A look of sadness flashes in his eyes as she speaks. "Sorry..." He apologized, as if he caused monsters in her world too. "Kinda sucks, right?" He couldn't even be a kid. He had to be born a full-grown man just to survive in their world. Furthermore, he knew it was hard on hunters, and she sounded like she at least knew.

He should know better than to be trusting, but he's fallen for it all so many times.

"I just hope Castiel won't be upset..." The name-drop was mostly due to his worry for his father figure. He knew Cas was searching for a way to keep Jack from killing himself for the cause. Even if Billy had come up with the plan, Castiel didn't like it.

"They can, as long as things don't get worse." He finally forced a weak smile in place. "My name's Jack."