1. What do you think was the real impetus behind Rachel’s decision to sleep with Dex after her birthday party? Was it about her desire to break out of her good girl persona? Was it about a long-standing resentment toward Darcy? Or was it both?

2. How do you view Dex? How would you describe Dex and Rachel’s relationship? What drew them together? Did you root for them to be together? Do you think they have true love?

3. Is anything about Rachel and Darcy’s friendship genuine? Do you believe it has changed over time? Why does Rachel defend Darcy against attacks from Ethan and Hillary? Compare and contrast Rachel’s friendship with Hillary and Ethan to her friendship with Darcy.

4. Do you think Dex and Darcy would have married if it weren’t for Dex’s affair with Rachel? Why did he stay with Darcy for so long?

5. How did Rachel’s flawed self-image contribute to the dilemma that she faces? What do you see as her greatest weakness?

6. Was Rachel’s moral dilemma made easier because of Darcy’s personality? Would she have acted on her attraction to Dex if Darcy were a different kind of person and friend? If Rachel had fallen love with Julian, would she have pursued the same course of action? How does Rachel rationalize her affair with Dex?

7. What risks does Rachel take when she pursues her relationship with Dex? What is the biggest moment of risk for her? How does Rachel grow and change in the novel?

8. Disloyalty is a major theme in this novel. How differently do men and women view cheating on a friend? Why is Darcy so indignant when she catches Dex and Rachel together when she has been having an affair of her own?

9. Under what circumstances is it justified to choose love over friendship? How important is it for women to stick together? Have you ever been in a friendship like Darcy and Rachel’s?

10. This novel is told from Rachel’s perspective. How do you think Darcy would tell the same story? How do you think she would describe Rachel? How do you think she views their friendship?