Cover of The Fine Art of Lying by Alexandra Andrews

The Fine Art of Lying Book Club Questions

10 discussion questions for The Fine Art of Lying by Alexandra Andrews.

October 18, 2026

Spoiler warning: some questions touch on how the book ends. Best read after you've finished it.

Discussion questions

  1. What initially draws Clare Bast to the art world, and how does this passion shape her life decisions?
  2. How does Clare's relationship with Jed reflect her feelings of being an imposter in Manhattan's elite society?
  3. Do you think Clare's decision to abandon her PhD was justified, or could she have pursued her passion while managing her responsibilities as a mother?
  4. What role does the introduction to influential art world figures play in Clare's sense of identity and belonging?
  5. How does the discovery of the important painting in the dealer's brownstone serve as a turning point for Clare?
  6. In what ways do the themes of wealth and privilege influence the characters' actions and relationships throughout the novel?
  7. Clare's interactions with Jed's boss's wife lead to significant developments. What are your thoughts on her influence over Clare's journey?
  8. Discuss the impact of Clare's rash mistake and how it catalyzes the events of murder and betrayal. Was it an inevitable outcome of her choices?
  9. How does the narrative structure of the novel, with its blend of art world intrigue and personal drama, affect your engagement with Clare's story?
  10. Reflecting on the ending, do you believe Clare ultimately finds her place in the world she longed to be a part of?

These questions were drafted with AI help for book clubs using Lapwing.

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