Astaroth had been smart to add an anti witchcraft spell and anti demon sigil to Sam's cuffs because of his reputation and ties. That alone had been strong enough to keep any attempt Ruby or himself made while they're in a rush. He absolutely paused to protest with a questioning glance when she made the call to drive, but she was right. He couldn't drive in his state. He did get in after a moment and helped correct her driving every so often with his hands pulling the steering wheel to straighten. Both of them were in bad shape when the wheels squealed to life.

They manage to ditch the cuffs somewhere a safe distance away but before they reach town. He insists she wait for him while he pays for a motel room. There's not a lot covering her other than his jacket and button down that he offers her before he does inside. It's not that she was naked but it's also that she looks beaten down and worn too. He certainly points out someone might call the cops if they see her. He promises to be right back. He's back in only a few short moments to open her driver side door and help her out of the car comfortably. In fact, he's sure to let her know with his body language that she can choose to rely all on his weight if walking is too much. He looks at her straight. "You've done enough. Let me at least carry you the rest of the way."

Somehow he manages to fiddle with the keys and open the door while supporting her the whole time. He's careful when helping her lie on the bed, aiding her in lifting her legs up on the bed gently. "Don't worry about what's next. I think we're safe here for a while. I'll call Dean." He'll talk to Dean on the other end for a while. Of course he has to calm Dean down a bit to actually explain 'what the hell' happened on his end and get Dean caught up. He's not expecting Dean to call Cas right after and send Cas ahead of himself. He's so worn down that the idea to call Cas slips his mind.

He rejoins Ruby at her bedside. "You should sleep until Dean gets here."