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Had to Come to Prison to Be a Crook

 Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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This is the idea that throwing people in jail makes them into worse criminals than they were before. Thrown in for petty crimes? Perhaps they may learn how to get away with serious crimes. Turned to crime for monetary reasons? It's going to be even harder to get a legitimate job with jail time on their record. Falsely convicted of crimes? Perhaps once absolved, they may get away with actual crimes partly because of the impression left by the false conviction... or may be "broken" into the criminals people think they are. Not to mention what they might have to do simply to survive such a brutal environment (kind of like He Who Fights Monsters, but more like He Who Survives Monsters).
Basically, this is the concept that Prison is "A College of Crime"; being in a dehumanizing "survival of the fittest" environment, having your reputation tarnished forever, and forced to live with the worst humanity can offer, will, just for the sake of survival, force you to rely on what you have learned inside; bad, violent or criminal behaviour.
Generally accepted to be Truth in Television (to an extent, anyway) and is one of the reasons for criminal recidivism (unemployment will force convicts to rely on what they have learned in prison to survive). One of the reasons many countries lean towards punishments other than jail for first-time offenders and put a focus on rehabilitation rather than punishment for people who are in jail.
Compare Wrongful Accusation Insurance, a subtrope of Hero Insurance in which the falsely convicted commits crimes and get away with it while proving his innocence of another crime. May also be related to Go Among Mad People.
May double as a form of Nice Job Breaking It, Hero when there were good intentions behind sending someone to prison.

Examples
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 Had to Come to Prison to Be a Crook / int_10bc0a19
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Had to Come to Prison to Be a Crook
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It's played darkly straight in Night Watch, where Vimes muses that Swing had missed the point of laws and the police — he's meant to be taking criminals and turning them into honest men, but instead he's taking honest men and turning them into criminals.
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 Night Watch (Discworld)
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Had to Come to Prison to Be a Crook
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The central character of The Mental State, Zack State, is originally arrested on account of Manslaughter Provocation (albeit an extremely brutal manslaughter with several casualties). However, once he finds himself in prison, his recently triggered sociopathic mindset enables him to perform several illegal acts without remorse. These acts include theft, blackmail, threats, arson, incitement, extortion, and drug-handling. Ironically, one of his objectives is to prevent this trope from happening to others.
Officer Reed unintentionally ends up going down this path. He is actually an undercover officer who infiltrates the prison in order to identify drug users and expose them. However, once he falls under Zack's control, he becomes a genuine drug addict and is even forced to assist Zack in his dodgy doings.
Sargent Haig is a sadistic yet still relatively law-abiding prison guard for most of the story. Then, after Zack frames him for dealing drugs and he ends up an inmate in his own prison, he resigns himself to joining the very criminals he used to despise in order to get revenge on Zack.
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Bane was born and raised in an island prison with a less-than-sympathetic warden. Guess how he turned out...
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Had to Come to Prison to Be a Crook
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Batman: Arkham Knight has a downplayed version discussed at the end of the side quest involving rescuing firemen, which ends with the reveal that the chief had been aiding and abetting Garfield Lynns, AKA Firefly, with arson in order to save his crew's jobs, resulting in Batman taking him to prison once he was saved from his kidnappers. If the quest is complete before the end of the City of Fear Campaign then the Joker hallucination will comment on how putting the Chief in prison is likely to result in him becoming, as Joker puts it "A fully formed criminal, just what Gotham needs!"
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 Batman: Arkham Knight (Video Game)
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In the Arrow episode "Vigilante", bank robber Eric Dunn's first time in prison was as an innocent man, having been convicted for a crime he didn't commit, either due to police negligence or corruption.
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Bones: Serial Killer Howard Epps, possibly. He could be a Manipulative Bastard all along, or maybe he learned it while on death row. When we first meet Epps, he's claiming to be innocent and trying to get exonerated, but it ends up he just reveals he's killed even more people than previously thought, so they have to keep him alive while they process the new bodies. When he returns in season 2, Epps is even more manipulative and playing serial killer games, leading the team on a merry chase with body parts as clues.
