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* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air." - that is the Demons of Ignorance BerzerkButton.
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* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air." - that is the Demons of Ignorance BerzerkButton.BerserkButton.
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* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air."
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* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air."" - that is the Demons of Ignorance BerzerkButton.
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* HeroicSacrifice: [[spoiler:Tock, against the combined Demon of Ignorance. HeGetsBetter, though, with the help of Rhyme and Reason.]]
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* HeroicSacrifice: [[spoiler:Tock, against the combined Demon of Ignorance. HeGetsBetter, [[IGotBetter He gets better]], though, with the help of Rhyme and Reason.]]
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* HeroicSacrifice: [[spoiler:Tock, against the combined Demon of Ignorance. HeGetsBetter, though, with the help of Rhyme and Reason.]]
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* OurDemonsAreDifferent: While the demons are [[AnthropomorphicPersonification embodiments of every negative trait imaginable]], they [[AdaptationalVillainy are far more malign and malicious]] as they attempt to kill the heroes in order to prevent them from reaching Rhyme and Reason. Also they range from reptilian to humanoid to diminutive in shape and size. After they fail to stop the adventurers individually, they [[OneWingedAngel merge into a monstrous purple demon]] - the sum of all Ignorance - which [[spoiler: kills Tock when he executes a HeroicSacrifice against it.]]
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* OurDemonsAreDifferent: While the The demons here are [[AnthropomorphicPersonification the Demons of Ignorance[[AnthropomorphicPersonification embodiments of every negative trait imaginable]], they imaginable]]. They [[AdaptationalVillainy are far more malign and malicious]] malicious then in the book]] as they attempt to kill the heroes in order to prevent them from reaching Rhyme and Reason. Also they the Castle in the Air. They appear as a range of creatures, from reptilian dragons to humanoid humanoids to diminutive in shape and size. the pint-sized Demon of Insincerity. After they fail to stop the adventurers individually, they [[OneWingedAngel merge into a monstrous purple demon]] - the sum of all Ignorance - which [[spoiler: kills Tock when he executes a HeroicSacrifice against it.]]
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* OurDemonsAreDifferent: While the demons are [[AnthropomorphicPersonification embodiments of every negative trait imaginable]], they [[AdaptationalVillainy are far more malign and malicious]] as they attempt to kill the heroes in order to prevent them from reaching Rhyme and Reason. Also they range from reptilian to humanoid to diminutive in shape and size. They [[OneWingedAngel even merge into a purple demon incarnate of all evil]] which [[spoiler: kills Tik Tok]]
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* OurDemonsAreDifferent: While the demons are [[AnthropomorphicPersonification embodiments of every negative trait imaginable]], they [[AdaptationalVillainy are far more malign and malicious]] as they attempt to kill the heroes in order to prevent them from reaching Rhyme and Reason. Also they range from reptilian to humanoid to diminutive in shape and size. They After they fail to stop the adventurers individually, they [[OneWingedAngel even merge into a monstrous purple demon incarnate demon]] - the sum of all evil]] Ignorance - which [[spoiler: kills Tik Tok]]Tock when he executes a HeroicSacrifice against it.]]
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* TemptingFate: They meet the Demon of Insincerity, a small [[http://tvtropes.org/pmwiki/pmwiki.php/VideoGame/Chuzzle Chuzzle]] with a very big mouth. The Humbug declares that the worst is over...and then they run into the ''far'' more dangerous Gelatinous Giant.
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* TemptingFate: They meet the Demon of Insincerity, a small [[http://tvtropes.org/pmwiki/pmwiki.php/VideoGame/Chuzzle Chuzzle]] with a very big mouth. The Humbug declares that the worst is over...and then they run into the ''far'' more dangerous Gelatinous Giant. (Fortunately for the adventurers, he has a WeaksauceWeakness).
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--> '''Giant''': And what have we here? I see...[[AC:Breakfast!]]
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--> '''Giant''': And [[AC:And what have we here? I see...[[AC:Breakfast!]][[ImAHumanitarian Breakfast!]]]]
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--> '''Giant''': And what have we here? I see...[[I'mAHumanitarian [[AC:BREAKFAST!]]]]
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--> '''Giant''': And what have we here? I see...[[I'mAHumanitarian [[AC:BREAKFAST!]]]][[AC:Breakfast!]]
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--> '''Giant''': And what have we here? I see...BREAKFAST!
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--> '''Giant''': And what have we here? I see...BREAKFAST![[I'mAHumanitarian [[AC:BREAKFAST!]]]]
