Can we and should we give LLMs a sense of Whimsy?

[watmough]

I spent the weekend really nailing down my usage of my claude.ai Max plan such that claude creates systems and documentation in a way strongly aligning with my own tastes and inclinations.

And as a father of one quite autistic child, and likely being somewhat on the spectrum myself, my communication with the children involves a lot of absurd humor.

Has anyone thought really hard about whether we can make LLMs as funny and disturbing as, say, a Victor Lewis-Smith, or similar satirists?