Maxims | François de La Rochefoucauld
The Waste Books | Georg Christoph Lichtenberg
The Art of Literature | Arthur Schopenhauer
The Art of Controversy | Arthur Schopenhauer
Politics and the English Language | George Orwell
Fragments | Heraclitus
On Truth and Lies in an Extra-Moral Sense | Friedrich Nietzsche
The Gay Science | Friedrich Nietzsche
Beyond Good and Evil: Prelude to a Philosophy of the Future | Friedrich Nietzsche
On the Genealogy of Morals: A Polemic | Friedrich Nietzsche
Twilight of the Idols | Friedrich Nietzsche
The Will to Power | Friedrich Nietzsche
Thus Spoke Zarathustra | Friedrich Nietzsche
Videogame Culture: Volume I | Alex Kierkegaard
On the Genealogy of “Art Games”: A Polemic | Alex Kierkegaard
Videogame Culture: Volume II | Alex Kierkegaard
Videogame Art: Volume I | Alex Kierkegaard
Orgy of the Will | Alex Kierkegaard
Essays | Michel de Montaigne
The Art of Worldly Wisdom | Baltasar Gracián
These are probably the best works I have read in my life. If I had to choose twenty works for you to read and get started in philosophy, I’d choose these. I’d even read them in this order, from top to bottom. You might be wondering what a book like Videogame Culture is doing in this list, but you will understand it once you start reading it. Its essays contain top-notch thinking and some of them are highly philosophical, like On “Emergent” Game Behavior and other Miracles and The Simulacrum is True. This book will literally teach you how to think for yourself. The same goes for On the Genealogy of “Art Games”: A Polemic, which is probably the book that influenced me the most. Note that a couple of these books aren’t even finished, but some of their content is already available online and it’s worth reading, even if what’s yet to be written in them turns out to be bad, which is doubtful.
The Stillest 