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Also, during the debate about Dent's turn into Two Face being too quick I knew there was a scene where his 'holier than thou' character drops a little.
Having re-watched the film (on a really dodgy DVD no less) I now know what scene I was thinking off.
It's just after the attempt on the Mayor's life, Dent takes one of Joker's men (later named as paranoid schziophrenic Shif Thomas) hostage in the ambulance. He screams and shouts at Thomas and "threatens" to kill him (leaving it to "fate") - showing that he is willing to go to more extreme lengths when his loved one is threatened.
Although Thomas' life was never in danger (due to the two headed coin) I don't think it's too far from a character pretending to toy with fate to a character that actually does it - especially after his loved one is killed.
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