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* TempingFate: They meet the Demon of Insincerity, a small [[http://tvtropes.org/pmwiki/pmwiki.php/VideoGame/Chuzzle Chuzzle]] with a very big mouth. The Humbug declares that the worst is over...and then they run into the ''far'' more dangerous Gelatinous Giant.
--> ''Giant'': And what have we here? I see...BREAKFAST!
--> ''Giant'': And what have we here? I see...BREAKFAST!
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* TempingFate: TemptingFate: They meet the Demon of Insincerity, a small [[http://tvtropes.org/pmwiki/pmwiki.php/VideoGame/Chuzzle Chuzzle]] with a very big mouth. The Humbug declares that the worst is over...and then they run into the ''far'' more dangerous Gelatinous Giant.
-->''Giant'': '''Giant''': And what have we here? I see...BREAKFAST!
-->
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* TempingFate: They meet the Demon of Insincerity, a small [[http://tvtropes.org/pmwiki/pmwiki.php/VideoGame/Chuzzle Chuzzle]] with a very big mouth. The Humbug declares that the worst is over...and then they run into the ''far'' more dangerous Gelatinous Giant.
--> ''Giant'': And what have we here? I see...BREAKFAST!
--> ''Giant'': And what have we here? I see...BREAKFAST!
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* AdaptationalVillainy: the Lethargians are much less sinister in the book.
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* LongerThanLifeSentence: [[HangingJudge Officer Shrift]] regularly sentences offenders to prison terms of millions of years, merely because he can. Subverted in that he's not good at keeping track of time and thus assumes that anyone who escapes his city's CardboardPrison has served out his or her time.
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I saw the film and thought I would add these tropes.
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* [[spoiler:DisneyDeath: Tock, of all people, has one before he's revived by the princesses through world healing wave.]]
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* InstantCostumeChange: Humbug gets a new outfit while the land gets healed.
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* TheHerosJourney: For a book so [[SlidingScaleOfSillinessVersusSeriousness light in tone]], it's surprising how well it fits: The CallToAdventure (with RefusalOfTheCall, the quest through an adventurous land with traveling companions, the Mathemagician playing the role of a late-stage Guardian, then a visit to the land of Ignorance (death), and the reluctant Return to normal life, in which he has permanently grown as a result of his journey.
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Renamed one trope.
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Along his surprising journey he meets such colorful characters as King Azaz the Unabridged, King of Dictionopolis and the realm of words; the Mathemagician, ruler of Digitopolis and everything number-related; Tock, the loyal watch dog (literally); the oversized Spelling Bee; the shifty-but-lovable Humbug; Faintly Macabre, the not-so-wicked Which; Chroma the Great, conductor of the sunrise; the Soundkeeper, who greedily keeps all sound to herself; and the sadly missing Princesses Rhyme and Reason, locked in the Castle in the Air and [[DistressedDamsel desperately in need of rescue]] from the demons of the mountain of Ignorance.
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Along his surprising journey he meets such colorful characters as King Azaz the Unabridged, King of Dictionopolis and the realm of words; the Mathemagician, ruler of Digitopolis and everything number-related; Tock, the loyal watch dog (literally); the oversized Spelling Bee; the shifty-but-lovable Humbug; Faintly Macabre, the not-so-wicked Which; Chroma the Great, conductor of the sunrise; the Soundkeeper, who greedily keeps all sound to herself; and the sadly missing Princesses Rhyme and Reason, locked in the Castle in the Air and [[DistressedDamsel [[DamselInDistress desperately in need of rescue]] from the demons of the mountain of Ignorance.
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* {{Distressed Damsel}}s: Princesses Rhyme and Reason.
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* {{Distressed Damsel}}s: [[DamselInDistress Damsels in Distress]]: Princesses Rhyme and Reason.
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* SpiritualSuccessor: [[AliceInWonderland A child who is bored with their surroundings chances upon something unusual and follows it into a world where nonsense reigns supreme...]]
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* SpiritualSuccessor: [[AliceInWonderland [[Literature/AlicesAdventuresInWonderland A child who is bored with their surroundings chances upon something unusual and follows it into a world where nonsense reigns supreme...]]
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* SpiritualSuccessor: [[AliceInWonderland A child who is bored with their surroundings chances upon something unusual and follows it into a world where nonsense reigns supreme...]]
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That doesn\'t seem like an example of Affably Evil at all.
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** Something of a self-referential TruthInTelevision, since Juster has said he wrote the book while he was supposed to be writing a different book about city architecture for kids.
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http://static.tvtropes.org/pmwiki/pub/images/ThePhantomTollBooth.JPG
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* NonIndicativeName: Tock - his watch makes a ticking sound. It's a sensitive subject for him, and apparently his whole family (he has a brother with the flipped problem - said brother is a watchdog named Tick who makes a tocking sound).
