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!!The Baker
-->''What if I just wasn't meant to have children?''

An average working man whose greatest wish is to have a child. Unfortunately, the Witch cursed him to be barren due to a perceived slight by his father. She gives three days for him and his wife to bring her Jack's cow, Red Riding Hood's cloak, Cinderella's slipper, and some of Rapunzel's hair.

* ActionSurvivor: He is in no way trained to conquer the obstacles he comes across, but does so nonetheless.
* BeCarefulWhatYouWishFor: His wish for a son is granted, but when revisited in "So Happy" he and his wife complain that they have no room. [[spoiler: In the ensuing chaos, his wife is killed]].
* ChangedMyMindKid: After he snaps out of his HeroicBSOD.
* DeadPersonConversation: Two in Act II: With [[spoiler: his father and wife]].
* EveryoneCallsHimBarkeep: "The Baker."
* FiveStagesOfGrief: [[spoiler:The Baker goes through these during Act II after his wife is killed.]]
* HappilyMarried
* TheHero
* HeroicBSOD: Despairing because of [[spoiler: his wife's death]], he leaves the other survivors to fight the giant. It takes a DeadPersonConversation with his father to snap him out of it.
* HurtingHero: The second half of Act II. OH GOD, Act II.
* TookALevelInBadass
* StayInTheKitchen: This is the Baker's attitude in the beginning of the first act (both literally and figuratively), but he gets over it.

!!The Baker's Wife
-->''But you have a princess. And I have a... baker.''

The, well, [[EveryoneCallsHimBarkeep Baker's Wife]], a determined and practical woman who is a romantic at heart. Like him, she is motivated by the desire for a child, although she frequently asks after Cinderella's prince when she encounters the latter.

* BadBadActing: When she tries to get Jack to trade/buy the magic beans for the cow. "Oh... Oh! Oh no, we ''mustn't'' give up our beans!"
* DeathBySex: [[spoiler: She's offed shortly after her affair with Cinderella's prince.]]
* DroppedABridgeOnHer: [[spoiler: She's trampled by a tree felled by the Giantess.]]
* [[EveryoneCallsHimBarkeep Everyone Calls Her Barkeep]]
* HappilyMarried: [[spoiler: Although she cheats on her husband]], they seem very happily married.
* LeaningOnTheFourthWall: In "Moments in the Woods", the Baker's Wife sings "I'm in the wrong story". According to WordOfGod, Sondheim added this line after he realized that the story of the baker and his wife feels much more contemporary than the others. Joanna Gleason, who played the Baker's Wife, felt like her character was in the wrong story, and so did Sondheim. He felt like this needed acknowledgement.
* LovingAShadow: Every time she talks to Cinderella, she sighs after the handsome Prince... but this is mostly envy for the glamorous life she associates with Princes; she later realizes her husband has many princely qualities of his own.
* [[OnlySaneMan Only Sane Woman]]
* YourCheatingHeart: Shows minor signs of this throughout the show, longing for every prince she sees though already married. [[spoiler: After she does commit adultery with Cinderella's prince, she spends her last song basically trying to justify her actions to herself.]]
* ParentingTheHusband: At least initially, she's sterner and more pragmatic than her husband.

!!Jack
-->''But Mother, no! Not Milky White - he's the best cow!''

The feckless protagonist of ''Literature/JackAndTheBeanstalk''. Here, his story starts out much the same -- he trades his beloved cow to the Baker for a handful of magic beans, and goes on to slay the giant he finds at the top of the beanstalk that grows from the beans.

* BerserkButton: Depending on the production, don't you ever DARE call him a liar.
* CloudCuckooLander: His head always seems to be in the clouds.
* DisappearedDad: Mentioned as "not back" and never again.
* IdiotHero: The idiotest.
-->'''Jack's Mother''': "Sometimes, I fear you're touched!"
* OnlyFriend: He claims that Milky White is this. Played for laughs.
* TenorBoy
* TookALevelInBadass

!!Jack's Mother
--> ''Jack, Jack, Jack, head in a sack!''

