Sam thought to point out that her drunken sprees would be a lot easier to pull off now that she was human and had an incredibly low tolerance to that of her former self in comparison, but he didn't think that was what she wanted to hear. Nor did he think that she wanted to see the inward grimace he made at the thought of her and Castiel buddying up and getting wasted in an entirely different country while he was stuck in Lawrence doing his own thing, as Sam was still a little awkward about the entire concept of their relationship. He knew that they were friends ; Sam was more than okay that they were friends, really, but the idea of Castiel silently standing in the background and judging him as Ruby's husband never failed to get under his skin. It was only once that it had happened and Castiel hadn't been himself at the time, but some things stuck. Irrationally, too, but at least Sam wasn't holding any grudges. That wasn't going to stop him from being slightly uncomfortable at the angel for a while, however.
“You don't want Crowley having a hold on you right now,” Sam agreed. He didn't waste a second to tell her so. He might have accepted the demon as a close friend of Ruby's, but he was the King of the Crossroads. Putting his trust in him would be like trusting a dog not to go after a bloody steak if he left it sitting in said dogs bowl. It was stupid and, now that Ruby was human, Sam was going to have to double his efforts to make sure that the demon didn't do anything to screw her over. “I get that you care about him and I know that he's your friend, but you are human now. You can't trust anything he has to offer you, okay? If you wanna do your magic thing...I dunno. Maybe talk to the other witches about how they pull their stuff off...see if maybe they'll teach you some of their tricks, too?” He hated that every conclusion he came back to involved Ruby having to learn things from scratch, but it seemed like it was all that he could offer. She wasn't the same anymore and she'd have to take things up differently now. Ruby couldn't do that without learning these things somewhere, could she?
He had been right on the trail of getting back into that before Ruby insisted that they throw all determination, attempts at control, and progress out the window in favor of alcohol and comfort. Sam couldn't help but pull his head back a little, brow crinkling in confusion as he began to realize that he was going about all this the wrong way. It was just like him to want to jump into all this feet first, wasn't it? Take the problem, make something of it, and get through it as quickly as possible. As aware of her feelings as he had been, Sam hadn't stopped long enough to give Ruby time to sit back, breathe, and accept what was going on before shoving her into a world of productivity that was meant to help her move forward.
She wanted to drink. She wanted him to hold her. She wanted to tell the world to fuck off, because it was easier to ignore what had happened to her at the happy whim of a douchebag archangel than actually deal with it right on the spot. As much as Sam wanted for Ruby to get through all this as quickly as possible as to avoid something bad kicking them in the ass later on, he understood that she needed to cope in her own way. Or not cope. Whatever worked, really.
“Yeah,” he nodded, letting out a deep breath, “yeah, if that's what you want, then yeah.” Sam noted the painful grimace that took Ruby over post the alcohol cleaning and, in return, he shot her something of a tiny, apologetic smile. “You learn. Build up a certain level of tolerance to it, if you're exposed to being in pain long enough. Some people don't really have much of one 'cause they've never been hurt real bad before – others are pretty good with it, since they deal with it on a regular basis. Another learn as you go thing, I guess.” Carefully, he wrapped the bandage around Ruby's finger. When he was confident that it was safely cleaned and wrapped, Sam pushed the first-aid kit toward the back end of the counter and reached out to offer Ruby his hand. “Let's get outta here,” he suggested, hoping to take Ruby over to the couch, where he'd be able to sit with her while she vented and drank to her hearts content.