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Discussion Questions
1. Why does Cait’s unexpected pregnancy inspire her to search for her birth mother? How does the fact of her own adoption influence her feelings about being pregnant and the possibility of having a child?

2. Motherhood is a central theme in the story. Of the characters that are mothers, whom did you find to be the most empathetic? How about the least? What does it take to make someone a mother—is it a genetic bond? or an emotional one?—and why?

3. How does Cait’s life—emotionally, socially, and economically—compare to Billie’s when she was faced with an unplanned pregnancy more than thirty years earlier? Given Billie’s situation, was her decision to leave her daughter and seek a new life for herself understandable? Why or why not?

4. Describe Bridget’s relationship with Maude, both before and after Floyd’s death. Why do you think Bridget remains with Maude for so many years? How would you define their relationship in one word?

5. The scene in which Cait finally meets Billie is the only one told from both characters’ perspectives. How does having each of their viewpoints enhance the story? During their conversation, what does Cait come to realize about her past and her future? What is her opinion of Billie?

6. In what ways does Cait’s search for her birth mother give her a new understanding about Vern and Sally, her adoptive parents? How does her relationship with Sally, in particular, change over the course of the story?

7. From physical appearances and sexual preferences to upbringings and ambitions, Billie and Jupe appear to embody “nothing but contradictions” (p. 15). What accounts for their close friendship? How does Billie so misjudge their relationship?

8. How does the issue of race play out in the novel? Discuss the scene on pages 163–173 when Jupe joins Billie, Bridget, and Maude for dinner. Afterward, Jupe disagrees with Billie that Bridget is the more racist of the two older women—and that Maude, in fact, was not being “really nice” throughout the evening as Billie believed (p. 173). Whose perception of the situation is more accurate? How so?

9. Discuss the historical aspects of the story, including the suffragist movement and the Heterodoxy Club, birth control restrictions, divorce laws, the attitude toward Irish immigrants, and the polio epidemic. What, if anything, did you learn that surprised you?

10. The Possibility of You spans nearly a hundred years. What were the most dramatic changes from generation to generation in terms of choices and opportunities for women, including those related to marriage and motherhood? What things have remained essentially the same?
(Questions issued by publisher.)

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