1. The Pox Party presents a unique treatment of the Revolution, the Patriots, and the Loyalists. How does this treatment challenge our perceptions about this time period and differ from other literary portrayals of the period?

2. Evidence Goring is, in one sense, one of the most moral characters in the book --- believing fervently, for example, in the emancipation of slaves. What does it mean, then, that he is the one who betrays Octavian?

3. Pro Bono’s attitude toward Octavian is often hard to understand, bordering on brutality. How do you think he feels about the boy? What is his attitude toward the experiment?

4. Beyond the issue of slavery, what are the moral implications of Octavian’s experimental upbringing? Is there a line that divides moral from immoral conduct on the part of Octavian’s caretaker-owners? Where do you see that line?

5. How much of Cassiopeia’s pre-slavery background do you believe she fabricated? Was she really a princess?

6. If you had been in Boston in 1775 and had the opportunity to participate in the pox party, would you have done so and been inoculated or would you have taken your chances on contracting the disease?

7. Consider Mr. Sharpe’s comment that “We shall see a brave new day, Octavian, when the rights of liberty and property are exercised, and when all men are free to operate in their own self-interest.” (p. 340) How do you see Sharpe’s prediction relating to government today? To what extent do we live in that “brave new day”?

8. What do you think becomes of Octavian and Trefusis after they get “across the Bay towards the lights of the beleaguered city” (p. 353)? To whom, if anyone, will they be loyal? Knowing what you do of Pro Bono, what do you believe might have become of him?

9. M. T. Anderson begins the final section with a quotation from Voltaire: “In this world we are condemned to be an anvil or a hammer.” (p. 309) What do you think of this quote? How does it relate to the book?

10. Today it is possible, theoretically, for an American child of any background to attend the most prestigious educational institutions. But does race still play a role in the ability of America’s children to succeed? How so?

11. Dr. Samuel Johnson is said to have asked, “How is it that the loudest yelps for liberty come from the drivers of slaves?” Discuss Johnson’s comment in light of the novel.

12. Discuss the contradictions between the colonists’ propaganda decrying what they called their enslavement by the British government and the colonists’ ownership of slaves, some of whom they sent in their stead to fight the British. Do the colonists’ fears of slave uprisings suggest that they knew slavery was wrong?