- "Three Little Piglets" is simply the funniest episode of the series, or any Winnie-the-Pooh series, for that matter. Pooh tries to read the story of the Three Little Pigs, but he and Tigger goof around with it in every way imaginable: Pooh continually attempts to insert honey into the story, the wolf becomes an annoyed Rabbit wearing a Big Bad Wolf costume, he mistakenly mixes in elements from other fairy tales ("the Big Bad Bunny was going to see his grandmother..."), the house of sticks becomes a house of cards, Tigger tries to save the pigs as the Masked Offender, and finally, Rabbit ends up getting drenched by a honey eruption.
- Tigger's failed attempts to protect Rabbit from broken-mirror-caused seven years of bad luck in "Luck Amuck."
- When Rabbit is trying to relax in a bath, Tigger pops out of the water and, fearing that Rabbit might drown, pulls the plug to drain the tub. Only Rabbit also falls down the drain, complete with a Big "NO!".
- One later plan results in Rabbit getting buried under a mountain of watermelons (long story) - leaving Tigger to dig him out. Pooh comes across this crazy scene with his usual oblivious friendliness - which makes the following sequence ludicrously funny due to how totally unfazed and immediately accepting he is of the absurdity even while Rabbit is freaking out in front of him.
Pooh: "Tigger, what are you doing?"
Tigger: "I'm digging for rabbit, Pooh-boy." <Tigger unearths Rabbit's head>
Pooh: "Well, you're in luck!" (cheerful chuckle) "There's one now!"
(in the middle of an epic Freak Out
): (insane sobbing/laughter
) S-seven more years! (insane sobbing/laughter
- In scene where Tigger decides to run away so he wouldn't harm anyone with his bad luck, he puts ludicrous items in a trunk to move away with, including a sewing machine, a bed and the kitchen sink. The funny part was that Tigger was packing RABBIT'S stuff.
Rabbit: MY BED!!!
- The whole show had a good number of crowning moments of funny really; one that stands out is when Christopher Robin sees a "slusher movie" and Tigger reads the title, which is basically a summary of every slasher film/series plot...
Tigger: "The Slusher Who Slushed Everyone - And Then Came Back To Slush 'Em Again!"
- Heck, the entirety of the Slusher episode was a huge Funny Moment. Especially when Tigger gets on Christopher Robin's nerves.
- "The names of the animals were changed to protect the innocent."
- "Un-Valentine's Day" needs mentioning here, if not the entire episode then at least...
Piglet: I AM CUUUUUUUUUPPIIIIIIIDDDDDDD!!!
- Also, Rabbit has crammed the hundreds of valentines from last year into his wardrobe. When he receives a valentine carrot this year, he panics and throws it, which results in it hitting said wardrobe and releasing all of the valentines. His reaction is priceless.
- The western episodes. For example, this exchange from The Good, The Bad and the Tigger:
Tigger: I am the Tigger with no name.
Pooh: I am the Pooh with a name! If only I could remember it. Oh bother.
- A reminder to those who don't get it: Pooh's name is Edward Bear, except odds are almost no one who watched this knew that...
- Near the beginning when Tiger is trying to get on the train and finally get's on after a considerable amount of effort. He is wondering how Pooh managed to get their so fast. Follow Pooh lampshading the event. (Which is repeated later.)
- The scene in the Christmas Special when Pooh, dressed up as Santa Claus, is stuck in Tigger's chimney. Tigger thinks it's really Santa and starts bouncing gleefully around: "SANTY'S COMIN' DOWN THE CHIM-EN-Y!" It really has to be seen to be appreciated.
- Not to mention Tigger "helping" Santa-Pooh get back up the chimney.
Tigger (getting a broom and fulcrum): "Hey, anything for ol'-Saint Nick! A one... a two... A FIRE!"
(Catapults Pooh back up the chimney and flying far, far away)
Santa-Pooh: MEEERRRYYY CHRRRIIIIISSTTMMAAAAAAASSSS!!!
- The gang's feeble efforts to hide the fact they deflated the balloon Christopher Robin lent Pooh include Rabbit painting a boulder red (which evidently feels much heavier than the average balloon), Piglet dressing as a balloon (with his head and limbs still visible), and Tigger making a bubble gum bubble (which doesn't last very long).
- In "Donkey for a Day," Rabbit's attempt to cheer Eeyore up.
- From "Rabbit Marks the Spot":
Piglet: "Where'd it go?"
Tigger: "In the basement."
Piglet: "But I don't have a basement!"
Tigger: "You do now!"
- From "The Wise Have It", when Piglet is trying to remember what he needs to do:
Piglet: Water the rhododendron? No... Shine the woodwork? No... Wax the floor? (slides across the floor) NoooooooOOOOOOOOO...!
