Gather initial thoughts and broad opinions about the book.

1. What were your initial impressions based on the title and cover, and how did those match your reading experience?

2. How did the book’s portrayal of romantic and platonic relationships resonate with you? Did the story feel realistic or overly contrived?

3. Describe the book’s tone toward modern dating. Did the book challenge or reinforce your perceptions of connection, love, and attraction, specifically regarding online dating?

Encourage readers to connect the book’s themes and characters with their personal experiences.

1. Have you experienced divorce or been close to someone who has? How did your experience compare to how the author portrays it in the book?

2. Did any of Anna’s bad dates remind you of your own or those you know? If so, how?

3. Have you ever found yourself attracted to someone who didn’t “make sense” for you? How did you navigate that situation?

4. Discuss Anna’s role as a single mother. Did her portrayal resonate with you from your experience or others in a comparable situation?

5. Anna benefits from her younger sister Lottie’s support.