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* ''Film/Fortress1992'': Abraham has been in the prison so long that he's become a 'trustee', a privileged inmate who is entrusted with some responsibilities by the guards. Brennick tries to ask him for help, but he's so jaded that he would rather keep his head down. He does eventually aid the heroes when he realizes that he'll never be allowed to leave by the prison director.
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->[[Creator/MorganFreeman Freeman]] plays "Red" Redding, a lifer who knows the ropes at Maine's "Shawshank State Prison."

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->[[Creator/MorganFreeman ->''[[Creator/MorganFreeman Freeman]] plays "Red" Redding, a lifer who knows the ropes at Maine's "Shawshank 'Shawshank State Prison."Prison'."''
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->[[MorganFreeman Freeman]] plays "Red" Redding, a lifer who knows the ropes at Maine's "Shawshank State Prison."

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->[[MorganFreeman ->[[Creator/MorganFreeman Freeman]] plays "Red" Redding, a lifer who knows the ropes at Maine's "Shawshank State Prison."
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* In ''NewspaperComics/TheWizardOfId'', the Spook has been in the King's dungeons so long, not even Turnkey, the guard assigned to watch him, can remember what he did to be sent there. (When asked, Spook says he [[DisproportionateRetribution called the King a "fink".]]

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* In ''NewspaperComics/TheWizardOfId'', the Spook has been in the King's dungeons so long, not even Turnkey, the guard assigned to watch him, can remember what he did to be sent there. (When When asked, Spook says he [[DisproportionateRetribution called the King a "fink".]]
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* Over the course of the film ''Film/{{Life}}'' (Eddie Murphy & Martin Lawrence) the two characters become this over the course of decades of incarceration.

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* Over the course of the film ''Film/{{Life}}'' ''Film/{{Life|1999}}'' (Eddie Murphy & Martin Lawrence) the two characters become this over the course of decades of incarceration.
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* Age actually can confer status in the prison hierarchy, assuming said old-guy was a life-long criminal who spent much of that time incarcerated.
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* Doyle in ''TheLydianOption'' describes himself as the "welcoming committee" - a human who introduces new human prisoners to life in the alien prison and shows them the ropes.

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* Doyle in ''TheLydianOption'' ''Webcomic/TheLydianOption'' describes himself as the "welcoming committee" - a human who introduces new human prisoners to life in the alien prison and shows them the ropes.
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[[quoteright:300:[[TheShawshankRedemption http://static.tvtropes.org/pmwiki/pub/images/redding1_6320.jpg]]]]

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[[quoteright:300:[[TheShawshankRedemption [[quoteright:300:[[Film/TheShawshankRedemption http://static.tvtropes.org/pmwiki/pub/images/redding1_6320.jpg]]]]



* Ian Starshine fills this role at the gladiator camp in ''Webcomic/TheOrderOfTheStick''; his reference to being nicknamed "Red" is a ShoutOut to ''TheShawshankRedemption''. He's not as reliable as typical examples of this trope, though.

