* MagickChicks has been s series long one for Melissa Hellrune from EerieCuties.
* The "Battle for Barthis" arc of ''[[DominicDeegan Dominic Deegan: Oracle For Hire]]'' concludes with Dominic telling Serk Brakkis, [[ToThePain in exacting detail]], how Brakkis's life is about to be ruined. Brakkis then loses his toupee, soils himself when Luna shows him a terrifying illusion, and for the grand finale, gets teleported off to stand trial for his crimes... by the lightning mage known as the Maestro. And given the look on the Maestro's face, it will ''not'' be a fun trip.
** Doubly subverted when [[spoiler:Brakkis is on the verge of manipulating the law into giving him a GetOutOfJailFreeCard when Celesto Morgan brutally murders him]].
* ''TalesOfTheQuestor'' has the "Wild Hunt" arc, where the Unseelie Princeling leads the Wild Hunt after Quentyn. Turns out, that's the ''last'' thing he should have done: [[spoiler: not only are the Racoonan as a whole gifted with the boon of being forbidden fruit for the Hunt (to the point where the Hunt isn't allowed even in areas where there's Raccoonan living), but Quentyn himself is an extra-special case - he's one of the White Stag's Marked, which means that the princeling has broken ''two'' of his race's most important laws. Either of the two alone would make the whole thing an illegal Hunt, but the two together combine to make things far worse for him.]] Since Quentyn not only ''won'' the Hunt - the Rooster did crow, after all - but [[spoiler: the Hunt itself was illegal to begin with,]] the price the princeling has to pay is ''tripled''. [[spoiler: Quentyn uses his three boons to first set free every single debtor and bond-slave in the lord's service (which amounts to ''everyone'' in his service) ''and'' nullify every debt or favour owed to the princeling (leaving him a pauper, since the Sidhe economy works on favours owed). ''Then'' he makes the princeling return "everything garnered unlawfully" - Quentyn was aiming for just the children the Unseelie stole, but he gets the duke a ridiculous amount of treasure (although the GenreSavvy duke mentions that he'd be happier without it - that much wealth will only cause trouble sooner or later, after all). His third wish is translated on the forum thus: "Dolan, princeling of the Unseelighe fey...wicked enemy of mortal men...depart now, you and all your house beneath you, harming none...never to hunt this plane again."]] The result is that the princeling suffers a VillainousBreakdown, literally rending his garments and cursing Quentyn's name, and vowing to wait as long as it takes for him to be legally allowed to seek his revenge on Quentyn (and his children's children's children).
* ''Webcomic/{{Freefall}}'': After Mr. Kornada had been [[http://freefall.purrsia.com/ff1700/fc01659.htm repeatedly]] ''[[http://freefall.purrsia.com/ff1700/fc01687.htm very rude]]'' to Florence, Sam came up with a [[http://freefall.purrsia.com/ff1700/fc01688.htm Plan B]] that would [[http://freefall.purrsia.com/ff1700/fc01689.htm thoroughly]] [[http://freefall.purrsia.com/ff1700/fc01690.htm humiliate him]].
* The BigBad from ''Webcomic/TheOrderOfTheStick'', Xykon, seems to be particularly fond of this trope (though he usually kills his victims in the process anyways). He seems to have a thing for humiliating the paladin O-Chul in particular, [[http://www.giantitp.com/comics/oots0448.html starting here]].
** However, in O-Chul's [[spoiler:and Vaarsuvius']] case, not only did they not break, but also Xykon and Redcloak were the ones on the receiving end.
* In ''{{Sinfest}}'', [[http://www.sinfest.net/archive_page.php?comicID=2310 Lil' Evil wants a film]] where TheBadGuyWins and this, ending in a HeroicBSOD.
* In {{Drowtales}} this is [[TheUnfavorite Syphile's]] very existence in nearly every appearance she makes in the comic. [[spoiler: Right up until her death, at least she's out of her misery.]]
* In ''Webcomics/SamAndFuzzy'', [[FallenPrincess Gertrude]]'s backstory is presented as a near-constant humiliation conga caused by several chance encounters with Sam where he unwittingly ends up ruining her life piece by piece. When the finally snaps and attempts to murder Sam, [[ButForMeItWasTuesday he doesn't even remember having met her]].
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