Beginner psychedelic books:
Huxley - Perennial Philosophy, BNW, The Island, Doors of Perception, Heaven and Hell
Leary - The Psychedelic Experience, Psychedelic Prayers, Politics of Ecstasy
Laing - Politics of Experience and the Bird of Paradise
Baba Ram Dass - Be Here Now
History of (mostly psychedelic) drugs in America:
Stevens - Storming Heaven
Lee - LSD Dreams
Torgoff - Can't Find My Way Home
Wolfe - The Electric Kool-Aid Acid Test
HST - Fear and Loathing in Las Vegas
Science of psychedelics:
Psychedelic Information Theory (psychedelic-information-theory.com/pdf/PIT-Print-Web.pdf)
William Richards - Sacred Knowledge
Michael Pollan - How to Change Your Mind
Albert Hoffman - LSD: My Problem Child
Otto Snow - LSD
Uncle Fester's Practical LSD Manufacturing
Strassman - DMT: The Spirit Molecule
Sasha Shulgin - PIHKAL and TIHKAL (recommended for newbs) or Shulgin Index (if you want hardcore chemistry)
Grof - LSD Psychotherapy
Lilly - Programming and Metaprogramming the Human Biocomputer
Frances - Drawing it Out
Plant Medicine / Shamanism:
Pendell - Pharmako Trilogy
T. McKenna - Food of the Gods, True Hallucinations, The Archaic Revival
D. McKenna - Brotherhood of the Screaming Abyss
Eliade - Shamanism: Archaic Techniques of Ecstasy
Harner - Way of the Shaman
Pinchbeck - Breaking Open the Head
Narby - Cosmic Serpent
Mystical / Occult:
Castaneda - Don Juan Series
Bergier - In The Morning Of The Magicians
Jodorowski - Psychomagic, Way of the Tarot
Crowley - Book Four: Liber ABA, Magick Without Tears, Book of Thoth, Book of Lies
AOS - Book of Pleasure
Grant - The Magickal Revival, Zos Speaks!
Caroll - Liber Null & Psychonaut
Dukes - Thundersqueak
White - Chaos Protocols
Ancient Mysteries:
Wasson - The Road To Eleusis
Allegro - The Sacred Mushroom and the Cross
Uzdavinys - Orpheus and the Roots of Platonism
Graves - The White Goddess
Schizo-core:
PKD - VALIS Trilogy
D & G - Capitalism and Schizophrenia
D - Difference and Repetition, Logic of Sense
G - Chaosmosis, Schizoanalytic Cartographies
Laing - The Divided Self
Eco - Foucault's Pendulum
Pynchon - Gravity's Rainbow
RAW - Illuminatus! (Fiction) and Cosmic Trigger (Non-Fiction)
Land - Fanged Noumena
Schreber - Memoirs of my Nervous Illness
Psychedelic "literature":
Baudelaire - Artificial Paradises
Michaux - Miserable Miracle
Benjamin - On Hashish
Pickard - The Rose of Paracelsus
Eight-Circuit Model:
Leary - Info(/Exo)-Psychology, Game of Life
RAW - Quantum Psychology, Prometheus Rising
Antero Ali - Angel Tech
(Psychedelic) Philosophy:
Eliade - The Sacred and the Profane
James - The Varieties of Religious Experiences
Wilson - The Outsider, The Occult
Nietzsche - Thus Spoke Zarathustra
Debord - Society of the Spectacle, Commentary on Society of the Spectacle
Vaneigem - Revolution of Everyday Life, Movement of the Free Spirit
Baudrillard - Simulacra and Simulation, System of Objects, America
Fisher - Capitalist Realism
Tsing - The Mushroom At The End Of The World