Oh he was worried, scared. She knew it, she knew everything he felt cause she'd seen his mind when she posessed him, thats why she pushed it, because Sam wanted this. Wanted to be strong like she could make him,. He just didn't know it yet.
Besides she'd told him she wouldn't talk about it again. She wasn't talking.
He honestly thought they'd fall. He didn't see it like she did, how strong he could be, how powerful. He didn't understand yet what it meant. His being the Boy King. Azazel's plan hadn't been entirely without merit he'd just gone about it wrong. He'd gone about it not caring about Sam. Thats what was different, she wanted it for him as much as anything. She laid a hand on his arm, as comforting as she could be, she did understand, and if she could speak words and not song she would tell him so.
"I can see the pain in you I can see the love in you but fighting all the demons will take time it will take time"
She knew it bothered him, she knew he worried about becoming...something else, maybe like her. As for when she would learn. That wasnt what he needed to ask. He needed to work out just when he would.