I assume you might be looking for books of a similar (technical) flavour, of which I don't have too many to recommend, I'm afraid. However, here's some (across different genres) that are in my memory at this moment:

Finance/statistics : The Black Swan by Nicholas Nassim Taleb The Drunkards Walk by Leonard Mlodinow

Math/science history : Euclid's Window by Leonard Mlodinow A Short History of Nearly Everything by Bill Bryson

Physics: Newton's Principia for the Common Reader by S. Chandrasekhar

Lit: The Brothers Karamazov by Fyodor Dostoevsky House of Leaves by Mark Z. Danielewski East of Eden by John Steinbeck

Philosophy: Zen Mind, Beginner's Mind by Shunryu Suzuki Any of the upanishads but probably Kena Upanishad, Isha Upanishad, or Prashna Upanishad at first (selected for (relative) ease in readership by yours truly) Zen and the Art of Motorcycle Maintenance by Robert M. Pirsig (for a gentle introduction into Eastern thought)

I'm missing countless others but this is what I have right now. Thanks for the prompt and happy reading! :)