Ruby latched on to this vision, glad to get away from that hellish – and she did not use the word lightly – memory of Jacob’s last moments. This? This was much better. This was familiar, even though she had not been there in person to experience it.
It was Dean Winchester’s eyes she had been looking through. That much was obvious even if she had not been looking at a younger version of the Sam she knew. Ruby had heard of this moment down below, when Azazel’s children had gloated about their father’s victory over the Winchesters. This must have been right before the accident that had almost killed Dean, and made John trade his soul.
Poor Dean. The guy might not have liked her, but Ruby could still empathize with the guy. She understood what it was like to trade your soul to save someone you love, and that would never change no matter how much he distrusted her. Even in the memory his final thoughts had been about Sam, of begrudgingly embracing death as long as his brother lived. If she was being honest, it broke her heart a little bit that he had no idea what was to really come.
Yo, Doc. Think we can manage a trip through that door soon? I’ve got work to do, and I'm pretty sure you could use the distraction.