Uniting personal history with cultural history, Dark Affinities, Dark Imaginaries tells a story of a mind, a time, and a culture. The vehicle or medium of this excursion is an overview and sampling of the author's work, and what is revealed are cautionary tales of a once-aspiring egalitarian democracy confronted with plutocracy's gentrification; of analog history and off-line life superseded by a rush toward virtualized, robotic, AI transformation of the human life-world; of everything social and public giving way to everything personal and opinionated. The vagaries of a lifetime of paths taken are woven together by a narrative that reveals in every piece a significance that was only partially present at its initial writing. Thus, the reader becomes involved in a developing story of a certain personal psyche working toward understanding its own development within a changing American culture. Sometimes angry, sometimes joyful, but always curious and wry, Joseph Natoli crosses the boundary lines of psychology, politics, literature, philosophy, education, and economics to show how we bring ourselves and our cultural imaginaries simultaneously into being through the processes and pleasures of thinking beyond the confines of the personal.