1. Why was Nell able to trust Gavin, not only to investigate Charlie’s death but also to understand her grief? What made him different from the others in her life?

2. Discuss the novel’s title. What worlds were opened by Nell’s bittersweet kisses with Charlie? What changes were marked by first and last love in the other characters’ lives?

3. Charlie was about to embark on a first-rate education in filmmaking. What did his promising career say about his personality? How did his perceptive eye affect his relationship with Nell?

4. Discuss the role of the Rosslare women in Hubbard’s Point. How does their mystical Irish legacy play out? What are their greatest strengths and vulnerabilities?

5. How was Charlie affected by growing up without a father? In what ways did he complete Nell, whose mother died when she was very young?

6. What turning points are reflected in the music and lyrics that are woven throughout Last Kiss? What does Sheridan’s career mean to her, and to those around her?

7. How do the three novel’s settings (rural Connecticut, Manhattan, and Nashville) serve as meaningful backdrops? What dreams and realities are reflected in these locales for the characters?

8. At first, how did you interpret Nell's experiences in the cemetery? Was her hope so far-fetched?

9. What were your thoughts as Jack and Stevie debated marriage in chapter fourteen? What was at the heart of their debate?

10. What gave Gavin the courage to reach out, and reclaim a connection to Sheridan? Did their shared history help or hurt their ability to feel safe with one another?

11. How did your opinion of Jeff Easton Quill shift throughout the novel’s closing chapters? What motivated Randy’s actions, in New York and throughout the years leading up to that tragic night?

12. Ultimately, who is to blame for what happened to Charlie? What would constitute justice?

13. What conclusions were reflected by the fire? What aftermaths do you imagine for Nell, Sheridan, and Stevie?

14. Discuss the significance of Gavin’s staying on his boat, near but not within the Hubbard’s Point community. Does it protect him and/or Sheridan, ultimately?

15. What themes begun in Beach Girls are reflected in Last Kiss? What new directions and unpredicted outcomes unfolded for all generations?