"Did you ever think that maybe I don't want that life anymore?" Sam looked down at his hands, which were currently balled into fists. He was still recovering from the fact that this conversation included his dead ex-girlfriend. "It was all a dream. A fantasy world that I created to get away from the life that my Dad was trying to force me into. 'You're gonna be a Hunter, Sam. It's the family business, Sam. You gonna turn your back on the son of a bitch who did that to your mother, Sam.'" Sam scowled. "If that was reality, I didn't want any part of it. I wanted to get away. To dream. To be free. Jessica became a part of that dream...the escape. Because that's what Stanford was for me - it was my way out. It was freedom. And Jess was a part of that. She was great, Ruby. She was..." He closed his eyes and drew in a deep breath. "She meant a lot to me. But then..." Sam opened his eyes again and looked at Ruby in concern. "So do you. You're not Jess. But you are you. And I love you. Every part of you. I know that it might seem insane, given that you're a demon and all, but you're the one that I want. I don't need you to be human. And I certainly don't need you to be perfect. You're flawed. We both know that you're flawed. But it's not what you are that makes me love you so much, Ruby, it's who you are. And I've felt you deep down to the core. I see you every time we laugh. Every time we fight. Even those little, quiet moments that we sometimes have? That's when I see you. And that's who I love. To say that maybe Jess is better than you'll ever be is pushing it. I'm gonna admit that I'm a little more than pissed off that you'd even begin to think that making those comparisons would ever be okay. But that aside, it's like I said before: you're not her. And she's not you. And just like you could never begin to be anything like Jess ever was, she could never be anything like you are to me now. You've both got a place in my heart. Doesn't mean I love you any less and it certainly doesn't mean that I love her any more than I love you."
He couldn't hate her. Given that he was able to deal with all that she had done to him - under the orders of Azazel, no less - Sam couldn't hate her if he tried. He was upset with her now, but he certainly couldn't ever hate her. It was impossible. There wasn't a single bone in his body that would allow it.