsOfPrey2002'': Helena/Reese had some overtones of this, especially in the first few episodes when he thought she was a criminal. Notably, Helena is the daughter of Batman and Catwoman in this continuity.

* Franchise/{{Superman}}:

* ComicBook/CaptainAtom wound up ''marrying'' Plastique, a former Quebecois terrorist with explosive powers. Appropriately, in ''[[WesternAnimation/JusticeLeague Justice League Unlimited]]'' she [[spoiler: [[DiedInYourArmsTonight died in his arms]], or at least she appeared to; she was never seen again but it was never confirmed if she truly died or not, while her comics counterpart is still alive and well]].
* UsefulNotes/{{The Golden Age|OfComicBooks}} Franchise/GreenLantern, Alan Scott, not only fell in love with the villainess Thorn, he had ''children'' with her. Then again, he ''did'' fall in love with her [[SplitPersonality good personality, Rose]]. His second wife, the Harlequin, also started out as one of his adversaries, although she was long reformed and retired by the time they married.
** Making this trope happen is actually the entire reason Harlequin turned to crime. She wanted to catch Lantern's eye and decided that donning a sexy costume and alternately stealing things and teaming up with him would be the best way to attract his attention.
* Likewise, the Silver Age Green Lantern, Hal Jordan, had Carol Ferris (whose [[SuperpoweredEvilSide Star Sapphire personality]] made frequent appearances) as a long-time love interest.
* Reversed in the case of Ray Palmer, the Silver Age [[ComicBook/TheAtom Atom]]. His wife Jean Loring became the villain ComicBook/{{Eclipso}} after their marriage and divorce... and [[spoiler:[[ComicBook/IdentityCrisis2004 after she went nuts and killed Sue Dibny and Jack Drake]]]]. His successor as Atom, Ryan Choi was dating [[TinyGuyHugeGirl Giganta]]. It was apparently a serious enough relationship that [[spoiler: she took vengeance on his murderer]].
* Roy Harper ([[IHaveManyNames a.k.a. Speedy/Arsenal/Red Arrow/whatever they're calling him this week]]) was sent in to seduce batshit insane assassin [[Characters/TeenTitansCheshire Cheshire]] to get enough evidence to take her in. However, they fell in love with each other and Roy realized he wouldn't be able to do it and walked out... not knowing Cheshire was pregnant. Cheshire herself didn't find out who Roy was until it was all said and done, and decided to use Lian's existence to torment Roy as [[WomanScorned payback for leaving her]]. Roy gained permanent custody of Lian after Cheshire destroyed the country of Qurac for shits and giggles. While the two aren't together anymore and Roy ''knows'' how awful Cheshire is, there still seem to be lingering feelings between the two that Roy is having trouble processing, mainly because of how it all affects Lian. This constantly causes drama whenever Cheshire reappears in Roy's and Lian's lives. However, it's implied Cheshire is such a sociopath she's incapable of having real love for Roy and mainly exploits Roy's feelings to use him and screw with him. This is a woman who conceived a replacement baby when her daughter's well-being was used as a bargaining chip against her. It's also implied if Roy knew just how little Cheshire cared about Lian he'd want nothing to do with her, if not outright try to murder her for such disregard of Lian's life.
* ComicBook/{{Superboy|1994}} (1990s clone version) dated ComicBook/{{New God|s}}dess Knockout, under the impression she was a well-meaning thrillseeker, rather than a murderous sociopath.
* In ''ComicBook/FinalCrisis'', [[Franchise/JusticeLeagueOfAmerica Snapper Carr]] hooks up with the [[Characters/WonderWomanCheetah Cheetah]].
* ComicBook/{{Supergirl}} (not the original, a shape-changing alien called Matrix) had a sexual relationship with [[Characters/SupermanLexLuthor Lex Luthor]] (who had put his mind into a cloned body of his younger self). She didn't know since Lex was posing as his own estranged son at the time.
* Prior to the ''Comicbook/{{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 is revealed in ''Comicbook/{{Watchmen}}'' that Night Owl II had a fling with Twilight Lady. 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. ''Comicbook/BeforeWatchmen: Night Owl'' reveals that the two did have a very, VERY sexual relationship, however brief and ultimately doomed.
* During ComicBook/DCRebirth, Bruce Wayne and Lex Luthor compete for the affections of Comicbook/WonderWoman, to the point they start donating to one of her charities in an effort to get a date with her. Both men end up being outbid by Veronica Cale, who is worse than Bruce Wayne but not quite as evil as Lex Luthor, [[AdaptationalNiceGuy in this continuity anyway]]. Wonder Woman doesn't realize Veronica Cale is an enemy until midway through their date, however. Still, finding evidence Cale has been spying on and sabotaging her she vows to keep Cale on a tight lease and ends up shacking up with traditional love interest Steve Trevor after ''not'' being with him in the Post Crisis and New 52 continuities.
* This trope’s prevalence in the DCU is darkly [[{{Deconstruction}} deconstructed]] in James Robinson’s ''ComicBook/{{Starman}}'' run; the Mist, Starman’s {{Archenemy}}, is an obsessive {{Yandere}} who’s so convinced that Starman [[FoeYayShipping secretly loves her]] that eventually [[spoiler:'''she rapes him'''. DoubleStandardRapeFemaleOnMale is ''completely'' [[AvertedTrope averted]]]].