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* Ian Starshine fills this role at the gladiator camp in ''Webcomic/TheOrderOfTheStick''; his reference to being nicknamed "Red" is a ShoutOut to ''TheShawshankRedemption''.''Film/TheShawshankRedemption''. He's not as reliable as typical examples of this trope, though.
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* ''Series/RobinOfSherwood'' has the nameless insane old prisoner in the dungeon of Nottingham Castle, who constantly refuses to join in escape plans because he doesn't want to leave his pet rat Arthur. He was initially created as a plot device for one episode, but became an EnsembleDarkhorse.
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** Minor character Whitney Munson has been in even longer, 52 years compared to Rebadow's 32. He's serving a 110 year sentence for strangling a prostitute and possession of opium.
** Miguel Alvarez's grandfather Ricardo has been in the longest - 54 years as of his final appearance. He dies of Alzheimer's Disease in season 1.
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* In ''ComicBook/YTheLastMan'', it is discovered that the idyllic if [[TownWithADarkSecret somewhat secretive]] hamlet Yorick and company stumble across a few months after the {{gendercide}} is populated by inmates of the women's penitentiary just down the road that the remaining guards cut loose. The white-haired woman with a cane and fond memories of working munitions factories during UsefulNotes/WorldWarTwo that was more or less running the place? Doing life for murder.
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* In ''Webcomic/GirlGenius'', Tiktoffen is the "man in charge" in the sentient, sapient and homicidal [[MalevolentArchitecture Castle Heterodyne]]. Subverted, as he's actually only been in for three years - but he's still the longest-serving prisoner. People don't tend to last long inside Castle Heterodyne, especially since half the time it's actively trying to kill them.
** Fixing parts of the Castle gives you points and takes months off your sentence, but it's worth noting that in the fifteen or so years that the Castle has been used as a prison, only one person has ever managed to get enough points to get out.
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If the central characters decide to break out, the Old Convict probably won't go with them, realising he no longer knows how to survive in the outside world. He may die at the hands of the authorities or vicious fellow inmates (maybe in an attack actually aimed at the hero), inspiring the heroes to either escape or seek vengeance.

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If the central characters decide to break out, the Old Convict probably won't go with them, realising he no longer knows how to survive in the outside world. He may die at the hands of the authorities or vicious fellow inmates (maybe in an attack actually aimed at the hero), inspiring the heroes to either escape or seek vengeance.
vengeance. Compare the AlmightyJanitor.
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* When Earl is in jail in ''MyNameIsEarl'' and looks for a gang to join, he finds that the Old Con gang aren't any more adapted to survival inside the prison than anyone else.

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* When Earl is in jail in ''MyNameIsEarl'' ''Series/MyNameIsEarl'' and looks for a gang to join, he finds that the Old Con gang aren't any more adapted to survival inside the prison than anyone else.



* ''{{Porridge}}'':

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* ''{{Porridge}}'':''Series/{{Porridge}}'':



* D.B. Cooper, alias Charles Westmoreland, in ''PrisonBreak''. He is introduced as Fox River's longest-serving inmate (thirty-two years) and he tells Scofield that he has sixty more years left on his sentence.

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* D.B. Cooper, alias Charles Westmoreland, in ''PrisonBreak''.''Series/PrisonBreak''. He is introduced as Fox River's longest-serving inmate (thirty-two years) and he tells Scofield that he has sixty more years left on his sentence.
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* Babe Fraser in ''The Stars' Tennis Balls'' by StephenFry. As this novel is a re-imagining of ''Literature/TheCountOfMonteCristo'', this should not come as a surprise.

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* Babe Fraser in ''The Stars' Tennis Balls'' by StephenFry.Creator/StephenFry. As this novel is a re-imagining of ''Literature/TheCountOfMonteCristo'', this should not come as a surprise.
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* General Jan Dodonna in ''[[XWingSeries The Krytos Trap]]'' serves this purpose for the captured Corran Horn in Ysanne Isard's [[TheAlcatraz Lusankya prison]]. Though he doesn't go not because he doesn't know what to do, but because he's the highest-ranking Rebel prisoner, knows they can't get the other Rebels out, and also knows that if he escapes without them she'll have them killed.

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* General Jan Dodonna in ''[[XWingSeries ''[[Literature/XWingSeries The Krytos Trap]]'' serves this purpose for the captured Corran Horn in Ysanne Isard's [[TheAlcatraz Lusankya prison]]. Though he doesn't go not because he doesn't know what to do, but because he's the highest-ranking Rebel prisoner, knows they can't get the other Rebels out, and also knows that if he escapes without them she'll have them killed.
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* OlderThanRadio: Abbe Faria in ''Literature/TheCountOfMonteCristo'' by Creator/AlexandreDumas (and its various film and television adaptations). He teaches Dantes everything he will need to know for his new life on the outside, tells him where a firtune is hidden, and his death provides Dantes with his means of escape.

