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* ''Series/Wolfblood'': The mastermind behind the plot has Jana handcuffed to a chair so he can have a captive audience to explain the nuances of his master plan. When she's heard enough, Jana simply transforms into a wolf and the handcuffs fall off her wrists.
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Added Yellow Brick Ramble to the Webcomics folder.
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* ''Webcomic/YellowBrickRamble'': In this comic-slash-graphic-novel adaptation of ''Literature/TheMarvelousLandOfOz'', General Jinjur conquers Emerald City at [[https://yellowbrickramble.com/comic/a-revolution-in-emerald-city-07 the end of chapter 8]] and immediately throws the city's previous ruler, Scarecrow, into the dungeon. But Scarecrow is not particularly worried about it because, as he tells Logan, he could escape at any time. He actually makes his escape in [[https://yellowbrickramble.com/comic/the-scarecrow-makes-an-escape chapter 11.]]
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** [[spoiler:Ian Starshine]] let himself be caught, thinking he could recruit ''other'' prisoners to help bring down a local dictatorship. Unfortunately, this backfired on him. The smart prisoners don't last long (due to prisoners occasionally being selected to fight in arenas, thus culling out the weakest ones), and just because a master thief can easily escape on his own doesn't necessarily mean he can evade the local law enforcement.
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** [[spoiler:Ian Starshine]] let himself be caught, thinking he could recruit ''other'' prisoners to help bring down a local dictatorship. Unfortunately, this backfired on him. The smart prisoners don't last long (due to prisoners occasionally being selected to fight in arenas, thus culling out the weakest ones), and just because a master thief can easily escape on his own doesn't necessarily mean he can evade the local law enforcement. As it turns out, the real reason for this is because [[spoiler:Bozzok has been extorting his brother-in-law Geoff into making sure he stays locked up.]]
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General clarification on works content
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* Variation in ''Series/HogansHeroes''. The prisoners of Stalag 13 could escape at any time they want, but choose not to so that they can sabotage the German war effort
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* Variation in ''Series/HogansHeroes''. The prisoners of Stalag 13 could escape at any time they want, but choose not to (aside from the occasional day trip to handle matters in nearby towns before they sneak back in) so that they can sabotage the German war efforteffort. A couple times Hogan managed to escape all the way back to ''London'' to attend a special briefing on an assignment the high command couldn't explain over the radio, and then made it back to Stalag 13 before Klink realized he was gone.
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* ''WesternAnimation/AvatarTheLastAirbender''.
** In "Avatar Day", Aang is kept in stocks that he's small enough to slip in and out of at will, while in "The Earth King" he's bound by earthbender-made cuffs which, because he can use earthbending, he can take off and on at will. In both cases, Aang played along out of principle and to make a good impression on the people who were holding him.
** It turns out that after the Fire Nation seizes Omashu, King Bumi is one. They keep him locked up in a metal coffin-like cell that only exposes his face, but that's ''all'' he needs to be able to bend his way out at any time. Bumi explains to Aang that he's waiting until the right moment to escape, and when it comes ([[PowerNullifier on the Day of Black Sun]]) he not only escapes but drives the [[OneManArmy entire Fire Nation army out at once, by himself]].
** In "Avatar Day", Aang is kept in stocks that he's small enough to slip in and out of at will, while in "The Earth King" he's bound by earthbender-made cuffs which, because he can use earthbending, he can take off and on at will. In both cases, Aang played along out of principle and to make a good impression on the people who were holding him.
** It turns out that after the Fire Nation seizes Omashu, King Bumi is one. They keep him locked up in a metal coffin-like cell that only exposes his face, but that's ''all'' he needs to be able to bend his way out at any time. Bumi explains to Aang that he's waiting until the right moment to escape, and when it comes ([[PowerNullifier on the Day of Black Sun]]) he not only escapes but drives the [[OneManArmy entire Fire Nation army out at once, by himself]].
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* ''WesternAnimation/AvatarTheLastAirbender''.
''WesternAnimation/AvatarTheLastAirbender'':
**In "Avatar Day", Aang is kept in stocks that he's small enough "[[Recap/AvatarTheLastAirbenderReturnToOmashu Return to slip in and out of at will, while in "The Earth King" he's bound by earthbender-made cuffs which, because he can use earthbending, he can take off and on at will. In both cases, Aang played along out of principle and to make a good impression on the people who were holding him.
**Omashu]]": It turns out that after the Fire Nation seizes Omashu, King Bumi is one.allowed himself to be captured. They keep him locked up in a metal coffin-like cell that only exposes his face, but that's ''all'' he needs to be able to bend his way out at any time. Bumi explains to Aang that he's waiting until the right moment to escape, and when it comes ([[PowerNullifier on the Day of Black Sun]]) he not only escapes but drives the [[OneManArmy entire Fire Nation army out at once, by himself]].himself]].
** "Avatar Day": Aang is kept in stocks that he's small enough to slip in and out of at will, while in "The Earth King" he's bound by earthbender-made cuffs which, because he can use earthbending, he can take off and on at will. In both cases, Aang played along out of principle and to make a good impression on the people who were holding him.