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 Bones
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Had to Come to Prison to Be a Crook
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The Simpsons plays with this. Recurring antagonist Sideshow Bob was already a criminal but didn't start off trying to kill anybody, only framing Krusty for armed robbery so he can take over his show and make it better since he was abused by Krusty on live air. But after Bart exposes him and gets him incarcerated, all Bob can think about is plotting horrible revenge against Bart, and has ever since.
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 The Simpsons
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Had to Come to Prison to Be a Crook
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Paddington 2, of all movies, plays with this trope, ultimately subverting it. Paddington is wrongfully convicted of robbing the local antique shop, and while in jail, he falls in with a gang of tough guys led by the prison cook Knuckles McGinty. Knuckles talks the credulous young bear into helping with an elaborate jailbreak plan, claiming that once free, they'll be able to clear his name. Paddington soon realizes what a terrible mistake he has made, but ultimately, it's his good influence on the criminals that wins out.
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 Paddington 2
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In Batgirl, Charise Carnes was an innocent socialite who was wrongfully sent to Arkham for the murder of her parents — the actual culprit had been her then-boyfriend. After managing to appeal her sentence and get released, she became the vigilante Knightfall, violently murdering the poor and disadvantaged as part of a plan to gentrify the Cherry Hill neighborhood. Charise reveals she deliberately stayed in Arkham so she could learn from the inmates.
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 Batgirl (2011) (Comic Book)
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Annie of "Darkest Timeline" in Community: She originally went crazy because she could not live with the guilt of Pierce's death and ended up being sent to an asylum. When Jeff manages to get her out, she has become completely insane and evil.
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Andy, from The Shawshank Redemption, is the Trope Namer. Falsely convicted of murdering his wife and her lover, he goes from being an honest banker to using his banking skills to help launder money for the warden. This doesn't really make him any less sympathetic, as all the crimes he commits in jail were forced upon him, and actually a means to get his abusive jailers arrested.
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 The Shawshank Redemption
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Had to Come to Prison to Be a Crook
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In Ariel (1988), Kasurinen committed a few petty crimes before going to prison. After he breaks out, he has graduated to bank robbery and murder.
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 Ariel (1988)
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Happens to Jean Valjean at the beginning of Les Misérables. After being released from a very long prison term for stealing a loaf of bread (which was "only" five years until he got it quadrupled for repeated escape attempts), he is unable to find work (because nobody is willing to hire a thief — at least not at a wage he can live on) and is forced to resort to stealing more valuable goods to survive. An unexpected act of mercy from the first person he robs after starting down this path leads to him undergoing a Heel–Face Turn.
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 Les Misérables
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Parodied in Arrested Development when Tobias Funkë went to prison and accidentally killed the craziest guy in there. Tobias' psychoanalysis of the man broke his spirit and caused his suicide. Tobias gets a lot of street cred on the inside and his derogatory nickname "Dorothy" becomes a name to be feared.
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Shot Caller: Jacob Harlon was originally convicted for two years after pleading guilty to a DUI manslaughter charge. He joins a skinhead gang in prison to survive and is forced to get his hands dirty more than once, starting by smuggling drugs and later by murdering snitches and rival gang members. During one of these attacks in the middle of a prison riot, the act is caught on camera, and Jacob is given an additional nine years (85% mandatory) on top of his original sentence and sent to the most secure section of the prison. Even after he leaves prison, he continues his activities for the gang on the outside, and orchestrates events so that he becomes the leader of the entire gang after killing his predecessor for threatening his family.
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Sweeney Todd was an ordinary barber and family man until a lecherous judge had him falsely imprisoned so he could steal his wife. Sweeney returns to London a broken man who vows revenge on the judge, deciding to also murder and cannibalize several innocents in the meantime to slake his bloodlust.