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** He also starts a long windy speech, when asked to by a waiter, then finds he has to "eat his words", as a pile of his own (no doubt rather dry) words are placed before him.
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A classic children's novel by Norton Juster (and illustrated in most versions by Jules Feiffer) that has also become a favourite among adults for its intricate cleverness, rapid-fire wit and boundless imagination.
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A classic children's novel by Norton Juster (and illustrated in most versions by Jules Feiffer) that has also become a favourite among adults for its [[GeniusBonus intricate cleverness, cleverness]], [[RapidFireComedy rapid-fire wit wit]] and boundless imagination.
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* AllNaturalGemPolish: Averted.
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** Canby's puns are as stealthy as can be.
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* ViewersAreGeniuses: It's a fun read for kids, despite the fact that a good chunk of the wordplay and references will inevitably go over their heads.
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* AnthropomorphicPersonification
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* AnthropomorphicPersonificationAnthropomorphicPersonification: Each of the kingdom's character represent a phrase of speech, Rhyme and Reason are obvious ones.
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** AnimatedAdaptation
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** AnimatedAdaptationAnimatedAdaptation: Once Milo leaves his home to the kingdom.
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* OurDemonsAreDifferent.
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* OurDemonsAreDifferent.OurDemonsAreDifferent: While the demons are [[AnthropomorphicPersonification embodiments of every negative trait imaginable]], they [[AdaptationalVillainy are far more malign and malicious]] as they attempt to kill the heroes in order to prevent them from reaching Rhyme and Reason. Also they range from reptilian to humanoid to diminutive in shape and size. They [[OneWingedAngel even merge into a purple demon incarnate of all evil]] which [[spoiler: kills Tik Tok]]
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* YearInsideHourOutside: Despite the grandiose nature of Milo's adventure, he's only gone in the real world for five minutes.
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* {{World-Healing Wave}}: Done by Rhyme and Reason after being set free.
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* {{World-Healing Wave}}: WorldHealingWave: Done by Rhyme and Reason after being set free.
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Natter
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* ImpossibleTask: Getting to the land of Infinity. "Just follow that line forever, and when you get to the end, turn left." Or alternately, you can go up a staircase that never ends.
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* ImpossibleTask: ImpossibleTask:
** Getting to the land of Infinity. "Just follow that line forever, and when you get to the end, turn left." Or alternately, you can go up a staircase that never ends.
** Getting to the land of Infinity. "Just follow that line forever, and when you get to the end, turn left." Or alternately, you can go up a staircase that never ends.
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*** Though really, with a bit of unconventional logic, you could find an answer for most, if not all of them. Why were you born? Because your parents had sex and you were conceived. The schools you haven't attended? Every school ever except for X, Y, and Z. The number of books you ''don't'' read every year? The number of books in the world minus the number of books you did read. Etc, etc, etc... Each one is technically correct, and yet possible to come up with relatively quickly.
** Completing the tasks the Terrible Trivium has laid out for you. Well, strictly speaking it's not ''impossible,'' they just take an ''insane'' amount of time. To wit:
*** Moving a pile of sand from one place to another, with a tweezers,
*** Transferring water from one well to another, with an eyedropper, and
*** Digging through a cliffside with a needle.
** Completing the tasks the Terrible Trivium has laid out for you. Well, strictly speaking it's not ''impossible,'' they just take an ''insane'' amount of time. To wit:
*** Moving a pile of sand from one place to another, with a tweezers,
*** Transferring water from one well to another, with an eyedropper, and
*** Digging through a cliffside with a needle.
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*** Though really, with a bit of unconventional logic, you could find an answer for most, if not all of them. Why were you born? Because your parents had sex and you were conceived. The schools you haven't attended? Every school ever except for X, Y, and Z. The number of books you ''don't'' read every year? The number of books in the world minus the number of books you did read. Etc, etc, etc... Each one is technically correct, and yet possible to come up with relatively quickly.
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* WorldOfPun: There's a "watchdog" called Tock who is a dog with a clock in his abdomen. In the city of Dictionopolis people literally "eat their words" off plates. People literally jump to an island called Conclusions. It goes on and on like this.
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* WorldOfPun: There's a "watchdog" called Tock who is a dog with a clock in his abdomen. In the city of Dictionopolis people literally "eat their words" off plates. People literally jump to an island called Conclusions. It goes on and on like this.
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http://static.tvtropes.org/pmwiki/pub/images/ThePhantomTollBooth.JPG
->''There was once a boy named Milo who didn't know what to do with himself -- not just sometimes, but always.\\
When he was in school he longed to be out, and when he was out he longed to be in. On the way he thought about coming home, and coming home he thought about going. Wherever he was he wished he were somewhere else, and when he got there he wondered why he'd bothered. Nothing really interested him -- least of all the things that should have.''
