Winston remembers that no one had heard of Big Brother, the leader of the Party, before 1960, but stories about him now appear in histories going back to the 1930s. As Winston has these thoughts, a voice from the telescreen suddenly calls out his name, reprimanding him for not working hard enough at the Physical Jerks.

What does Winston get in trouble for?

Winston gets to have his affair with Julia and he gets to believe that there really is a rebellion against the Party. These things get his hopes up. Once his hopes are up, being arrested will crush him emotionally much more than being arrested immediately would have.

Why does O'Brien say he is torturing Winston?

Over several weeks, O'Brien tortures Winston to cure him of his "insanity", in particular his "false" notion that there exists a past and an external, self-evident reality independent of the Party; O'Brien explains that reality only exists within the human mind, and since the Party controls everyone's mind, it ...