[Ruby looked up at him as he spoke, chest aching like someone had put her ribcage in a vice. It hurt to think about leaving again, or Sam leaving. And the possibility that neither of them would ever come back.]
As long as we're here, there'll always be the chance of losing each other again. I just.... I just want you to be happy, Sam. And if that's with me or with Dean.... You need to make the choice that's best for you.