20 Questions

Questions to Ask a Reader

Engaging questions to connect with book lovers, discover their literary preferences, and spark meaningful conversations about reading.

1

What's your favorite book of all time and what makes it special to you?

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Why this works

Reveals their literary taste and shows what qualities they value in books, helping you understand their reading preferences.

2

What genre do you enjoy most and what draws you to that type of story?

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Why this works

Shows their reading preferences and reveals what themes, settings, or narrative styles they find most engaging.

3

Who is your favorite author and what do you love about their writing?

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Why this works

Reveals their literary influences and shows what writing styles, themes, or techniques they appreciate most.

4

What book changed your perspective on life and how did it impact you?

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Why this works

Shows the transformative power of reading and reveals what ideas or experiences have shaped their worldview.

5

What's the last book you couldn't put down and what made it so compelling?

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Why this works

Reveals their current reading interests and shows what elements make a book truly engaging for them.

6

What book would you recommend to someone who doesn't usually read?

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Why this works

Shows their ability to share their love of reading and reveals what they think makes a book accessible to non-readers.

7

What's your favorite reading spot and what makes it perfect for you?

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Why this works

Reveals their reading habits and shows what environment they prefer for their literary escape.

8

What book made you cry and what was it about the story that moved you?

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Why this works

Shows their emotional connection to literature and reveals what themes or experiences resonate deeply with them.

9

What's the most challenging book you've read and what did you learn from it?

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Why this works

Reveals their intellectual curiosity and shows what complex ideas or themes they're willing to explore.

10

What book would you want to read again for the first time and why?

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Why this works

Shows their appreciation for great literature and reveals what reading experiences they treasure most.

11

What's your favorite book series and what keeps you coming back to it?

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Why this works

Reveals their commitment to long-form storytelling and shows what elements make a series worth following.

12

What book do you think everyone should read and why is it important?

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Why this works

Shows their values and reveals what ideas or experiences they think are essential for everyone to encounter.

13

What's your favorite way to discover new books and what sources do you trust?

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Why this works

Reveals their book discovery process and shows what methods they use to find their next great read.

14

What book made you laugh out loud and what was it about the humor that appealed to you?

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Why this works

Shows their sense of humor and reveals what types of comedy or wit they find most entertaining.

15

What's your favorite book-to-movie adaptation and how did it compare to the original?

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Why this works

Reveals their perspective on adaptations and shows how they evaluate the translation from page to screen.

16

What book would you want to discuss with a book club and what themes would you explore?

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Why this works

Shows their interest in literary discussion and reveals what ideas or themes they find worth exploring with others.

17

What's your favorite book from childhood and what made it memorable?

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Why this works

Reveals their early literary influences and shows what stories or characters shaped their love of reading.

18

What book do you think is underrated and why do you think it deserves more attention?

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Why this works

Shows their literary discernment and reveals what hidden gems they've discovered that others might have missed.

19

What's your favorite way to read - physical books, e-books, or audiobooks - and why?

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Why this works

Reveals their reading preferences and shows what format they find most enjoyable or convenient for their lifestyle.

20

What book would you want to write if you could, and what story would you tell?

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Why this works

Shows their creative aspirations and reveals what stories or themes they're passionate about sharing with others.

Best Practices for Literary Conversations

Expert tips and techniques for getting the most out of these questions.

Best Practices

Show Genuine Interest

Ask follow-up questions about their book recommendations and show authentic curiosity about their reading experiences.

Share Your Own Reading

Discuss your own favorite books and reading experiences to create a mutual exchange of literary interests.

Respect Different Tastes

Honor their reading preferences even if they differ from yours, and focus on understanding their perspective.

Question Sequences

The Literary Discovery Sequence

1
What's your favorite book of all time?
2
What genre do you enjoy most?
3
Who is your favorite author?
4
What book changed your perspective?

The Reading Experience Sequence

1
What's your favorite reading spot?
2
What's your favorite way to read?
3
What's your favorite way to discover new books?
4
What book would you want to discuss with a book club?

Common Pitfalls

Don't Judge Their Choices

Avoid making judgments about their book preferences or reading habits, even if they differ from your own.

Avoid Spoilers

Be careful not to reveal plot details or endings when discussing books, especially if you're not sure they've read them.

Don't Overwhelm with Questions

Give them time to answer and don't ask too many questions at once, allowing for natural conversation flow.

Conversation Templates

The Book Discovery

1
Step 1: Start with their favorite books and authors
2
Step 2: Explore their reading preferences and habits
3
Step 3: Discuss book recommendations and discoveries
4
Step 4: Share your own reading experiences

The Literary Discussion

1
Step 1: Discuss books that changed their perspective
2
Step 2: Explore themes and ideas they find important
3
Step 3: Talk about book-to-movie adaptations
4
Step 4: Plan for future reading recommendations

Further Reading

"The Reading Life" by C.S. Lewis
"How to Read a Book" by Mortimer Adler
"The Art of Reading" by Damon Young
"Reading Like a Writer" by Francine Prose

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