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This series, though Darker and Edgier than the source material, still has a lot of hilarious moments.

    The Wonderful Wizard of Oz 
Episode 1:
  • Locasta's lament after she's sent Dorothy off to see the Wizard: "I hope she gets there. I'm so bad at giving directions."
  • Dorothy's first meeting with the Scarecrow provides some surprisingly, but thankfully comedic moments after a really heavy and dramatic stretch. Dorothy is fleeing for her life in the middle of the night, and partly because it's dark and partly because she doesn't look where she's going, she runs straight into the Scarecrow on his pole.
    Dorothy: Ugh... ow... you stupid, stupid, stupid...
    Scarecrow: Why, yes, I am stupid! How did you know?
    Dorothy: I didn't mean you, I meant... *double take* ...Oh, my God.
    Scarecrow: What?
    Dorothy: You... did you just talk?!
    Scarecrow: *hesitantly, then triumphantly* I... think that was me, yes! I did! *pause* Did you?
    Dorothy: Yes, I did, I... I'm supposed to talk! I'm a person! You're a scarecrow!
    Scarecrow: And scarecrows aren't supposed to talk?
    Dorothy: ...Not where I come from!
    Scarecrow: Ah. Right, sorry. My mistake.

Episode 2:

  • The Scarecrow misunderstanding the Tin Woodman's iconic "oil can" groaning.
Tin Woodman: Oil can...
Scarecrow: Sorry, I didn't quite get that?
Tin Woodman: Oil can!
Scarecrow: What? Now, really, do I insult your mother?
  • The Scarecrow trying to distract a fierce Kalidah by striking up a conversation and asking if it would like to be his friend. It goes about as well as you'd expect.
    Scarecrow: Ah — hi there! How are you? Uh — doing well are you? Eaten many... people lately?
    *The Kalidah roars*
    Scarecrow: You don't happen to eat straw at all, do you?
    Lion: Psst! Scarecrow!
    Scarecrow: Oh! Oh, oh, this is my new friend, the Lion here. Um, but I've only been alive for a day now, so I guess everyone is a new friend to me... Would you like to be my friend?
    *The Kalidah growls fiercely*
    Scarecrow: ...I guess not!

Episode 3:

  • Since Dorothy is put to sleep in the poppy field, she can't accurately recount what happened next... but she presents two possible reconstructions of what her companions said and did while she slept.
    • The first one is based on the stories of Unreliable Narrator Tin Woodman. Cue a scene with them all talking in stilted and unnatural voices, with the Tin Woodman pointing out how he's the most intelligent and wisest and everyone should listen to him, while the other two wholeheartedly agree.
    • The second one is based on pure speculation by Dorothy, and essentially consists of all three screaming at each other, panicking and arguing.

Episode 4:

  • Possibly a bit of unintentional comedy here, but the Wicked Witch as she's melting just goes on the most childishly petulant rant: "What have you done! You've destroyed me! You've killed me, and... and you said I was wicked!! ARE YOU HAPPY NOW, DOROTHY?!"

Episode 5:

  • Dorothy, Ugu and the Cowardly Lion all get in a few great lines when trying to figure out how to stop a rampaging dragon.
    Dorothy: How?! How do you stop a dragon?
    Lion: Last week, you asked the same thing about stopping a witch.
    Dorothy: *Sarcasm Mode* Oh, great! Anyone have a giant bucket of water handy? Oh, wait, no! Give me a house! I'll drop it on its head!
    Lion: What are you hoping to find in here?
    Dorothy: I don't know yet.
    Lion: That's not very helpful.
    Dorothy: Something that can stop the dragon. Like the silver slippers.
    Ugu: Why don't you just use the silver slippers on it?
    Dorothy: Great. I'll kick the dragon. Look, I don't know what makes these shoes go, or even if they do anything besides sparkle in the sunshine. The witch had to have something else in her arsenal!
    Ugu: Most of her power came from within.
    Dorothy: Broomstick... no. Crystal ball. Does that do much?
    Ugu: Only if you want to watch the dragon from afar and cackle at it.
    Lion: I'd like to watch the dragon from afar! Very afar!
  • When Dorothy restores the Scarecrow, he startles her by coming back to life in the middle of it.
    Scarecrow: Hello, Dorothy! Miss me?
    Dorothy: *startled* Jesus Christ!!
    Scarecrow: You're renaming me! Cool!
  • The Cowardly Lion's reaction when Dorothy's upset that the Wizard scares Toto: "He's in trouble now. She get's mad when people frighten her dog!"
  • "Can... everyone see that weird little man with the microphone trying to hide behind the screen?"
  • The Scarecrow, when finding out that the brains the Wizard provides him with contain pins, wonders if this'll make him a pinhead. Dorothy, very dryly, says yes.
  • Drunk Cowardly Lion.

