After watching a monster movie, Pooh and his friends decide to make their own movie, with Pooh being cast as the hero, Tigger as the monster and Piglet as the victim. But things go awry when Tigger's monster costume is mistaken for a real monster by the others, and Piglet is particularly terrorized, more than the usual, that is.
Tigger, Piglet and Pooh come up with a plan where Tigger (disguised as a bee) buzzes around Piglet (disguised as a flower). The bees buzz around the flower, and Pooh climbs in the hive to get honey. The bees circle around Piglet, but unfortunately the bees tickle Piglet's nose, causing him to sneeze and drop his costume, and Tigger's. The bees notice Pooh in the hive, and knock him out of it. When caught by Tigger and Piglet, they all tumble into the mud.
One night Piglet has a bad dream that a group of Heffalumps and Woozles are trying to get him. When Piglet wakes up Pooh and Tigger are at his door and invite him to go camping with them in the forest where they'll tell ghost stories, eat honey, and sleep under the sky. Piglet mentions that he's afraid of Heffalumps and Woozles because he's heard that their scary but Tigger promises to protect him from such creatures. After setting up the tent Tigger goes off deeper into the woods to look for firewood and finds some but he doesn't know that it belongs to the Heffalump Family who used it to make out their home. Christopher Robin lets Pooh borrow his red balloon, and Pooh swears to keep it safe, no matter what. But a lot of misinterpretations, misunderstandings and mistakes cause Pooh, Tigger, Rabbit and Piglet to "break" the balloon. The friends must desperately find a way to fix it before Pooh must take it back.
During a snowstorm, Pooh, Piglet, Tigger and Rabbit try to salvage a lone carrot in Rabbit's snow-covered garden. When all of a sudden, the gang hears a "Help." It's a baby bluebird in a nest flying around. Rabbit then abandons the carrot to save the bird. Afterwards, Rabbit volunteers adopt the bluebird, named Kessie. A few days later, Rabbit is feeling the stress of parenthood after trying to take care of Kessie. When Pooh drops by, Rabbit goes crazy and says that Kessie can play with Pooh and Piglet while he takes care of his garden. While Pooh and Piglet give Kessie a bath, the bird accidentally puts too much soap in the bath. Rabbit, who says that he's going to plant his carrots so early in the year that they'll be ripe by springtime, hears a rumbling coming from inside his house. Kessie is seen inside a soap bubble floating around nearby. Rabbit then runs after her. When Rabbit catches her, he tells her that she shouldn't fly ever again because he doesn't want anything to happen to her. Kessie promises Rabbit that she won't.
Winnie The Pooh finds an old metal spring, and decides to give it to his best friend Piglet as a best friend gift. After Pooh gives it to Piglet, Rabbit and Tigger tell Piglet that he should surprise Pooh with a bunch of hunny. The three go around the Hundred Acre Wood and gather up every last honey pot for Pooh. Once gathered, the honey pots break (because Piglet had been carrying all of those in one armful), and the honey is too dirty. Tigger says that since there is no honey left, they should go to "The Land Of Milk And Honey". The next day, Rabbit, Piglet, and Tigger go on a long journey thru the wood, and the jungle. After asking a gorilla conductor for help, and when Rabbit asks for the way to "The Land of Milk And Honey", he gets trampled by a bunch of excited little purple Heffalumps, both for the second time (the first being for asking a laughing hyena who doesn't answer, but says it's too much. The gorilla conductor points out that it is near the volcano by stating to Rabbit, Tigger and Piglet that it isn't that far.
Christopher Robin's mother tells him to clean up his messy room. To cut the work in half, he, Pooh, Piglet and Tigger throw everything under the bed. But, whe that happens, the bed becomes another land, rules by the evil Crud. Pooh and Piglet investigate and are kidnapped by Christopher Robin's crayons. Later, Tigger and Christopher Robin follow after them and meet Crud. Crud tells Christopher Robin that the whole "Under-the-Bed" is all made out of stuff he threw under the bed. He's also making a plan to release Christopher Robin's vacuum in reverse, making the world get covered by dirt. Tigger is also kidnapped and Christopher Robin imprisoned. Piglet, attempting to clean up the cell floor, discovers that the floor is dirt and by cleaning it, it makes an escape hatch. Pooh, Piglet and Tigger them disguise as a crayon and rescue Christopher Robin. When they make a break for it, they meet up with Crud and what was once his minions have teamed up with Christopher Robin to clean up the crud. After the adventure, Christopher Robin promises to always clean up his room.
