I've been fooled before, but I really wanted to trust Billie. I wanted to be right for once.
[ The angels and Lucifer managed to manipulate him, and after that Jack was determined to get wiser and not trust so easily. He is still soft in the ways that matter, but he's tried to harden in that area. But he fell for it again, and he fell for it hard, he had true faith in Billie. Enough to be willing to be her bomb to save the world. She tricked him by giving him what he was searching for, a way to save the world and get the Winchesters to forgive him. He's tired of being a sitting duck. ]
I can only trust our family.
[ Rowena is that, he doesn't care if it's not made official, that is how he feels. They trust her, he knows that, and he can rely on that to make that connection and hold onto it. With Dean and Castiel, he doesn't know, but he is positive about Sam's deep respect and care for Rowena. That's all it takes for him. Sam isn't like him, he doesn't trust easily, and he's been through ups and downs with her. She earned that from him, and so Jack will keep that going from his father.
Never mind that he couldn't trust Sam and Dean before, but to be fair to them, they did what he sees now as the wisest course of action. It didn't work out for anyone, but he was out of control. They lied for the greater good. He respects that and he'll trust them regardless of it. ]
Dean said I'm not family anymore. [ It makes him deeply, terribly sad. ] But that he was grateful I was willing to die for everyone.
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[ The angels and Lucifer managed to manipulate him, and after that Jack was determined to get wiser and not trust so easily. He is still soft in the ways that matter, but he's tried to harden in that area. But he fell for it again, and he fell for it hard, he had true faith in Billie. Enough to be willing to be her bomb to save the world. She tricked him by giving him what he was searching for, a way to save the world and get the Winchesters to forgive him. He's tired of being a sitting duck. ]
I can only trust our family.
[ Rowena is that, he doesn't care if it's not made official, that is how he feels. They trust her, he knows that, and he can rely on that to make that connection and hold onto it. With Dean and Castiel, he doesn't know, but he is positive about Sam's deep respect and care for Rowena. That's all it takes for him. Sam isn't like him, he doesn't trust easily, and he's been through ups and downs with her. She earned that from him, and so Jack will keep that going from his father.
Never mind that he couldn't trust Sam and Dean before, but to be fair to them, they did what he sees now as the wisest course of action. It didn't work out for anyone, but he was out of control. They lied for the greater good. He respects that and he'll trust them regardless of it. ]
Dean said I'm not family anymore. [ It makes him deeply, terribly sad. ] But that he was grateful I was willing to die for everyone.