Bart and Milhouse get trapped in a cursed board game in "War and Pieces," Homer and Marge's honeymoon trip on a boat gets interrupted by a castaway who may be a murderer in "Master and Cadaver" and Lisa falls for a preteen vampire called Edmund in "Tweenlight."

* [[AllJustADream All Just a Bath Time Daydream]]: "Master and Cadaver" is revealed to be a daydream in Maggie's imagination.
* CrazyJealousGuy: Homer in "Master and Cadaver."
* {{Dracula}}: He is Edmund's father.
* DrivenToSuicide:
** After fast forwarding the special at the beginning and thus ruining it for the viewers, Professor Frink fast forwards himself to death.
** Unable to live with her guilt for the deaths of the innocent people in "Master and Cadaver", Marge eats a poisoned pie.
* {{Fanservice}}: Marge in a black bikini for almost the whole second story.
* {{Foreshadowing}}: At the end of "Master and Cadaver," Maggie dons a bowler hat and fake eyelashes for one eye a la Alex [=DeLarge=] from ''Film/AClockworkOrange''. Turns out it became a subject for a [[Recap/TheSimpsonsS26E3TreehouseOfHorrorXXV future Treehouse of Horror]] segment called "A Clockwork Yellow", and Maggie as she appeared in that ending makes an appearance.
* HeroicSacrifice: Homer himself in the "Tweenlight" segment. He sacrifices himself for Lisa, so the two vampires could suck on his cholesterol-filled blood (and not the good kind of cholesterol).
* {{Irony}}: That's how Homer sees the idea of a cross being used to kill somebody.
* KubrickStare: By Maggie, of all people, disguised as [[Film/AClockworkOrange Alex [=DeLarge=].]]
* ReferenceOverdosed: All the board games they play are a reference to real board games, even ''Consternation,'' which is a reference to the ''Series/{{Concentration}}'' home game.
* TakeThat: "Tweenlight" makes fun of almost every thing ''Franchise/{{Twilight}}'' has been building on.
* TooDumbToLive: Milhouse thinking that the number "3" was actually a letter -- while playing a literal version of Hangman where if the players guess wrong, they ''get hanged.''
* WholePlotReference: All of the segments subtly lampoon modern movies: ''Film/{{Jumanji}}'' for "War and Pieces", ''Film/DeadCalm'' for "Master and Cadaver" and (of course) ''Franchise/{{Twilight}}'' for "Tweenlight."