* ''Series/Batwoman2019''. Averted with Kate Kane; it's not unusual for costumed female villains encountering Batwoman to suggest they team up, but she's never interested and the dramatic tension of this trope is already being played out [[TheNotLoveInterest with her own sibling]], the mad supervillain Alice. It's actually Crow Security agent Sophie Moore who finds herself in this position, making this a case of [[{{pun}} Dating Batwoman]]. This has consequences when Sophie gets suspended for helping Batwoman, and engages in a [[UptightLovesWild brief team-up and romantic fling]] only for Batwoman to break things off because she realises the relationship just won't work.
* ''Series/BirdsOfPrey2002''. Helena/Reese had some overtones of this, especially in the first few episodes when he thought she was a criminal. Notably, Helena is the daughter of Batman and Catwoman in this continuity.
* ''Series/{{Smallville}}'', in the first of the three episodes Alicia appears in, the Clark/Alicia relationship is this trope. Afterwards, she's ReformedButRejected by all but Clark. And in Season 7, [[AntiHero Oliver]]/[[WellIntentionedExtremist Tess]], though they only dated before they became hero/villain, and besides one booty-call, nothing else happens.
* In ''Series/{{Stargirl|2020}}'', Brainwave's wife was Merri, who was Starman's sister and a superhero in her own right (known as the Girl of 1000 Gimmicks). Unfortunately, after the destruction of the JSA and Starman's death, Merri had an argument with her husband, which resulted in him killing her.

* In an episode of ''WesternAnimation/BatmanBeyond'', Terry [=McGinnis=] meets and starts to fall for a girl...who turned out to be Ten of the Royal Flush Gang. As the gang is arrested, Terry asks Bruce, "this kinda thing ever happen to you?" Bruce smiles. "[[ContinuityNod Let me tell you about a woman named Selina Kyle...]]" Eventually the girl leaves her family's gang and gets a regular job and lifestyle; unfortunately she had betrayed Terry ''and'' Batman's trust once again before going straight, and Terry wasn't interested in leaving his steady girlfriend for her. As a conciliatory note, the end of the episode reveals that her actions convinced her brother to leave the gang as well so she's not entirely alone. However, in the follow-up comics, they did date, on and off, and remained good friends - Melanie even became a hero.
* ''WesternAnimation/BatmanTheBraveAndTheBold''

* Averted in the Batman series, ''WesternAnimation/BewareTheBatman'', with the title character's relationship with Magpie. He decided to visit her in prison to show her some sympathy she never received prior. Unfortunately, due to her already unstable mind, [[WrongGenreSavvy she mistakes his kindness with this trope]], becoming a {{Yandere}} StalkerWithACrush.