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In The Elder Scrolls IV: Oblivion, if you opt to go to prison after you get arrested, there's a random chance your Sneak and Security skills will go up as a result of learning some new techniques from your fellow inmates. When you get out, you'll quickly be given an invitation to the Thieves' Guild (or in the case of murder, Dark Brotherhood). which will make you into a more hardened and successful criminal. This can be especially notable if you went to jail for a crime as petty as stealing an apple.
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On Homicide: Life on the Street, Junior Bunk Mahoney was a none-too-bright enforcer for his heroin-slinging family, and couldn't stop weeping when the squad brought him in. Fast forward a couple of years, and he's a gleeful sociopath who shoots up the squad room, injuring several main characters.
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Referenced in King of the Hill. A guy tries to steal Hank's truck but is caught and arrested. The judge says that if he sends him to prison, the other criminals there are just going to teach him how to be a better thief. Instead, the judge decides that, since he likes trucks so much, his sentence is to live in one.
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Discworld:
The idea of learning to commit more serious crimes is parodied on the Discworld, where the Ankh-Morpork Thieves' Guild, an entirely legal organisation, runs official classes in the city's main prison, the Tanty.
It's played darkly straight in Night Watch, where Vimes muses that Swing had missed the point of laws and the police — he's meant to be taking criminals and turning them into honest men, but instead he's taking honest men and turning them into criminals.
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This is a common theme in Steve Earle songs.
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 Steve Earle (Music)
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Played with in an episode of Static Shock. When D.J. Rock, a corrupt music producer who caters to rappers, is arrested for plagiarizing Rubberband Man's music, he sees an upside to it, saying that some time in jail might improve his "rep" and thus be good for business when he gets out. However, Static has a different opinion, telling him that this case might cause other victims to come forward, meaning that by the time he does get out, his music will be good for nothing but the discount bins.
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Robin: Tim notes that Riot Act was always relatively harmless in comparison to Gotham's usual villains before he spent some time at Arkham during a prison transfer and was given some inspiration by the Joker.
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King of Thorn had Marco, a nerd sent to prison for hacking. He came out built, ripped, tattooed, armed and ready to take on The End of the World as We Know It.
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The Elder Scrolls V: Skyrim: In Markarth, if you follow the CSI-themed questline to the end, you get framed for serial-killing and sentenced to prison for life. The only ways out are to either murder an imprisoned gang leader or help him with a messy and violent jailbreak that ends in revenge. Note that you can do both but it means you've just killed the only two people in Markarth trying to make serious changes for the city.
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Sly Cooper: Thieves in Time: It's revealed that the Big Bad of the game, Le Paradox, also comes from a long line of thieves, much like Sly does. However, they were nowhere near as good as the Coopers, and Le Paradox's father was arrested after showing up a little too late to steal the world's largest diamond. This left Le Paradox with no one to show him how to be a thief and he was quickly arrested as well. Once in jail, he began to pick up the skills on how to be an effective thief and left prison as a criminal mastermind.
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When Earl goes to prison in My Name Is Earl, he meets a prisoner who's on his list for accidentally being sent to juvie by him. When he gets out of prison, the public takes one look at his shaved head, his prison tattoos, and the tough guy persona he adopted inside to stay alive and decide he's a crook. So he lives up to their expectations by becoming one.
Defied by Earl himself. He went to jail to save his ex-wife, who had two prior offenses and would get a harsher sentence. At the beginning of the episode, in lieu of the usual Opening Narration, Earl explains how he ended up in prison, ending with "My name is inmate #28301-016." At the end of the episode, however, Earl vows to not forget the progress he has made since his days as a petty crook.
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In Spider-Man: The Animated Series, this is how The Kingpin came to be — originally sent to prison for larceny after one of his dad's scams went south and his bulk prevented him from following his father up a fire escape. Once he comes out, he's got 'connections' and uses what he's learned to begin building his criminal empire.