Episode 6:

  • The companions have some funny banter going on while journeying to the South...
    Dorothy: Oh, look. Another forest. How novel.
    Tin Woodman: We are heading South, right?
    Scarecrow: Yep! This is a completely different dark and scary forest in the rural lands of Oz.
    Dorothy: I'm telling you, if we come across a yellow brick road and my old farmhouse cause we've gone the wrong direction, I will not be happy.
    Tin Woodman: At least if that happens, we know how to get back to where we started. Been there, done that!
    Dorothy: Another three-day walk back? Oh, joy.
    Lion: I wouldn't mind! I like being out of the city! Concrete walls and floors aren't really what a wild lion like myself can — ah!
    Scarecrow: What?
    Lion: Something touched me!
    Tin Woodman: It's a branch.
    Lion: No, it wasn't! Something scraped across my back!
    Tin Woodman: Yes. A branch.
    Scarecrow: What happened to all that courage you were supposed to have?
    Lion: I sobered up.
  • "I think that has to be a record. Quickest ever pissing off people after arriving in a town!"

    The Marvelous Land of Oz 
Episode 1:
  • When Mombi tells Tip she's going out and leaving him in charge, his response is delighfully snarky, since there's really nobody else there to be in charge of:
    "Really?! Wow, I'm so honored! In charge of all the other people in the house! I sure hope the power of all this authority doesn't go to my head while you're away!"
  • Tip tries to get Jack Pumpkinhead to stop calling him "Dad." It doesn't go well.
    Tip: What did you call me?
    Jack: "Dad"?
    Tip: Well, don't.
    Jack: How about "Daddy"?
    Tip: No.
    Jack: But you made me, didn't you? What's what you said earlier!
    Tip: Technically, that's true, but I...
    Jack: So, you're my dad, then!
    Tip: Please don't call me that.
    Jack: What should I call you, then?
    Tip: My name's Tip. Try "Tip."
    Jack: "Tip"... *beat* No, you're my dad. I'm gonna call you "Dad."
  • "You didn't plan this out very well — did you, Dad?"

Episode 2:

  • Jack Pumpkinhead isn't too reassured when Jellia tells him that the Sawhorse will be fine out in the Emerald City.
    "Have you met my horse? It's craa-a-azy!"
  • When Jack enters the throne room to see the Scarecrow, The Scarecrow tries to copy the Wizard's "I am Oz, the great and terrible" routine to impress him. Unfortunately, it doesn't work — partly because the Scarecrow flubs his lines, but mostly because Jack totally misses the point of it and keeps interrupting.
  • The famous "Jellia acts as a translator for Jack and the Scarecrow" scene makes it into this adaptation almost verbatim — except for a few changes to fit this version of the characters better. It's still one of the funniest scenes of the story — especially since in this version Jellia totally loses her patience at the end and yells "THEY'RE THE SAME FREAKING LANGUAGE!!"

Episode 3:

  • The Scarecrow wishes Dorothy was there to help, and has to explain to Jack who Dorothy is.
    Jack: Who's Dorothy?
    Omby Amby: Don't get him started.
    Scarecrow: She's my best friend, and my first friend, and if she was here, she'd get us out of this mess, in like a minute! She'd walk up to this General Jinjur and say: 'Hey! You! Get out of this city!'"
    Omby Amby: And then she'd drop a house on her.
    Scarecrow: Probably.
  • The scene where the Woggle-Bug tries to convince General Jinjur that he's captured the Tin Woodman is hilarious. Jinjur doesn't buy it for a second and just keeps snarking, while the Woggle-Bug blusters and the Tin Woodman makes for an extremely unconvincing prisoner with his Bad "Bad Acting".
    Jinjur: Right. You're expecting me to believe you've managed to kidnap the Emperor of the Winkies?
    Woggle-Bug: That is correct.
    Jinjur: Mm. And did you grab him right from the head of his army, or did you tell them to all LOOK OVER THERE! first? We saw the Winkies approach, we know they're here!
    Woggle-Bug: And you'll also know how very upset they are that their shiny leader has been taken from them.
    Victon: Not really, no.
    Woggle-Bug: Well, perhaps you need to check your information again, Victon, dear.
    Jinjur: You didn't answer the question! And you'd better, unless you want Victon to string you up by your antennae!
    Woggle-Bug: Wait, we — we don't want to bore you with the details, my dear! Eh, shall it suffice to say that I wooed him with the promise of assistance to rescue his scarecrow friend, and it has resulted in a sudden, but inevitable betrayal!
    Tin Woodman: (stilted and over-dramatic) Curse your sudden, but inevitable betrayal!
    Jinjur: Oh, for Lurline's sake... Okay, assuming for a minute that I believe a word of this, because I'm feeling a little bored, what exactly do you want in exchange for the Emperor of the Winkies?
    Woggle-Bug: Why, the same thing I've always wanted!
    Victon: ...a purple, polka-dotted dress?
    Woggle-Bug: (furious) That was a private discussion that you had no business bringing up in public!
Episode 4:
  • "You're trusting our well-being to a man with a fruit as a head, and I DON'T THINK I WILL SHUT UP!"

