Screwtape Letters

Here are questions to help get into each letter (chapter). There are also some suggested topics for discussion for each question, if they’re needed to help get things started.

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Screwtape Letter #20 – Questions

It’s all fake, of course. There’s a simple little one word question that might help to make this more obvious: ...
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Screwtape Letter #24 – Questions

In what state of mind they died, I can learn from the office at this end. That they were going ...
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Screwtape Letter #23 – Discussion Guide

A spoiled saint, a Pharisee, an inquisitor, or a magician, makes better sport in Hell than a mere common tyrant ...
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Screwtape Letter #23 – Questions

A spoiled saint, a Pharisee, an inquisitor, or a magician, makes better sport in Hell than a mere common tyrant ...
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Screwtape Letter #22 – Discussion Guide

We fight under cruel disadvantages. Nothing is naturally on our side. (Not that that excuses you. I’ll settle with you ...
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Screwtape Letter #22 – Questions

We fight under cruel disadvantages. Nothing is naturally on our side. (Not that that excuses you. I’ll settle with you ...
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Screwtape Letter #21 – Discussion Guide

The sense of ownership in general is always to be encouraged. The humans are always putting up claims to ownership ...
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Screwtape Letter #21 – Questions

The sense of ownership in general is always to be encouraged. The humans are always putting up claims to ownership ...
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42

Screwtape Letter #20 – Discussion Guide

I note with great displeasure that the Enemy has, for the time being, put a forcible end to your direct ...
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Screwtape Letter #24 – Discussion Guide

In what state of mind they died, I can learn from the office at this end. That they were going ...
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40

Screwtape Letter #19 – Discussion Guide

It also seems that Wormwood is possibly beginning to see that his mentor, Uncle Screwtape, isn’t really as helpful as ...
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Screwtape Letter #19 – Questions

It also seems that Wormwood is possibly beginning to see that his mentor, Uncle Screwtape, isn’t really as helpful as ...
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Screwtape Letter #18 – Discussion Guide

Screwtape’s philosophy in this letter comes down to believing that a person is the same as an inanimate object ...
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Screwtape Letter #18 – Questions

Screwtape’s philosophy in this letter comes down to believing that a person is the same as an inanimate object ...
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36

Screwtape Letter #17 – Discussion Guide

Just when we thought food was a major issue, Screwtape says it’s just something to use in preparation for the ...
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35

Screwtape Letter #17 – Questions

Just when we thought food was a major issue, Screwtape says it’s just something to use in preparation for the ...
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34

Screwtape Letter #16 – Discussion Guide

The Vicar at the first church meant to make things easy – to the point where he got complacent. At ...
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Screwtape Letter #28 – Discussion Guide

Do you not know that bombs kill men? Or do you not realise that the patient’s death, at this moment, ...
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6

Screwtape Letter #2. Discussion Guide. “Your patient has become a Christian”

Things sounded rather well for Screwtape and Wormwood at the end of the first letter. But no letter that has ...
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5

Screwtape Letter #2. Questions. “Your patient has become a Christian”

Things sounded rather well for Screwtape and Wormwood at the end of the first letter. But no letter that has ...
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64

Screwtape Letter #31 – Discussion Guide

How mistakenly now that all is lost you come whimpering to ask me whether the terms of affection in which ...
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Screwtape Letter #31 – Questions

is article # in the series: . Click button to view titles for entire series Letter #31 Uh oh – ...
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Screwtape Letter #30 – Discussion Guide

I sometimes wonder whether you think you have been sent into the world for your own amusement ...
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Screwtape Letter #30 – Questions

I sometimes wonder whether you think you have been sent into the world for your own amusement ...
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Screwtape Letter #29 – Discussion Guide

Now this is a ticklish business. We have made men proud of most vices, but not of cowardice. ... There ...
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Screwtape Letter #29 – Questions

Now this is a ticklish business. We have made men proud of most vices, but not of cowardice. ... There ...
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33

Screwtape Letter #16 – Questions

The Vicar at the first church meant to make things easy – to the point where he got complacent. At ...
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57

Screwtape Letter #28 – Questions

Do you not know that bombs kill men? Or do you not realise that the patient’s death, at this moment, ...
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56

Screwtape Letter #27 – Discussion Guide

Why that creative act leaves room for their free will is the problem of problems, the secret behind the Enemy’s ...
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Screwtape Letter #27 – Questions

Why that creative act leaves room for their free will is the problem of problems, the secret behind the Enemy’s ...
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54

Screwtape Letter #26 – Discussion Guide

In discussing any joint action, it becomes obligatory that A should argue in favour of B’s supposed wishes and against ...
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Screwtape Letter #26 – Questions

In discussing any joint action, it becomes obligatory that A should argue in favour of B’s supposed wishes and against ...
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Screwtape Letter #25 – Discussion Guide

The horror of the Same Old Thing is one of the most valuable passions we have produced in the human ...
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Screwtape Letter #25 – Questions

