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1* AlternateCharacterInterpretation:
2** It's very easy to add different interpretations to The Leading Player, especially if they're played by different genders. For example, some versions with a female Leading Player portray her as [[TheVamp a vamp]] and as a [[BettyAndVeronica Veronica to Catherine's Betty]].
3** There is at least one production with a male Leading Player whose interactions with Catherine make it clear that that the two are in [[DomesticAbuse a possibly abusive relationship]]. This makes his anger with Catherine's part much creepier and her adoration of Pippin's kindness much more desperate and sad.
4** Lewis’s sexuality: In the PlayWithinAPlay, his character seems to have been written as gay. But the IncestSubtext could be [[CastIncest unintentional]] for the InUniverse play. There could be a RomanceOnTheSet between the players portraying Lewis and Fastrada.
5* SugarWiki/AwesomeMusic: "Corner of the Sky" and "Magic To Do", full stop.
6* DoNotDoThisCoolThing: The overarching message of the show is that grand ambition and attention-seeking are ultimately self-defeating and self-destructive, and that the theatre in particular is a factory for producing dysfunction and disappointment. However, the show also has to function as an entertaining piece of theatre, and of course everyone involved in putting on the show is a real-world piece of the very thing it is attacking.
7* EnsembleDarkhorse: Berthe is popular for being a CoolOldLady who gets to cheer up Pippin through an excellent solo. [[OneSceneWonder She really only has the one scene, but what a scene it is.]]
8* HilariousInHindsight: The lyric "Sages tweet that age is sweet" from "No Time At All" has a new context with the advent of Twitter. This might also count as HaveAGayOldTime.
9* NightmareFuel:
10** The whole show is this, really, when you realize that everyone Pippin meets (bar Catherine), everyone he thinks is his friend or ally, wants him to die. Worse yet, this wish for Pippin to die is not personal, but rather a need for him to fulfill the [[HumanSacrifice "one perfect act"]], as the Pippins before him did.
11** "Glory" is a juxtaposition of catchy music and surreal gore that can be extremely unsettling when handled skillfully.
12** The 1981 TV version of "With You" shows Pippin getting increasingly in over his head as his new "friends" push him towards voyeurism, drugs, sadomasochism, and random hookups, and by the time he realizes that they're using him, they've discarded any pretense of caring about his safety.
13** When Catherine starts to break character: "He touched my face--''the others never did that.''" [[FridgeHorror Wait, others?]] [[spoiler:Just how many "Pippins" have been led to their doom?]]
14* OneSceneWonder:
15** Berthe is in one scene and has one song. And yet her song is among the most famous in the musical, and she often gets the most applause at curtain calls.
16** Andrea Martin's turn as Berthe in the revival was so great that they gave her a line in "Magic To Do"... specifically "Humor, handled by a master". This was, in fact, going back to the original published edition following the Fosse production, but it was rarely enforced in actual practice.
17* SpaceWhaleAesop: [[spoiler: Don't listen to those voices in your head encouraging you to seek fame and glory because they really just want you to set yourself on fire.]]

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