They have not run into this situation yet, aside from with Rumsfeld. And it would all depend on the dog. Rumsfeld adopted smols as his family from the start, other dogs would not have the same reaction. The dogs might not give a damn or they might decide that someone Sam’s size is a chew toy or a baby of their own. It all depends on the pup.

April 15th excerpt:

There was no mistaking this car for some camping trip family car, despite its size. It was gleaming in the dark even before Jacob’s flashlight beam swept over it, black-and-chrome finish reflecting the moon and stars from above. Jacob let out an appreciative breath at the sight of the huge car. It wasn’t more than a foot or two longer than his own, but somehow it conveyed a lot more size and ferocity regardless. It looked like it could practically rear up and fight as much as Dean did.

Bowman had his own appreciation for the car, but his eyes were wide for entirely different reasons. He also looked behind them at the other vehicles, the arrangement of tents, everything about the human campsite that he could see. “This is what a car looks like?” he muttered, barely refraining from swooping off Dean’s shoulder to circle the big, shiny black beast. “And you’re sure it’s safe?”

At first, since the circumstances surrounding Sam’s departure from the motel are different, and we’ll find out just how different when the story airs, he sleeps on a flannel shirt of Dean’s. Down the line they do get him a small bed of his own and settle him in very similarly to what happens in BA.

April 14th excerpt:

Bowman smirked. “He’s the only one around without wings in the way so he introduced us all to piggyback rides, as he calls them.”

That brought a smile to Dean’s face as he remembered the years growing up with Sam. “He did?” He laughed slightly. “Man, when he was little he always used to ask for piggyback rides. He was such a scrawny kid when he was growing up.”

Dean held out his hand to approximate how tall Sam used to be before the curse, then hesitated. “Well, I guess he’s smaller now,” Dean admitted mulishly, remembering just how light Sam was in his hand.

Sam had a very difficult time coping at first. He woke up in a strange home with two strange people and the first thing he did was ask to see his family. When they couldn’t do that, he got very upset and tried to run away. Walt had to chase Sam all the way to a motel room he got himself stuck in with people staying there. It was only then that Sam could even begin to accept that his life had been flipped upside down and try to deal with his new situation. Dean and John were gone and they weren’t coming back.

April 13th excerpt:

Once the lantern light was behind them and Jacob’s flashlight was their only guide, Bowman hovered even closer to him. He glanced back and saw Dean’s wavering walk, and meandered through the air towards him. “Don’t fall asleep out here. Squirrels will steal from your pockets,” he quipped. Pockets that would fit a sprite, he realized belatedly.

It brought the memory of pointing excitedly at Sam’s various pockets, wanting to know what they contained. The very first day Sam came to the forest, Bowman had been intrigued by him. He’d had no idea the boy with no wings would become his family.

Of course!

He actually already knows how to pick locks, he just hasn’t had the chance. When he was kidnapped in Taken, he lost his supply bag. Without it, he didn’t have the paperclips he keeps stored to work the lock to their crate. All he could find was a splinter of wood, and it was too short to reach the lock on the door. Dean made sure that picking locks was one of the first skills he made sure Sam remembered from childhood.