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Sid Carter in Father Brown always had a penchant for mischief and petty theft, but was changed from a Lovable Rogue to a hardened vengeance-seeker after spending a year in jail for a crime he didn't commit.
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In Magic Powder, Timebomb, the dwarvish bomber, was innocent when he was first sent to prison — he was wrongfully arrested because it was assumed that he and his fellow demolitionists made a bomb that struck Thesz. After escaping, he was unable to find legitimate work and thus became a bomb-maker for the dwarvish mob.
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Dermabrasion: Dabi relays to Hawks a story about a Single Mom Stripper who was arrested on false charges for drug trafficking for a gang. She was innocent — and a legal sex worker — but after the police tricked her into a False Confession they sent her to prison. Desperate, she took advantage of a villain breakout to escape prison, kidnapped her children from foster care, and ended up actually trafficking drugs for that gang, all because she had absolutely no faith in the system anymore.
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Discussed in the Spenser short story "Surrogate", regarding a man who was paid to rape a woman by her ex-husband, who met him while teaching a convict education program. Somewhat more ambivalent than many of the other examples.
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JoJo's Bizarre Adventure: Stone Ocean: Jolyne Kujo was framed for murder and betrayed by both her ex-boyfriend and her lawyer, the latter leaving her to an assassin. Once she gets her hands on a Stand Power from a custody gift, the first thing she does is murder her lawyer with it.
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Life: When we meet Arthur Tins in season 1, he's a low-rate con artist who Crews sends to prison. When we see him again in season 2 after he's escaped, he's a hardened criminal who murders one man, robs an armored car, and takes a family hostage.
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In Origin Story, Wonder Man says this almost verbatim regarding Alex Harris. She became a criminal after escaping custody and hospitalizing several Avengers because she was going to be sent to prison for life because she was wrongly seen as a psychologically unbalanced superhuman.
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In An Innocent Man, Jimmie Rainwood (Tom Selleck) is framed as a drug dealer by two crooked cops who don't want to admit they busted into the wrong house and shot a man who simply walked out of the shower holding a hair dryer. Once he is convicted and ends up in prison, he ends up having to kill another inmate in cold blood to keep the inmate from raping him.
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The Colbert Report: Parodied by Stephen Colbert with regards to Guantanamo Bay. He points out that, if someone is falsely accused of terrorism and sent to prison, he'd come out wanting to kill the people who locked him up. Hence, even an innocent person locked up for terrorism is at risk of becoming a terrorist. Thus, they should stay in detention.
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Batman:
Bane was born and raised in an island prison with a less-than-sympathetic warden. Guess how he turned out...
A short story in one DC comic had a man wrongfully convicted of a crime and sent to Arkham Asylum. By the time the error was discovered and the order to release him was given, the asylum and its unique blend of inhabitants had crushed his sanity.
A similar, albeit downplayed case happened with Warren White in Arkham Asylum: Living Hell. He was a genuinely guilty but entirely sane white-collar criminal who decided to try an Insanity Defense, being unfamiliar with Arkham. It didn't take long for him to get horribly disfigured, driven half-mad, and turned into the supercriminal Great White Shark.
In Batgirl, Charise Carnes was an innocent socialite who was wrongfully sent to Arkham for the murder of her parents — the actual culprit had been her then-boyfriend. After managing to appeal her sentence and get released, she became the vigilante Knightfall, violently murdering the poor and disadvantaged as part of a plan to gentrify the Cherry Hill neighborhood. Charise reveals she deliberately stayed in Arkham so she could learn from the inmates.
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Discussed in Con Air where Larkin and Malloy come to a head over their conflicting viewpoints, with Larkin believing the system is responsible for criminals while Malloy sees them as just animals. They inevitably do become Fire-Forged Friends in the end, effectively agreeing that some cons like Poe are victims of the system and others like Cyrus really are heartless cruel bastards. Their very first interaction says it all:
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In Angels with Dirty Faces, Rocky Sullivan grows up into a notorious gangster after having been thrown into a reform school as a kid for stealing pens, and ends up going in and out of prison well into adulthood due to being corrupted. His friend, Jerry Connolly, escaped being thrown into the reform school by the police, and grew up to become a priest.
