Is there any context to this from some recent stream or is it just a weird fetish of the artist?

Monki said:

Is there any context to this from some recent stream or is it just a weird fetish of the artist?

As far as I know it stems from Koyoris endurance streams in Momotaro Densetsu where she is going for a hundred years in game, she featured the art on her morning stream too https://twitter.com/hakuikoyori/status/1728981792949190911

Yes, it stems from this moment in her Momotaro Dentetsu stream. This Rio Carnival dancer-like character presents players with money, properties or cards, but for some reason the dialogue when she gives money is "President [___] had [___] yen screwed in his/her pants" despite the billions of yen she gives them.