[Help, his face is going to break. This is great. It's been a long damn time since he could get Sam to turn that shade of red, so obviously Stiles needs more toughening up.

Stiles is used to being the embarrassing one, it's obvious. Dean doesn't mind taking over for a minute.]

Attaboy.

[But because he is genuinely pleased - and because he doesn't want Stiles' head to explode or to get cut off - he shows mercy and backs up a bit.]

Scott'll be fine, I promise. I know that doesn't help right now, believe me, I do but it's true.

Any secrets I can spill for you while I'm here? [He's made no secret about not giving a rat's ass about Stiles' inmate, not really; but he cares a lot about the matching Sam, and he wants Stiles to get his deal, so he was already ready to bite the bullet. And if it helps a little knowing that if the inmate version of himself knew and it would piss him off, well, Dean isn't admitting that shit to anybody.]