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Law & Order: Subverted when a man who spent fifteen years in prison before DNA evidence exonerated him is released and then kills someone. His lawyer tried to argue that prison replaced his morality with a fight-or-flight instinct. Then it's revealed that he was a murderer before he went to prison, he just wasn't guilty of the murder he was convicted for.
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An important theme in Orange Is the New Black. Sweet, wide-eyed characters like Piper, Brook, and even Red commit relatively minor crimes, are stuck in an environment where they are dehumanized and broken down, and quickly morph into angry cynics unafraid to hurt others.
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After being captured in Red vs. Blue, Grif claims this has happened to him and suggests he and Church rob a liquor store on their way home after they're let out... even though he's only been in jail for five hours.
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Hit-Monkey: The Accountant was a white collar criminal who was locked up in a Hellhole Prison and left in a particularly nasty cell block full of the worst offenders in the prison, which had been walled off from the rest of the prison. He eventually went mad and took over the cell block by using his connections on the outside to control the drug supply, forcing inmates to the death for his own amusement.
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The Elder Scrolls:
In The Elder Scrolls IV: Oblivion, if you opt to go to prison after you get arrested, there's a random chance your Sneak and Security skills will go up as a result of learning some new techniques from your fellow inmates. When you get out, you'll quickly be given an invitation to the Thieves' Guild (or in the case of murder, Dark Brotherhood). which will make you into a more hardened and successful criminal. This can be especially notable if you went to jail for a crime as petty as stealing an apple.
The Elder Scrolls V: Skyrim: In Markarth, if you follow the CSI-themed questline to the end, you get framed for serial-killing and sentenced to prison for life. The only ways out are to either murder an imprisoned gang leader or help him with a messy and violent jailbreak that ends in revenge. Note that you can do both but it means you've just killed the only two people in Markarth trying to make serious changes for the city.
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This is the point of the novel and movie I Am a Fugitive from a Chain Gang, based on the real-life case of a man wrongly accused of a robbery and sent to the brutal Georgia prison system. After escaping — twice — he is forced into hiding, and in the film's memorable final scene, bids farewell to his former fiancee.
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Tidelands (Netflix): Downplayed. After being in prison for 10 years for arson and manslaughter, Cal takes part in the Orphelin Bay drug trade. It turns out she'd been framed to begin with. Given she's shown having to fight off two other inmates right before being released, it's apparent she grew hard for survival there.
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The whole point of A Prophet. An imprisoned petty criminal of Algerian origins rises in the inmate hierarchy, becoming an assassin and drug trafficker as he initiates himself into the Corsican and then Muslim subcultures.
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Likewise in the Indonesian movie The Raid 2: Berandal, where undercover cop Rama spends three years in prison establishing himself as a thug named Yuda and befriending Uco, the son of the local crime boss. The word "berandal" basically means "thug".
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Game of Thrones: Tyrion is falsely accused in Season 4 of killing his nephew, the King, and is sentenced to death by his own father, who fully knows he's innocent but wants to get rid of him, anyway. When freed by Jaime on the night before his execution, he pays one final visit to his father and commits a double homicide that will almost certainly taint his reputation for the rest of his life.
Cersei was always a high-horse backstabbing bitch, but being chained, shaved, and in a position of despair left her fractured but whole when she crawled back to her throne. This is an extremely bad situation to be in when one of the previous rulers installed self-destruct explosives in every district, with the kill switch in the hands of the current queen.
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The main character of Blow (based on reality) said this about himself, as he was busted for dealing marijuana, and then came out with connections to the cocaine trade.
