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The Most Beautiful Woman in Florence Reading Guide & Discussion Questions

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The Most Beautiful Woman in Florence by Alyssa Palombo

The Most Beautiful Woman in Florence

A Story of Botticelli

by Alyssa Palombo
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  • Apr 2017, 320 pages
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Book Club Discussion Questions

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For supplemental discussion material see our Beyond the Book article, Lorenzo de' Medici and our BookBrowse Review of The Most Beautiful Woman in Florence.


Please be aware that this discussion guide will contain spoilers!

  1. What do you feel was Simonetta's strongest motivation for marrying Marco? Do you think she truly loved him, or did she only convince herself that she did? Could she realistically have refused to marry him?
  2. Simonetta is sometimes frustrated by the effect that her beauty has on those around her, and at other times she uses it to her advantage. Did both of these reactions feel reasonable and realistic to you? How might you have felt in her situation?
  3. Simonetta is widely proclaimed the most beautiful woman in Florence, and men wait outside her house, leave her gifts, and recognize her in the street. Do you see any similarities between the Florentines' reaction to Simonetta and our own celebrity culture today?
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  1. How does the author develop themes of identity and belonging throughout the narrative?
  2. What role does the setting play in shaping the characters' decisions and relationships?
  3. Discuss how the ending reframes the events of the story. Were you surprised?


Unless otherwise stated, this discussion guide is reprinted with the permission of St. Martin's Griffin. Any page references refer to a USA edition of the book, usually the trade paperback version, and may vary in other editions.

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Beyond the Book:
  Lorenzo de' Medici

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