* In ''WesternAnimation/KryptoTheSuperdog'', the whole Batman/Catwoman thing even extends to their respective pets, [[InterspeciesRomance Ace the Bathound and Isis the cat]].
* In ''WesternAnimation/SupermanTheAnimatedSeries'' brainwashed Superman and Lashina of the Female Furies.

* ''WesternAnimation/YoungJustice2010'' has Red Arrow and Cheshire, just like the comics. After some one-sided flirting on Cheshire's part in the first season, they get married during the five-year TimeSkip, only to split due to Arrow's obsession with [[spoiler: finding the original Roy Harper]]. When Cheshire reveals they have a daughter, they get back together and have now reached BattleCouple status, complete with Cheshire carrying baby Lian around in a papoose while they kick ass. Both mother and daughter love it. Subverted by Season 3, where it's revealed Cheshire walked out on Roy and Lian due to being unable to give up her criminal lifestyle.

* During ComicBook/DCRebirth, Bruce Wayne and Lex Luthor compete for the affections of Comicbook/WonderWoman, to the point they start donating to one of her charities in an effort to get a date with her. Both men end up being outbid by Veronica Cale, who is worse than Bruce Wayne but not quite as evil as Lex Luthor, [[AdaptationalNiceGuy in this continuity anyway]]. Wonder Woman doesn't realize Veronica Cale is an enemy until midway through their date, however.

* Reversed in the case of Ray Palmer, the Silver Age [[ComicBook/TheAtom Atom]]. His wife Jean Loring became the villain ComicBook/{{Eclipso}} after their marriage and divorce... and [[spoiler:[[ComicBook/IdentityCrisis after she went nuts and killed Sue Dibny and Jack Drake]]]]. His successor as Atom, Ryan Choi was dating [[TinyGuyHugeGirl Giganta]]. It was apparently a serious enough relationship that [[spoiler: she took vengeance on his murderer]].

!!Films
* ''WesternAnimation/BatmanAndHarleyQuinn''. Faced with Batman's DisapprovingLook for sleeping with Harley Quinn, Nightwing mutters that he's not the only one of them who's made out with a supervillain.
* ''Film/TheDarkKnightRises'' has this dynamic from early in the movie as Bruce shows a far more playful tone with Selina than his other enemies. Over the course of the movie, their mutual attraction slowly develops [[spoiler:and they ultimately end up creating new identities and leaving Gotham together]].
* ''Film/BatmanReturns'', which makes Catwoman a good bit more sympathetic, if somewhat more insane (she's [[spoiler:more in the crime business to get revenge on her murdering boss and knows she can't live with herself when it's over]]). You can see in the quotes section that when Selina and Bruce are dancing and they realize their other identities, they are very afraid.
* ''Film/BatmanAndRobin'': Robin believes he is doing this with [[Characters/BatmanPoisonIvy Poison Ivy]]. He falls in love with her and believes she loves him too, and even after finding out she is a villain he believes that she loves him enough to [[LoveRedeems change sides]] so they can be together. Averted, however, as Ivy is only pretending to love Robin to drive him and Batman apart and kill them with her KissOfDeath. [[spoiler:The two do “break up” though. Robin wises up and protects himself from the effects of Ivy’s kiss, and Ivy, angered that Robin tricked her into revealing her plan and stole a kiss from her, shoves him into her pond to drown him, officially ending whatever “relationship” they had.]]
* ''Film/Catwoman2004'' has Catwoman and Tom Lone, though it's more between her "good" civilian side (when she tries to make moves on him as Catwoman, she is told "[[LovesMyAlterEgo I'm already seeing someone]]").