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In Sleepers, four boys are sent to a juvenile detention facility where horrific sexual abuse at the hands of the guards changes their lives forever. Two of them become hardened gangsters while the other two are able to reintegrate into mainstream society, but all of them are either guilty of or complicit in illegal activities in pursuit of revenge.
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In Caged, a young woman is sent to prison after having been an unknowing accessory to her husband's crime. By the end, she becomes a hardened convict and is on the road to becoming a professional criminal.
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Wasp, from Transformers: Animated, gets falsely arrested as a Decepticon spy in the backstory (shown in a flashback episode). By the time he escapes over half a century later (Cybertronians are long-lived), he's almost Gollum-like in his insanity and later becomes an actual Decepticon.
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In Chrono Trigger, Crono is falsely accused of kidnapping, thrown in jail, and sentenced to death on spurious grounds. Depending on the player's actions, the worst thing he's done before going to jail is stealing and eating an old man's lunch. Escaping execution for a bum rap has him murdering guards left and right. However, if you go back to the castle after this has happened as soon as possible, you will find a group of guards discussing the behavior of the prison guards. They describe the guards as strange people brought in by the Chancellor, foreshadowing him being the descendant of Yakra from 600 A.D.
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The Wire:
Interestingly, there are no straight examples involving characters that go to actual prison (most of whom were rather hardened before they went in), but the trope is played brutally straight for a group home. Good-natured schemer Randy Wagstaff is branded a snitch and finds that his peers and the local gangsters are suddenly his mortal enemies. Despite police protection, his home is torched, his foster mother is badly burned, and he's at the mercy of social services. A remorseful detective tries desperately to find him a better option, but ultimately Randy has no choice but to go to a group home. The following season, the police go there to try to question him again, and we find that his cheery disposition has vanished without a trace, and he's casually assaulting other kids just to maintain cred.
Dennis "Cutty" Wise is a complete inversion. Leaving prison after fourteen years, he wavers on whether he should rejoin his old gang or go straight. Going straight is predictably difficult, so he gets back into the game as a hitman. It seems easy, as he's experienced and still has a towering reputation among the older generation. When it comes time to kill, however, he finds out that he no longer has it in him. He bows out and buckles down to find some work that provides a community service.
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Bobby Earl Ferguson, in Just Cause, when his reasons for his entire conspiracy plot are brought to light in the film's climax: he was an intelligent and charming young student at Cornell with a bright future, who was accused of kidnapping and rape. While he ultimately was proven innocent in this case and all charges were eventually dropped, prior to this, the case's young prosecutor, Armstrong's wife Laurie, had him remanded without bail in order to make a name for herself, even though he had no prior record. While in jail, the other inmates, not knowing all the facts in the case, assaulted Bobby, beating him to an inch of his life, and castrating him. In addition, despite being cleared, the arrest and accusations caused Cornell to revoke Bobby's scholarship and expel him. Traumatized, mutilated, and with all his hopes of having a family, or at least a decent future now destroyed, Bobby developed a deep grudge against Laurie and plotted a dark vengeance against her: first, by committing a crime so heinous that the state would have no choice but to give him the death penalty (by actually raping and murdering a child), then manipulating the investigating officers into beating a confession out of him, then teaming up with an equally condemned serial killer into getting his conviction overturned, and then exacting revenge on Laurie by killing her and her daughter, before disappearing forever.
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Criminal Minds:
In the episode "The Apprenticeship" they mention that prison is called "Crime U," because it gives criminals connections to make them better criminals. In this particular case, one man taught another his MO and presumably how he got away with his crimes or what he learned about hiding them by getting caught.
The ruined reputation version happens in "Carbon Copy." The killer but NOT the Replicator was wrongly arrested for the original case being copied. After his identity was leaked to the press, he was unable to clear his name. When he was caught, he declared that these deaths were the fault of the B.A.U., not him.
