To be fair, when the clue contains "50 shades" and accepts "Grey", you merely have to have heard of the title to get it. Recognising Gatsby from his clue requires a bit more knowledge.
Do we actually know that the tooth fairy is a billionaire? I suppose you would have to be to pay for all those teeth, but I somehow assumed it was like magic or something, rather than her having a really big bank account.
Teeth are the primary construction material in fairyland. They are ground up and reformed into walls and roofs for the fairies to live and work in. The material is strong and people get rid of them for cheap. Tooth fairies are nothing more than glorified junkers. I thought this was all common knowledge.
No, no, no, the tooth fairy didn't have a feather to fly with until a leprechaun saw her across a sun dappled, rippling brook and fell head over heels in love with her. He was so smitten that he indulges her whim by financially backing her nightly forays into children's bedrooms. His pot of gold from the end of the rainbow never runs out, but he is getting grumpy about inflation. A tooth used to be worth a quarter, now some kids are expecting five or ten dollars. Who can say how much longer his largesse will last?
It's been a long time for me, but I remember the bootlegger background being more of a suggestion/accusation than anything concrete in the novel. Is my memory clouded?
Quite difficult for a non native English speaker to guess the Tooth Fairy answer. In France we call it "la petite souris", so it's not a fairy but a "little mouse"... tried all sorts of things about mice until I figured it should be something other in English...
Tywin Lannister borrowed all his money from The Iron Bank of Braavos. Besides that some people in this list were rich but never mentioned to be billionaires (i.e. Lara Croft, Gordon Gecko)
What about Donald Trump? Prior to enriching himself and his family greatly at the expense of the country during his time in the White House, he was a billionaire on paper but in reality most likely broke or nearly broke. And before becoming a reality TV star on a show where he played a fake business man, he was most famous for writing a book that he didn't write and lying his way on to the Forbes 400. That counts as a fictional billionaire, right?
I actually racked my brains about the movie Metropolis for a while, in which the city of the same name is ruled by a pretty evil and ridiculously rich guy called Joh Fredersen.
"He was chubby and plump, a right jolly old elf,
And I laughed when I saw him, in spite of myself."
They only deal with magic. Santa Claus has no money for his présents...