The Whether Man doesn't predict the weather; he determines if there even will be weather in the first place, thinking that's somehow more important.
The Lethargarians' shtick is that they're Lazy Bums who take several naps a day and their to-do list consists of only procrastinating, dawdling, and daydreaming. They also have a law against thinking and laughing.
Tock is a literal watchdog, so he hates the phrase "killing time". When Milo asks why he's named that even though he ticks, he explains that his parents named their first puppy Tick, but when they wound him up, he went, "tock-tock-tock", so when they had another son, they expected him to tock too so they named him Tock, but he ticked.
Milo cannot enter Dictionopolis without a reason... only they're very lax about what qualifies as a reason; even "Why not?" counts.
The King's Cabinet, who all look alike and say synonyms of what each other says.
The way a letter tastes is determined by its commonness — the common letters like "E" and "A" taste good, while the rare letters like "Z" and "X" taste bad. Also, Cs are crunchy, Is are icy, and Ps have pips.
Officer Short Shrift acts as policeman, judge, and jury (with him being the latter two after Milo points out that only they can do certain things and him saying, "Good point" and quickly swapping clothes.) Also, his prison sentence is "I am".
And after Milo gets out of the Cardboard Prison and the two meet up again: "Seven million years already? My, how time flies!"
Faintly Macabre's old job was the Not-so-Wicked Which, whose job it was to determine which words to use, but then she grew "miserly" and outlawed all words.
The car that "goes without saying", meaning that you need to not speak in order for it to go.
During the dinner, "rigma-rolls" and "synonym buns" are served, along with people literally eating their words. There's also "half-baked ideas", which are cakes with lies iced on them, and if you know better than the lie, they give you indigestion.
The Bings family, who are all born levitating at adult height and "grow down". Alec says that his sister Alice's superpower is to see under things, and the things she can't see under, she "overlooks".
The average-sized guy, who claims to be the "smallest giant", the "biggest midget", the "thinnest fat man", and the "fattest thin man" in the world.
When Milo tries to sub for Chroma, the man who conducts Magic Music that creates colour, everything keeps turning the wrong colours for a whole week.
The Awful Dynne (a pun on jinn + din), whose catchphrase is "No [noun beginning with N] is good [noun beginning with N]." The Humbug tries to join in by saying, "No noise is good noise!", but this offends the Dynne. He also has a dead grandfather called the Terrible Raow (row).
The Soundkeeper, who listens to silence and geeks out about silence... but also talks a lot. She also keeps sounds that take physical form, for instance Milo's claps turn into pieces of paper, and his "Hello" is filed under G for "greetings" and M for "Milo".
Milo, Tock, and the Humbug literally jumping to an island called Conclusions, where a man named Canby lives, whose thing is being "as X as can be", even when it contradicts itself (e.g. he's both as smart as can be and as stupid.)
The Dodechahedron asks if a creature with one face is always called a Milo. When Milo replies that, no, humans have different names, the Dodechahedron is confused, since it would be confusing to say, "Robert + John = Albert" instead of "2 + 2 = 4."
The subtraction stew, which makes the eater hungrier.
When Milo asks for the biggest number, the Mathemagician shows him a giant 3. When Milo clarifies the longest number, the Mathemagician shows him a very wide 8.
The boy who's only 0.58 of a child, since his family has "2.58 children". He claims that statistics make it so that a rat surrounded by cats is part cat.
The Mathemagician says that he and Azaz never agree... but then Milo points out that agreeing to disagree is technically still agreeing.
The Everpresent Wordsnatcher — a bird who plays with words, for instance replying, "Thirty-four pounds" to a plea to wait. He wants to be a demon, but can only be a nuisance.
The Terrible Trivium, who makes Milo move sand one grain at a time, the Humbug move water with an eyedropper, and Tock dig with a needle.
The Demon of Insincerity, who tells wild lies about his appearance.
The Senses Taker, who makes Milo, Tock, and the Humbug fill out useless forms that ask questions like "How many ice creams do you eat in a year?". He's foiled by the fact that the one thing he can't take is a victim's sense of humor.
The various demons in the army:
The Gross Exaggeration, who looks disgusting and exaggerated.
The Demons of Compromise, with two who always disagree and a third who meets in the middle.
The Threadbare Excuse, who's a liar and wears threadbare clothes.
The Movie:
As Milo is about to set off, he's distracted by the Medium-Shift Gag, reversing and pulling through the titular tollbooth to try making sense of it all. The tollbooth begins to lose patience at this and says he's holding up the traffic.
The Spelling Bee, still having a grudge for the the Humbug publicly humiliating him, stings him in the butt, causing him to freeze in place as he stands up at the same moment King Azaz asks for volunteers. He remains frozen in place with the shocked expression, even when he’s in the car. Just as the scene turns to black, he finally jumps up and screams before landing back in place.
it’s even more amusing with the implication that either he was conscious enough to get in the car while keeping the same expression. Or more likely, the others carried him into the car as he was so shocked to register anything.
