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For some reason the telescreen in the living-room was in an unusual position. Instead of being placed, as was normal, in the end wall, where it could command the whole room, it was in the longer wall, opposite the window. To one side of it there was a shallow alcove in which Winston was now sitting, and which, when the flats were built, had probably been intended to hold bookshelves. By sitting in the alcove, and keeping well back, Winston was able to remain outside the range of the telescreen, so far as sight went. He could be heard, of course, but so long as he stayed in his present position he could not be seen. It was partly the unusual geography of the room that had suggested to him the thing that he was now about to do. (1.1.12)
Winston starts a journal of rebellious thoughts as a first step towards his eventual fate at the Ministry of Love.
Party members were supposed not to go into ordinary shops ("dealing on the free market," it was called), but the rule was not strictly kept, because there were various things, such as shoelaces and razor blades, which it was impossible to get hold of in any other way. He had given a quick glance up and down the street and then had slipped inside and bought the book for two dollars fifty. At the time he was not conscious of wanting it for any particular purpose. He had carried it guiltily home in his briefcase. Even with nothing written in it, it was a compromising possession. (1.1.13)
Winston enjoys small acts of rebellion to begin with, as he frequents ordinary shops in the prole district and purchases items from the past.
Momentarily he caught O'Brien's eye. O'Brien had stood up. He had taken off his spectacles and was in the act of resettling them on his nose with his characteristic gesture. But there was a fraction of a second when their eyes met, and for as long as it took to happen Winston knew- yes, he knew!- that O'Brien was thinking the same thing as himself. An unmistakable message had passed. It was as though their two minds had opened and the thoughts were flowing from one into the other through their eyes. 'I am with you,' O'Brien seemed to be saying to him. 'I know precisely what you are feeling. I know all about your contempt, your hatred, your disgust. But don't worry, I am on your side!' (1.1.33)
Paranoid but fanciful, Winston imagines an encounter with O’Brien that might deepen their rebellious tie.