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* ''VideoGame/Yakuza5'': Saejima, while trying to find proof that Kugihara tortured Baba, he has to find out which prisoners would have access to the tools the torturers used. The only person who knows is the only elderly convict in the prison, who is in good terms with the guards. He makes Saejima run errands for him before telling him, and his information is right on the money.
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* ''Film/TwentyTwoBullets'': While in prison as a teenager, Charly had a mentor known as 'the Old Timer'. It was the Old Timer's murder that pushed Charly back into the underworld in order to extract revenge, and ultimately led to him becoming a mob boss.
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* ''Series/MarriedWithChildren:'' At the end of the show's visit to England, Al ends up in chains in a dungeon for the crime of stealing a hotel towel. His fellow prisoner is a raggedy graybeard who stole an ashtray.
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* ''Literature/ThroneOfGlass'' introduces us to Celaena Sardothien, a master assassin sent to mines for almost killing the king. Even though Celaena served only a year in the mine, hardly anyone else sent to the mines lasts more than a few months due to the harsh conditions. Her will and ability to live simples surpassed all others, despite the extremities and being constantly guarded.
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* In Creator/DonaldWestlake's ''Help, I Am Being Held Prisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con trustee and provider of good advice.
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* In Creator/DonaldWestlake's ''Help, I Am Being Held Prisoner!'', ''Literature/HelpIAmBeingHeldPrisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con trustee and provider of good advice.
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Changed line(s) 88 (click to see context) from:
* In Creator/DonaldWestlake's ''Help, I Am Being Held Prisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con provider of good advice.
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* In ''Literature/FairyTale'' by Creator/StephenKing, Charlie is imprisoned by the villains as part of their plan to gather thirty-two presumed descendants of the royal family and make them fight to the death. There are thirty prisoners in the dungeon when he arrives, causing Charlie to spend a lot of time with those people as their captors hunt for a thirty-second gladiator, with several of his fellow prisoners filling the old convict role.
** Charlie's cellmate Hamey gives Charlie some good advice about how to survive, while also helping to educate him about the history of the kingdom (although most of the others help with that as well), and recalls how there were only five prisoners (some of whom have since died) when he was brought to the dungeon.
** Jackah was brought to the dungeon at the same time as Hamey and is constantly challenging other prisoners to solve riddles.
** Bult has been locked up the longest out of those who survive to meet Charlie (although the two of them rarely interact directly) and says that when he first arrived the BigBad was hoping to get sixty-four prisoners for the games so there would be more rounds of the death matches (a notion he abandoned due to how long it took to catch people). He isn't a mean person, but is noticeably harder than Hamey or Jackah.
** Bernd is the only explicitly elderly prisoner in the dungeon, but he's far from the longest-serving one and rarely speaks up.
* In Creator/DonaldWestlake's ''Help, I Am Being Held Prisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con trustee and provider of good advice.
** Charlie's cellmate Hamey gives Charlie some good advice about how to survive, while also helping to educate him about the history of the kingdom (although most of the others help with that as well), and recalls how there were only five prisoners (some of whom have since died) when he was brought to the dungeon.
** Jackah was brought to the dungeon at the same time as Hamey and is constantly challenging other prisoners to solve riddles.
** Bult has been locked up the longest out of those who survive to meet Charlie (although the two of them rarely interact directly) and says that when he first arrived the BigBad was hoping to get sixty-four prisoners for the games so there would be more rounds of the death matches (a notion he abandoned due to how long it took to catch people). He isn't a mean person, but is noticeably harder than Hamey or Jackah.
** Bernd is the only explicitly elderly prisoner in the dungeon, but he's far from the longest-serving one and rarely speaks up.
* In Creator/DonaldWestlake's ''Help, I Am Being Held Prisoner!'', the protagonist is an inveterate practical joker who is in jail after a prank gone wrong. His Cellmate is an archetype old con trustee and provider of good advice.
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* Wyoming in the ''Machinima/RedVsBlue'' fanfic ''FanFic/MurderersRow''. He's the oldest inmate in the prison. Unlike most variants, he never gives out any tips on survival; in fact, Wyoming is a WildCard constantly switching sides, which he's able to get away with due to running a smuggling ring invaluable to the prison's economy.