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* OlderThanRadio: Abbe Faria in ''Literature/TheCountOfMonteCristo'' by Creator/AlexandreDumas (and its various film and television adaptations). He teaches Dantes everything he will need to know for his new life on the outside, tells him where a firtune fortune is hidden, and his death provides Dantes with his means of escape.
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* Pop in the original version of ''TheLongestYard'', called Skitchy in the remake, who remains in prison far past his original sentence for having struck a guard who later became the warden. Crewe asks him if hitting the warden was worth an extra 20 years -- Pops/Skitchy hesitates momentarily and says [[spoiler:it absolutely was]].
** The equivalent character in the British remake ''Mean Machine'' is Doc, who teaches Meehan everything he knows about the prison's goings-on.

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* Pop in the original version of ''TheLongestYard'', ''Film/TheLongestYard'', called Skitchy in the remake, who remains in prison far past his original sentence for having struck a guard who later became the warden. Crewe asks him if hitting the warden was worth an extra 20 years -- Pops/Skitchy hesitates momentarily and says [[spoiler:it absolutely was]].
** * The equivalent character in the British remake ''Mean Machine'' ''Film/MeanMachine'' is Doc, who teaches Meehan everything he knows about the prison's goings-on.
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[[caption-width-right:300:Get busy livin', or get busy dyin'.]]

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[[folder:Anime and Manga]]
* Anchan in ''Manga/RainbowNishaRokubouNoShichinin'', relatively speaking. He's just a teenager, but he's been in prison longer than the others, and he functions as a mentor figure.
[[/folder]]



[[folder:Manga]]
* Anchan in ''Manga/RainbowNishaRokubouNoShichinin'', relatively speaking. He's just a teenager, but he's been in prison longer than the others, and he functions as a mentor figure.
[[/folder]]

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[[folder:Manga]]
* Anchan in ''Manga/RainbowNishaRokubouNoShichinin'', relatively speaking. He's just a teenager, but he's been in prison longer than the others, and he functions as a mentor figure.
[[/folder]]
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* 'Low Key' Lyesmith in ''Literature/AmericanGods'' by NeilGaiman. Like many other examples, there is more to Lyesmith than meets the eye.

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* 'Low Key' Lyesmith in ''Literature/AmericanGods'' by NeilGaiman.Creator/NeilGaiman. Like many other examples, there is more to Lyesmith than meets the eye.
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* There's the choral conductor in the Korean film ''Film/{{Harmony}}''. She is able to organize the ladies of the prison into a group (not gang).
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* Coach in ''DeathRace''. His sentence was actually over years ago, but he stays in prison because he has nowhere else to go.
* English from ''EscapeFromAlcatraz''; a black inmate serving two life sentences for killing two white men in self-defense.

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* Coach in ''DeathRace''.''Film/DeathRace''. His sentence was actually over years ago, but he stays in prison because he has nowhere else to go.
* English from ''EscapeFromAlcatraz''; ''Film/EscapeFromAlcatraz''; a black inmate serving two life sentences for killing two white men in self-defense.



* Fergus Wilks (David Kelly) in ''{{Greenfingers}}''. Fergus is the one who introduces Colin to gardening.

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* Fergus Wilks (David Kelly) in ''{{Greenfingers}}''.''Film/{{Greenfingers}}''. Fergus is the one who introduces Colin to gardening.



* Slammer in ''{{Micmacs}}'', who introduces himself by saying that he's been in prison for 3/4ths of his life. He uses his status as an old-time prisoner to distract some drug dealers long enough for Bazil to steal their heroin.

