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* Eve in ''NorthByNorthwest''.
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** Toyed with in the relatioship between Zuko and Mai though. He's former main antagonist (on the cusp of a HeelFaceTurn), and she's the DarkActionGirl who came along on the villainous ride because she bored and had nothing else to do. In the end though, she is one of the few positive things Zuko has to turn his back on when he leaves the Fire Nation. They even share a cheesy scene where they comment on they both hate all the same things (except each other).
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. In fact, it seems that every time Harley isn't Joker's Dark Mistress, [[LesYay she's Ivy's]]. In the {{DCAU}} [[spoiler:it's only after Joker dies that she's finally able to get out of it]].
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. In fact, it seems that every time Harley isn't Joker's Dark Mistress, [[LesYay she's Ivy's]]. In the {{DCAU}} [[spoiler:it's it's only after Joker dies [[spoiler:Joker dies]] that she's finally able to get out of it]].it.
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. In fact, it seems that every time Harley isn't Joker's Dark Mistress, [[LesYay she's Ivy's]]. [[spoiler: It's only after Joker dies that she's finally able to get out of it]].
** That only applies to the {{DCAU}}
** That only applies to the {{DCAU}}
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. In fact, it seems that every time Harley isn't Joker's Dark Mistress, [[LesYay she's Ivy's]]. [[spoiler: It's In the {{DCAU}} [[spoiler:it's only after Joker dies that she's finally able to get out of it]].
** That only applies to the {{DCAU}}it]].
** That only applies to the {{DCAU}}
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* C.C. in ''CodeGeass''. Her role is somewhat muddled by the fact that while she is directly behind Zero's actions, none of the Black Knights actually know what her real role is, and assume she's Zero's mistress. Zero and C.C. never bother to correct them when they make this assumption.
** C.C does but Tamaki never believes her.
** C.C does but Tamaki never believes her.
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* C.C. in ''CodeGeass''. Her role is somewhat muddled by the fact that while she is directly behind Zero's actions, none of the Black Knights actually know what her real role is, and assume she's Zero's mistress. Zero and doesn't care, but C.C. never bother at least attempts to correct them when they make this assumption.
** C.C does butTamaki never believes about this, though he doesn't believe her.
** C.C does but
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* Subverted in StationeryVoyagers as Emperor Alhox isn't really evil, just a HorribleJudgeOfCharacter and an UnwittingPawn. It does frustrate Pinkata [[OnlySaneMan a tiny bit]] that her lover can't deduce for the longest time that he's actually being manipulated by some [[DevilInPlainSight pretty demonic scumbags]].
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Spike and Drusilla were definitely Unholy Matrimony
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* Spike and Drusilla could be counted in [[Buffy the Vampire Slayer.]] Or more so, Harmony.
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* Spike Harmony in ''BuffyTheVampireSlayer'' took a turn as this after becoming a vampire, dating Spike. She was pretty much TheLoad to his group, and Drusilla could be counted in [[Buffy the Vampire Slayer.]] Or more so, Harmony.she eventually broke up with him for treating her as an annoying nuisance, but got back together with him several times. Her attempts to go solo as a villain were feeble enough that she eventually got an office job instead.
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** And let's not forget that said sorceress is his [[spoiler: [[ParentalIncest foster mother]]. [[BrainwashedAndCrazy Or so it seems.]]]]
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** And let's not forget that said sorceress is his [[spoiler: [[ParentalIncest [[WifeHusbandry foster mother]]. [[BrainwashedAndCrazy Or so it seems.]]]]
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reflecting trope name change
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. [[spoiler: It's only after Joker dies that she's finally able to get out of it]]. In fact, it seems that every time Harley isn't Joker's Doctor Girlfriend, [[LesYay she's Ivy's]].
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* Harley Quinn from ''Comicbook/{{Batman}}'' is in an [[MadLove abusive relationship]] with the Joker. It's a connection she can never quite shake off even when Poison Ivy shows her she can be a supervillain without him, and Batman shows her she doesn't have to be a supervillain at all. In fact, it seems that every time Harley isn't Joker's Dark Mistress, [[LesYay she's Ivy's]]. [[spoiler: It's only after Joker dies that she's finally able to get out of it]]. In fact, it seems that every time Harley isn't Joker's Doctor Girlfriend, [[LesYay she's Ivy's]].
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* Spike and Drusilla could be counted in [[Buffy the Vampire Slayer.]] Or more so, Harmony.
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* Averted in ''AvatarTheLastAirbender''. Azula may be a brilliant [[TheChessmaster chessmaster]] and a highly skilled [[ManipulativeBastard Manipulative Bitch]], but she is too unfamiliar with ''everyday'' social skills to form a relationship.
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** And let's not forget that said sorceress is his [[spoiler:ParentalIncest foster mother]]. [[spoiler:BrainwashedAndCrazy Or so it seems.]]
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** And let's not forget that said sorceress is his [[spoiler:ParentalIncest [[spoiler: [[ParentalIncest foster mother]]. [[spoiler:BrainwashedAndCrazy [[BrainwashedAndCrazy Or so it seems.]]]]]]
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* Although prominent in many Batman comics today,it was in ''Batman:The Animated Series''that Harley Quinn was introduced as Joker's girlfriend/henchman in an abusive relationship
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* Although prominent in many Batman comics today,it was in ''Batman:The Animated Series''that Harley Quinn was introduced as Joker's girlfriend/henchman in an abusive relationshiprelationship.
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** [[spoiler:And let's not forget that said sorceress is his [[ParentalIncest foster mother]]. [[BrainwashedAndCrazy Or so it seems.]]
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** [[spoiler:And And let's not forget that said sorceress is his [[ParentalIncest [[spoiler:ParentalIncest foster mother]]. [[BrainwashedAndCrazy [[spoiler:BrainwashedAndCrazy Or so it seems.]]
