Yes, this is something that I've thought about a lot. How old and with what background knowledge? I'll eventually be compiling a thorough list, but can mention some things off the cuff with more information.
We were doing 4th grade math together (adding and subtracting large numbers, simple geometric proofs, multiplying one digit numbers, Venn Diagrams) before he lost interest. The 4th grade material seems much less interesting than K-3rd grade stuff and I wonder if lots of kids start to get turned off by math in the 4th grade.
Most people form their impressions of math from their school mathematics courses. The vast majority of school mathematics courses distort the nature of mathematical practice and so have led to widespread misconceptions about the nature of mathematical practice. There's a long history of high caliber mathematicians finding their experiences with school mathematics alienating or irrelevant. I think this should be better known. Here I've collected some relevant quotes.
I'd like to write some Less Wrong articles diffusing common misconceptions about mathematical practice but am not sure how to frame these hypothetical articles. I'd welcome any suggestions.
Acknowledgment - I obtained some of these quotations from a collection of mathematician quotations compiled by my colleague Laurens Gunnarsen.
In Reflections Around the Ramanujan Centenary Fields Medalist Atle Selberg said:
In his autobiography Ferdinand Eisenstein wrote about how he found his primary school mathematical education tortuous:
There is some overlap between Eisenstein's early school experience and the experience that Fields Medalist William Thurston describes in his essay in Mariana Cook's book Mathematicians: An Outer View of the Inner World:
Thurston's quote points to the personal nature of mathematical practice. This is echoed by Fields Medalist Alain Connes in The Unravelers: Mathematical Snapshots
In Récoltes et Semailles Fields Medalist Alexander Grothendieck describes an experience of the type that Alain Connes mentions: