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* The Old God of ''Webcomic/LadyOfTheShard'' [[GodIsEvil is a possessive and abusive god]], who destroyed the templefolk's homeworld and enslaved them in her [[CrapsaccharineWorld Paradise]], and cruelly spells it out to the Radiant Goddess that [[spoiler:[[DeityOfHumanOrigin she'll never have anything that didn't come from her]].]] However, [[spoiler:she's also a lonesome soul who created and peopled the galaxy just to have somebody to share her existence with, and her desire to connect with (if not rule) her creations stems from this.]]
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* ''Webcomic/DumbingOfAge'' offers Ruth “Ruthless” Lessick, best known for her constant empty threats, which for some reason means the freshmen under her supposed charge regard her with fear. Ruth is beset with psychological problems for no readily apparent reason.

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* ''Webcomic/DumbingOfAge'' offers Ruth “Ruthless” Lessick, best known for her constant empty threats, which for some reason means the freshmen under her supposed charge regard her with fear. Ruth is beset with psychological problems for no readily apparent reason.problems, heavily implied to stem from her abusive grandfather (her legal guardian) and the stress of absorbing said abuse, lest he turn his ire towards her younger brother.
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* ''Webcomic/{{Tamberlane}}'': Cur is a bullying malnourished street rat who was basically abandoned by his own family and bounced from foster home to foster home. Sure, he's obnoxious, irritable, responsible for making Piper cry and [[spoiler: shoving Tamberlane into a frozen lake]] but he's quick to break down into HumanizingTears when [[spoiler: she falls through as well as his friend Jonas who gets severely injured trying to rescue her]]. Then there's also the side story "Tainted" where he opens up about his problems with his adoptive family to Lizette and Vessie.

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** Zimmy, who viciously lashes out at random people. But then, she's constantly under strain, [[TheInsomniac never sleeps]], and stuck with an [[PowerIncontinence uncontrollable]] ability she expects to last until she dies, causing her to randomly hallucinate a nightmarish BlackBugRoom at times. And there are two other students she cares about.

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** Zimmy, who acts quite hostile and viciously lashes out at random people. But then, she's constantly under strain, [[TheInsomniac never sleeps]], and stuck with an [[PowerIncontinence uncontrollable]] ability she expects to last until she dies, causing her to randomly hallucinate a nightmarish BlackBugRoom at times. And there are two other students Later chapters reveal that she cares about.[[TorturedMonster believes that she deserves it.]] Gamma seems to be the only person who lets her hang on to any amount of sanity.
--->'''[[https://www.gunnerkrigg.com/?p=2418 Gamma:]]''' Zimmy's reliving something that happened to her and she pushed me away.\\
'''Reynard:''' This happened before?\\
'''Gamma:''' Yes, before I met her. Some teenagers chased her and beat her up. But now she's living it again with elements from the Court. She always does this. She's always beating herself up.\\
'''Reynard:''' Why?\\
'''Gamma:''' Because she believes she deserves it.
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** Zimmy, who viciously lashes out at random people. But then, she's constantly under strain, [[TheInsomniac never sleeps]], and stuck with an [[PowerIncontinence uncontrollable]] ability she expects to last until she dies. And there are two other students she cares about.

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** Zimmy, who viciously lashes out at random people. But then, she's constantly under strain, [[TheInsomniac never sleeps]], and stuck with an [[PowerIncontinence uncontrollable]] ability she expects to last until she dies.dies, causing her to randomly hallucinate a nightmarish BlackBugRoom at times. And there are two other students she cares about.

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* Magus in ''Webcomic/ElGoonishShive'' was forced into the astral plane of the main character's dimension against his will by sabotage of a magical tool, where if immortals weren't trying to outright kill him they were using him to entertain themselves for a sociopathic game of chance. However, he also the responsible for creating Ellen for no other reason than to have a magical version of Tedd's technological body-changing beam with little regard to the life he created (until later), and partnered with an Aberration to body snatch Ellen, so that he could in turn body snatch Elliot, while kidnapping Ashley, just so he could use a magical artifact to get his physical body back. His status as a Jerkass Woobie even gets brought up in-universe by both Elliot and Arthur, where they understand that Magus was given a real bum deal and really was given no other chance to survive, but still can't really be forgiven for purposely hurting so many people along the way and then just running away to avoid all consequence of his actions.
** To a lesser extent, Lucy. She's snappy, grumpy and isn't afraid to talk down to or insult, well, anyone really causing her to come off as thoroughly unpleasant. Then "The Legend of Diane" happens which shines an entirely new light on her: she had been insecure because of her height and [[BuxomIsBetter "development"]] but Diane's intervention and support led to Lucy developing a crush on her. But over the years she watched Diane date boys and turn into a naive gold digger, dragging Lucy and Rhoda along with her while being blissfully ignorant of the reputation that all of them were developing because of it. Worse yet, she has to stand by and watch Diane openly gush about Nanase while her own crush remains unrequited. The entire experience has seemingly left her angry and bitter while [[BrokenPedestal Diane's pedestal has been thoroughly broken]]. Like her or not it becomes hard not to feel bad for her.

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* ''Webcomic/ElGoonishShive'':
**
Magus in ''Webcomic/ElGoonishShive'' was forced into the astral plane of the main character's dimension against his will by sabotage of a magical tool, where if immortals weren't trying to outright kill him they were using him to entertain themselves for a sociopathic game of chance. However, he also the responsible for creating Ellen for no other reason than to have a magical version of Tedd's technological body-changing beam with little regard to the life he created (until later), and partnered with an Aberration to body snatch Ellen, so that he could in turn body snatch Elliot, while kidnapping Ashley, just so he could use a magical artifact to get his physical body back. His status as a Jerkass Woobie even gets brought up in-universe by both Elliot and Arthur, where they understand that Magus was given a real bum deal and really was given no other chance to survive, but still can't really be forgiven for purposely hurting so many people along the way and then just running away to avoid all consequence of his actions.
** To a lesser extent, Lucy. She's Lucy is snappy, grumpy and isn't not afraid to talk down to or insult, well, anyone anyone, really causing her to come off as thoroughly unpleasant. Then "The Legend of Diane" happens which shines an entirely new light on her: she had been insecure because of her height and [[BuxomIsBetter "development"]] breast development but Diane's intervention and support led to Lucy developing a crush on her. But over the years she watched Diane date boys and turn into a naive gold digger, dragging Lucy and Rhoda along with her while being blissfully ignorant of the reputation that all of them were developing because of it. Worse yet, she has to stand by and watch Diane openly gush about Nanase while her own crush remains unrequited. The entire experience has seemingly left her angry and bitter while [[BrokenPedestal Diane's pedestal has been thoroughly broken]]. Like her or not it becomes hard not to feel bad for her.
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Grumpy Bear is no longer a trope


* Ferret from ''Webcomic/ScooterAndFerret'' has shades of this. He's a GrumpyBear but you have to feel for him at times.

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* Ferret from ''Webcomic/ScooterAndFerret'' has shades of this. He's a GrumpyBear TheCynic but you have to feel for him at times.
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Foe Yay has been cut.


** Then he sees [[spoiler: an AlternateUniverse version of his mentor destroy Prospit right after he finally wakes up, watches his team [[AHouseDivided fall apart]], eventually culminating in Eridan killing two of Karkat's friends and blinding another, and the nicest troll of them all goes insane and decides to kill everybody.]] The poor guy really needs to be cut a break. (His comments about [[FoeYay certain elements]] of troll romance make it clear that he thinks no one will ever be able to hate him as much as he hates himself.)

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** Then he sees [[spoiler: an AlternateUniverse version of his mentor destroy Prospit right after he finally wakes up, watches his team [[AHouseDivided fall apart]], eventually culminating in Eridan killing two of Karkat's friends and blinding another, and the nicest troll of them all goes insane and decides to kill everybody.]] The poor guy really needs to be cut a break. (His comments about [[FoeYay certain elements]] elements of troll romance make it clear that he thinks no one will ever be able to hate him as much as he hates himself.)
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* Magus in ''Webcomic/ElGoonishShive'' was forced into the astral plane of the main character's dimension against his will by sabotage of a magical tool, where if immortals weren't trying to outright kill him they were using him to entertain themselves for a sociopathic game of chance. However, he also the responsible for creating Ellen for no other reason than to have a magical version of Tedd's technological body-changing beam with little regard to the life he created (until later), and partnered with an Aberration to body snatch Ellen, so that he could in turn body snatch Elliot, while kidnapping Ashley, just so he could use a magical artifact to get his physical body back. His status as a Jerkass Woobie even gets brought up in-universe by both Elliot and Arthur, where they understand that Magus was given a real bum deal and really was given no other chance to survive, but still can't really be forgiven for purposely hurting so many people along the way and then just running away to avoid all consequence of his actions.
** To a lesser extent, Lucy. She's snappy, grumpy and isn't afraid to talk down to or insult, well, anyone really causing her to come off as thoroughly unpleasant. Then "The Legend of Diane" happens which shines an entirely new light on her: she had been insecure because of her height and [[BuxomIsBetter "development"]] but Diane's intervention and support led to Lucy developing a crush on her. But over the years she watched Diane date boys and turn into a naive gold digger, dragging Lucy and Rhoda along with her while being blissfully ignorant of the reputation that all of them were developing because of it. Worse yet, she has to stand by and watch Diane openly gush about Nanase while her own crush remains unrequited. The entire experience has seemingly left her angry and bitter while [[BrokenPedestal Diane's pedestal has been thoroughly broken]]. Like her or not it becomes hard not to feel bad for her.
** Also, Pandora, an Immortal who has deliberately lived far beyond her time and gone insane over it, with an innate love to mess with people's lives and a tendency to be either completely callous regarding the troubles she causes, or outright murderous when something sets her off, not to speak of being intrusive to people's minds. [[spoiler:Her husband was murdered, and she decided to stay alive instead of resetting herself so she would always remember him and be able to be there for their son (of whom her actions estranged her meanwhile). Also, turns out she's fiercely protective of her god-grandson and everyone she regards belonging to him... which also means there are crazy lengths she's willing to go for them.]]
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** [[BigBad Fructose Rioflavin]], when his [[http://bobadventures.comicgenesis.com/d/20100831.html origin is revealed.]] Even prior to that, he could inspire some sympathy for his [[http://bobadventures.comicgenesis.com/d/20070327.html pitiful desperation over his continual failures.]] His status as Jerkass Woobie is [[http://bobadventures.comicgenesis.com/d/20101218.html Lampshaded here]]
** And Galatea certainly [[http://bobadventures.comicgenesis.com/d/20080719.html has her moments.]]

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** [[BigBad Fructose Rioflavin]], when his [[http://bobadventures.comicgenesis.com/d/20100831.html [[https://bobadventures.thecomicseries.com/comics/486 origin is revealed.]] Even prior to that, he could inspire some sympathy for his [[http://bobadventures.comicgenesis.com/d/20070327.html [[https://bobadventures.thecomicseries.com/comics/130/ pitiful desperation over his continual failures.]] His status as Jerkass Woobie is [[http://bobadventures.comicgenesis.com/d/20101218.html [[https://bobadventures.thecomicseries.com/comics/517 Lampshaded here]]
** And Galatea certainly [[http://bobadventures.comicgenesis.com/d/20080719.html [[https://bobadventures.thecomicseries.com/comics/267 has her moments.]]

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