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The Stainless Steel Rat tries to deliberately invoke this trope, getting himself sent to prison to learn the tricks of the trade from real criminal minds. Of course, he quickly realizes his mistake: He won't find any criminal masterminds in prison, because they don't get caught.
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Deadman Wonderland has Senji, AKA Crow. Inside prison: a Blood Knight who's at best a Sociopathic Hero. Outside prison: The last honest cop on the force.
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Tobias Beecher in Oz. Imprisoned for vehicular homicide, he is a murderer several times over by the end of the series.
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Had to Come to Prison to Be a Crook
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Oliver in the Breakout Kings episode "Steaks". Sent to prison for a joyride that accidentally resulted in a death, he is torturing and murdering people following his escape.
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Had to Come to Prison to Be a Crook
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In Murder in the First, a lawyer defends a convict accused of murdering a fellow convict, using the trope to try to get the charge reduced to involuntary manslaughter. They succeed.
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Cersei was always a high-horse backstabbing bitch, but being chained, shaved, and in a position of despair left her fractured but whole when she crawled back to her throne. This is an extremely bad situation to be in when one of the previous rulers installed self-destruct explosives in every district, with the kill switch in the hands of the current queen.
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Had to Come to Prison to Be a Crook
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In the Dred Chronicles, Dred notes that even if people were sent to the chaotic Prison Ship Perdition on false convictions, they soon picked up the same way of doing things as the real criminals (or else they just died).
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Had to Come to Prison to Be a Crook
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Help I Am Being Held Prisoner: Max first was sent to prison as a student radical, became criminalized inside, and was rearrested for burglary after he got out. Harry (a prankster who accidentally made some politicians get into an accident and has them seek revenge) tries to avert this by keeping from taking part in the crimes of the group but eventually gets dragged in.
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Had to Come to Prison to Be a Crook
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In Boys Town, Whitey Marsh's brother Joe, who is on death row, asks Father Flanagan to take Whitey in because Joe sees Whitey starting down the same path he took. Joe is afraid that Whitey will go to reform school and then learn how to be really bad.
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In the Family Guy episode "Dial Meg for Murder", Meg falls in love with a convict and goes to jail for harboring him after he escapes. When she comes out, she is a lot meaner and starts fighting back against everyone who mistreated her. By the end of the episode, Brian has to stop her from robbing a convenience store at gunpoint.
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In the Zero Punctuation review of Skyrim Yahtzee jokes that the PC of each game was locked up for a minor adventure-related crime before becoming a full-blown adventurer as a result of their incarceration
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Sherlock Holmes mentions this phenomenon in "The Blue Carbuncle", when he decides to release the man who stole the title gem: "This fellow will not go wrong again; he is too terribly frightened. Send him to jail now, and you make him a jail-bird for life."
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Jack from Sprung (2022) was a young weed dealer who considered stealing to be morally wrong before he was sent to prison. During his time inside, however, he befriended many thieves and learned the various tricks of the trade from them. He uses this knowledge to pull jobs and get by once he's released.
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Pawnshop Guitars: It's not made clear why Gilby Clarke's character is being sent to jail in "Tijuana Jail." He sticks a switchblade from his boot in a guard's throat to make his escape.
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Mr. Bates from Downton Abbey apparently learned some interesting skills in prison. Forgery is particularly useful.
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Had to Come to Prison to Be a Crook
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A similar, albeit downplayed case happened with Warren White in Arkham Asylum: Living Hell. He was a genuinely guilty but entirely sane white-collar criminal who decided to try an Insanity Defense, being unfamiliar with Arkham. It didn't take long for him to get horribly disfigured, driven half-mad, and turned into the supercriminal Great White Shark.
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The following is a list of statements referring to the current page from other pages.

 Had to Come to Prison to Be a Crook
processingCategory2
Crime and Punishment Tropes
 Had to Come to Prison to Be a Crook
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Index Backfire
 Had to Come to Prison to Be a Crook
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Prison Tropes
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook
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Had to Come to Prison to Be a Crook