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  • Simon keeps a checklist of Alvin's monster nightmares, which consists of Frankenstein's Monster (despite the Munks encountering and befriending him in the previous movie), a Mummy, the Wolf Man and a bunny.
  • As Dave is handing out lunches to the Munks, Theodore is very insistent that there be no avocado in his; Dave reassures him there isn't. As the boys head for school, Simon questions this by asking "Since when don't you like avocados?" Theodore replies that the school bully hates them and since he's taking his lunch now, he's removing the offending ingredient, prompting Simon to snark "Silly me. You wouldn't want to offend your attacker."
  • When the trio passes by Mr. Talbot's house on the way to school:
    Alvin: There is something creepy about that Mr. Talbot.
    Simon: I'm sure he says the same thing about you.
  • Brittany assumes she's playing "a girl named Willa who cries a lot" for the school play. She doesn't take it well when Jeanette explains to her that she's playing a weeping willow.
  • Alvin inadvertently causes a massive explosion due to using a concoction of his own to try and make the play more authentic. A giant green mushroom cloud then erupts over the school, which can be seen from their house.
    Dave: That looks like it's coming from the school! (Dave moans and looks at the phone) Oh, please don't ring! Don't ring! Don't... (the phone rings)
  • Following the above explosion, Ms. Milliken the principal complains that Alvin is stressing her out to the point of early aging. Dave assures her she doesn't look a day over 50...too bad she's 31.
  • The fact that the school board gained a grant that covers damages caused by Alvin's shenanigans.
  • When Dave answers the phone, Miss Miller yells "DAAAVIIID!" into his ear in the exact same manner he yells at Alvin.
  • Madame Raya's infomercial for "Monster Book of Monster Facts."
    Madame Raya: Order now before my over-insured warehouse has a mysterious fire! Oooooo! You must be 18 years or older to call. But don't worry, we don't check.
    • Simon expresses his concern about Alvin watching the infomercial.
      Simon: Aren't you afraid this will rot your brain?
      Alvin: Too late.
  • Simon getting roped into helping Alvin hunt for a monster.
    Alvin: Our dear neighbor Mr. Talbot is a werewolf! And I'm not going to rest 'til I prove it.
    Simon: (sighs) And apparently, neither am I.
    Alvin: Are you in, or... in?
    Simon: (face palms) Given those choices... I'm in.
  • Alvin stating his suspicions that Mr. Talbot could be a werewolf, using his Monster Book of Monster Facts.
    Alvin: Look, it's right here. It says many werewolves carry symbols of wolves. Do you remember Mr. Talbot's cane? The one with the WOLF's head?
    Simon: Yes, I do. He might even have wolf baseball caps, and little ceramic wolf figurines, and souvenir wolf jelly jars.
    Alvin: Oh, I'm happy you're amused. The handle is made of silver. Why? Because silver kills werewolves!
    Simon, incredulous: What's your theory? That he plans to club himself to death?!
    Alvin: (tries to answer, but can't)
  • Alvin and Simon get into a scuffle when Simon decides to call quits on the werewolf hunt. And later, Dave confronts them about it.
    Dave: So, Let Me Get This Straight.... All of this happened over a game of Tic-Tac-Toe?
    Alvin: Yeah, well... we're using the European rules. Gets awfully rough.
  • As part of his new personality change after getting bitten by the "dog", Theodore suddenly gains an appetite for meat despite being a vegetarian. When he gets dissatisfied with his non-meaty breakfast, he rummages through the fridge and pulls out a jar of mincemeat, thinking it's actually minced meat. He becomes disgusted to learn that it's nothing but "raisins and stuff".
  • Theodore gets turned into a werewolf, but acts surprisingly friendly and playful. Unfortunately, he's a non-housebroken werewolf puppy.
  • Brittany becomes baffled at Theodore suddenly acting mean and aggressive, since he has always been "the sweet one" and Simon is "the smart one". As for Alvin? "The other one".
  • Alvin and Simon go visit Madame Raya at the TV studio to seek advice about werewolves. They find her looking for her car keys under the fortune teller table, apparently having supposed to go to aerobics class an hour ago. She offers to help the boys while also helping herself to some Chinese food.
