She had known from the start it wouldn't be easy, Meg was just as fanatical as she once had been and it had taken so long for her to change her mind. And it had been only Sam that had gotten through to her, Sam and then her discovery of what Lucifer truly believed of demon kind. So yeah she spoke ill of him. "I speak ill of him cause I know Meg. I know the truth about what he is and the things he's willing to do to get his way. Demons are nothing to him, just tools. He said I was impressive as they went because I'd broken the mould but he still hated me. Because I was a mockery of something he despised anyway. I'll say it again, he hates humankind and we used to be human, we're humans with all the good memories and good feelings torn from us on the rack. We know that. So think about what he must think of us"
And Meg was wrong. Ruby was different now, she wasn't right there anymore. She was stronger and better now because of Sam and what his love had gotten her. By all rights she should have sent Meg back to hell. Or killed her. But she found she couldn't, Meg was family and maybe, just maybe she had a shot at seeing things her way, Crowley's way. It would do her some good.
"He's talked to me about it. I can send you those conversations after I let you go, cause I'm letting you go today. I probably shouldn't and I'll probably regreat it if you don't see the truth someday. But I'm gonna do it, just this one time because you really are the closest thing I have to a sister in spite of everything. Just give yourself a chance not to be just another sheep. Please Meg"