- "Piglet's Poohetry" is absoluty hilarious, but this line takes the cake.
Tigger: I love to smell the pritty flowers, when I take a morning stroll. But I'm so busy sniffing, I fall into a hole.
Piglet (in story): YAAAAAAAAAAAAAAAA...
- Later, when Tigger's narration leads to Piglet being chased by a swarm of bees, the latter runs headlong into a wall that appears out of thin air while bees are still in pursuit, leading to this exchange.
Tigger: Did I mention the brick wall?
- Gopher's fall in "The Monster Frankenpooh" has to be his longest fall in Winnie the Pooh history, lasting well over twenty seconds.
Gopher: Muh, muh, muh, muh, mons-*gets crushed and falls back into hole* -TEEEEEEEEEERRRRRRRR...
- The entirety of "Sham Pooh". Long story short, Pooh isn't hungry for honey for once, leading everyone to believe that Owl is Pooh, Gopher is Owl, Piglet is Gopher, and Rabbit is Piglet. Hilarity Ensues.
- "Goodbye Mr Pooh" is another mass confusion plot, where everyone misinterprets Pooh as planning to move away. Eventually Pooh hears the rumour and is convinced himself, not wanting to ruin expectations.
- "Lights Out" Rabbit borrows Gopher's helmet then loses it afterwards. Whenever Gopher hears someone say the word "dark" he freaks out!
Gopher: DARK?! AAAH!!!!
- the part where Gopher Runs face to face with Eeyore, then faints.
- In "Where Oh Where Has My Piglet Gone", Pooh tries to catch a hammer using nails. He instead catches a saw.
- In "Boo to You Too" (the Halloween episode), Gopher first dresses up as Eeyore and runs into him, leading to this little reaction:
- In "No Rabbit's a Fortress" Rabbit builds a fortress around his garden to keep Pooh, Piglet and Tigger out of his garden for good, only to soon realize that he has trapped himself inside the fortress.
- The several failures to destroy the fortress (trying to use battering ram to break it down, trying to catapult Piglet, trying to vacuum Rabbit out of it)
- Also, when they get the idea to blow up the fortress Rabbit is trapped in with dynamite, Gopher just as he's about to detonate the dynamite, explains that just one keg will be sufficient to destroy the fortress without harming Rabbit, which leads to this exchange.
(nervously): Only one keg? Piglet
: Oh, dear... Tigger
: Uh-oh! Gopher
: STAND CLEAR! (The entire fortress blows up in a massive
explosion leaving an enormous crater in its wake) You too, Rabbit! Pooh:
Do you think we should have told Gopher we each
used one keg?
- However Rabbit's nowhere to be found and the cast believe he has been blasted to pieces by accident. But turns out he is okay, Rabbit's just stuck dangling from a high branch in a tree! After everyone realizes he's alive, and debate how to get Rabbit down, Pooh offers this very simple solution:
Pooh: Hellooo, Rabbit! (waves up cheerfully at him).
Rabbit: Hm? Oh, hi, Pooh Bear. (lets go of tree branch, using his arm to tiredly wave back at him not thinking about it. Beat.) -YAAAAAAAAAAA!
Pooh: (turns around calm and cheerful) You see? I thought it'd get him out. (Rabbit's still screaming in mid-fall and crashes offscreen directly ontop of him. Cut to a cartoony smoking hole cutout shape in the ground of both Rabbit and Pooh's bodys going SPLAT together!)
Tigger: Hooray! Not only didja get Rabbit out of the tree—YOU CAUGHT HIM TOO!
- Pooh's attempts at making a cake in "Party Poohper", with him misinterpreting all of the instructions.
Pooh: Now was that one dash of salt, or one dish?
- In "Pooh Day Afternoon", Pooh, Tigger, and Christopher Robin are trying to find Skippy, the dog they lost, knowing he always comes to the sound of a horn. The problem is, Skippy has the horn with him, so Tigger improvises.
Tigger: SKWONKY! SKWONKY!
Pooh: Hmm, for a minute, I thought you sounded just like the horn.
Tigger: Really? I can also do a bottle of pop. Gulp gulp gulp gulp gulp.
Christopher Robin: Now if only there were some way to make it louder.
Tigger: GULP GULP GULP GULP GULP!
Christopher Robin: (annoyed) I meant the horn sound!
Christopher Robin: Excuse me sir, but my baby needs some baby food.
Pooh (dressed in a bonnet): Waah! (giggles)
- This gets even funnier by the fact that the manager doesn't seem to notice this is strange at all. Neither Christopher Robin (a child) saying he has a baby nor a talking stuffed animal pretending to be a baby fazes him.
- The way Tigger carries the stack of firewood in "No Camp like Home". Skip to 7:09.
- Also in that episode, Papa Heffalump is allergic to everything, even deep, dark, pits.