A classic children's novel by Norton Juster (and illustrated in most versions by Jules Feiffer) that has also become a favourite among adults for its intricate cleverness, rapid-fire wit and boundless imagination.
[[KidHero Milo]] is a bored little boy. Then one day he comes home from school (he's a latch-key kid) and discovers [[CallToAdventure a very singular box in his room]]. Within are the pieces to construct a toy tollbooth. Having nothing better to do, he follows the included instructions, drives through the tollbooth in his toy car, and suddenly finds himself driving down a road under a distant sky.
Along his surprising journey he meets such colorful characters as King Azaz the Unabridged, King of Dictionopolis and the realm of words; the Mathemagician, ruler of Digitopolis and everything number-related; Tock, the loyal watch dog (literally); the oversized Spelling Bee; the shifty-but-lovable Humbug; Faintly Macabre, the not-so-wicked Which; Chroma the Great, conductor of the sunrise; the Soundkeeper, who greedily keeps all sound to herself; and the sadly missing Princesses Rhyme and Reason, locked in the Castle in the Air and [[DistressedDamsel desperately in need of rescue]] from the demons of the mountain of Ignorance.
There is also a movie version, produced by the legendary ChuckJones. A lot of the incidental wordplay and allusion is streamlined out, in favor of some catchy but extremely [[TheSeventies Seventies]] songs about finding your dreams by following your heart. There's a lot to be said for Jones' typically cute and energetic character designs, though, especially the ones that have Mel Blanc's voices.
As of Summer 2010 a new film version is in the early stages of pre-production, with an intended 2013 release.
----
!!The book provides examples of:
* AchievementsInIgnorance
* AnAesop: The page quote opens the book. At the end, [[spoiler:the tollbooth vanishes, but on reflection, and looking around, Milo wonders how he would have found the time to go back even if it hadn't, when there was so much to do right there]].
* AffablyEvil: The Terrible Trivium is a polite, refined gentleman -- so polite and refined, you wouldn't mind doing a few minor, insignificant tasks for him. Heck, you can spare a few thousand years, right?
** Something of a self-referential TruthInTelevision, since Juster has said he wrote the book while he was supposed to be writing a different book about city architecture for kids.
* AgreeToDisagree
* AllNaturalGemPolish: Averted.
* AnthropomorphicPersonification
* {{Backstory}}
* BigDamnHeroes: Just when the terrible creatures of Ignorance are about to descend on Milo, Tock, the Humbug and the princesses, [[spoiler:the cavalry comes in the form of damn near ''every single person'' our heroes came across on their journey.]]
* TheBlank: The Terrible Trivium, and in the movies Rhyme and Reason.
* ABoyAndHisX: A boy and his '''watch'''dog.
* TheCavalry: [[spoiler: After rescuing the princesses from the Castle in the Air, Milo and his companions are chased down by all the demons of Ignorance, only to be saved at the last second by an army consisting of EVERYONE THEY'VE MET ON THEIR JOURNEY THUS FAR. ''Phantom Tollbooth'' could be considered the best example of this trope.]]
* ClapYourHandsIfYouBelieve: The cities of Reality and Illusions (I guess?).
* {{Distressed Damsel}}s: Princesses Rhyme and Reason.
* DividedWeFall
* EverythingsBetterWithPrincesses: Quite literal with the Princesses of Sweet Rhyme and Pure Reason, of the Kingdom of Wisdom. They are apparently high enough in authority that their brothers King Azaz and the Mathemagician, rulers of their own respective countries, appeal to them when there's a dispute... and once they're banished, Wisdom goes to Hell in a handbasket. It's only after they're rescued in TheQuest that the Kingdom becomes sane again... everything ''is'', in fact, better with them in charge.
* ExactWords: When Milo asks the Mathemagician to show him the biggest number there is, the Mathemagician shows him a number 3 that's twice his own height. Milo corrects himself and asks for the ''longest'' number there is, and the Mathemagician shows him a number 8 that's as wide as the 3 was high.
** Earlier, when Milo is asked what kind of meal he'd like, he asks for "something light" and gets platters filled with literal light. Then he asks for "a square meal" and gets blocks of food that taste awful.
* FantasyWorldMap
* ForbiddenZone
* FunWithAcronyms: Inverted. Dr. Kakofonous A. Dischord's middle initial stands for "AS LOUD AS POSSIBLE"
* GoldenMeanFallacy: Embodied by the Triple Demons of Compromise: one tall and thin, one short and fat, and the third "exactly like the other two".
