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{{trope}}
{{quote|''"Somebody's sucked all of the life out of these kids, and unless TV has lied to me, it was a crusty, bitter old Dean!"''
|'''Homer Simpson''', ''[[The Simpsons (animation)|The Simpsons]]''}}
A [[Sadist Teacher]] in charge of an entire educational institution. This guy hates the protagonist and his friends with a passion. He has the entire institution with its long history and dignified reputation on his side. Its arbitrary and ancient rules exist chiefly for him to abuse in his vendetta.
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In terms of rank, the [[Authority Tropes]] arguably at the next step down are [[Badass Preacher]], [[Corrupt Corporate Executive]], [[Irish Priest]], [[Landlord]], [[Preacher Man]], [[Pedophile Priest]], [[Schoolteachers]], [[Sinister Minister]], and [[The Vicar]]. For the next step up, see [[Majorly Awesome]].
{{examples}}▼
▲{{examples}}
== Anime
* Similar to ''[[A Little Princess]]'', Japanese drama ''[[Shokojo Sera]]'' has Mimura Chieko, the director of the school, who makes every living moment in Seira's life miserable. The "Bitterman" of the trope really stands out because Chieko was once classmates/friends with Seira's deceased mother and felt inferior compared to Seira's mother who was adored and kind to everyone. So she decides to take out her anger on Seira instead.
== Fan Works ==
* ''[https://archiveofourown.org/works/31492754/chapters/77903009 Mars Attacks: Simpsons]'' has a retired drill sergeant replacing Skinner as prinicpal and becomes this.
== Film ==
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* Professor Rotwood, upon being promoted to Principal Rotwood, used his position shamelessly to torment title character ''[[American Dragon: Jake Long]]''. He was also the victim of pranks by the mundane student body, so...
** Rotwood is sort of in the same brotherhood as Crocker from ''[[Fairly Oddparents]]'', so really, it's only to be expected that no one really respects him, and that he'd go a little power-mad.
* Dean Toadblatt in the ''[[The Grim Adventures of Billy
* The Gromble qualifies this fully in ''[[Aaahh Real Monsters]]'', he's the headmaster of the monster academy.
* Mr. Lamar Bone from ''[[Doug]]'', "One second late and it goes on your ''permanent'' record!"
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