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This is a "Wild Mass Guess" entry, where we pull out all the sanity stops on theorizing. The regular entry on this topic is elsewhere. Please see this programme note.
Pinocchio
The world itself is the film's true villain, not the antagonists.

As Jiminy Cricket said, the world is full of temptation. That's just the tip of iceberg. Everyone starts off good and decent when they come into the world. The world itself is actively trying to corrupt everyone in it, big or small, preying upon their desires and needs, to give into its foul devices and machinations, so they too can become just as depraved and assume fallen monstrous forms, forms fit for a world of temptation.
  • Honest John and Gideon were once human, they aspired to become rich and have successful careers. Only problem was they failed utterly at arithmetic and grammar, both of them flunking school. They gave into the world tempting them to take the quick road to the good life, by becoming criminals and con-men. There was almost no depth to which they wouldn't stoop, and they slowly transformed into more crafty foxy and cunning cat-like forms.
  • The Coachman had worked long and hard his entire life and had very little to show for it money-wise. He couldn't even retire, and hated how lazy and uncaring this new generation of children were. The world tempted to kill two birds with one stone, and profit off the misery of children. The Coachman does well to hide what the world has turned him into, but briefly, you can see he's become a jeering devil. He employs jobless men to assist him, and they too also gave into their wants and desires and have assumed shadowy ghoul-like appearances.
  • The uneducated and idiotic townsfolk boys wanted a idealistic world with no rules, where they were free of consequences, they gave into the world and became vandals and hoodlums, making jackasses of themselves.
  • Sadly even animals are not immune to the world's evil. Monstro started off as just an ordinary shy blue whale, but grew weary of constantly filter-feeding tiny plankton for nourishment, he was tired of always being hungry and never full. The world tempted the baleen whale with its rich oceans to swallow up larger prey, eat and devour everything in sight. Monstro gave into his gluttony, and turned into a monstrous terrifying leviathan as a result.
  • Pinocchio is no exception and the world has constantly maliciously tried to corrupt him from the day he became alive, it tempted him with fame and fortune, tempted him to care about his own health and not his father's well-being, tempted him to be a anti-social mess like Lampwick, and tempted him to abandon his father to Monstro.

Monstro's rage at the climax was motivated for fear of bad publicity
You're Monstro, a giant monster whale. You've established yourself quite nicely as the terror of the deep. None of the sea creatures can utter your name even. The sailors are terrified of you, and word of your deeds spreads across the land. Nothing escapes your belly, ever. You pride yourself upon it. Then one day a lit fire from inside disturbs your tranquil binge eating/sleeping routine, forcing you to sneeze mightily, and there go two insignificant people... swimming away from you. As a beast of nature, driven by instincts, you'd think hunger is the sole driving force for your enraged state. No, what makes you terrifying is you're a monster with a brain. You know two tiny morsels like that don't even count as a snack, they are not worth the time or effort to get one's self all worked up over. You may as well go back to sleep. But your ego won't allow it. If they get away and people hear how an old man and a small child escaped Monstro and lived you'll be a laughing stock. If the other oceanic creatures hear about this, that you let your prey go, you'll be a laughing stock. You have to chase them. You must catch them. Swallow them again. See that shore in front of you? What about that shore?

The Coachman is I. M. Meen's father
Why hasn't anybody done a theory like this, i mean, sit for a while and think about it

Pinocchio eventually tells Geppetto about Pleasure Island
And they go and rescue the donkeys. They also tell other townspeople, and everyone invades the island to save the donkeys. It just takes place after the Disney film. Not that there should be a sequel of course.
  • The Blue Fairy would probably do it, but not before reminding the boys that it was their own foolishness that got them in this predicament. She'd give them a second chance and maybe the boys would be better behaved after what happened.

The Coachman goes bankrupt soon after the Pleasure Island incident
This came from a page on TV Tropes that states that some of the people he hired would expect to be paid. He's actually losing money rather than gaining. How's that for Laser-Guided Karma?

Pinocchio spends more time on Pleasure Island than the film shows
In the book, he spends five months on the island. Who's to say he didn't spend that much time there in the film? The movie probably only showed the first and last days he was there—anything more would have been redundant. Either that, or...

