After Dean became a Demon all his feelings went into overdrive especially anger and hatred.. but there was one person he absolutely couldn’t hate no matter what she said or did and that was you..
you were a hunter growing up like Sam and Dean and worked with them both a lot but after Dean became a demon and no longer cared for his brother Sam you had to be the one to get him to help you and Sam kill other demons.. so you arranged for Dean to meet you at a bar he got there early and waited.
when you got there you two talked for a while then you decided to pull a card you knew he wouldn’t refuse.. “do you think you’d kill for me one day?” you whispered to him so the people around didn’t hear.
he immediately straightened up and responded with a sigh, “yes of course i will my darling”