Sastiel.
As much as I love Sam/Max there’s a lot to work with when it comes to Sam and Cas. Like I can make Max anything I want because he’s not really in much of the canon so that’s fun, but Sam and Cas… like, Cas is the only angel who doesn’t look at him with disdain. He didn’t see Sam as inherently evil just because of the issues he had. And Sam’s stupid smile at Cas sometimes. It’s just fucking cute!