Time flows differently on Pleasure Island than it does in the "real" world
E.g. a day on P.I. is, say, a month outside the island, which would explain why Geppetto's house/workshop looked like it had been abandoned for weeks although Pinocchio was seemingly only gone for a day or two. This would also explain the line "Not a bite for days..."

Pleasure Island is really of the Isle of Aeanea—the island where Circe turned Odysseus' crew into pigs
This applies to both the original novel and the Disney film. In The Odyssey, Circe lived on Aeanea, a mythical island that was supposedly off the west coast of Italy. By the time of Pinocchio, Circe was long gone but enough residual free-standing magic existed for the boys turn to into donkeys if they stayed there long enough.

Donkey from Shrek is one of the kids from Pleasure Island who could still talk
If Pinocchio himself appears in the movies, than an appearance of a P.I. donkey can be canon too.

Eeyore from Winnie The Pooh was one of the kids from Pleasure Island who could still talk
He lost his tail in an escape attempt. The trauma from that whole experience explains why Eeyore is depressed. The rest of the gang of the 100 acre wood doesn't know about Eeyore's depressing back story, except maybe Owl, who used it as blackmail material to steal Piglet's house.
  • Jossed by the very utterance of "stuffed with sawdust". He was based on a plush donkey to begin with.

The Coachman is a demon who is turning boys into donkeys just to be a dick
He’s not in it for the money. Pleasure Island is just about the worst business idea ever. Not only do you have to pay to build the damned place, but you also have to pay to repair it every time you use it…and there’s just no way this is economically feasible. No, he’s in it For the Evulz. The money just keeps people like the Fox and the Cat happy, so they can continue collecting stupid little boys for him.

Lampy ends up being sold to a Tijuana Donkey Show
He turned into a donkey when The Coachman and all of his workers were busy loading the other boys turned donkeys into crates for manual labor. It is likely that the manual labor donkeys get sold and shipped first and then the boys that turn to donkeys later get shipped to places like Tijuana for sick pleasure purposes. Pinocchio would've also be sold there if not for Jiminy and the Fairy Godmother turning him back.

Pinocchio is Omnipotent
Imagine if he said, "Either my nose will grow or dinosaurs come back to life."
  • Jossed. In the book other forms of stress cause his nose to grow. So telling a paradox would likely cause the same effect as telling a lie.

Pinocchio can feel the earth's geomagnetic field.
Pinocchio's nose gets longer when he is under stress. In the book, it's a more generic tell for different kinds of stress, but in animated adaptations, this tic is limited to lying, and there's a difference between lying (saying what is not, on purpose) and being mistaken. Christmas In Cartoontown has a scene where someone asks Pinocchio for directions, and we see a close-up on Pinocchio's face until it becomes clear that his nose won't get any longer. This focus on Pinocchio's lie tic implies that Pinocchio must be confident in the direction. So one of two things must be true:
  • In Real Life, geomagnetism affects plant growth. Being a wood golem, Pinocchio has plant sense. This would end after he takes human form.
  • Alternate hypothesis: A wearable compass like the North Paw compass exists in the animated fairy tale universe. It measures Earth's geomagnetic field and vibrates part of a band worn around the user's ankle. This ends up training the brain to figure out where north points, and the effect would persist after he takes human form.

The Coachman is the Blue Fairy's Evil Counterpart
The Fairy's job is to reward good behavior, such as giving Geppetto a son after he's spent his life making others happy, and turning Pinocchio into a real boy when he proves worthy. The Coachman, on the other hand, is there to punish evil behavior. That's why he gets to be a Karma Houdini; like the Fairy he is a supernatural being fulfilling a function (as horrifying as it is). That's why the Fairy said she would be unable to help Pinocchio after the Stromboli incident, but later appeared as a bird to offer him a hint. She knew Pinnochio was going up against the Coachman next, and she is forbidden to interfere with him; Pinocchio is on his own for that ordeal. Once he gets away, she can again offer aid.
The talking donkeys were sold to glue factories
Again, with the boys who were turned into donkeys, it is quite clear that the ones who could not talk were sold to various places (its written on the boxes) such as salt mines. However, what happened to the ones who could still talk? It's probably that they were sold to glue factories so they would be killed in order to stop them talking...
The Figaro who belongs to Minnie Mouse is the great great great great grandson of the original Figaro in the movie
How else would it be possible for Figaro to be Minnie Mouse's cat AND Geppetto's cat?
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