Jack's browbeaten single mother determined to make their lives better.

* BeCarefulWhatYouWishFor: She wishes to better her and Jack's lives. Jack slays the Giant and steals their treasures, making him and his mother wealthy -- but spurs the Giantess's anger.
* CloudCuckooLandersMinder: She's the one always keeping her idiot son in line.
* LastRequest: [[spoiler: To the Baker, to protect Jack.]]
* MamaBear: She was pretty brave (and stupid) for standing up to a giant, telling her that she will protect her son at all costs.
* MyBelovedSmother: She's always trying to control Jack's actions. Justified, though, as Jack can cause catastrophic damage if left alone.
* [[OnlySaneMan Only Sane Woman]]: Her son is ''not'' that bright.

!!Little Red Riding Hood
-->''And though scary is exciting, Nice is different than Good.''

The protagonist of ''Literature/LittleRedRidingHood'', a strong-willed and fearless young girl hampered by her curiosity and naivete. Straying off the beaten path on her way to her grandmother's house lead to her discovering many things.

* ActionGirl: Shows signs of this in Act II, if some of her tropes below indicate anything.
* AxeCrazy
* BigEater: Between the prologue and reaching Granny's, she eats nearly the entire basket of goods she was meant to bring a loaf of bread, a sticky bun (or four), and a few pies. She is even eating when she isn't singing her orders.
* DeadpanSnarker: "You can talk to birds?"
* GirlWithPsychoWeapon: She's supposed to be young and cute...until she pulls a knife on you.
* HeroicComedicSociopath: Seemingly has very little regard for everybody else at first. This is played for humor. Part of her storyline is learning morality.
* KnifeNut: Given to her by her grandmother for protection. She's not afraid to brandish it on a stranger for the smallest slight.
* LargeHam: Depending on the production, her screaming can be either heartbreaking or hilarious.
* LittleMissBadass: She's a young girl.
* LittleRedFightingHood: She does get eaten by the wolf, and needs to be rescued. After that, though? For starters, she made her new cloak herself -- from the wolf's pelt.
* TookALevelInBadass
* UnwittingInstigatorOfDoom: Had she not goaded Jack to return to the Giant's castle and steal the harp, the Giantess would not have been so angry. Of course, all the main characters are to blame.

!!The Wolf
-->''Hello, little girl...''

TheBigBadWolf, a hungry and insatiable hunter on the lookout for his next meal.

* TheBigBadWolf: Unsurprisingly.
* DiscOneFinalBoss: The Baker and Little Red have no problem taking care of him. And then Act II happens.
* FanDisservice: He has a visible penis in some versions.
* MenacingStroll
* VillainLoveSong: His song could be interpenetrated as one.

!!The Witch
-->''I'm not Good, I'm not Nice, I'm just Right. I'm the Witch.''

Neighbor to the Baker and his wife and foster mother to Rapunzel. She's the one who cursed them to be barren, but cannot undo the curse until they complete her FetchQuest. While vain, self-serving, and sarcastic, as the show goes on the viewers see that she's insecure, lonely, and ultimately just as human as everybody else.

