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* ''WebAnimation/HelluvaBoss'': [[UnholyMatrimony Married couple Moxxie and Mille]] could not be more different, with Moxxie serving as a straight laced sniper who is just about the only one in I.M.P with his head on straight while Millie is an excitable GenkiGirl who loves to brawl with her fists and melee weapons.

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* ''WebAnimation/HelluvaBoss'': [[UnholyMatrimony Married couple Moxxie and Mille]] could not be more different, with Moxxie serving as a straight laced sniper who is just about the only one in [[MurderInc I.M.P P]] with [[OnlySaneEmployee his head on straight straight]] while Millie is an excitable GenkiGirl who loves to [[GirlyBruiser brawl with her fists and melee weapons.weapons]].



[[folder:Web Comics]]

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[[folder:Web Comics]][[folder:Webcomics]]
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* ''Film/KissMe2011'': Inhibited, reserved Mia is drawn to Frida, who's bold and carefree. Mia teases her by saying she's anal, and the pair fall for each other.
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* ''Series/LifeWithDerek'': FlirtyStepSiblings Casey (stuffy) and Derek (untamed), as a result of a RelationshipWritingFumble.

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* %%* ''Series/LifeWithDerek'': FlirtyStepSiblings Casey (stuffy) and Derek (untamed), as a result of a RelationshipWritingFumble.(untamed).
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* The main couple in ''Series/MissFishersMurderMysteries'' is this. Phryne Fisher is modern, wild and hasn't met a rule that she isn't interested in breaking. Detective Jack Robinson is stoic, snarky and by-the-book. Over the course of the series, it becomes clear that he settles her down while she loosens him up.
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Moved


* ''Series/FreeSpirit'' is a standard sitcom from TheEighties in which T.J. is a wise and reserved lawyer and wears sweater vests. Winnie is goofy and wacky and an immortal, magic-using witch with [[EightiesHair awesome hair]]. He has some kids but he and his wife got divorced. She's the live-in MagicalNanny[=/=]housekeeper. Together, they spend 14 episodes making the audience wonder WillTheyOrWontThey... before it was canceled.

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* ''Series/FreeSpirit'' ''Series/FreeSpirit1989'' is a standard sitcom from TheEighties in which T.J. is a wise and reserved lawyer and wears sweater vests. Winnie is goofy and wacky and an immortal, magic-using witch with [[EightiesHair awesome hair]]. He has some kids but he and his wife got divorced. She's the live-in MagicalNanny[=/=]housekeeper. Together, they spend 14 episodes making the audience wonder WillTheyOrWontThey... before it was canceled.
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* ''WesternAnimation/HarleyQuinn2019'': This usual dynamic between Poison Ivy and Harley Quinn is deconstructed and then reconstructed. [[spoiler: The serious, cynical and sarcastic Ivy harbors repressed feelings for Harley, who is crazy, impulsive and uncontrollable. However, Ivy rejects Harley's love precisely because Harley is too unpredictable for Ivy to believe a relationship between them can last or Harley won't hurt her again. Ivy decides it's safer to marry Kite Man because he's steady. Yet Kite Man comes to the realization during their wedding that, despite this, Ivy does truly love Harley more than him and breaks things off with her. Ivy comes to the realization that, regardless of her impulsive personality, Harley still was willing to change for her sake and allows herself to finally reciprocate.]]
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* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life or even to just relax until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.

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* ''Jason's Lyric'': ''Film/JasonsLyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life or even to just relax until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.
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* ''Fanfic/ThePiratesSoldier'': [[Anime/MobileSuitGundamWing Heero Yuy]], a stoic, no-nonsense soldier, quickly finds himself attracted to the LoveableRogue [[Anime/TenchiMuyo Ryoko]], who'd been taken by his looks and personality pretty much on their first meeting.
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[[folder:Web Animation]]
* ''WebAnimation/HelluvaBoss'': [[UnholyMatrimony Married couple Moxxie and Mille]] could not be more different, with Moxxie serving as a straight laced sniper who is just about the only one in I.M.P with his head on straight while Millie is an excitable GenkiGirl who loves to brawl with her fists and melee weapons.
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* ''Film/BelowHerMouth'': The more conventional and strait-laced Jasmine falls for Dallas, a bold uninhibited woman.
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* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.

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* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life or even to just relax until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.
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None


* ''Film/JasonsLyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.

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* ''Film/JasonsLyric'': ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.
Is there an issue? Send a MessageReason:
None


* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.

to:

* ''Jason's Lyric'': ''Film/JasonsLyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.
Is there an issue? Send a MessageReason:
None


* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family and reminds him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.

to:

* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family and reminds as well as reminding him about the right to be happy and free, while Jason persistently proves Lyric that not all men are jerks.
Is there an issue? Send a MessageReason:
None


* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family and reminds him about the right to be happy and free, while Jason persistently proves Lyric that not all men are [[Jerkass jerks.]]

to:

* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he thought to be too busy to enjoy life until he meets and falls in love with the free-spirited and dreamy-yet-adventurous Lyric. Lyric teaches Jason that life is more than just taking care of a family and reminds him about the right to be happy and free, while Jason persistently proves Lyric that not all men are [[Jerkass jerks.]]
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* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think about his own well-being until he meets and falls in love with a free-spirited and dreamy-yet-adventurous girl, Lyric. Lyric teaches Jason that life is not all about taking care of a family and reminds him about the right to be happy and free, while Jason persistently shows Lyric that not all men are troubles.

to:

* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was thought to be too busy to think about his own well-being enjoy life until he meets and falls in love with a the free-spirited and dreamy-yet-adventurous girl, Lyric. Lyric teaches Jason that life is not all about more than just taking care of a family and reminds him about the right to be happy and free, while Jason persistently shows proves Lyric that not all men are troubles.[[Jerkass jerks.]]
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* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think of himself until he meets a free-spirited and dreamy girl, Lyric. Lyric teaches Jason that life is not all about taking care of a family and reminds him about the right to be happy and free, while Jason persistently shows Lyric that not all the men are troubles.

to:

* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think of himself about his own well-being until he meets and falls in love with a free-spirited and dreamy dreamy-yet-adventurous girl, Lyric. Lyric teaches Jason that life is not all about taking care of a family and reminds him about the right to be happy and free, while Jason persistently shows Lyric that not all the men are troubles.
Is there an issue? Send a MessageReason:
None


* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think of himself until he meets a free-spirited and dreamy girl, Lyric. Lyric teaches Jason learns that life is not all about taking care of a family as well as reminding him about the right to be happy and free, while Jason determinantly shows Lyric that not all the men are troubles.

to:

* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think of himself until he meets a free-spirited and dreamy girl, Lyric. Lyric teaches Jason learns that life is not all about taking care of a family as well as reminding and reminds him about the right to be happy and free, while Jason determinantly persistently shows Lyric that not all the men are troubles.

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* ''Film/{{Casino}}'' deconstructs this to hell and back with the relationship between "Ace" Rothstein and Ginger. "Ace" is a full-blown humorless ControlFreak and Ginger is a horribly impulsive GoldDigger, an irredeemably BrokenBird call-girl that depends on drugs and her relationship with her Svengali pimp. Rothstein just felt LoveAtFirstSight and overlooked all the signs that it was going to end badly (even Ginger telling him point-blank that it was a bad idea), thinking that he could control her like he did everything else in his life... boy, was he wrong.



* ''Film/{{Flakes}}'' features this as a B Plot with the uptight Bruce coming to admire the wilder Katz. However, it never goes anywhere because she's devoted to the similarly wild, if unambitious, Neal.



%%* ''Film/IntoTheNight''

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%%* ''Film/IntoTheNight''* ''Jason's Lyric'': Jason is a responsible man who's spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think of himself until he meets a free-spirited and dreamy girl, Lyric. Lyric teaches Jason learns that life is not all about taking care of a family as well as reminding him about the right to be happy and free, while Jason determinantly shows Lyric that not all the men are troubles.



* ''Film/TheProposal'': This movie tries to trick you into thinking that Bullock's character, Margaret, is the stuffy, uptight one, and Reynolds' character, Andrew, is the comic relief. However...
-->'''Margaret:''' Outsider (from Canada) who breaks the rules, which, as the plot suggests, gets her threatened with deportation, and she then breaks more rules to avoid deportation. She's not the usual perky hippie new-age type, though, but she's definitely Wild in the corporate drag of a smart business suit and ponytail, and acts fairly abrupt and harsh, as she delights in acting wild and crazy and keeping Ryan Reynolds on his toes and basically doing as she pleases. She will use her idealized femininity as a saving force with her zany schemes, helping Andrew with his various issues. But will they fall in love by the end? Take a guess!
-->'''Andrew:''' He's in a rut. Life is boring because he plays by the rules.
** Best summarized in the ''WesternAnimation/FamilyGuy'' episode ''Farmer Guy,'' when a man comes into a video store and asks for a copy of the film, Peter, the cashier, says nobody has returned their copies, so he simply shows the man a [[http://i44.tinypic.com/2sbvdoo.jpg poster of the movie]] on the wall...
--->'''Peter:''' "I have a poster from ''The Proposal'' you can look at. You'll get most of the story."
--->'''Customer:''' "Huh. They seem pretty mismatched."
--->'''Peter:''' "There ya go."



* ''Film/TheProposal'': This movie tries to trick you into thinking that Bullock's character, Margaret, is the stuffy, uptight one, and Reynolds' character, Andrew, is the comic relief. However...
-->'''Margaret:''' Outsider (from Canada) who breaks the rules, which, as the plot suggests, gets her threatened with deportation, and she then breaks more rules to avoid deportation. She's not the usual perky hippie new-age type, though, but she's definitely Wild in the corporate drag of a smart business suit and ponytail, and acts fairly abrupt and harsh, as she delights in acting wild and crazy and keeping Ryan Reynolds on his toes and basically doing as she pleases. She will use her idealized femininity as a saving force with her zany schemes, helping Andrew with his various issues. But will they fall in love by the end? Take a guess!
-->'''Andrew:''' He's in a rut. Life is boring because he plays by the rules.
** Best summarized in the ''WesternAnimation/FamilyGuy'' episode ''Farmer Guy,'' when a man comes into a video store and asks for a copy of the film, Peter, the cashier, says nobody has returned their copies, so he simply shows the man a [[http://i44.tinypic.com/2sbvdoo.jpg poster of the movie]] on the wall...
--->'''Peter:''' "I have a poster from ''The Proposal'' you can look at. You'll get most of the story."
--->'''Customer:''' "Huh. They seem pretty mismatched."
--->'''Peter:''' "There ya go."
* ''Film/{{Flakes}}'' features this as a B Plot with the uptight Bruce coming to admire the wilder Katz. However, it never goes anywhere because she's devoted to the similarly wild, if unambitious, Neal.
* ''Film/{{Casino}}'' deconstructs this to hell and back with the relationship between "Ace" Rothstein and Ginger. "Ace" is a full-blown humorless ControlFreak and Ginger is a horribly impulsive GoldDigger, an irredeemably BrokenBird call-girl that depends on drugs and her relationship with her Svengali pimp. Rothstein just felt LoveAtFirstSight and overlooked all the signs that it was going to end badly (even Ginger telling him point-blank that it was a bad idea), thinking that he could control her like he did everything else in his life... boy, was he wrong.
* ''Jason's Lyric'': Jason is a responsible man who spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think about himself until he meets a free-spirited and dreamy girl, Lyric. When they eventually date, Jason learns about his right to be happy and free, while Lyric learns that not all the men are troubles.
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None

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* ''Jason's Lyric'': Jason is a responsible man who spent his youth taking care of his family ([[spoiler:following his father's death]]) that he was too busy to think about himself until he meets a free-spirited and dreamy girl, Lyric. When they eventually date, Jason learns about his right to be happy and free, while Lyric learns that not all the men are troubles.
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None

Added DiffLines:

* ''Film/SweetSweetLonelyGirl'': Adele is a subdued, lonely, obedient girl at first. She's drawn to bold, social and rebellious Beth, as her friend initially then her girlfriend.
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* ''Webcomic/MilkAndMocha'' has the titular characters. The former is a hyperactive, somewhat impulsive and very talkative white bear, while the latter is a stoic brown bear who never speaks. Despite their differences, they're very much in love.
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* ''Fanfic/TheThespianAndThePopStar'': Much like canon, Moxxie is in a relationship like this, only instead of Millie, he instead falls for the wild and sexually promiscuous pop star, Verosika Mayday.
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* Noelle in ''VideoGame/{{Deltarune}}'' is studious, responsible, and nice to a fault. She regrets that she's unable to stand up for herself and do what she actually wants because of that. Hence why she's absolutely smitten with the class bully Susie-- she deeply admires Susie's lack of care for following rules.

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* Noelle in ''VideoGame/{{Deltarune}}'' is studious, responsible, and nice to a fault. She regrets that she's unable to stand up for herself and do what she actually wants because of that. Hence why she's absolutely smitten with the class bully delinquent Susie-- she deeply admires Susie's lack of care for following rules.

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* Noelle in ''VideoGame/{{Deltarune}}'' is studious, responsible, and nice to a fault. She regrets that she's unable to stand up for herself and do what she actually wants because of that. Hence why she's absolutely smitten with the class bully Susie-- she deeply admires Susie's lack of care for following rules.
-->'''Noelle:''' But that's... what's... NICE about you, you know?
-->'''Susie:''' [[BadIsGoodAndGoodIsBad NICE!?]] The hell does that mean???
-->'''Noelle:''' You're the... good kind of scary. You aren't afraid to... break the rules, y'know? ...I wish I could do crazy stuff like you.
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* ''Literature/MoDaoZuShi'' sees Lan Wangji, the stoic, quiet, rule-abiding model son, fall deeply in love with resident troublemaker, prankster, and rebel Wei Wuxian.

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* ''Literature/MoDaoZuShi'' ''Literature/GrandmasterOfDemonicCultivationMoDaoZuShi'' sees Lan Wangji, the stoic, quiet, rule-abiding model son, fall deeply in love with resident troublemaker, prankster, and rebel Wei Wuxian.
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Actually didn’t count


** Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier who rarely loses her cool, is all business, and [[TranquilFury stays calm even when she’s angry]] and thus could count as uptight in some ways. Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.
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* Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier who rarely loses her cool, is all business, and [[TranquilFury stays calm even when she’s angry]] and thus could count as uptight in some ways. Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.

to:

* ** Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier who rarely loses her cool, is all business, and [[TranquilFury stays calm even when she’s angry]] and thus could count as uptight in some ways. Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.
Is there an issue? Send a MessageReason:
None


* Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier and Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.

to:

* Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier who rarely loses her cool, is all business, and [[TranquilFury stays calm even when she’s angry]] and thus could count as uptight in some ways. Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.
Is there an issue? Send a MessageReason:
None

Added DiffLines:

* Zoe and Wash as well. She’s a battle-hardened, independent, tough-as-nails ex-soldier and Wash is funny, geeky, often playful and likes loud Hawaiian shirts. Definitely the wilder one.

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