The episode begins with Pooh waking up one morning to find that all of his honey had been eaten overnight. The only problem that Pooh could think of about this is that he may have sleepwalked and ate it himself, but why is he still hungry? With no honey in his house, he decides to do what he thinks is the only thing to do: borrow some from Rabbit!
Tigger loves bouncing in mud puddles, which forces Pooh, Piglet and Rabbit to give him a bath. But the bath causes his stripes to vanish. Due to this, they cannot figure out what Tigger is. Tigger tries to be a rabbit, but fails when he unsuccessfully tries to protect Rabbit's garden. Shortly afterwards, he tries to be a bear, making the bees attack him. Afterwards, Tigger says "I don't think I like being a bear. It gives me a heady-ache". Later, after Piglet covers Tigger in Christmas lights, they try to paint stripes on him. Overjoyed, Tigger bounces outside, but a rainstorm washes away the stripes. Discouraged, Tigger leaves in the middle of the night, wondering what he is. By daybreak, Eeyore tells him that he's still Tigger on the inside. Tigger then happily bounces around and his stripes re-appear. After that, Pooh and his friends recognize their old friend and Tigger continues bouncing in mud puddles.
In the beginning, we see Tigger, Pooh and Piglet escaping prison, jumping into Christopher Robin and his train. They then head for a dead end and the dream ends where Christopher Robin's toy train falls down the stairs. A Babysitter watching Christopher Robin while his mother is out sends Christopher back to bed. However, Christopher is not sleepy, ands makes four messes and the babysitter, not to mention Christopher's mother, gets mad. Thinking that babysitting is the easiest job, Christopher Robin, Pooh, Piglet, and Tigger try to watch Roo while Kanga's out, and finds out babysitting is harder than it looks.
One day Rabbit is out working in his garden and trying to build a pumpkin vehicle to scare the crows out of his garden when Piglet comes by asking to borrow a cooking pot to which Rabbit tells Piglet to help himself but when Piglet mutters to himself how Piglet doesn't offer to help but thanks him for letting him borrow something. Then Tigger comes by and asks to borrow a thingamabob (which is a rope) to which Rabbit tells Tigger to help himself to whatever he wants but he mutters again how noone will help him. Then Rabbit finishes his pumpkin vehicle and manages to scare the crows away but runs his vehicle off the cliff causing it to fall off into the river and crash! When Rabbit returns to his garden Pooh shows up and asks to borrow some honey to which Rabbit tells Pooh to help himself because everyone has.
Pooh wakes at sixteen o'clock... Piglet visits him and he's just in time for a smackerel. Pooh finds a tooth amongst his marbles. Piglet and Pooh go to Rabbit. It's not an eye tooth or a nose tooth - Rabbit tells him it's his sweet tooth! Pooh is horrified - he can't eat honey without his sweet tooth. Rabbit tried to tie the tooth to Pooh... He plants it nest to his sweet potatoes and sweet peas... But he digs to deep and it falls into Gopher's tunnels. To make matters worse, the tooth is taken by Packrats, along with some of Gopher's tools leaving their trademark walnuts in place. The robbers are making their way through the 100 Aker Woods, and try to take a sundial. Owl comes to them and talks about yet another member of his family and takes the pretty doorbell (Pooh's tooth). Pooh goes to Owl and sees his familiar looking tooth, but it' taken by the Packrats again. Rabbit accidentally drops Piglet into the Packrats loot sack. The rats take off with Piglet, Pooh's tooth and Gopher's goodies. They run into their lair and place Piglet in the armor of a night. They place Pooh's tooth in their chattering Tooth toy, but are disappointed that it's too small. Pooh is looking for Piglet. Gopher gets Piglet out of the knight and they are upset that they can't seem to find the tooth. The Packrats want Pooh's watch. Pooh says he'll trade it for his tooth. The Packrats huddle and then say that if Pooh can guess where his tooth is, he can have it. Pooh says the last place he would look is behind the Packrat Leader's back because that would be cheating, and that's just where it is! The Rats give pooh back his sweet tooth. Pooh tells Christopher Robin his story. Chris tells him that Pooh bears don't have teeth and if they did, Pooh's sweet all over! He tells Pooh that the tooth is a baby tooth he hid with his marbles. He gives it to Pooh and the Tooth Fairy gives him a pot of hunny - much better than walnuts!