* AbusiveParents: Locks her adopted daughter in a tower all her life, and then gets snippy when the girl wants to leave. Based on some of her lyrics in ''The Witch's Lament'', she may gone too far to preserve Rapunzel's characteristics.
* AboveGoodAndEvil
--> "I'm not good, I'm not nice, I'm just right."
* AntiVillain: She cursed the Baker's family, she was overprotective of her daughter, she wanted to sacrifice Jack [[spoiler:to make the Giantess go away,]] AND she started throwing beans during ''The Last Midnight'' to summon more giants, but she was NOT the villain of the play.
* BroughtDownToNormal: She loses her powers at the end of Act I.
* {{Badass}}: Especially considering that she's a character in a Broadway Musical about fairy tales.
* BrokenBird: Her misanthropy and belief that "the world is dark and wild" must come from somewhere, although we never learn exactly what happened. We do get a hint when she sings ''Lament'':
-->''Couldn't you stay content / safe behind walls / as I / could not?''
* CastingGag: A 2012 production features Donna Murphy, who previously voiced Rapunzel's stepmother in Disney's ''Disney/{{Tangled}}'', as the witch.
* DeathGlare: The filmed version (and several stage versions) have her deliver a glorious (and often hilarious) one to the Baker when he says, "Giants never strike the same place twice."
* DarkActionGirl: Does several evil deeds, and is probably the biggest {{Badass}} in the show.
* DraggedOffToHell: One interpretation of the end of "Last Midnight."
* DrivenToSuicide: Another. Of course, whether or not [[spoiler: she actually died]] is debatable.
* EvilMatriarch
* ForTheEvulz: Because watching [[spoiler:the Baker's father cry and the Baker's mother die when she claimed Rapunzel]] wasn't enough to mollify the Witch, she cursed the Baker to never have children.
* IWasQuiteALooker: She appears as an ugly old hag, but when she drinks the potion she's reverted to her beautiful past self.
* JerkWithAHeartOfGold: The Witch is more than just a classic villain, especially considering her moment of anguish after [[spoiler:Rapunzel dies]], and the fact that she, of all people, is the one who sings the beautiful "[[TearJerker Children]] [[CrowningMomentOfHeartwarming Will]] [[CrowningMusicOfAwesome Listen]]" at the end.
* KnightTemplarParent
* {{Hypocrite}}: She participates in the song "Your Fault", but then when the ultimate blame falls on her, she accuses them of only caring about the blame ("Last Midnight").
* LargeHam
* MyBelovedSmother
* [[OnlySaneMan Only Sane Woman]]: The Witch has elements of this in Act Two, when she shows herself to be the only person who understands the gravity of the situation, and the unpleasant things that may need to be done to solve it.
* RhymesOnADime
* VainSorceress
* VillainousBreakdown: After [[spoiler:Rapunzel's death]], quickly leading to "Last Midnight" and her subsequent [[spoiler:abandonment of the rest of the cast.]]
* WhatTheHellHero: "Last Midnight" is one big one to all the main characters.

!!The Narrator
-->''Once upon a time . . . later.''

The cheery, intelligent narrator of the story.

* AnyoneCanDie: [[spoiler: Even the ''narrator''.]]
** "You're going to be on the INSIDE, now!"
* CouldHaveAvoidedThisPlot: [[spoiler: When the characters try to offer the Narrator to the Giantess as a sacrifice, the Narrator reminds them that the story would be lost if he was obliterated. Regardless of this, however, the Witch gives the Narrator to the Giantess anyway, and as soon as the Giantess sees that the Narrator isn't Jack, the Narrator is dropped from the Giantess's hand and killed. Possibly concerned with the subsequent events of the story without the Narrator, the Baker's Wife points out: "We might have thought of something else."]]
* FirstPersonSmartass
* InteractiveNarrator
* InfantImmortality: In the productions where The Narrator is a child [[spoiler: this is completely averted and he's still killed by the Giantess in the story.]]
* LemonyNarrator: [[spoiler:Ends up biting him in the ass. See below.]]
* OnlySaneMan
* RageAgainstTheAuthor: [[spoiler: The rest of the characters essentially feed him to the giant, although it's the Witch that does it right after the other characters realize how lost they would be without him. See above for details.]]
* TheRunaway: Several new productions turn the narrator into a young boy instead of a grown man with the addition of a new BookEnds story where he runs away to live in the woods after a fight with his father. [[spoiler: Said father is revealed to be played by the same actor as The Baker and is the one who told the boy the story in the first place.]]