* ''Series/Batwoman2019''. Averted with Kate Kane; it's not unusual for costumed female villains encountering Batwoman to suggest they team up, but she's never interested and the dramatic tension of this trope is already being played out [[TheNotLoveInterest with her own sibling]], the mad supervillain Alice. It's actually Crow Security agent Sophie Moore who finds herself in this position, making this a case of [[{{pun}} Dating Batwoman]]. This has a SurprisinglyRealisticOutcome when Sophie gets suspended for helping Batwoman, and engages in a [[UptightLovesWild brief team-up and romantic fling]] only for Batwoman to break things off because she realises the relationship just won't work.

* In Season 2 of ''{{Series/Gotham}}'', 12-year-old Bruce Wayne has this going on with two girls: Selina Kyle, who works for the Gotham Mob, and Silver St. Cloud, who is [[spoiler: trying to [[FilleFatale seduce Bruce]] on her uncle Theo's behalf; Theo [[WouldHurtAChild wants to murder Bruce]]]].

!!Video Games
* The Trope Namers Batman & Catwoman are at it again in ''VideoGame/BatmanArkhamCity'', providing the trope image. There wasn't quite as much flirting in their first meeting in ''VideoGame/BatmanArkhamOriginsBlackgate'', but you can tell where it got its start. By ''VideoGame/BatmanArkhamKnight'', [[spoiler:Batman decides it wouldn't work out, due to his decision to give up being Batman. He does sound genuinely heartbroken over it]].
* Something similar happens in ''VideoGame/Injustice2''. In Catwoman's arcade mode ending, she enters a committed relationship with Batman, but being plain old Bruce and Selina doesn't excite her as much; their relationship only thrilled her when it was ForbiddenFruit. Also, being a billionaire's girlfriend meant she'd never have to steal again. [[VictoryIsBoring Getting everything she wanted bored her senseless]]. She ultimately leaves him to return to her old life.
* In ''VideoGame/BatmanTheTelltaleSeries'' you can romance Catwoman as Batman and even have sex with her at one point in Season 1. The GoldenEnding of Season 2 [[spoiler:has Batman tell her he loves her and secure her freedom from ComicBook/AmandaWaller and the ComicBook/SuicideSquad,]] but with the bankruptcy of Creator/TelltaleGames it's [[CutShort unlikely we'll see the relationship progress further anytime soon]].

** Naturally shown between Batman and Catwoman in several episodes. One even has them become a crimefighting team, having a child, retiring, and finally dying together. However, [[spoiler:it was all just a book written by Alfred]].

* ''Series/Batwoman2019''. Averted with Kate Kane; it's not unusual for costumed female villains encountering Batwoman to suggest they [[IsThatWhatTheyAreCallingItNow team up]], but she's never interested and the dramatic tension of this trope is already being played out [[TheNotLoveInterest with her own sibling]], the mad supervillain Alice. It's actually Crow Security agent Sophie Moore who finds herself in this position, making this a case of [[{{pun}} Dating Batwoman]]. This has a SurprisinglyRealisticOutcome when Sophie gets suspended for helping Batwoman, and engages in a [[UptightLovesWild brief team-up and romantic fling]] only for Batwoman to break things off because she realises the relationship just won't work.

* This trope’s prevalence in the DCU is darkly [[{{Deconstruction}} deconstructed]] in James Robinson’s ''ComicBook/{{Starman}}'' run; the Mist, Starman’s {{Archenemy}}, is an obsessive {{Yandere}} who’s so convinced that Starman [[FoeYay secretly loves her]] that eventually [[spoiler:'''she rapes him'''. DoubleStandardRapeFemaleOnMale is ''completely'' [[AvertedTrope averted]]]].

!!''Franchise/TheDCU''
!!The following have their own pages:

* This trope’s prevalence in the DCU is darkly [[{{Deconstruction}} deconstructed]] in James Robinson’s ''ComicBook/{{Starman}}'' run; the Mist, Starman’s {{Archenemy}}, is an obsessive {{Yandere}} who’s so convinced that Starman [[FoeYay secretly loves her]] that eventually [[spoiler:'''she rapes him'''. DoubleStandardRapeFemaleOnMale is ''completely'' [[AvertedTrope averted]]]].