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** [[spoiler:And let's not forget that said sorceress is his [[ParentalIncest foster mother]]. [[BrainwashedAndCrazy Or so it seems.]]
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* Although prominent in many Batman comics today,it was in ''Batman:The Animated Series''that Harley Quinn was introduced as Joker's girlfriend/henchman in an abusive relationship
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** Of course, Bellatrix is married (her husband got hit with ChuckCunninghamSyndrome shortly after being introduced), but she probably wouldn't mind cheating much being evil and all (and it probably helps that it's a loveless marriage according to WordOfGod).
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** Of course, Bellatrix is married (her husband got hit with ChuckCunninghamSyndrome shortly after being introduced), introduced and [[Film/HarryPotter the movies]] cut him out entirely), but she probably wouldn't mind cheating much being evil and all (and it probably helps that it's a loveless marriage according to WordOfGod).
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** Of course, Bellatrix is married (her husband got hit with ChuckCunninghamSyndrome shortly after being introduced), but she probably wouldn't mind cheating much being evil and all (and it probably helps that it's a loveless marriage according to WordOfGod).
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* ''{{Gargoyles}},'' where Xanatos ''does'' marry his girlfriend, Fox. May count as UnholyMatrimony, because she was sort-of a villain in her own right before their relationship started. Results in a [[HeelFaceTurn Heel Face]] ''[[HeelFaceTurn Half]]'' [[HeelFaceTurn Turn]] for the both of them, especially when their son Alexander is born. They basically become [[AntiVillain Anti Villains]]. They're still technically evil, but they know the Gargoyles have helped them in the past and occasionally return the favor.
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* On ''{{Gargoyles}},'' where Xanatos ''does'' marry his girlfriend, Fox. May count Fox starts out as UnholyMatrimony, because she was sort-of a villain in her own right before this to Xanatos, but their relationship started. Results in quickly evolves into more of an UnholyMatrimony. Their love for each other (and eventually their new baby, Alexander) is a major aspect of their eventual [[HeelFaceTurn Heel Face]] ''[[HeelFaceTurn Half]]'' [[HeelFaceTurn Turn]] for the both of them, especially when their son Alexander is born. They basically become [[AntiVillain Anti Villains]]. They're still technically evil, but they know the Gargoyles have helped them in the past and occasionally return the favor.into an AntiVillain couple.
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* In ''The Big Heat'', the {{Dragon's}} girlfriend starts out as the ditzy type, ignoring her boyfriend's vicious tendencies. She ends up changing her mind though.
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* In ''The Big Heat'', the {{Dragon's}} {{Dragon}}'s girlfriend starts out as the ditzy type, ignoring her boyfriend's vicious tendencies. She ends up changing her mind though.
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* In ''The Big Heat'', the {{Dragon's}} girlfriend starts out as the ditzy type, ignoring her boyfriend's vicious tendencies. She ends up changing her mind though.
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[[caption-width-right:300:A match made in hell.]]
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* Eva Braun is often portrayed this way.
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* Both Overlord games play this trope very straight, with the evil player character getting the chance to actually choose between several mistresses who pledge themselves to you, ranging from relatively normal women with inexplicable crushes on you, to extremely narcissistic yet beautiful women who enjoy the power and attention.
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* Both Overlord {{Overlord}} games play this trope very straight, with the evil player character getting the chance to actually choose between several mistresses who pledge themselves to you, ranging from relatively normal women with inexplicable crushes on you, to extremely narcissistic yet beautiful women who enjoy the power and attention.
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*** Tamoko is pobably considered dead by player, since it was however with a patient long talk possible not to duel and thus kill her, I wished for different ending text in case of an imported save game.
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* Both Overlord games play this trope very straight, with the evil player character getting the chance to actually choose between several mistresses who pledge themselves to you, ranging from relatively normal women with inexplicable crushes on you, to extremely narcissistic yet beautiful women who enjoy the power and attention.
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** C.C does but Tamaki never believes her.
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** He has ''two''! Aforementioned Yoshimo's sister is a [[ProudWarriorRaceGuy Proud Warrior Race Gal]], while Cythandria with her hench-ogres is a villainous example.
** Is Yoshimo's sister Tamoko? In the ending to Throne of Bhaal, [[spoiler:Sarevok is said to have buried her]], and she is called "his one true love".
** Is Yoshimo's sister Tamoko? In the ending to Throne of Bhaal, [[spoiler:Sarevok is said to have buried her]], and she is called "his one true love".
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** He has ''two''! Aforementioned Yoshimo's sister Tamoko is a [[ProudWarriorRaceGuy Proud Warrior Race Gal]], while Cythandria with her hench-ogres is a villainous example.
**Is Yoshimo's sister Tamoko? In the ending to Throne of Bhaal, [[spoiler:Sarevok is said to have buried her]], Tamoko]], and she is called "his one true love".love".
* A ''very'' rare gender-flipped version of the trope is seen in ''FinalFantasyVIII'': Seifer's entire goal in life is to be a sorceress' Knight (protector/henchman/plaything). He ends up being lured in by the villainness almost instantly, being reduced to her lackey for the rest of the plot. Whether or not there's a sexual element to it is left unexplored. [[IGotBetter He gets better, by the way.]]
**
* A ''very'' rare gender-flipped version of the trope is seen in ''FinalFantasyVIII'': Seifer's entire goal in life is to be a sorceress' Knight (protector/henchman/plaything). He ends up being lured in by the villainness almost instantly, being reduced to her lackey for the rest of the plot. Whether or not there's a sexual element to it is left unexplored. [[IGotBetter He gets better, by the way.]]
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* In ''TheDreamer'', Betsy Loring is Gen. Howe's mistress.