!!Cinderella
-->''What's the good in being kind if everyone is blind, and you're always left behind?''

Kind, gentle, earnest, and downtrodden by her stepmother and stepsisters, Cinderella's greatest wish is to attend the royal family's festival. There, one of the princes falls in love with her, but she fears that he will not love her should he realize she is a peasant.

* ActionSurvivor
* BeCarefulWhatYouWishFor: Her recurring theme of "I wish" kick-starts both acts.
* BookEnds: She starts and ends the musical with "I wish."
* TheChick
* CinderellaCircumstances: Naturally, she's put upon by her stepmother and stepsisters.
* CoolBigSis: She serves as a guiding feminine influence to Little Red.
* CuteClumsyGirl: While wearing the gold slippers--they're terrible to walk in.
* FriendToAllLivingThings: Her sidekick birds.
* LovingAShadow: [[spoiler: She admits that she will always love "the prince at the ball."]]
* {{Meganekko}}: In the original cast, but not universally. And only for the first song.
* MissingMom
* RoyalsWhoActuallyDoSomething: Played with in that Cinderella tries to help, but has to dress as a commoner to do so.
* SpeaksFluentAnimal: Can communicate well with birds. The absurdity of this is lampshaded by Little Red.
* TeamMom
* TookALevelInBadass
* UnwittingInstigatorOfDoom: Had she not thrown away the bean that the Baker's Wife traded her for her slipper, the Giantess would have no way to climb down and wreak havoc. Of course, all the main characters are to blame in one way or another.

!!Rapunzel
-->''I was lonely atop that tower!''

Protagonist of ''Literature/{{Rapunzel}}''. The Witch's ward, a beautiful but unstable maiden whom the Witch locked in a tower for her entire life.

* AmbiguousDisorder: Possibly postpartum depression.
* TheDitz
* DrivenToSuicide: One interpretation of her [[spoiler: running into the path of the Giant's foot]].
* DroppedABridgeOnHer: Or perhaps more accurately, [[spoiler: a foot.]]
* DumbBlonde: Rapunzel shows elements of this in act one.
* GirlInTheTower: Of course. Deconstructed as well, as all that isolation contributed greatly to her instability.
* HairOfGoldHeartOfGold: Played straight in Act I; her mental instability subverts it by Act II.
* HystericalWoman: [[spoiler: By the time of her death]] she's certainly this.
* LongLostRelative: She's the Baker's younger sister, who was taken at birth from their parents because their father stole greens from the Witch's garden for their mother. Only the Witch acknowledges this in-story, however.
* MoodSwinger: It's mentioned by her prince in Act II that she swings moods pretty quickly.
* TheOphelia: She's lovely, but unstable thanks to her time in the tower and the Witch's treatment of her.
* RapunzelHair: Of course. Her extremely long hair is actually part of the Witch's FetchQuest. She loses it later.
* TheReasonYouSuckSpeech: Finally tells off the Witch for sticking her in a tower all her life, abandoning her, blinding her Prince, and generally being a {{jerkass}}.
* RichInDollarsPoorInSense: Even after becoming a princess, she still doesn't have the best grip on life. She ''was'' kept in a tower her whole life.
* ScreamingWoman: She lets out a loud scream at the end of the "Agony" reprise.
* TheSoprano: Averted by her character, but vocally? You'd better believe it.
* SwissArmyTears: Her tears heal her prince's blindness, as in the original.
* TeenPregnancy: Implied as much. The witch took her when she was a newborn, and she mentions to the Witch in Act II that she was kept in the tower for fourteen years.
* TheUnintelligible: Rapunzel only has a few scenes where she actually talks. The rest of the show, she expresses her feelings by "humming a lighthearted air" and screaming. Somewhat {{lampshaded}} by her prince. After the reprise of "Agony," Rapunzel, out of nowhere, lets out an enormous scream. The prince doesn't look the slightest bit shocked and says "Rapunzel," in deadpan.