Pooh, Piglet, Tigger, Rabbit and Eeyore traveling through the hot Dessert on their wagon until they reached in the a town where the townsfolk (who are all Prairie Dogs) who are moving out of their city because of a gang of Horse Thieves. Piglet suggests that the town needs a sheriff and the town's sheriff gives Piglet his badge and promotes him to the job. Just then, the Horse Thieves arrive and their leader, Nasty Jack tells Pooh and his friends that since Sheriffs and Horse Thieves don't get along, he plans to trounce Piglet (which, as he shows, is nothing like bouncing). When Pooh suggests that Nasty Jack would be "Satisfied with a hug instead?", Nasty Jack just kicks their wagon and the heroes land in the Sheriff's office. Tigger starts to tell them that they should stand and fight against Nasty Jack, but Owl and Gopher interrupt the conversation and tell them (in song) that they have no chance standing up against him.
Pooh and his friends help Junior Heffalump to complete the mission sent by his father; to trap woodland animals.
After Tigger hears a bedtime story from Christopher Robin, he becomes the Masked Offender from the book and makes Piglet his sidekick. They go out to fight crime. But Tigger ends up messing things up. First he beats up Rabbit's scarecrow because Tigger thought that the scarecrow was a bad guy (which also making it safe for the crows to eat up Rabbit's garden), then Tigger fills up Gopher's hole because he believes that Gopher's house will be flooded from the rain if it's filled with holes, and then he chopped down Owl's house because he believes that it's too high up (thinking the tree grew under it) and that if Owl sleep walks outside of his house he might fall to the ground and bend his beak. Everyone in the Hundred Acre Wood is mad at Tigger (except for Pooh and Piglet) and they all plan to teach The Masked Offender a lesson. They all created a monster out of glue and molasses which also naming it the Wacchamadingle, and luring Tigger to it. Piglet tried to stop Tigger, but it was too late. Tigger tries to fight the big goop, but ends up in a sticky situation. Their plan succeeded and Rabbit, Owl, and Gopher laugh at Tigger and hurt his feelings. Tigger, who feels defeated, hurt, and humiliated, pulls off his costume and also revealing himself to everyone, and he begins to walk back to Piglet's house with Piglet following behind. But when Rabbit, Owl, Pooh, and Gopher got stuck with the goop and is about to fall down to a pit, Piglet tries to get Tigger to go out and rescue them, but Tigger refuses because he feels so humiliated by his friends. With no other choice, Piglet tries to help them himself, but got stuck with the others. Tigger finally gives in and goes out to help them, but he got stuck with the others as well. The goop falls and is about to send everyone to their doom, but it bounces right up, due to that Tigger realizes that the goop can bounce.
Rabbit is admiring himself in a mirror when Tigger bounces in on him and breaks the mirror. Rabbit tells Tigger that he'll have seven years bad luck. At first Tigger is horrified, but then says that Rabbit will have the bad luck because it's his mirror - now it's Rabbit's turn to be horrified Tigger swears to protect him from the bad luck, however that turns into a disaster. Rabbit remembers that it is in fact Pooh's mirror and Pooh will have the bad luck - however Tigger wants to help. He has Pooh and Piglet swap clothes, to confuse the bad luck, but both of them receive bad luck and poor little Piglet is reduced to a gibbering mess. Rabbit discovers that it's Tigger's bad luck that's following everyone around. Tigger realized he's right and sadly leaves the 100 Acre Wood. The Gang look for him at night and want him to come back with them because they miss him. Atop the hill near the big tree, Christopher Robin tells Pooh that breaking a mirror is a silly superstition. Pooh said he knew, but was only playing along so that bad luck wouldn't feel left out. He fishes around in a bed of clover and finds a four leaf one... Just in case.
One night, Christopher Robin shows Pooh the Wishing Star. Christopher then asks Pooh to make a wish, but first saying "Flap like a bird, jump like a fish. Sit down, stand up, wish wish wish." Pooh does so and wishes for a pot of honey, then Christopher Robin gives him a pot of honey (most likely 'cause he knew what Pooh was going to wish for). Then Pooh starts to wish for pots of honey for everyone else in the Wood, but Christopher stops him before he gets to far, saying that the star was really small and couldn't fulfill all the wishes. Pooh and Christopher then decide to come tomorrow.
It's a rainy night in the Hundred Acre Wood and the Pack Rats are secretly stealing lots of things, putting walnuts in place of what they take. After their refuge is flooded, they go over to Pooh's house. After a brief shock, Pooh allows them to stay, but tells them they are lucky to find someone who does, since they have a reputation for stealing. The three rodents are shocked by this statement, and explain that they don't steal, they just trade.
