The Conspiracy Against the Human Race by Thomas Ligotti: a good introduction to radical pessimism. If you get into it, it's a good idea to move on to Eugene Thacker, whose writing is deeper and less polemical.

Fear and Loathing on the Campaign Trail 1972 by Hunter S. Thompson: gives a better understanding of the political contexts that led to our current politics. Somehow, we keep re-living this election over and over again.