!!Cinderella's Prince
-->''I was raised to be charming, not sincere.''

Cinderella's prince, who falls in love with her after dancing with her at the ball.

* AfraidOfBlood
-->''But even one prick - it's my thing about blood!''
* TheCasanova: Associated by his character quote.
* DistractedByTheSexy: Off to bring down the Giant...and who's this lovely thing?
* LargeHam
* PrinceCharmless: After he [[spoiler:engaged himself with the Baker's Wife,]] he immediately told her that it was just a moment in the woods, meaning it's something that was never to happen again. His womanizing ways result in [[spoiler:the Baker's Wife staying in the area where she dies and Cinderella leaving him because of his brief affair.]]
* [[RoyalsWhoActuallyDoSomething Royals Who Actually Try To Do Something]]: He never actually ''finds'' the Giant, but besides Cinderella herself, he's the only member of the royal family to actually get off his ass and go looking for her.
* YourCheatingHeart: Even after getting married to Cinderella, he still has [[spoiler: a dalliance with the Baker's Wife]] and ends up with [[spoiler: Sleeping Beauty]].

!!Rapunzel's Prince
-->''Aaaaaagonyyyyy! Far more painful than yours!''

Cinderella's prince's younger brother, who falls in love with Rapunzel.

* TheCasanova: It's bad that he was taking interest in another woman, but it's partially justified considering his wife [[spoiler:was killed and suffering from hysteria prior to her death]], he most likely had to have someone help him raise his children.
* EyeScream: He's blinded by falling into thorns after the witch pushes him from the tower. He gets better.
* LargeHam: Engaging in HamToHamCombat with his brother.
* PrinceCharmless
* [[WhyDidItHaveToBeSnakes Why Did It Have To Be Dwarves?]]: He's evidently terrified of [[InsistentTerminology dwarfs]]. Unfortunately for him, [[spoiler: they're the only thing standing between him and his next fling, Snow White]].

!!The Giantess
--> "That boy stole our gold, our hen, and our harp. Then he killed my husband! I must avenge the wrongdoing."
* AntiVillain: Most of the deaths she causes are accidents and if she were human, Jack would have been thrown into a dungeon for the things he did to her and her husband.
* BlindWithoutEm: She loses her glasses and can't look for Jack by sight.
* GeniusBruiser: "NOT ALL GIANTS ARE DUMB!"
* KnightOfCerebus
* MrsRobinson: Implied in "Giants in the Sky."
* NoIndoorVoice
* TheUnseen
* WellIntentionedExtremist: She explained her reasons when she was introduced. In a way, she had a right to be upset with Jack.

!!Cinderella's Father
-->''The closer to the family, the closer to the wine.''
* AlcoholicParent
* CinderellaCircumstances: Obviously.
* ParentalAbandonment / ParentalObliviousness: This part can be played either way.
* UnnamedParent

!!The Steward
--> "The greater the good, the harder the blow"
* {{Hypocrite}}: He defends his killing of Jack's mother as being necessary for the greater good, but when witch suggests that it's in his line of duty to sacrifice ''his'' life, he immediately declares that he's not dying for anyone.
* KarmaHoudini
* ObstructiveBureaucrat

!!The Mysterious Man

* CatchphraseInterruptus: His enigmatic introduction, the final time he offers it; overlaps with RuleOfThree.
* DeadPersonConversation: [[spoiler:When the Baker attempts to run away in Act 2, the Man appears and talks him out of it.]]
* LikeFatherLikeSon: Towards the end of "No More", [[spoiler:he and the Baker both say this. This naturally convinces the Baker not to run away and help stop the Giantess.]]
* LukeIAmYourFather: [[spoiler: He's the Baker and Rapunzel's father, although only the Baker ever finds this out.]] He doesn't actually say it, though, preferring to remain unknown; it's the Witch who [[IncrediblyLamePun spills the beans.]]
* NoNameGiven

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