!!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]].
* EveryoneCallsHimBarkeep: "The Baker."
* 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

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

The, well, [[EveryoneCallsHerBarkeep 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.

* [[spoiler:DeathBySex]]
* [[EveryoneCallsHimBarkeep Everyone Calls Her Barkeep]]
* 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]]
* [[spoiler:YourCheatingHeart: Shows minor signs of this throughout the show, longing for every prince she sees though already married. After she does commit adultery with Cinderella's prince, she spends her last song basically trying to justify her actions to herself.]]
* ParentingTheHusband

!!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
* DisappearedDad
* IdiotHero: The idiotest.
** Simple Jack!
** "Sometimes, I fear you're touched!"
* TenorBoy
* TookALevelInBadass

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

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

* CloudCuckooLandersMinder: She's the one always keeping her idiot son in line.
* [[spoiler: LastRequest: 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
* [[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.

* ActionGirl: Shows signs of this in Act II, if some of her tropes below indicate anything.
* AxeCrazy
* BigEater: In the opening number, where she steals bread from the Baker and manages to eat it all.
* DeadpanSnarker: "You can talk to birds?"
* GirlWithPsychoWeapon
* HeroicComedicSociopath
* KnifeNut
* LargeHam: Depending on the production, her screaming can be either heartbreaking or hilarious.
* LittleMissBadass
* LittleRedFightingHood
* TookALevelInBadass

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

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

* TheBigBadWolf: Unsurprisingly.
* [[spoiler:DiscOneFinalBoss]]
* FanDisservice: No, it's not just your imagination. [[spoiler: He has a 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.
* CastingGag: A 2012 production features Donna Murphy, who previously voiced Rapunzel's stepmother in Disney's ''Disney/{{Tangled}}'', as the witch.
* DarkActionGirl: Does several evil deeds, and is probably the biggest {{Badass}} in the show.
* [[spoiler: DrivenToSuicide]]
** Whether or not [[spoiler: she actually died]] is debatable.
* EvilMatriarch
* IWasQuiteALooker: She appears as an ugly old hag, but when she drinks the potion she's reverted to her beautiful past self.
* JerkWithAHeartOfGold
* KnightTemplarParent
* 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
* 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.

* [[spoiler: AnyoneCanDie: Even the ''narrator''.]]
** "You're going to be on the INSIDE, now!"
* [[spoiler:CouldHaveAvoidedThisPlot: 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 spoiler:from the Giantess' hand and killed. Possibly concerned of 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.]]
** [[spoiler:Actually, 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
* CoolBigSis: She serves as a guiding feminine influence to Little Red.
* FriendToAllLivingThings: Her sidekick birds.
* {{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.
* TeamMom
* TookALevelInBadass

!!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: Giantess's 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
* 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.

!!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
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