* Creator/WilliamShakespeare - Claudius in ''{{Hamlet}}'' goes from a politically savvy, brilliant villain, to ending up in a religious crisis, to coming up with the worst poisoning scheme in literary history.
* [[Creator/WilliamShakespeare Macbeth]] in Act 5
** His wife gets it even worse:
---> ''OutDamnedSpot! Out, I say!''
* Archetypal Machiavellian MagnificentBastard [[Creator/WilliamShakespeare Richard III]] goes through a VillainousBreakdown just before the play's final battle, hallucinating that the ghosts of everyone whose deaths he's caused are visiting him and telling him to despair, and ultimately realizing that after everything he's done, the entire world (including himself) hates him utterly.
** When King Richard lashes out at a messenger bringing news of his enemy Buckingham... only the message turns out to be that Buckingham's army has been ''defeated''.
* The Wizard has a very quiet dignified one of these at the end of ''Theatre/{{Wicked}}'' where he learns that the Wicked Witch whom he believes was successfully assassinated on his orders was actually his daughter. He sinks to the ground completely ignoring both his ally and the returned and angry Glinda for a long while.
** Elphaba (said Wicked Witch) has a mind-blowing breakdown in the song [[NoGoodDeedGoesUnpunished "No Good Deed"]], as she thinks [[spoiler: her boyfriend Fiyero has been tortured to death while she couldn't do anything to help]].
* ''Theatre/SweeneyToddTheDemonBarberOfFleetStreet'' has a pretty epic one right in the middle of the play after the title character's first attempt at revenge on Judge Turpin goes awry. The result is the awesome "Epiphany" number that marks his transition from AntiHero to VillainProtagonist.
** And it happens again at the end of the show when he finds out [[spoiler:that the beggar woman he just murdered was his wife Lucy, that Mrs. Lovett knew she was alive the whole time, and that she lied to him. He promptly mourns dramatically, goes fake happy and kills Lovett in a psychotic rage, and then slips in a HeroicBSOD (or VillainousBSOD) as he cradles his wife's lifeless body, not even bothering to do anything as little Tobias comes and slits his throat.]]
* In ''OneFlewOverTheCuckoosNest'', [=McMurphy=] spends most of the play trying to make this happen to Nurse Ratched.
* Judas in ''JesusChristSuperstar''. Same as in Literature/TheBible, he is DrivenToSuicide but the rage in his MyGodWhatHaveIDone? number lands it solidly here.
-->''You have murdered me! You have murdered me! Murdered! Murdered! Murdered! Murdered!''

* Salieri from ''MozartLOperaRock'', notably in the showstopping "Le bien qui fait mal" number, which combines him going insane with jealousy with some intriguingly sadomasochistic lyrics ("it feels so good to sufffer", "real delights require torture", "I love having [this insanity] inside my skin", etc.) He's a special sort of guy.
* Though he's not really a villain per se, InspectorJavert gets a pretty [[CrowningMusicOfAwesome spectacular]] breakdown in ''Theatre/LesMiserables'' because he doesn't understand why [[spoiler: Valjean didn't kill him when he had every right to.]]
* In the Broadway version of ''Disney/TheLionKing'', Scar has this in [[VillainSong The Madness of King Scar]], where he imagines that he sees the ghost of [[spoiler:Mufasa, his victim]] everywhere.
* In ''Theatre/ThrillMe'', Richard has "Afraid". Richard paces his prison cell as he realizes that he's going to either hang or get life in prison.
----