* GrowsOnTrees: Words do [[InsaneTrollLogic because money doesn't]].
* HomeSweetHome
* HurricaneOfPuns
* InsaneTrollLogic: Oh, so, so much.
-->'''Dodecahedron:''' Why, did you know that if you a beaver two feet long with a tail a foot and a half long can build a dam twelve feet high and six feet wide in two days, all you would need to build Hoover Dam is a beaver sixty-eight feet long with a fifty-one-foot tail?
-->'''Humbug:''' Where would you find a beaver that big?
-->'''Dodecahedron:''' I'm sure I don't know, but if you did, you'd certainly know what to do with him.
* ItWasAGift: Several people Milo meets give him gifts that prove useful against the demons.
* ImpossibleTask: Getting to the land of Infinity. "Just follow that line forever, and when you get to the end, turn left." Or alternately, you can go up a staircase that never ends.
** Filling out the Senses Taker's questionnaire, which includes such questions as "why you were born", "the schools you ''haven't'' attended", "the number of books you read each year", "the number of books you ''don't'' read each year", every clothing size you can think of, and then the names and addresses of six people who can verify this information. And it should go without saying that these forms need to be filled out in triplicate and a single mistake means you have to write them all over again.
** Completing the tasks the Terrible Trivium has laid out for you. Well, strictly speaking it's not ''impossible,'' they just take an ''insane'' amount of time. To wit:
*** Moving a pile of sand from one place to another, with a tweezers,
*** Transferring water from one well to another, with an eyedropper, and
*** Digging through a cliffside with a needle.
* [[JudgeJuryAndExecutioner Judge, Jury and Jailer]]: Officer Shrift. Fortunately for Milo, he only cares about throwing people in prison, not about keeping them there.
-->"Six million years already? My, how time flies!"
* KangarooCourt: Officer Shrift runs one of these.
* TheKingdom
* LovableCoward: The Humbug.
* NeverTellMeTheOdds: The quest was ''literally impossible''--[[AchievementsInIgnorance but since nobody told Milo, it became possible]].
* NonHumanSidekick: Tock and the Humbug.
* ObstructiveBureaucrat: The Senses Taker.
* OxymoronicBeing
* TheQuest
* PaintingTheFrostOnWindows: At one point, Milo meets Chroma, a conductor whose orchestra provides color to the world, with each instrument providing a specific color. Upon stopping at Milo's request, everything turns [[LeaningOnTheFourthWall white with black outlines]].
* ParentalBonus: If you're under the age of 12, it's a given that you're not getting about a fifth of the jokes.
** The conflict between Dictionopolis and Digitopolis was Juster's jab at the "Two Cultures" mentality described by C. P. Snow; the position taken by Rhyme and Reason is much like that of Snow himself (who was both a physicist and a novelist).
* PortalSlam
* PunnyName: Pretty much everybody.
* ReadingIsCoolAesop
* RealLifeWritesThePlot: Feiffer drew the book's pictures because he happened to be living in the same apartment building as Juster at the time of the book's writing.
** And the origin of the book was that Juster had gotten a grant to write a nonfiction book on architecture but he had an idea for a story that he had to get out of his head. The text describing the cities of Reality and Illusion are the only surviving bits of what he wrote before he got sidetracked (and sidetracking you from what you're supposed to be doing is what the Terrible Trivium does). He reportedly has tried to pay back the grant several times, but can't find anyone who will acknowledge it.
** In the book, the Whether Man is a portrait/caricature of Juster, evidently revenge for including the Triple Demons of Compromise.
* ShapedLikeItself: The tollbooth package; "for its size it was larger than almost any other big package of smaller dimension that he'd ever seen."
* ShoutOut: Doctor Dischord's personality was a deliberate shout out to Groucho Marx's stage and screen persona.
* StealthPun: Among other examples, the Everpresent Wordsnatcher, a bird that lives to misinterpret what others say, is actually native to the land of Context, "but it's such a nasty place, I prefer to spend all my time out of it."
** Canby's puns are as stealthy as can be.
* TrappedInAnotherWorld
* WonderChild: The princesses were foundlings.
* WorldOfSymbolism: With the tollbooth itself guarding the entrance.
* WorthlessYellowRocks: They keep cluttering up the Numbers Mine.
* WritersCannotDoMath: An in-universe example. Of course, the point was that there ''is'' no greatest possible number, but when Milo is for asked the highest number he can think of, he replies, "nine trillion, nine hundred ninety-nine billion, nine hundred ninety-nine million, nine hundred ninety-nine thousand, nine hundred ninety-nine". Even if he hadn't known that "quadrillion" comes after "trillion" (and not everyone does), with the "999s" he's doing, it should be obvious to him that the next number is ten trillion.
