"I wish I had saved you sooner, Dean." He doesn't mind Dean staying close. If he'd stepped away, Castiel likely would have followed.

He almost asks Dean who he dreams of. Meg, maybe? He thinks better of it, though. They're both still reeling from the vision of Hell and he's not sure he can handle the answer right now, anyway.

"And I wish I could have joined you in a happier dream."