Winston is expressed as an anti-hero when his urge for sex takes control over his decision, "When he had gone with that woman it had been his first lapse in two years or thereabouts. Consorting with prostitutes was forbidden, of course, but it was one of those rules that you could occasionally nerve yourself to break" (64-65). Being the anti hero he is, Winston uses a prostitute in order to quell his urgency for wanting to have sex even though it's prohibited by the government.
Another way Winston is portrayed as an anti-hero is when he thinks about an un heroic action such as betrayal. This is seen when Winston says, "...we shouldn’t betray one another, although even that can’t make the slightest difference... Confession is not betrayal. What you say or do doesn’t matter, only feelings matter" (166).
The last quote that shows Winston's character as an anti hero is when he decides to work against the Ministry of love and starts to write a journal of rebellious thought. This is seen when the author says, "The thing he was about to do was to open a diary... if detected it was reasonably certain that it would be punishable by death..."(6).