Why is Winston so willing to lie to his coworkers? Wouldn't being more friendly with his coworkers at least take some suspicion off of him?
Why is Winston so quick to think of murder as a solution to his problem? It's later revealed that he's not just being paranoid, but that he'd actually sacrifice all his morality for a Party that may or may not exist.
It's understandable that Winston would hate the chastity that the Party enforces, but to say that no goodness should exist anywhere seems excessive. Can't virtue exist outside the Party? Does it exist within the Party at all?
"'I wanted to ask you whether you'd got any razor blades,' he said. 'Not one!' said Winston with a sort of guilty haste... Actually he had two unused ones which he was hoarding up."
"Winston halted, stood for several seconds wondering vaguely what to do... He could keep her on track until they were in some quiet place, and then smash her skull in with a cobblestone. The piece of glass in his pocket would be heavy enough for the job."
"'I hate purity, I hate goodness. I don't want any virtue to exist anywhere. I want everyone to be corrupt to the bones.'"