**
**
** "Avatar Day": Aang is kept in stocks that he's small enough to slip in and out of at will, while in "The Earth King" he's bound by earthbender-made cuffs which, because he can use earthbending, he can take off and on at will. In both cases, Aang played along out of principle and to make a good impression on the people who were holding him.
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* Princess Syalis from ''Manga/SleepyPrincessInTheDemonCastle'' leaves her cell [[CardboardPrison every single chapter]], and has, on several occasions, left the Demon King Castle grounds entirely without anyone trying to stop her. Why she keeps coming back is anyone's guess, with fan theories suggesting she does it because she wouldn't be able to sleep all the time if she went home, or that she's a GeniusDitz obsessed with getting to sleep to the exclusion of all else, and it's just never occurred to her she could go home.
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* Princess Syalis from ''Manga/SleepyPrincessInTheDemonCastle'' leaves her cell [[CardboardPrison every single chapter]], and has, on several occasions, left the Demon King Castle grounds entirely without anyone trying only to stop her. Why she keeps coming back is anyone's guess, with fan theories suggesting she does it because she wouldn't be able return of her own volition. It quickly becomes clear to sleep all the time if she went home, or demons that she doesn't actually have any intention of escaping, and the notion of her being a captive at all is only a pretense, and one that the demons occasionally forget about entirely. Before long, she's a GeniusDitz obsessed with getting accompanying the demons on vacation, visiting their relatives, and at one point actually convinces them to sleep teleport her back to her home... so she can pick up additional sets of clothes and then return to the exclusion of Demon Castle. Her main motivation seems to be that if she stays at home, she actually has royal responsibilities to deal with, while as a "hostage" she can do whatever she wants (like sleeping all else, and it's just never occurred to her she could go home.the time).
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[[caption-width-right:350:[[Film/WhoFramedRogerRabbit ...no, not at any time; only when it was funny]].]]
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* The first issue of ''ComicBook/BatmanGothamAdventures'' sees ComicBook/{{the Joker}} brought to the Batcave for safekeeping (it's a long story). When the rest of the team is called out on a mission, he is handcuffed to a rail and Batgirl is left to guard him. After annoying her for a while with his TalkativeLoon qualities, he quotes [[Film/WhoFramedRogerRabbit Roger Rabbit]] almost word for word: "I could have gotten out of these cuffs any time I wanted. I just had to wait until it was funny." And then he does.
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* The first issue of ''ComicBook/BatmanGothamAdventures'' ''[[ComicBook/TheBatmanAdventures Batman: Gotham Adventures]]'' sees ComicBook/{{the Joker}} the Joker brought to the Batcave for safekeeping (it's a long story). When the rest of the team is called out on a mission, he is handcuffed to a rail and Batgirl is left to guard him. After annoying her for a while with his TalkativeLoon qualities, he quotes [[Film/WhoFramedRogerRabbit Roger Rabbit]] almost word for word: "I could have gotten out of these cuffs any time I wanted. I just had to wait until it was funny." And then he does.
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* In the ''WesternAnimation/StarTrekLowerDecks'' episode "A Few Badgeys More", [[AIIsACrapshoot AGIMUS]] captures Boimler and Tendi, but is waiting for the exocomp Peanut Hamper to show up. As he does, Tendi mentions she can get her and Boimler freed in no time, but Boimler refuses as he believes that AGIMUS has intel on the mystery ship that's been destroying ships recently. Boimler's patience does pay off.
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Indentation, reordered examples to story order
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* In the Impel Down arc of ''Manga/OnePiece'', Luffy asks Emporio Ivankov if he wants to help him bust out his brother Portgas D. Ace. He first replies that he'll only escape when the time is right, which would be the time when [[LaResistance Dragon the Revolutionary]] begins to make his move against the World Government. When he hears that Luffy ''is his son'', he decides that the time is now, and sure enough, a massive jailbreak does occur, albeit barely succeeding partly due to another ''break-in'' at the same time.
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* In the Impel Down arc of ''Manga/OnePiece'', Luffy asks Emporio Ivankov if he wants to help him bust out his brother Portgas D. Ace. He first replies that he'll only escape when the time is right, which would be the time when [[LaResistance Dragon the Revolutionary]] begins to make his move against the World Government. When he hears that Luffy ''is his son'', he decides that the time is now, and sure enough, a massive jailbreak does occur, albeit barely succeeding partly due to another ''break-in'' at the same time.''Manga/OnePiece'':
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** In the Impel Down arc, Luffy asks Emporio Ivankov if he wants to help him bust out his brother Portgas D. Ace. He first replies that he'll only escape when the time is right, which would be the time when [[LaResistance Dragon the Revolutionary]] begins to make his move against the World Government. When he hears that Luffy ''is his son'', he decides that the time is now, and sure enough, a massive jailbreak does occur, albeit barely succeeding partly due to another ''break-in'' at the same time.
