(During the month of September I'll be recommending conservative titles with which every well-read progressive should be familiar.)
The Screwtape Letters by C. S. Lewis
In these 31 letters the senior demon Screwtape guides the rookie devil Wormwood in his efforts to corrupt a Christian man during the second world war. Using this conceit C. S. Lewis meditates on sin, faith, and other theological challenges. One of Lewis's most popular books.
Why this is conservative/libertarian: This is a classic Christian work. You don't have to be Christian or conservative to enjoy Lewis's witty style. Despite the humor, Lewis takes seriously the moral questions he addresses. Lewis has given a lot of thought to his faith, and it shows through in this book.
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