!!The movie provides examples of:
* TheCameo: When Milo is in class and many people are speaking at once, the voice of BugsBunny can be heard. In fact, nearly ''every'' famous voice artist of the day, from Daws Butler to June Foray to Candy Candido gets a bit part somewhere in the film.
* DerangedAnimation: The Demons of Ignorance truly look insane and sketchy compared to ChuckJones's usually smooth works.
** When Milo messes with the sky, it results in this.
* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air."
* TheFilmOfTheBook
** AnimatedAdaptation
* HypocriticalHumor
-->'''Humbug:''' If there's one thing I can't abide, it's a hypocrite.
* MediumBlending: Starts out in live-action SanFrancisco.
* MelBlanc: One of the few theatrical feature length films he worked on. As already noted, he performs multiple characters in the film: Officer Shrift, several Lethargians, three royal palace guards, the Word Seller in the market at Dictionopolis, the Dodecahedron, the Demon of Insincerity, and the Overbearing Know-It-All.
* NonStandardCharacterDesign: The Demons of Ignorance are drawn grotesquely and sketchy compared to the smooth and cartoony style of the cast.
* PainPoweredLeap: King Azaz is asking if there are any volunteers to help Milo on his quest, and at first no one comes forth. However, the Spelling Bee sneaks up and stings the Humbug in the butt, [[GotVolunteered causing the Humbug to stand up suddenly and making everyone think he was volunteering]]. Later on, in Milo's car Humbug exhibits a delayed reaction and finally leaps up in the air with a scream (and apparently lands right back in the car).
* OurDemonsAreDifferent.
* VillainSong: "Don't Say There's Nothing to Do in the Doldrums" performed by The Lethargians, a group of sinister lazy slimy creatures (voiced by Mel Blanc and Thurl Ravenscroft).
* {{World-Healing Wave}}: Done by Rhyme and Reason after being set free.
* WorldOfPun: There's a "watchdog" called Tock who is a dog with a clock in his abdomen. In the city of Dictionopolis people literally "eat their words" off plates. People literally jump to an island called Conclusions. It goes on and on like this.
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->''There was once a boy named Milo who didn't know what to do with himself -- not just sometimes, but always.\\
When he was in school he longed to be out, and when he was out he longed to be in. On the way he thought about coming home, and coming home he thought about going. Wherever he was he wished he were somewhere else, and when he got there he wondered why he'd bothered. Nothing really interested him -- least of all the things that should have.''
A classic children's novel by Norton Juster (and illustrated in most versions by Jules Feiffer) that has also become a favourite among adults for its intricate cleverness, rapid-fire wit and boundless imagination.
[[KidHero Milo]] is a bored little boy. Then one day he comes home from school (he's a latch-key kid) and discovers [[CallToAdventure a very singular box in his room]]. Within are the pieces to construct a toy tollbooth. Having nothing better to do, he follows the included instructions, drives through the tollbooth in his toy car, and suddenly finds himself driving down a road under a distant sky.
Along his surprising journey he meets such colorful characters as King Azaz the Unabridged, King of Dictionopolis and the realm of words; the Mathemagician, ruler of Digitopolis and everything number-related; Tock, the loyal watch dog (literally); the oversized Spelling Bee; the shifty-but-lovable Humbug; Faintly Macabre, the not-so-wicked Which; Chroma the Great, conductor of the sunrise; the Soundkeeper, who greedily keeps all sound to herself; and the sadly missing Princesses Rhyme and Reason, locked in the Castle in the Air and [[DistressedDamsel desperately in need of rescue]] from the demons of the mountain of Ignorance.
There is also a movie version, produced by the legendary ChuckJones. A lot of the incidental wordplay and allusion is streamlined out, in favor of some catchy but extremely [[TheSeventies Seventies]] songs about finding your dreams by following your heart. There's a lot to be said for Jones' typically cute and energetic character designs, though, especially the ones that have Mel Blanc's voices.
As of Summer 2010 a new film version is in the early stages of pre-production, with an intended 2013 release.
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!!The book provides examples of:
* AchievementsInIgnorance
* AnAesop: The page quote opens the book. At the end, [[spoiler:the tollbooth vanishes, but on reflection, and looking around, Milo wonders how he would have found the time to go back even if it hadn't, when there was so much to do right there]].
* AffablyEvil: The Terrible Trivium is a polite, refined gentleman -- so polite and refined, you wouldn't mind doing a few minor, insignificant tasks for him. Heck, you can spare a few thousand years, right?
