Step by Step: Winston’s Journey
Pressure and Punishment
Room 101
What’s Left Behind
Final Victory(Over Himself)
100

Where is Winston released from between chapters 5-6

The Ministry of Love

100

Who tortures Winston while he is imprisoned?

O'Brien

100

What horrifying device does O’Brien use to torture Winston

A cage of rats.

100

Where does Winston spend most of his time after being released

The Chestnut Tree Cafe

100

Who does Winston love at the end of the book?

 ̶B̶i̶g̶ ̶M̶o̶m̶m̶a̶  Big Brother

200

What physical ailment does Winston heal from during this section, and where on his body did he suffer from it?

A varicose ulcer on his ankle.
200

Who does Winston scream for after waking from his dream in Chapter 4?

Julia

200

What does Winston say to avoid being tortured?

"Do it to Julia! Do it to Julia! Not me! Julia! I don’t care what you do to her. Tear her face off, strip her to the bones. Not me! Julia! Not me!"

200

Who does Winston encounter after his release?

Julia

200

What major announcement does Winston recieve at the end of the book?

Victory in Africa

300

What happens to Winston at the end of Chapter 4?

He is sent to Room 101

300

What is the first question that Winston asks O'brien, at the end of the session?

What have you done with Julia?

300

What does O’Brien threaten to do with the rat cage

Strap it to Winston’s face

300

What drink does Winston consume often at the cafe?

Victory Gin

300

What mental exercise does Winston practice while imprisoned to increase his loyalty to the party

Crimestop

400

What game does Winston play in the Cafe, and who does he play with?

Chess, and with himself.

400

Who are the subjects of the article that O'Brien says Winston made up in his head 11 years ago?

Aaron, Jones, and Rutherford

400

What does O'Brien say when Winston asks what is in Room 101?

"You know what is in Room 101, Winston. Everyone knows what is in Room 101."

400

Who is Oceania at war with at the end of the book, and where are they fighting?

Eurasia, they are fighting in Africa.

400

What is the "Law of Nature" that O'brien says in nonsense, and Winston eventually believes him.

The Law of Gravity

500

What game does Winston remember playing with his mother as a child? (one month before she disappeared.)

Snakes and Ladders

500

What does Winston write with dust on the table at the Cafe, that shows his intellectual submission to the party?

2+2=5
500

Where does O'Brien say the rat punishment was common in history?

Imperial China

500

What is Winston working on at the end of the book?

The Eleventh Edition of the Newspeak Dictionary

500

Throughout the whole book, seen in the last sentence, and in the appendix, what grammatical element suggests that the party has been overthrown? 

The book is written in the past tense, suggesting the party has been overthrown.

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