This part looks back to explain how the cruel little game began. We learn that Peggy — the prettiest, most popular girl in the class — and her best friend Maddie would wait for quiet Wanda and ask her, over and over, how many dresses she had at home. And every time, Wanda gave the same answer: a hundred. A hundred dresses, she said, all lined up in her closet, of silk and velvet, in every color — and sixty pairs of shoes besides. The other girls would laugh, because everyone could see that Wanda wore the same faded blue dress every single day. It all started one bright morning when a girl named Cecile came to school in a lovely new dress that everyone admired; standing at the edge of the crowd, Wanda quietly said that she had a hundred dresses at home. Maddie laughs along with the others — but something about the game makes her uneasy, for Maddie is poor too, and secretly afraid that she could be the next one teased.
| Focus | What It Means |
|---|---|
| Irony | When what is claimed clashes with the plain truth — one dress, a hundred imagined |
| Flashback | When a story jumps back to tell how something began |
| Motivation | The hidden reason a character acts as they do |
| Chapter | Key Events |
|---|---|
| Ch. 2 — The Dresses Game | The story looks back to how the teasing began. After a girl named Cecile wore a new dress everyone admired, Wanda said she had a hundred dresses at home, of silk and velvet, and sixty pairs of shoes. Peggy turns this into a daily game, and Maddie, poor and uneasy, laughs along instead of speaking up. |
There are no wrong answers here — just think, guess, and talk:
- Have you ever seen teasing that the teasers called ‘just a game’? How did it feel to watch?
- Wanda says she owns a hundred dresses but wears only one. Why might a person claim to have more than they really do?
- Predict: how do you think Maddie truly feels as she laughs along with Peggy?
This is an independent study guide created by Garden Heights Academy to support reading comprehension and literary analysis. It contains original analysis questions and does not reproduce any text from the novel. The Hundred Dresses is a work by Eleanor Estes. This guide is not affiliated with, authorized by, or endorsed by the author or any associated rights holder.

- Wanda quietly says she has a hundred dresses at home.
- The other girls crowd around to admire it.
- Maddie laughs along, though it makes her uneasy.
- Peggy turns the answer into a daily game.
- Cecile comes to school in a lovely new dress.
Have you ever heard someone claim to own far more than they really do? Often there is a gentle reason behind it. A child who has very little may feel the sting of being looked down on, and one way to soften that hurt is to imagine a wealthy life and to speak of it aloud. This is not the same as ordinary greed. It can be a way of protecting one's dignity, the sense of being worthy and equal to everyone else. Long ago, families who arrived in a new country with almost nothing often held their heads high in just this way, taking pride in what they could dream even when their pockets were empty. Of course, boasting can also invite teasing from those who do not understand. But a wise and kind listener learns to hear the wish hidden inside the words. When someone seems to boast, they may really be saying, quietly, that they long to belong.
This writing task is optional and is not part of your auto-graded score. The feedback below checks only the basics — length, spelling, and grammar — not whether your ideas are right or wrong. It is meant for classroom discussion and creative practice, so feel free to use your imagination!
Writing Task — Part 2 “The Wish Behind the Words”
Wanda says she has a hundred dresses, though she owns only one. Imagine you are Wanda, alone after school. Why did you say it? What do you really wish for? Write what Wanda might be thinking — or write about a time you wished, just for a moment, that you had more than you did. Write at least 40 words.
No right or wrong — close the screen and tell someone nearby how the dresses game began and why Maddie laughs along even though it troubles her. Can’t find anyone? Tell yourself out loud. The moment you teach it, you truly understand it.

Part 2 Complete!
You finished Chapter 2 of The Hundred Dresses.
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The best last step is to teach it. In your own words, explain what happened — retell a favorite scene, teach a character’s big choice, or sum up the main idea for a parent, friend, or classmate. When you can teach it clearly, you truly own it.
Independent study guide by Garden Heights Academy. Not affiliated with or endorsed by the author or any rights holders. Contains original analysis only; no text from the novel is reproduced.