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* Wyoming in the ''Machinima/RedVsBlue'' ''WebAnimation/RedVsBlue'' fanfic ''FanFic/MurderersRow''. He's the oldest inmate in the prison. Unlike most variants, he never gives out any tips on survival; in fact, Wyoming is a WildCard constantly switching sides, which he's able to get away with due to running a smuggling ring invaluable to the prison's economy.
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* ''Film/PrehistoricWomen'': When David is MadeASlave, he is chained to an elderly slave who tells David of how it all began.
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* ''Film/PrehistoricWomen'': When David is MadeASlave, he is chained to an elderly slave who tells David of how it all began.
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* ''Film/PrehistoricWomen'': When David is MadeASlave, he is chained to an elderly slave who tells David of how it all began.
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* ''Literature/MaulLockdown:'' Zero's nickname comes from how he's been at Cog Hive Seven since it opened. [[spoiler:He isn't a real prisoner, but an administrator in disguise.]]
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* ''Literature/MaulLockdown:'' Zero's nickname comes from how he's been at Cog Hive Seven since it opened.opened, before prisoners got numbers. [[spoiler:He isn't a real prisoner, but an administrator in disguise.]]
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* ''Film/{{Papillon}}'':
** Julot is only in his early middle-age and arrives at the penal colony in the same boat as the others, but he previously spent a decade and a half on Guiana for an earlier offense and acts as a good source of information about the place for his new friends.
** Cluisot has spent some time on the tree-cutting details, gives Dega and Papillon some tips for staying alive in the swamps, and joins them in plotting to escape.
** Julot is only in his early middle-age and arrives at the penal colony in the same boat as the others, but he previously spent a decade and a half on Guiana for an earlier offense and acts as a good source of information about the place for his new friends.
** Cluisot has spent some time on the tree-cutting details, gives Dega and Papillon some tips for staying alive in the swamps, and joins them in plotting to escape.
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* ''Film/TheDarkKnightRises'': After Bruce is dumped in the pit, the only other prisoners to really interact with him and provide {{Exposition}} are two older men. One of them (the prison doctor) has been incarcerated since Bane was a prisoner, about twenty years ago.
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* ''Film/HenrysCrime'': In prison, Henry's cellmate is the irrepressible Max, a ConMan who has grown far too comfortable with the familiarity and security of his "idyllic" life behind bars, but one who also helps plant an idea in Henry's mind which will change his life forever: for a man to find his purpose, he must first have a dream.
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--> '''Doc''': Look at me. Sweet old man, huh? Bit bumbly, full of jailblock wisdom. Cornerstone of the jail, put him with the foundations, right? Right. [[DarkAndTroubledPast I didn't get to be the oldest con for breaking windows]].
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* ''Film/NoEscape1994'': None of the prominent Insiders Robbins interacts with are exactly ''young',' besides Casey and Stephano, but Dysart fits the trope best. He's the second or third oldest Insider (after Killian and the Father), provides some {{Exposition}} (although he's hardly alone in that regard), has noticeable authority (although The Father and Hawkins are higher-ranking), has been a prisoner the longest (about thirty years), and feels that he belongs in prison even when escape is possible.
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* ''Film/BigStan'': Stan's cellmate Shorts is about seventy years old and is an amiable man who knows the lay of the land and is serving a life sentence for drunkenly killing his wife, a crime that he regrets.
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* ''Film/MadMaxBeyondThunderdome'': Pig Killer has been working in the methane plant against his will for some time and briefs Max about the place when he first shows up. He hasn't been down there ''that'' long, though.
--> '''Pig Killer:''' Down here [a life sentence is] two, three years.
--> '''Pig Killer:''' Down here [a life sentence is] two, three years.
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* ''Series/TheDukesOfHazzard:'' In "Cool Hands Bo and Luke," the Duke Boys learn a lot of information about the workings of the [[WorkingOnTheChainGang Osage Road Gang]] from another prisoner who has spent six years in the camp [[FelonyMisdemeanor for jaywalking.]]
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* ''Series/TheDukesOfHazzard:'' In "Cool "[[Recap/TheDukesOfHazzardS7E7CoolHandsLukeAndBo Cool Hands Bo and Luke," Luke]]", the Duke Boys learn a lot of information about the workings of the [[WorkingOnTheChainGang Osage Road Gang]] from another prisoner who has spent six years in the camp [[FelonyMisdemeanor for jaywalking.]]
