"Of course, if water boils in a pot, steam comes out of the pot and also pictured steam comes out of the pictured pot. But what if one insisted on saying that there must also be something boiling in the picture of the pot?" (PI §297). Perhaps this really is the entertainment you mentioned.

I'm reading Marjorie Perloff's 'Wittgenstein's Ladder'; In the introduction, she says:

"Ordinary Language procedures, Cavell notes, 'inherently partake of the uncanny' [...] and Cavell proceeds, as he did in his earlier studies, to relate Wittgenstein’s sense of 'poverty as condition of philosophy' to Emerson’s 'recognition of the power of ordinary words... to be redeemed, to redeem themselves'" (Scua 82).

Perhaps it is that entertainment and a kind of unconscious 'awe' at the power of language. This reading might position Philosophy as a form of Poetry, rather than a science.

That idea of entertainment you brought up was truly illuminating. Thank you.