What I find interesting is that, for almost everyone else, Cas isn’t a chatty Cathy. He is quiet and introspective and when he talks its usually after thinking carefully. But with Dean he opens up so much. After knowing Dean for only a few weeks, he bared his soul to the man telling him his greatest secret – that he has doubts. That’s pretty much the worst sin an angel can commit and he held onto it for millions of years until he met Dean and suddenly he’s spilling his guts. He always comes when Dean calls and is always happy to talk to Dean, be it burger dates or even just phone calls and emoji texting.
It’s one of the reasons I ship them so hard. Because Dean is the only person Cas seems to want to open up to like that. In short: