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Designated Monkey (view source)

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* Strong Sad from ''[[Homestar Runner]]'' is an odd case of a [[The Woobie|Woobie]] who is also a [[Butt Monkey]]: we do genuinely pity him most of the time, but that doesn't prevent us from laughing at his expense from time to time.
* [[The Nostalgia Critic]]. He ''is'' a git and does deserve what he gets most of the time, but he's an epic [[Jerkass Woobie]] and fans have said that it would be kinda nice if he actually ''won'' for a change.
* In ''[[SuperMarioGlitchy4]]'', the [[Ensemble Darkhorse|Koopalings]] may be seen as this. They [[Ensemble Darkhorse|don't appear often in the series]], but when they do, they tend to be [[Ineffectual Sympathetic Villain]]s who get on the receiving end of a [[Curb Stomp Battle]]. What's worse is that they always have a kind-of legitimate reason to go up against [[Designated Hero]] Mario, who isn't any better himself and often the ''worse'' [[Jerkass]].
** Bowser Jr. also qualifies, to a lesser extent. He has a few more appearances, not all of them being this. (Mario even ''cares'' for him once in ''R64: Son of a Bowser'', from the closely related series ''Retarded 64''.)
** In ''Bowser loses custody of his children'', it is revealed that Bowser Jr. and the Koopalings get routinely neglected by their [[Depending on the Author|(adoptive?) father]] Bowser. He also seems to favor Bowser Jr. over the rest.
** Wendy seems to get the overall harshest treatment. Just seelook herhow gettingshe gets insta-curb-stomped in ''Stupid Mario World'', and gettingsenselessly abusedbattered (and (probably)apparently killed for no reason) by [[Designated Hero]] {{spoiler|Meggy}} in ''The Mario Mafia''.
** Melony also qualifies in ''Mario has a BBQ but he's not invited'', which is just after her [[Shape Shifter|transformation]] from a sentinent water melon to a human. Nobody really empathizes with her. After spending her time trapped in the body of a fruit, she [[Berserk Button|goes Berserk]] whenever anyone tries to cut or eat fruit in her presence, as she assumes they are sentinent "friends". Of course, nobody cares for this, and everyone just wonders when she [[Unstoppable Rage|goes postal]] for "no reason", instead she gets fought off and framed as a [[Designated Villain]].
*** She [[Throw the Dog a Bone|got better]] since then - in one later sequel she even [[Crowning Moment of Awesome|becomes]] [[A God Am I|a deity]]. No comparison to poor Wendy O. Koopa above, so far.
* The above happens to the Koopalings in other fan works, too. For example, ''[[ericfortesTV]]'' has an episode called ''Bowser's beach vacation'' where Bowser, Bowser Jr. and the Koopalings are having fun at the beach of a remote island while Bowser is planning to destroy that beach later in order to build a port for his new [[The Empire|Empire]]. In the middle of it, Mario suddenly appears, destroys Bowser's airships and then attacks him and his family, although [[Designated Villain|they haven't done anything wrong]] ''yet''. While trying to defeat Mario, the Koopalings accidentally knock each other over, and when Mario receives a Mega Mushroom by chance, they are finally ripe for a [[Curb Stomp Battle]]. After defeating the whole Koopa family, Mario relaxes on the beach, saying "That was a lot of fun!". This episode got many comments about [[Designated Hero|"Mario being such a jerk"]] because the Koopalings "haven't done anything yet". Especially [[Ridiculously Cute Critter|Larry]] quickly became [[The Woobie]] because he didn't do anything except building sand castles that got destroyed again and again.
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