Episode 5:

  • The flashback scene to the meeting of the witches of Oz before the birth of Ozma reveals that the Wicked Witch of the East was either a huge Cloudcuckoolander or just extremely subtle with her snark. When asked if she was the one who called the four witches together, she answers with what seems like complete sincerity: "Well — I guess I could have anonymously called a meeting of the witches of Oz, and then I forgot that I did it and turned up anyway — oh, how careless of me!"
  • Another flashback scene has Glinda cooing over Baby Ozma, much to the annoyance of the Wicked Witch of the West.
    Glinda: (cooing) Who's a cute little princess? You are! Yes, you are! Sleep, little princess, the Sandman is near...
    West: Really?
    Glinda: (still cooing) She's a mean old lady, isn't she? Yes, she's a witch! She's a mean witch!
    West: Oh, all right.
    Glinda: (Normal voice) It's okay, not all the witches have to be maternal.
  • The Scarecrow, with Jack Pumpkinhead, rides the Sawhorse and leads the collective armies of Oz against the Emerald Palace — a Moment of Awesome that's made slightly less awesome by the fact that the Sawhorse still doesn't know how to slow down and just keeps galloping at full speed with the two riders hanging on for dear life and not quite able to decide whether they're enjoying it or not:
    Scarecrow: How do you steer this thing?!
    Jack: You don't, you just let it do whatever it wants!
    Scarecrow: This horse is insane!
    Jack: This whole adventure is insane!
    Scarecrow: I know, right? Isn't it fun?!
    Jack: It's amazing!

Episode 6:

  • When Ozma makes the scene, she has no more luck than Tip did in getting Jack Pumpkinhead to call her what she wants.
    Ozma: Jack... I suppose this must be really confusing to you.
    Tin Woodman: It's confusing to all of us, and we saw it happen.
    Jack: I'm four days old! Everything's confusing to me!
    Ozma: But I hope you know Tip really cared for you. He didn't want to go, and —
    Jack: But you're Tip — in a way — and he was you! You're still my daddy!
    Ozma: Well... that's not quite... (pauses, then gives up) ...Yes. Yes, I am.
    Jack: And I can still call you "Dad"?
    Ozma: (hopefully) Well... you could maybe try calling me "Mum" instead?
    Jack: No, I think I'm gonna keep calling you "Dad"!

    Ozma of Oz 
Episode 1:
  • The season's first scene featuring the Scarecrow, Tin Woodman and Cowardly Lion, has a small Brick Joke.
    • At the very beginning of the scene, we get this exchange:
      Scarecrow: Oh, look! There's a crowd!
      Tin Woodman: So observant.
      Lion: Do you think they're here to see Princess Ozma off on her journey?
      Tin Woodman: No, Lion, there's a half price sale on statue repair and they don't want to miss out.
      Lion: ...Really?
      Scarecrow: I said I'd pay for the statue!
    • And then, when Ozma arrives, this happens:
      Ozma: Look at all these people! For me?
      Omby Amby: Of course, my Lady.
      Lion: (with total apparent sincerity) No. There's a half price sale on statue repair.
      Tin Woodman: Lion!!
  • In the same scene, before Ozma arrives, the Lion laments having missed out on the events of the previous season:
    Lion: Ozma's taking her time.
    Tin Woodman: You're eager to hit the road, eh?
    Lion: Well, it's not like I've had an adventure in a while. You lot left me out on the last one!
    Scarecrow: We didn't mean to, Lion.
    Tin Woodman: Yes, we're terribly sorry we didn't include you when we were being attacked by Munchkins and fleeing for our lives on a flying couch.
    Lion: (indignantly) And so you should be.
  • One of the most blatant Does This Remind You of Anything? jokes in the series comes when Ozma presents the magical carpet that's going to take her and her companions over the Deadly Desert.
    Ozma: (narrating) I smiled, and pulled out of my pocket a small square of green carpet, no bigger than a handkerchief.
    Tin Woodman: I'm not one to make jokes about size, Ozma, but I don't think that's gonna do the job.
    Ozma: (clearly trying not to laugh) It's not how big it is, it's where you stick it. And what you whisper to it to make it grow.
    Tin Woodman: ...Fine. You make the dirty jokes, then.
    Ozma: Rinkie tinkie little pinkie wooh!

