Cutest headcanon you have of the toons?
Ya didn't specify Anon, so I'm doing them all:
The Ink Demon - There aren't many things in the studio that fascinate the Ink Demon, but something about the big locomotives on the Colossal Wonders floor sparks a certain awe within it. As such, the Ink Demon collects toy trains that it keeps safely hidden within a wall in the throne room.
Piper - Despite their surly disposition, Pipers will forage for and give food and other resources to any Fishers or Strikers they come across.
Fisher - Fishers typically only tolerate other Fishers, Pipers and Strikers, but they all seem to have a little soft spot for the Fisherman Lost One. They will on occasion leave him "bait" and lures.
Striker - Strikers can sometimes be found playing with the toys in the Heavenly Toys department. They will group of for playdates.
Bendy - If Bendy were to take off his shoes, he actually has little cloven hooves instead of feet.
Boris the Wolf - Boris's fondness for sheep came from being raised in a farm by anthropomorphic sheep toons.
Alice Angel - When she befriends someone she applied a protective barrier that somewhat boosts their luck, thus helping keep them safe from life threatening situations. This sadly doesn't work for Demons.
Charley - Charley is the sappiest when it comes to giving his two "henchmen" (family) "rewards" (gifts) for their good work. He's a very thoughtful gift-giver.
Barley - While not the best cook when it comes to pot meals (chilli, stews, soup), Barley is actually very good with hands-on tasks like handyman repair work, and sewing. This comes in handy when his dumb partner and their dumb son get into a scuffle.
Edgar - He's had his lucky ducky since he was a very young child, and it was a gift from both Charley and Barley. It's his most cherished possession and he tends to it like one would tend to a baby.
Bubbles - He was adopted as Bendy's pet after Boris won him in a county fair game but thought he was too small to make much of a meal, thus gifted the little goldfish to Bendy who's loved him ever since (despite him being an unconventional pet for an imp).
Ruby Goldberg - Her love of baking came from growing up watching her grandma bake the most delicious pies. Baking her own and adding to the family recipe reminds her of home.
The Woolly Triplets - They live in a big farm with an entire flock of other "dumb" anthropomorphic sheep toons. Their rebellious streak stems from a desire to break the tradition of sheep being mindless followers. Their flockmates still love them unconditionally despite them being little weirdos.
Boswell Lotsabucks - Sometimes when he feels like it's safe to do so, he will head into his money vault and play with his money in the way a typical cat will play with a kitty toy. He will purr the whole time.
Miss Twisted - When she was a child she was genuinely very cute and wore frilly dresses. There are pictures and she gets very embarrassed when people find those.
The Brute - Despite being a wolf and not a dog, Brute will on occasion feel the urge to chase cars and bark at the mailman. This of course comes off as more threatening than endearing, but his two partners in crime find it absolutely adorable.
Cameraman - Cameraman loafs when he sleeps. It is the only comfortable position he can find due to his rather odd head-shape.
Papa Pluto - Despite greatly enjoying tormenting his own lowly imps (especially Bendy), Papa Pluto does consider them his children and becomes aggressively protective of them if some smart-ass toon attempts to vanquish them for good.
Chester - In his free time Chester performs sea shanties for passing ships. As long as they don't come too close to his roost he finds no reason to be hostile towards them.
Gaskette - If a passenger is having a particularly bad or difficult day, Gaskette will play calming music for them on his radio. It helps to provide them with a bit of temporary respite from their day to day life.
Canoodle - Despite being a cranky and highly territorial old can, Canoodle will offer shelter to animated object and object-head toons that have fallen on hard times (or have been tossed like common garbage). He can empathize with their struggles and extends the sort of kindness he knows they need.
Dewey - When not working at the library, he will often volunteer to work with children and teaches them to both read and write. He is also the most well known benefactor for orphanages.