Most likely her hair will still be wet just because she doesn't feel like drying it. He'll find her curled up in blankets, wearing a soft tee shirt of his, trying to read a book.

Oh, Dean certainly suspects that. Chuck wouldn't have brought her back if he hadn't thought so and Astaroth doesn't seem the sort of demon to 'let something go'. Once Dean finds the missing poster, he'll bring it back to the bunker and they'll start working on a plan to save her. Even if that weren't Astaroth, they'd want to look into it.

Dean nods a little. "When everyone feels a little more settled, I'll head into town. Pick up groceries, talk to a few people, and see what I find. I'll keep you in the loop."