Thanks, @agorist13. My number one recommendation would be A.S. Neill's Summerhill. This book changed my life, and that's not an exaggeration. It documents Neill's experience as the founder of a world famous democratic school in England. He describes in depth how children so shamed, suppressed, and made fearful by compulsory schooling are set free by self-acceptance, personal responsibility, and complete freedom.
Awareness by Anthony DeMello
How Children Learn John Holt
Dumbing Us Down John Taylor Gatto
Hope this list helps!