He was being worryingly honest with her and truth be told she wasn't quite sure what to make of that from him. Still he admitted she'd done well, done what needed to be done. The big players were dead at her hand and hell was getting to be much more secure than it would have been if he'd been doing this without her. Oh he'd have gotten it done eventually but not so quickly, and it made him look good having her onside. The demon no one could quite work out a side for.
The side she was on was very very simple. It was Sam's. Her daughters, her friends. And yes that counted Crowley among its number.
"Ruby couldn't read the Enochian. Azazel had been able to though and he'd showed her a few things. She knew the word used for Lucifer's Cage, which was a start.
"Which is why even if there were to be a mystical second door you'd need to know exactly what to look for. You'd need something to follow to each of them, they're not gonna be huddled in a corner holding hands, this is Lucifer's prison. So you need to bind them those they care about. Link them, body and soul. Crowley you need blood magic. Its the only thing strong enough and you know it. Dangerous, risky, everyone might die, but blood magic."