It didn’t really have to be this way. He knew he could get the Winchesters attention in other ways but it would never be effective. I mean, you’re their sibling, they can’t ignore it. But something in his mind wouldn’t shut up as he was tying your unconscious body to a chair. He knew you’d feel so betrayed, and this was definitely the end of you being sweet on him. Was it really worth it? He didn’t know, but it was too late. You were already waking up.