Winston wants a life free from the oversight and influence of Big Brother. He even writes it down in his journal: "Down with Big Brother." To Winston, Big Brother is oppressive and stifling. The reader likely agrees with this, because the story is being told through Winston's eyes, but not every character feels that way. Winston is an independent and individualistic thinker. He wonders why the party exerts such unbelievable power over Oceania.
Throughout the novel Winston is actively trying to find ways to have more freedom than what the party allows. But the party is in control of so much that in order for Winston to have more freedom, he must break the law—for example, his illegal love affair with Julia and his search for the anti-party brotherhood.