The horror of the Same Old Thing is one of the most valuable passions we have produced in the human ...
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Screwtape Letter #3 – Discussion Guide

"Keep his mind on the inner life. ...You must bring him to a condition in which he can practise self-examination ...
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Screwtape Letter #7 – Discussion Guide

Screwtape is giving Wormwood Plan A and plan B. He asks Wormwood what type of man the patient is - ...
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Screwtape Letter #7 – Questions

Screwtape is giving Wormwood Plan A and plan B. He asks Wormwood what type of man the patient is - ...
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14

Screwtape Letter #6 – Discussion Guide

Wait a minute here. Wasn't it just in the last letter that Screwtape wrote - Consider too what undesirable deaths ...
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Screwtape Letter #6 – Questions

Wait a minute here. Wasn't it just in the last letter that Screwtape wrote - Consider too what undesirable deaths ...
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12

Screwtape Letter #5 – Discussion Guide

We may hope for a good deal of cruelty and unchastity. But, if we are not careful, we shall see ...
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Screwtape Letter #5 – Questions

We may hope for a good deal of cruelty and unchastity. But, if we are not careful, we shall see ...
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Screwtape Letter #4 – Discussion Guide

Screwtape encourages getting the patient to either react against childhood experiences or to assume a level of prayer far in ...
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Screwtape Letter #4 – Questions

Screwtape encourages getting the patient to either react against childhood experiences or to assume a level of prayer far in ...
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Screwtape Letter #8 – Questions

Screwtape correctly says “It is during such trough periods, much more than during the peak periods, that it is growing ...
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Screwtape Letter #3 – Questions

"Keep his mind on the inner life. ...You must bring him to a condition in which he can practise self-examination ...
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Screwtape Letter #2 – Discussion Guide

Things sounded rather well for Screwtape and Wormwood at the end of the first letter. Letter #2 doesn't start quite ...
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Screwtape Letter #2 – Questions

Things sounded rather well for Screwtape and Wormwood at the end of the first letter. Letter #2 doesn't start quite ...
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Screwtape Letter #1. Discussion Guide. “What is Real Life”

The Screwtape Letters - Letter #1. Discussion Guide. "What is Real Life"? ...
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Screwtape Letter #1. Questions. “What is Real Life”

And so it begins. Screwtape Letter #1. Screwtape tells Wormwood to "Teach him to call it ‘real life’ and don’t ...
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How to use the Screwtape Letters Study Guide

Hopefully, you've been through the first two segments of this Screwtape Letters Study Guide. It will really help you with ...
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Introduction to The Screwtape Letters Study Guide

The Screwtape Letters Study Guide is intended to help you get the most from C.S. Lewis' amazing book. It was ...
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The Screwtape Letters Study Guide

The goal for this Screwtape Letters Study Guide is to give you an open-ended set of questions to help get ...
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Screwtape Letter #8 – Discussion Guide

Screwtape correctly says “It is during such trough periods, much more than during the peak periods, that it is growing ...
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Screwtape Letter #9 – Questions

Do you think Screwtape’s statement, To get the man’s soul and give him nothing in return—that is what really gladdens ...
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Screwtape Letter #9 – Discussion Guide

Do you think Screwtape’s statement, To get the man’s soul and give him nothing in return—that is what really gladdens ...
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21

Screwtape Letter #10 – Questions

Being silent when we shouldn’t be – or laughing when we shouldn’t – both are like double edged swords. It’s ...
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Screwtape Letter #10 – Discussion Guide

Being silent when we shouldn’t be – or laughing when we shouldn’t – both are like double edged swords. It’s ...
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23

Screwtape Letter #11 – Questions

Even fun gets a bad name in Screwtape’s view. What is it about fun & joy – and our choice ...
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Screwtape Letter #11 – Discussion Guide

Even fun gets a bad name in Screwtape’s view. What is it about fun & joy – and our choice ...
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25

Screwtape Letter #12 – Questions

Screwtape talks about wasting time – and even reaching the point of wasting a life. Given that God probably won’t ...
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Screwtape Letter #12 – Discussion Guide

Screwtape talks about wasting time – and even reaching the point of wasting a life. Given that God probably won’t ...
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27

Screwtape Letter #13 – Questions

It seems that something has happened. Talk about how Wormwood “messed up”. What was God’s involvement in this? What are ...
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Screwtape Letter #13 – Discussion Guide

It seems that something has happened. Talk about how Wormwood “messed up”. What was God’s involvement in this? What are ...
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Screwtape Letter #14 – Questions

Screwtape seems to be on a roll now. At first there was only one thing to do. Now, he sees ...
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Screwtape Letter #14 – Discussion Guide

Screwtape seems to be on a roll now. At first there was only one thing to do. Now, he sees ...
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Screwtape Letter #15 – Questions

Screwtape seems to be on a roll now. At first there was only one thing to do. Now, he sees ...
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Screwtape Letter #15 – Discussion Guide

Screwtape seems to be on a roll now. At first there was only one thing to do. Now, he sees ...
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