Ben was quiet for a short time before he let out a long, labored groan. He knew how to tell Ruby no – even as a kid, really – so it wasn't that stopping him. It was that niggling feeling in his gut that he knew wasn't going to go away. Instinct, one he should trust as a person, as a hunter, and it said she needed this.
Could it break the future? Maybe not. Ruby and Cas had been back together before he'd known they really were, other than a kid's intuition that had said they probably would get back together because Cas was capable of having faith even after it had been shattered. Would this really speed anything else along all that much?
The silence stretched on, likely far, far longer than would have been hopeful, before Ben swore into the hair atop Ruby's head. Stupid Winchesters and their ability to be stupid pushovers with women in their lives, friends or loves.
He pulled back to look down at her, not disengaging the hug at all. "Alright. But no more, got it? One and only one spoiled surprise for the future," he said severely.
A breath, a prayer to God that this wasn't a mistake and he spoke. "He's there, Ruby. He'd never be anywhere else."
Maybe because he hadn't been raised in a life where a demon had killed his mother and his father had to hunt every other demon because they were all bad in that world, Ben was able to see beyond it in ways the others never quite would. But killing vampires every night didn't mean that ones like Spike and Angel, no matter how much he'd disliked the latter as a kid, couldn't be different. All the demons of his birth world could arrive and try and destroy L.A., and Ruby herself had nearly tried, but it didn't change that Ruby had become that redeemed demon she'd once only pretended to be.
And just because angels, starting with Uriel, had been raging dickwads who wanted Ruby dead and thought Castiel was some kind of blasphemous sell-out, didn't mean that an angel couldn't love a demon and still love God as well, couldn't be hurt and still forgive later.
So it made sense to Ben, even if it would take the others a long time to understand and accept it.