I was really surprised by a Dean who looked sickened at the sight of the Chief, for instance. The Dean in my head is much more sexually experimental and experienced.

Wasn't that pretty soon after he got back from Hell? I'd think that Dean would still be pretty uncomfortable around anything even slightly torture-related at that point.

Yeah, but the things you'd agree to let the Chief do are not the same kind of actual torture he would have experienced in hell. Plus, Chief = great big non-threatening teddy bear.

That's the way I read it, anyway.

True, but I'm not sure that he'd been back long enough to really process that distinction.

You could be right. For me, his expression was definitely "Ewwww," not agonized terror, though.

At the end of the episode right before that one, he'd told Sam that he was worse than the father of those kids in the walls, because he had enjoyed causing pain. I read his expression in that scene as his disgust with himself being projected onto the Chief. It's been a while since I watched it, though, but that's how I remember interpreting that scene.

I'd like to see an unconflicted good angel for once.

Sits by Amy.

I'd like to see an unconflicted good angel for once.

Yes. I've been waiting for this for a very long time.

We did get Samandriel for a bit, but of course being a sympathetic angel he was nerfed into helplessness and killed off in short order.

Cas had unconflicted good angels on his side, didn't he? Rachel was good--better than Castiel, which was what got her killed. Samandriel, as noted, but I think he counts. Inias was a good guy, in my estimation too.

The idea that espousing enough free will to get noticed got them killed makes perfect sense, otherwise Castiel wouldn't have had a sense of jeopardy about him.

These both look like Krushnic boys: [link] and of course the squint is more Cas-like, but even if I hadn't heard that Sasha was younger I might give the tip of the Misha-monkey-hat to the kid not wearing sandals right. Just because. Adorable anyway.