Episode 2:

  • Ozma, who has been hearing about the awesomeness of Dorothy for a long time, and is clearly a little jealous of her even before they actually meet, wastes no time in letting her narration get snarky:
    "That's what Dorothy was like. All 'take charge and ask questions later.' She's American, it's what they do."
    • And of course, there's a heavy layer of Hypocritical Humor here, because taking charge without asking questions is exactly what Ozma herself keeps doing both before and after this moment.

Episode 3:

  • Dorothy screaming for seatbelts when Ozma's carriage starts speeding, and suggesting shock absorbers after a particularly rough stop.
  • The Scarecrow, Tin Woodman and Cowardly Lion engage in some really funny banter while captured and questioned by Dr Nikidik, particularly when they for no reason quote the theme song to Tales of the Wizard of Oz.
    Scarecrow: We're three sad souls!
    Tin Woodman: Oh, me.
    Lion: Oh, my.
    Scarecrow: No brain!
    Tin Woodman: No heart!
    Lion: I'm much too shy!
Episode 4
  • The Scarecrow, Tin Woodman and Lion while escaping Dr Nikidik's place have some problems finding the way out. The Scarecrow spouts some rather familiar dialogue, the Lion snarks and the Tin Woodman loses his patience:
    Tin Woodman: Which way do we go?
    Scarecrow: Well, that way seems a very nice way!
    Tin Woodman: Well —
    Scarecrow: It's pleasant down that way too!
    Tin Woodman: Scarecrow —
    Scarecrow: Of course, people probably do go both ways...
    Tin Woodman: You're doing it on purpose! Stop it!
    Scarecrow: I can't help it! I'm scared, and when I'm scared I say stupid things!
    Lion: So you're scared all the time, then?!
    Scarecrow: I will slap you, you know.
    Tin Woodman: Shut up! We're going this way!
    Lion: Why?
    Tin Woodman: Because we have to pick a way, and it might as well be this way!
    Lion: Well, why not the other way?
    *pause*
    Tin Woodman: When we die, it's going to be because of you two, you know that, right?
    Scarecrow: Oh, you're so rude under pressure.
  • Later on, they're still bickering, and the Lion gets fed up with the Tin Woodman's attitude:
    Lion: Sarcasm achieves nothing!
    Tin Woodman: (snaps) It gives me a happy!
    Scarecrow: Look!
    Lion: Where? It's so dark!
    Tin Woodman: I thought cats could see in the dark.
    Lion: I thought Tin Woodmen could use other forms of humor beyond sarcasm.

Episode 5

  • While this episode is pretty heavy overall, the subplot with Billina sneaking into the kingdom of the Nomes has some pretty funny moments, especially when she's trying to find Ozma's chambers and laments "I knew I should have stuck around for the tour!"

Episode 6

  • Ozma's dream at the beginning of the episode starts off pretty absurd to begin with, with Tip suddenly returning for no reason, but it quickly lapses into pure absurd nonsense, when Tip decides to save everyone by making another Gump, all of a sudden Jack Pumpkinhead and the Woggle-Bug are there and make absurd comments, and to cap it all off, General Jinjur suddenly appears and announces that she was the Nome King all along! No wonder Ozma is glad to wake up from that dream.
  • After the previous episode ended on a bit of an ominous Cliffhanger for Billina, with Kaliko about to capture her, her return in this episode reveals that she handled the situation easily.
    Scarecrow: Billina?! Where've you been?
    Billina: Running from him! What did you think?
    Kaliko: (totally out of breath) ...roast you alive... feather... brain!
    Billina: (cheerfully) He's been yelling that at me all night, up and down the catacombs! It's been hilarious!
  • "You shut up, you egg-phobic idiot!"

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