The question of Dean's feelings for anyone is a bit... tricky, hard to pin down, especially because he doesn't want to. His time in Purgatory was a real eye-opener though, and so was the whole year before that, systematically losing everyone, losing Bobby. It made Dean have to sit up and really appreciate the things he has. So Benny became like a brother to him, and he prayed to Cas every night because he wasn't afraid to admit how much he needed him anymore. Cas is -- well, he should be a permanent fixture in Dean's life. He needs him to be, but Cas keeps slipping away from him. And yeah, okay. Maybe Dean did some pushing of his own. He doesn't want to go back to that, though; he's okay with needing Cas as much as he does... mostly, sort of.

Which is why him and Meg being close makes him nervous. What if he loses Cas again? The two of them have some kind of bond, and what if Cas decides it's more "profound" than theirs? He's seen the two of them together. It's... sweet. Cute. He can't even begrudge it, but he can apparently be super embarrassingly jealous about it. He doesn't want to be left out.

And Meg was there for him when Dean couldn't be; she's still dedicated to him even now, and Dean can't find a speck of disingenuous in her actions. She really likes him. That's how Dean's opinion of her started loosening. And when she isn't threatening to kill him or being all moody demon, she's fun. And funny. And hot. And a good kisser.

He watches her get back to work, processing the idea that she was checking him out. It should make him feel gross right? All violated. It doesn't.

"Should I tell Cas to start getting jealous?" he says lightly, like it's a joke.

Ha. Yeah, right.