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* NudeColoredClothing: Alluded to. Number Two likes to make clothing, but her personal philosophy of matching clothes to the wearer's skintone results in garments that suit the recipients far poorer than Number Two's own yellow clothes do on her yellowish skin. It's subverted in that Number Two herself gets a lot of her pencil-like appearance from this coloring, but it's never indicated that the clothes can be confused for bare skin. Kate mentions that she used some clothes Number Two made her to make storage pockets for her bucket because she didn't want to wear them.
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* GettingSmilesPaintedOnYourSoul: In the second book, and the second season of the live-action series which adapts that book, this is Curtain's new plan. He uses a specific pattern of hand movements to make viewers blissfully happy, friendly, and suggestable. [[spoiler:It has adverse effects even beyond taking away their autonomy, since a few weeks later, anyone this happens to becomes catatonic, unable to speak or move.]]
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*BatteredBouquet: In ''The Mysterious Benedict Society and the Prisoner's Dilemma'', Mr. Pressius—claiming that Constance is his long-lost daughter—gives Mr. Benedict a bouquet for her. His first reaction is to throw it out, but he changes his mind, deciding that it should be Constance's decision, not his own. When he gives it to her, she immediately destroys it.
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* ThrowingOffTheDisability: Mr. Curtain usually travels around in a souped-up wheelchair, even though he is perfectly capable of walking. The wheelchair, as well as the sunglasses he typically wears, are used to hide that he has narcolepsy and falls asleep upon becoming very angry. (This, and he just enjoys it as a fast means of getting around.) The members of the Society are all very shocked when he rises from his chair after they confront him, but are able to get him to fall asleep by angering him. Later, in ''The Perilous Journey'', when the members of the Society are researching his movements, they learn that he visited a museum and attempted to steal papers from it, pretending be his twin brother, Mr. Benedict. They contacted the police, but when they got there, Mr. Curtain unexpected leapt from his wheelchair and used a device to shock them.
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* CallingMeALogarithm: The second book mentions that Sticky's girlfriend dumped him for remarking on her "pulchritude." It means beauty.
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* LongTitle: In-universe example - Sticky, who is notoriously long-winded, writes up a dull account of the events of the first book, which he titles ''The Mysterious Benedict Society's Defeat of the Terrible Brainsweeping Machine Called the Whisperer (along with its inventor, Ledroptha Curtain, who was revealed to be the long-lost identical twin of Nicholas Benedict, for whom the Society is named): A Personal Account''

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* PunnyName: Constance Contraire is constantly contrary.

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* PunnyName: Puns are frequently used in the names of characters and places in the series.
** Mr. Benedict's daughter and assistant goes only by the codename Number Two. Not only is she essentially Benedict's "number two" by serving as a right-hand woman in managing his affairs, but she has a striking physical resemblance to a number two pencil.
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Constance Contraire is constantly contrary.contrary.
** S.Q. Pedalian always attempts and fails to be sesquipedalian (using complex words).
** Jackson and Jillson are a duo named after the Jack and Jill nursery rhyme, and face defeat at the hands of a pail of water making Jackson fall down and hurt his crown.
** Ledroptha Curtain's name sounds like "drop the curtain", signifying his dramatic villainous aspirations.
** Captain Phil Noland loves the sea and hates being ashore. "Phil" is a name derived from the Greek for "love"...so his name means "loves no land!"
** The fictitious Dutch city of Thernbaakagen in ''The Perilous Journey'' sounds like "there and back again", and was possibly selected by Mr. Benedict as a site on the scavenger-hunt itinerary in-universe for this pun.
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* CuttingTheElectronicLeash: In ''The Perilous Journey'', Reynie throws Captain Noland's radio to communicate with the Society out of a train window as a result of his distrust toward Noland at the time. The other Society members are shocked, and Reynie's suspicions of Noland ultimately turn out to be based on a misunderstanding, making their severance of contact more of a drawback.
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* SurpriseMultipleBirth: In ''The Mysterious Benedict Society and the Perilous Journey'', Reynie reads letters which had been written by Mr. Benedict's parents before his birth, in which they make references to their "baby" in the singular. The readers already know that Mr. Benedict has a twin brother, Mr. Curtain.
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* NoPronunciationGuide: "Reynie" and "Reynard", the name it's short for, are fairly unusual names and phonetically, Reynie's name looks like it would be pronounced like "rainy". The second book addresses this by having Constance rhyme his name with "many", indicating his name is pronounced "Rennie". The series uses "rainy", however.
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* SoWhatDoWeDoNow: ''The Prisoner's Dilemma'' ends with the members of the society discussing this. With their big mission complete and the BigBad finally firmly in jail and out of power, [[MeaningfulName Constance Contraire]] in particular worries that their lives are about to become very boring and they won't even have anything to ''talk'' about, other than [[TalkAboutTheWeather the weather]]. Reynie Muldoon, however, ever the optimist, thinks that this isn't necessarily a bad thing, noting that it's a beautiful day outside.
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* ChanceActivation: The protagonists discover the outline of a secret door in a boulder, but are unable to figure out how to open it. Finally Sticky kicks the rock in frustration, and the door swings open. The kids realize it's set up that way because Mr. Curtain likes to ram doors with his wheelchair.

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