What I would do is first to think about the things that
happen to Winston. What, specifically, causes him to get in trouble? When I think
about that, I would think about his relationship with Julia, of course. It is the
clearest thing that he does that is against the law. However, he does also keep his
diary in which he writes things like "Down with Big Brother." Remember that he had
already started doing stuff like that before he even knew Julia's
name.
Second, I would ask if the relationship with Julia is
what caused him to get caught. Did he get careless because he was in love? Or would he
have gotten caught no matter what?
Personally, I think that
it is not the relationship that dooms him. I think he is doomed from the start. I
think that it is his desire to have a relationship -- his
unhappiness with society -- that actually dooms him; not the relationship
itself.
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