    Madame Raya: Always when I miss a class, I pig out instead.
    • "The power of the werewolf is a terrible thing and could overcome the sweetest of creatures, turning them deadly! You know, I had a hamster once."
    • Her explanations on how to deal with a werewolf, which make it funny, sad, and horrifying at the same time.
      Alvin: There's got to be a cure for being a werewolf! Right?
      Madame Raya: Oh, of course. For one thing, you could shoot him with a Silver Bullet!
      Alvin: Shoot him?!
      Simon: B-but then would't he be... you know? (does a Throat-Slitting Gesture)
      Madame Raya: Dead? Yeah! But he would be cured.
      Simon: Isn't there any other way?
      Madame Raya: Well... you could bop him with something silver, like a cane.
      Alvin: (to Simon) Told ya. (to Raya) How hard?
      Madame Raya: Hard enough to— (does a Throat-Slitting Gesture)
      Simon: I got it. Please don't say it.
    • As the boys leave, Raya suddenly recognizes Alvin... because he still hasn't paid $13.95 for the book he ordered from her. Alvin has to get Simon to cover for him, much to the latter's fury.
  • Alvin borrows Mr. Talbot's cane in order to use it to cure Theodore's lycanthropy (i.e. knock him out with it) only for Theodore to break it in half. Realizing how much trouble he's going to be in, he attempts to run off and bumps into Dave, who sees the broken cane land in front of him. Cue an angry "Alvin!" from Dave.
    • Dave then tells Alvin to go to Mr. Talbot's house and apologize to him. Alvin, not wanting to tell Dave about Theodore's condition and still being creeped out by Talbot, insists he can't because of the school play tonight.
      Alvin: I can't go to Mr. Talbot's, Dave! Tonight's the school play! Yeah, that's right! I've got the most important part!
      Simon: Oh, right! That's probably why they call it "Dr. Jekyll and His Butler".
  • Dave goes to meet Mr. Talbot to try and talk things over with him. But then he hears Talbot growling in rage behind him and has the broken pieces of the silver cane thrown at him, so he turns around to tell the guy off for his sudden fit... and that's when he realizes that Alvin was right and Mr. Talbot really is a werewolf.
    • Right before things get horrifying, this exchange occurs as Dave explains to Mr. Talbot why Alvin was using the cane (or at least, what Alvin told Dave in order to cover up Theodore's lycanthropy):
      Talbot: Giant gophers?
      Dave: Well, giant is a relative term. They probably look bigger to a chipmunk than... big fella like you.
  • During the night of the play when everything is going awry due to Theodore going full-werewolf, Alvin decides to confront him. But then he runs into the Wolfman himself...
    Alvin: Hey, what am I doing? It's only Theodore! (storms out around the background prop he was hiding behind, only to walk right up to the Wolfman) Now listen here, Theodore! I've g— (sees who he's facing and stutters) Oh, boy. That looks like Talbot's cane. (*Beat*) Mr. Talbot! I knew it! (snaps his fingers and has a cocky look, then comes to his senses and flees from the bigger werewolf)
  • Brittany no-selling Were!Theodore, even slapping him with the branches she is holding as part of her tree costume. But when she sees the Wolfman, she Faints in Shock.
  • The kids being forced to improvise during the play (twin sisters, getting split into two persons, a tree coming to life).
    • Brittany making her way into the play as said tree coming to life is doubly funny given the last time we saw her, she fainted from seeing the Wolfman.
  • After being cured of his lycanthropy, Talbot has a Not So Stoic moment where he is surprised finding himself in front of a large audience of people and runs off in embarrassment.
  • Why does nobody believe Alvin's accusations that Mr. Talbot is a werewolf, considering that the last movie had the Chipmunks meet Frankenstein? Because Alvin has accused literally hundreds of people of being monsters. Simon notes the only person he hasn't accused is Dave, causing Alvin to suspect Dave to be a monster as well.
  • At the end of the movie, Ms. Milliken retires as principal for a less stressful job where she won't have to deal with Alvin; driving trucks of nitroglycerin over rickety old bridges.


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