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* Slammer in ''{{Micmacs}}'', ''Film/{{Micmacs}}'', who introduces himself by saying that he's been in prison for 3/4ths of his life. He uses his status as an old-time prisoner to distract some drug dealers long enough for Bazil to steal their heroin.
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[[folder:NewspaperComics]]
* In ''NewspaperComics/TheWizardOfId'', the Spook has been in the King's dungeons so long, not even Turnkey, the guard assigned to watch him, can remember what he did to be sent there. (When asked, Spook says he [[DisproportionateRetribution called the King a "fink".]]
[[/folder]]
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* Curly in ''ComicBook/HardTime'' is the oldest lifer in State. Coincidentally, his cellmate is the youngest -- 15-year-old school shooter Ethan Harrow. Curly went into prison in his early 20s, and by now is your typical crotchety old man, having come to terms with the fact that he'll never be free again. [[spoiler:His long-lost granddaughter managed to get him out on appeal.]]

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* Curly in ''ComicBook/HardTime'' is the oldest lifer in State. Coincidentally, his cellmate is the youngest -- 15-year-old school shooter Ethan Harrow. Curly went into prison in his early 20s, and by now is your typical crotchety old man, having come to terms with the fact that he'll never be free again. [[spoiler:His [[spoiler:That is, until his long-lost granddaughter managed to get him out on appeal.]]
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Already covered under Live Action TV.


[[folder:Web Original]]
* Claudette, Chapman's bunkmate in the Netflix original series ''Series/OrangeIsTheNewBlack'', although she has no interest in showing Chapman or any other younger prisoners the ropes.
[[/folder]]
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* ''Series/PrisonerCellBlockH'' had Lizzie Birdsworth, an elderly, chain-smoking, alcoholic recidivist prisoner, who provided much of the series comic relief. At the series start, Lizzie had already served twenty years in prison. When she is eventually released, she finds she cannot cope with life on the outside and commits a series of crimes to get hersel re-incarcerated.

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* ''Series/PrisonerCellBlockH'' had Lizzie Birdsworth, an elderly, chain-smoking, alcoholic recidivist prisoner, who provided much of the series comic relief. At the series start, Lizzie had already served twenty years in prison. When she is eventually released, she finds she cannot cope with life on the outside and commits a series of crimes to get hersel herself re-incarcerated.
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* The VillainOfTheWeek of one episode of ''Series/LoisAndClark'' was a bank robber who had been in prison since the 1930's recession. After he breaks out a guard mentions an workplace legend that they built the prison around him.

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* The VillainOfTheWeek of one episode of ''Series/LoisAndClark'' was a bank robber who had been in prison since the 1930's recession. Great Depression. After he breaks out a guard mentions an a workplace legend that they built the prison around him.
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* ''Series/PrisonerCellBlockH'' had Lizzie Birdsworth, an elderly, chain-smoking, alcoholic recidivist prisoner, who provided much of the series comic relief. At the series start, Lizzie had already served twenty years in prison. When she is eventually released, she finds she cannot cope with life on the outside and commits a series of crimes to get hersel re-incarcerated.
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* In many states in America, especially California, a growing and aging prison population is a serious problem, due to various "tough on crime" measures such as minimum sentences, three strikes and a very low rate of parole. A large number of inmates who were sentenced to life terms in TheEighties are now in their fifties and sixties, with all the health problems that come with that, and, since the prison system has an obligation to provide inmates with healthcare, they're becoming more and more expensive. It's estimated that a lifer sentenced when he's 37 could cost the prison system up to four million dollars if he lives the next forty years.

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* In many states in America, especially California, a growing and aging prison population is a serious problem, due to various "tough on crime" measures such as minimum sentences, three strikes and a very low rate of parole. A large number of inmates who were sentenced to life terms in TheEighties are now in their fifties and sixties, with all the health problems that come with that, and, since the prison system has an obligation to provide inmates with healthcare, they're becoming more and more expensive. It's estimated that a lifer sentenced when he's 37 could cost the prison system up to four million dollars if he lives over the next forty years.course of his life.

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