LawrenceC comments on Positive Book and Other Media Recommendations for a Teen Audience - Less Wrong Discussion
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I think Manfred got most of the big ones already, but here's some of other ones that have strong Altruistic/Rationalist/Learning-inspiring/Transhumanist themes:
Online Original Fiction: Many of the short stories by Seth Dickinson, particularly "Economies of Force" and "Sekhmet Hunts the Dying Gnosis: A Computation". Ra, though it can be hard to follow at times. Various short stories written by the author of Ra, though some of these involve are quite confusing. Worm, though that's horrendously long - maybe a couple of interludes? "The Fable of the Dragon-Tyrant", by Nick Bostrom. Yvain's "The Study of Anglophysics". (Though this may inspire world-destroying behavior.)
Book-Fiction: Sophie's World. Peter Watt's Blindsight.
Fanfiction: "Involiate", by Scrivener. "Veritas", by ShaneT, though I can't find it for some reason. Several of the OptimalVerse Fics, particularly "Friendship is Optimal: Caelum est Conterrens".