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* BreakTheCutie: [[spoiler: Sorry, May, but your Grandmother is the Wicked Queen.]]
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* FireForgedFriends: With Jack and Phillip.

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* FireForgedFriends: With Jack and Phillip. Nothing forges a friendship better than surviving life-and-death scenarios after another.
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* KidHero: He's just 14 years old and still gets it done.
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* VitriolicBestBuds: With Phillip.


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* FireForgedFriends: With Jack and Phillip.
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* SpoiledSweet: Certainly so. She's a naïve, normal girl with everything she could ask for, but she remains a sweet person nonetheless.
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* LoserProtagonist: Everyone he comes across thinks he's a loser.
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* FakeMole: [[spoiler: He joins the Wicked Queen to take the Charmed One's place and so she can send him to the real world and in the past to steal her heart.]]
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* FakeMole: [[spoiler: He joins the Wicked Queen to take the Charmed One's place and so she can send him to the real world and in the past to steal her heart.]]
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* IdiotHero: At his worst.
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* SkunkStripe: [[InvertedTrope Inverted.]] She has blond hair with a blue streak.
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** [[spoiler: Exploited by the Wicked Queen, who tasks him with stealing a harp from the same giant his father stole from.]]
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* AwLookTheyReallyDoLoveEachOther: [[spoiler: As much as he hates his father, he still can't help but give him and Jill a hug when all the fighting is over and everyone is celebrating the victory over the Wicked Queen.]]

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* AwLookTheyReallyDoLoveEachOther: [[spoiler: As much as he hates his father, he still can't help but give him and Jill a hug when all the fighting is over and everyone is celebrating the victory over the Wicked Queen. He also has many moments with May.]]



* WorkingClassHero: He's an average boy who lives with his grandfather in a small village. [[spoiler: In fact, his family is the Jack characters, who outwit and outplay the people around them just to win. He does just that to pull the plug on the Wicked Queen.]]

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* WorkingClassHero: He's an average boy who lives with his grandfather in a small village. [[spoiler: In fact, his family is the Jack characters, who outwit and outplay the people around them just to win. He does just that to pull by pulling the plug on the Wicked Queen.]]

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* DefrostingIceQueen: She initially acts snarky and fiery toward Jack, but warms up to him through the course of the book.



* {{Tsundere}}: Acts as a type A towards Jack.

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* {{Tsundere}}: Acts as a type A towards B. The one person she rags on is Jack.
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* BigNo: [[spoiler: When Jack is about to kill Phillip. And when Jack slices his sword through her chains, because she thinks Jack killed Phillip.]]
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* WorkingClassHero: He's an average boy who lives with his grandfather in a small village.

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* WorkingClassHero: He's an average boy who lives with his grandfather in a small village.
village. [[spoiler: In fact, his family is the Jack characters, who outwit and outplay the people around them just to win. He does just that to pull the plug on the Wicked Queen.]]
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* InsecureLoveInterest: Implied throughout the second and third books, but some moments stand out. When he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also implied when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]

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* InsecureLoveInterest: Implied throughout the second and third books, but some moments stand out. When he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true love, a prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also implied when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]
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* ViolentlyProtectiveGirlfriend: Attacks the Wicked Queen when the latter tries to go after Jack.
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* InsecureLoveInterest: Implied when he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also very much implied throughout the third book, but especially when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]

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* InsecureLoveInterest: Implied when throughout the second and third books, but some moments stand out. When he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also very much implied throughout the third book, but especially when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]
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* InsecureLoveInterest: Implied when he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also implied when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]

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* InsecureLoveInterest: Implied when he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also very much implied throughout the third book, but especially when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]
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* InsecureLoveInterest: Implied when he talks with Merriweather about May in the Fairy Homelands. When Merriweather tells him about the glass slipper and May's true prince, Jack thinks she loves someone else and Merriweather mocks him for thinking that May would care about him. It's also implied when May appears inside Jack's dream. [[TearJerker Frustrated because he thought that he had stopped dreaming about her, he tries to force her out and mockingly tells her that she'll have plenty to say to her prince.]]
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* Tsundere: Acts as a type A towards Jack.

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* Tsundere: {{Tsundere}}: Acts as a type A towards Jack.
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* Tsundere: Acts as a type A towards Jack.
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* HistoryRepeats: [[spoiler: His story draws parallels to the Charmed One's, and the Charmed One straight up tells him that he is destined to walk his path. Well, the Charmed One fell in love with a princess, betrayed the Wicked Queen, and ended up dying by his own sword at the Queen's hands. Guess what happens to Jack?]]
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* UptownGirl: Meets and falls in love with Jack (a peasant boy). [[spoiler: It's actually an inversion of the original Cinderella story, as May, who everyone thinks is royalty and actually is, since she's a princess, is supposed to be the peasant girl (she's Cinderella), and Jack, who grew up an average peasant with his grandfather, is supposed to be the royal boy, since he's the prince of Charm.]]
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* SinsOfOurFathers: [[Literature/JackAndTheBeanstalk When his father stole from the giant in the castle in the clouds, the giant chased him and destroyed everything in his path]], and he became known as the biggest criminal to walk the land. As his son, Jack bears the brunt of this hate, as everyone treats him like dirt for it, and he ends up hating his father for this.

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* SinsOfOurFathers: [[Literature/JackAndTheBeanstalk When his father stole from the giant in the castle in the clouds, the giant chased him and destroyed everything in his path]], and he became known as the biggest criminal to walk the land. As his son, Jack bears the brunt of this hate, as everyone treats him like dirt for it, and he ends up hating his father for this. [[spoiler: After the Wicked Queen dies and everyone celebrates around her castle, they finally bury the hatchet.]]

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* DudeWheresMyRespect: Despite being the hero, everyone seems to expect him to [[EpicFail epically fail]] all the time.

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* DudeWheresMyRespect: Despite being the hero, everyone seems to expect him to [[EpicFail epically fail]] all the time.time, and in spectacular fashion.


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* MeaningfulName: Jack the ''[[ThirteenIsUnlucky Thirteenth]]'' can't seem to get a break in his life.
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* SinsOfTheFather: [[Literature/JackAndTheBeanstalk When his father stole from the giant in the castle in the clouds, the giant chased him and destroyed everything in his path]], and he became known as the biggest criminal to walk the land. As his son, Jack bears the brunt of this hate, as everyone treats him like dirt for it, and he ends up hating his father for this.

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* SinsOfTheFather: SinsOfOurFathers: [[Literature/JackAndTheBeanstalk When his father stole from the giant in the castle in the clouds, the giant chased him and destroyed everything in his path]], and he became known as the biggest criminal to walk the land. As his son, Jack bears the brunt of this hate, as everyone treats him like dirt for it, and he ends up hating his father for this.

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