Gather initial thoughts and broad opinions about the book.

1. This sequel picks up 10 years after The Devil Wears Prada (2003). For those who read the first book or saw the movie, how did this continuation meet your expectations? Did Andy’s evolution feel authentic to the character you remembered?

2. What was your main takeaway from the novel? Did you find it to be more of a critique of the fashion and media industries, a drama about relationships, or a story about overcoming past trauma?

3. The story ends with Andy reuniting with her college boyfriend, Alex. Did you find this a satisfying conclusion to her journey?

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

1. Andy is haunted by the trauma of working for Miranda, which resurfaces in nightmares and physical anxiety. How have you navigated situations where a challenging person or experience from your past unexpectedly re-entered your life?

2. The novel pits Emily’s relentless ambition against Andy’s desire for well-being. Which character’s approach to her career and its sacrifices did you identify with more closely, and why?

3. Barbara Harrison represents a world of rigid social expectations, particularly for her son’s wife. Have you ever felt pressure from family or society to fit into a certain role, and how did you respond?

4. Andy and Emily’s friendship fractures under the weight of their business partnership. In your experience, what are the biggest challenges of mixing close friendship with professional life?

5. Max’s decision to hide his encounter with Katherine, however innocent, deeply damages Andy’s trust long before the final betrayal. In your experience, how important is complete honesty in an intimate relationship?

6. The idea of a “first love” is central to the ending. Do you believe first loves hold a unique and lasting power, as the novel seems to suggest?

Examine the book’s relevance to societal issues, historical events, or cultural themes.

1. The Plunge capitalizes on what the guide calls the “wedding-industrial complex.” How does the book satirize the way modern culture turns personal milestones like marriage into commercialized, aspirational spectacles? Can you think of other books or films, like Kevin Kwan’s Crazy Rich Asians (2013), that explore similar themes of wealth and social performance?

2. What does the book suggest about our culture’s acceptance of powerful bosses who are brilliant but abusive? Does the story challenge the idea that such behavior is a necessary price for genius, particularly in high-stakes industries like fashion and media?

3. How does the novel use characters like Barbara Harrison to critique outdated expectations that women should prioritize their family’s needs over their own “selfish career aspirations” (12)?

Dive into the book’s structure, characters, themes, and symbolism.

1. Does Miranda Priestly feel like a fully realized character in this sequel, or does she function more as an inescapable symbol of corporate power and Andy’s past trauma?

2. The guide highlights Miranda’s ringtone as an auditory motif that triggers Andy’s anxiety. How does Weisberger use this recurring sound to illustrate the theme of The Lasting Scars of a Toxic Workplace?

3. Emily and Andy process their shared trauma from Runway in drastically different ways. How does the novel use their fractured friendship to explore the conflict between professional ambition and personal well-being?

4. How did the flashbacks to the founding of The Plunge and Andy’s early romance with Max shape your understanding of the betrayals that unfold in the present day?

5. What do you believe is the primary motivation for Max’s ultimate betrayal of Andy? Is he driven more by his duty to the Harrison family legacy or by a paternalistic belief that he knows what’s best for her?

6. In what ways does The Plunge magazine, with its “Runway-esque” aesthetic, symbolize Andy’s unwitting replication of the very system she fought to escape?

Encourage imaginative and creative connections to the book.

1. The final betrayal is a pivotal moment told from Andy’s perspective. If you were to rewrite that scene from Emily’s point of view, what would her internal monologue reveal about her motivations and her feelings about sacrificing their friendship?

2. What if, instead of resigning, Andy had been forced to stay at The Plunge for the one-year transition period? What kind of power struggles might have ensued between her and Miranda?

3. The novel ends on a hopeful note, with Andy and Alex reconnecting. What do you imagine their life looks like five years down the road?