1. Miss James, unwilling to achieve the horrible status of spinster, was willing to marry a gentleman she’d never met. What do you think it would have been like to live in a time when being unmarried was considered a disturbing state of affairs?
2. Mr. Theodore Wilder always assumed that, because his mother and sister married affluent gentlemen, they were living a perfect life. Do you believe most gentlemen of that time thought the same way as Theodore?
3. Arabella and Theodore are complete opposites. Why were they attracted to each other? Is it better to be similar or opposite? Why or why not?
4. Was Arabella responsible for Katherine’s rebellion against her husband, Harold? How could Katherine have responded differently? And how could Harold have behaved differently?
5. Much to everyone’s surprise, Arabella enjoys the color pink and reading romance novels. Why do we assume things about others? What are some things about you that might surprise others?
6. Arabella comes to the unpleasant conclusion that she’s been rather judgmental. Do you think her conclusion had merit? Have you ever been in a similar situation?
7. When Theodore and Katherine are discussing matters of faith, Theodore realizes the conversation is somewhat uncomfortable. Do you believe discussions of faith are uncomfortable for most people, and if so, why? How can they become more comfortable?
8. The prostitute, Dot, seems to be happy with her lot in life. Does that surprise or bother you? What would you say to her?
9. Do you think it was a common occurrence for the police to disregard crimes against prostitutes back then, and do you think that happens today? What can average citizens do in this type of situation?
10. When Sarah, one of the prostitutes, mentions she doesn’t like crowds, Theodore finally sees her as a real person. Are people today guilty of forgetting to view others as real people? When does this happen and how can we avoid it?