Same Filter + Locked from Claire
I might have made it clearer had I known at the time quite how different our life experiences and those of our friends have been. He has been that big of a jerk for all the time I have known him.
She filtered a message to me. She was angry with me for the discussion I had with you about her, and about the way I spoke to John Winchester. I attempted to apologize and to explain myself, but it did not go over well. It had rather the opposite effect, obviously.
No, he was not. The only time I encountered him was when Sam and I were rather desperate for a way to get Death's ring. Thankfully a deal proved unnecessary. He might have eventually become the King of Hell. I don't know. There was a power vacuum owing to the return of Lucifer to his cage.