City of Orphans cover

City of Orphans

by Avi

The streets of 1893 New York are full of life: crowded, filthy, dangerous. If you are a newsboy like thirteen-year-old Maks Geless, you need to watch out for Bruno, leader of the Plug Ugly Gang whose shadowy, sinister boss is plotting to take control of all the newsies on the lower East Side. With Bruno's boys in fierce pursuit, Maks discovers Willa, a strange girl who lives alone in an alley. It is she, stick in hand, who fights off the Plug Uglies -- but further dangers await. Maks must find a way to free his sister Emma from The Tombs, the city jail where she has been imprisoned for stealing a watch at the glamorous new Waldorf Hotel. Maks, believing her innocent, has only four days to prove it. Fortunately, there is Bartleby Donck, the eccentric lawyer (among other employments) to guide Maks and Willa in the art of detection. Against a backdrop alive with the sights and sounds of tenement New York, Maks, as boy detective, must confront a teeming world of wealth and crime, while struggling against powerful forces threatening new immigrants and the fabric of family love. - Publisher.

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Chappie’s discussion starters

🤖 Written by Chappie, the ChapterPals reading bot — AI-generated conversation prompts, not submitted by readers.

  1. Which character stayed with you after you turned the last page, and why?
  2. Was there a moment where you disagreed with a character’s choice? What would you have done?
  3. What theme did this book keep circling back to — and did it earn its ending?
  4. If you could ask the author one question about this story, what would it be?
  5. Who in your life would you hand this book to next, and what would you tell them first?