** Something of a self-referential TruthInTelevision, since Juster has said he wrote the book while he was supposed to be writing a different book about city architecture for kids.
* AgreeToDisagree
* AllNaturalGemPolish: Averted.
* AnthropomorphicPersonification
* {{Backstory}}
* BigDamnHeroes: Just when the terrible creatures of Ignorance are about to descend on Milo, Tock, the Humbug and the princesses, [[spoiler:the cavalry comes in the form of damn near ''every single person'' our heroes came across on their journey.]]
* TheBlank: The Terrible Trivium, and in the movies Rhyme and Reason.
* ABoyAndHisX: A boy and his '''watch'''dog.
* TheCavalry: [[spoiler: After rescuing the princesses from the Castle in the Air, Milo and his companions are chased down by all the demons of Ignorance, only to be saved at the last second by an army consisting of EVERYONE THEY'VE MET ON THEIR JOURNEY THUS FAR. ''Phantom Tollbooth'' could be considered the best example of this trope.]]
* ClapYourHandsIfYouBelieve: The cities of Reality and Illusions (I guess?).
* {{Distressed Damsel}}s: Princesses Rhyme and Reason.
* DividedWeFall
* EverythingsBetterWithPrincesses: Quite literal with the Princesses of Sweet Rhyme and Pure Reason, of the Kingdom of Wisdom. They are apparently high enough in authority that their brothers King Azaz and the Mathemagician, rulers of their own respective countries, appeal to them when there's a dispute... and once they're banished, Wisdom goes to Hell in a handbasket. It's only after they're rescued in TheQuest that the Kingdom becomes sane again... everything ''is'', in fact, better with them in charge.
* ExactWords: When Milo asks the Mathemagician to show him the biggest number there is, the Mathemagician shows him a number 3 that's twice his own height. Milo corrects himself and asks for the ''longest'' number there is, and the Mathemagician shows him a number 8 that's as wide as the 3 was high.
** Earlier, when Milo is asked what kind of meal he'd like, he asks for "something light" and gets platters filled with literal light. Then he asks for "a square meal" and gets blocks of food that taste awful.
* FantasyWorldMap
* ForbiddenZone
* FunWithAcronyms: Inverted. Dr. Kakofonous A. Dischord's middle initial stands for "AS LOUD AS POSSIBLE"
* GoldenMeanFallacy: Embodied by the Triple Demons of Compromise: one tall and thin, one short and fat, and the third "exactly like the other two".
* GrowsOnTrees: Words do [[InsaneTrollLogic because money doesn't]].
* HomeSweetHome
* HurricaneOfPuns
* InsaneTrollLogic: Oh, so, so much.
-->'''Dodecahedron:''' Why, did you know that if you a beaver two feet long with a tail a foot and a half long can build a dam twelve feet high and six feet wide in two days, all you would need to build Hoover Dam is a beaver sixty-eight feet long with a fifty-one-foot tail?
-->'''Humbug:''' Where would you find a beaver that big?
-->'''Dodecahedron:''' I'm sure I don't know, but if you did, you'd certainly know what to do with him.
* ItWasAGift: Several people Milo meets give him gifts that prove useful against the demons.
* ImpossibleTask: Getting to the land of Infinity. "Just follow that line forever, and when you get to the end, turn left." Or alternately, you can go up a staircase that never ends.
** Filling out the Senses Taker's questionnaire, which includes such questions as "why you were born", "the schools you ''haven't'' attended", "the number of books you read each year", "the number of books you ''don't'' read each year", every clothing size you can think of, and then the names and addresses of six people who can verify this information. And it should go without saying that these forms need to be filled out in triplicate and a single mistake means you have to write them all over again.
** Completing the tasks the Terrible Trivium has laid out for you. Well, strictly speaking it's not ''impossible,'' they just take an ''insane'' amount of time. To wit:
*** Moving a pile of sand from one place to another, with a tweezers,
*** Transferring water from one well to another, with an eyedropper, and
*** Digging through a cliffside with a needle.
* [[JudgeJuryAndExecutioner Judge, Jury and Jailer]]: Officer Shrift. Fortunately for Milo, he only cares about throwing people in prison, not about keeping them there.
-->"Six million years already? My, how time flies!"
* KangarooCourt: Officer Shrift runs one of these.
* TheKingdom
* LovableCoward: The Humbug.
* NeverTellMeTheOdds: The quest was ''literally impossible''--[[AchievementsInIgnorance but since nobody told Milo, it became possible]].
* NonHumanSidekick: Tock and the Humbug.
* ObstructiveBureaucrat: The Senses Taker.