It was windy out in the Hundred Acre Wood and Piglet was being carried by the wind while holding a kite. While trying to get help, he spots Tigger in an even more dangerous situation, drowning in a puddle. Piglet manages to save him rather by accident and everybody is surprised to know what happened. A happy Tigger expresses his gratitude by offering to be Piglet's personal servant for the rest of his life, which he insists on doing in spite of Piglet's refusal. The next morning, it didn't go very good when Piglet woke up. First, Tigger got him food on the bed, then the red carpet treatment, cleaned Piglet's house, and washed and hung Piglet's shirts (ultimately including the one Piglet was wearing and Piglet himself). But the more he tries to help, the more troubles he causes for Piglet. Now Piglet needs to find a way to get his own life saved by Tigger, so that the life debt will be gone.
When the crows bother Piglet, Piglet wishes to be bigger. So his friends make him bigger, but later Piglet finds out that he should be happy with the size he is.
Rabbit walks to Pooh's house and demands that Pooh gives him back the shovel he had borrowed from him. Rabbit also said to Pooh that he will never borrow anything from Rabbit again. Pooh said that he left his shovel in the closet. Rabbit retrieves his shovel and goes back to gardening, but he trips on his wheelbarrow and realizes he has a hard time trying to see in the dark. Rabbit borrows Gopher's helmet while Gopher slept, and goes back to work. But in the morning, without his helmet, Gopher is now scared of the dark and if anyone says the word dark, he freaks out. Pooh thinks that he is the one that one that has borrowed Gopher's helmet (which was really Rabbit who borrowed the helmet) and goes down Gopher's hole to go look for it. Tigger, Rabbit, and Eeyore follows Pooh and joins in the search. Tigger is worried that they are lost in the tunnels and wants Rabbit to help them. Pooh also says to Rabbit that he was the one that lost Gopher's helmet and that Rabbit knows how to get them out. Rabbit says he can't and also saying that Pooh got it all wrong. Rabbit says that he was the one who lost Gopher's helmet and not Pooh. Piglet and Gopher catch up to them and end up in Rabbit's house. Piglet finds Gopher's helmet under Rabbit's pillow and Rabbit is about to return it to Gopher, but he doesn't need his helmet, claiming that he is no longer afraid of the dark. The word dark also made Rabbit faint, probably because he learned his lesson not to plant carrots in the dark or he is afraid of noises in the dark. Pooh begins to eat Rabbit's honey, but when Rabbit is about to take the pot back, he decided that Pooh can have some.
Trying to make himself more popular, Eeyore starts imitating Tigger.
Rabbit is brushing his teeth as the episode begins. After doing this, he checks it off his to-do list. Next he combs his ears. While doing this, he asks himself, "Why isn't everyone as organized as me?", and checks it off the list. He then realizes that #3 says: "Prepare for party". Overcome with shock, he dashes out of the room and into the kitchen. He remembers that he has 500 relatives coming at 6:00. Realizing he cannot do everything at once, he decides to make a schedule. Tigger objects to the schedule, saying that at parties, everyone should have fun, but having a schedule is not fun. Rabbit yells, "This is a party! Who said anything about fun?". Rabbit explains to Pooh how to make a cake, but of course he says this too quickly and confuses Pooh. Meanwhile, Piglet tries various decorations for the party (but they are all holiday based Christmas, Easter, etc....). As Pooh continues to put each wrong ingredient into the cake, it increases the amount of pressure it will explode from. Before they can finish however, Rabbit's relatives arrive two hours early ready to party (pleasing Tigger) Rabbit tries to get them to leave. Upon getting their attention, Rabbit tells the bunnies to go with their "uncle" Piglet to read them a story for the next two hours. Finally, with the bunnies out of the picture, Rabbit sighs in relief. Piglet then begins to read the story to the 500 bunnies. Rabbit believes Pooh is taking too long with the cake, so he takes it and puts it in the oven (unknown to him that Pooh had put in all the wrong ingredients). While the cake is in the oven, it begins to grow larger and eventually explodes, covering the entire house (excluding Rabbit's bedroom) with cake mix. Realizing Pooh has eaten all the honey in the house, Rabbit sends Gopher out to get more hunny in 15 minutes and demands Pooh to make another cake. Meanwhile, Piglet finishes reading the story with a sad ending which causes the bunnies to cry in sadness. Rabbit hears this and is furious to find out this was not on the schedule. Piglet tries to apologize, but now knowing he cannot prepare for the party with the gang or the bunnies in the house, Rabbit swings open his door and throws out the gang shouting: "There's no time for sorry!" and demands that they keep the bunnies under their control for the next hour so he can prepare for the party without distractions.