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The Screwtape Letters by C.S. Lewis

Week 1: Preface & Introduction — Letters from Below

Read Lewis's Preface and the opening framing of The Screwtape Letters. Key passages: 1 Peter 5:8; 2 Corinthians 2:11.

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Before diving into the letters themselves, Lewis asks us to consider how we think about evil — and whether our usual mental habits help or hurt us. Take a few minutes to consider what you already believe about the Devil and temptation.

Discussion Questions

7 questions

1.In his Preface, Lewis warns against two equal and opposite errors regarding the Devil: treating him as a pantomime villain on one hand, or as a brooding romantic figure on the other. Which of these errors do you find more tempting in your own thinking, and why?

2.Lewis chose the form of letters from a demon to tell his story — a deliberately 'inverted' perspective where God is called 'the Enemy' and the human soul is called 'the Patient.' What does this reversal accomplish that a straightforward sermon or essay could not?

3.Lewis admits in the Preface that writing the book was 'not fun' and felt spiritually draining — he had to inhabit a demonic mindset for an extended period. What does that say about the nature of serious engagement with the topic of evil? Have you ever found that studying sin or temptation closely was itself spiritually costly?

a.How might this be a caution for how we engage with dark or disturbing spiritual content — in books, films, or conversation?

b.How is Lewis's discomfort actually a mark of his own spiritual health?

4.The entire premise of the book rests on the idea that demons are real, personal, and actively invested in the destruction of individual souls. How does this square with your own working assumptions about spiritual warfare in daily life?

5.Lewis introduces us to Screwtape as a bureaucrat of hell — coldly rational, contemptuous of humans, deeply hierarchical. What does this corporate, administrative portrait of evil suggest about Lewis's theology of sin? Does evil have creativity, or only corruption?

6.Before reading further, write down one or two areas of your life where you suspect you are most spiritually vulnerable. Keep this list — you will likely find that Lewis has addressed every item on it before the book is done.

7.Lewis's satire depends on us recognizing ourselves in the Patient and our own rationalizations in Screwtape's advice. Why is satire sometimes a more effective vehicle for moral truth than direct instruction? Can you think of another work — biblical or literary — that uses a similar indirect approach?

Closing Prayer

Lord, as we begin this book, we confess that we are often blind to the ways temptation works in our lives — not through dramatic evil, but through small rationalizations, comfortable distractions, and quiet drift. Protect our minds as we think carefully about the nature of evil. Help us to see clearly without becoming fascinated with darkness. And remind us, from the very first page, that the one Screwtape calls 'the Enemy' is the God who loves us and will not let us go. Amen.

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