* OxymoronicBeing
* TheQuest
* PaintingTheFrostOnWindows: At one point, Milo meets Chroma, a conductor whose orchestra provides color to the world, with each instrument providing a specific color. Upon stopping at Milo's request, everything turns [[LeaningOnTheFourthWall white with black outlines]].
* ParentalBonus: If you're under the age of 12, it's a given that you're not getting about a fifth of the jokes.
** The conflict between Dictionopolis and Digitopolis was Juster's jab at the "Two Cultures" mentality described by C. P. Snow; the position taken by Rhyme and Reason is much like that of Snow himself (who was both a physicist and a novelist).
* PortalSlam
* PunnyName: Pretty much everybody.
* ReadingIsCoolAesop
* RealLifeWritesThePlot: Feiffer drew the book's pictures because he happened to be living in the same apartment building as Juster at the time of the book's writing.
** And the origin of the book was that Juster had gotten a grant to write a nonfiction book on architecture but he had an idea for a story that he had to get out of his head. The text describing the cities of Reality and Illusion are the only surviving bits of what he wrote before he got sidetracked (and sidetracking you from what you're supposed to be doing is what the Terrible Trivium does). He reportedly has tried to pay back the grant several times, but can't find anyone who will acknowledge it.
** In the book, the Whether Man is a portrait/caricature of Juster, evidently revenge for including the Triple Demons of Compromise.
* ShapedLikeItself: The tollbooth package; "for its size it was larger than almost any other big package of smaller dimension that he'd ever seen."
* ShoutOut: Doctor Dischord's personality was a deliberate shout out to Groucho Marx's stage and screen persona.
* StealthPun: Among other examples, the Everpresent Wordsnatcher, a bird that lives to misinterpret what others say, is actually native to the land of Context, "but it's such a nasty place, I prefer to spend all my time out of it."
** Canby's puns are as stealthy as can be.
* TrappedInAnotherWorld
* WonderChild: The princesses were foundlings.
* WorldOfSymbolism: With the tollbooth itself guarding the entrance.
* WorthlessYellowRocks: They keep cluttering up the Numbers Mine.
* WritersCannotDoMath: An in-universe example. Of course, the point was that there ''is'' no greatest possible number, but when Milo is for asked the highest number he can think of, he replies, "nine trillion, nine hundred ninety-nine billion, nine hundred ninety-nine million, nine hundred ninety-nine thousand, nine hundred ninety-nine". Even if he hadn't known that "quadrillion" comes after "trillion" (and not everyone does), with the "999s" he's doing, it should be obvious to him that the next number is ten trillion.
!!The movie provides examples of:
* TheCameo: When Milo is in class and many people are speaking at once, the voice of BugsBunny can be heard. In fact, nearly ''every'' famous voice artist of the day, from Daws Butler to June Foray to Candy Candido gets a bit part somewhere in the film.
* DerangedAnimation: The Demons of Ignorance truly look insane and sketchy compared to ChuckJones's usually smooth works.
** When Milo messes with the sky, it results in this.
* DramaticThunder: Occurs whenever Milo announces that he's going to the "Castle in the Air."
* TheFilmOfTheBook
** AnimatedAdaptation
* HypocriticalHumor
-->'''Humbug:''' If there's one thing I can't abide, it's a hypocrite.
* MediumBlending: Starts out in live-action SanFrancisco.
* MelBlanc: One of the few theatrical feature length films he worked on. As already noted, he performs multiple characters in the film: Officer Shrift, several Lethargians, three royal palace guards, the Word Seller in the market at Dictionopolis, the Dodecahedron, the Demon of Insincerity, and the Overbearing Know-It-All.
* NonStandardCharacterDesign: The Demons of Ignorance are drawn grotesquely and sketchy compared to the smooth and cartoony style of the cast.
* PainPoweredLeap: King Azaz is asking if there are any volunteers to help Milo on his quest, and at first no one comes forth. However, the Spelling Bee sneaks up and stings the Humbug in the butt, [[GotVolunteered causing the Humbug to stand up suddenly and making everyone think he was volunteering]]. Later on, in Milo's car Humbug exhibits a delayed reaction and finally leaps up in the air with a scream (and apparently lands right back in the car).
* OurDemonsAreDifferent.
* VillainSong: "Don't Say There's Nothing to Do in the Doldrums" performed by The Lethargians, a group of sinister lazy slimy creatures (voiced by Mel Blanc and Thurl Ravenscroft).
* {{World-Healing Wave}}: Done by Rhyme and Reason after being set free.
* WorldOfPun: There's a "watchdog" called Tock who is a dog with a clock in his abdomen. In the city of Dictionopolis people literally "eat their words" off plates. People literally jump to an island called Conclusions. It goes on and on like this.
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