Homage to Catalonia (Orwell)
The Road to Serfdom (Hayek)
Free to Choose (Friedman)
Atlas Shrugged (Rand)
It seems only fair that he be open minded.
We the Living (Ayn Rand - life in Russia in the 20's, by someone who lived there)
One Day in the Life of Ivan Denisovitch (Solzhenityn - life in a gulag, by the Nobel Prize winner who was there)