Dean's dedicated to/is a worshipper of the Trickster/Loki/whatever Gabriel's been calling himself at that point. I've seen a few Sam having been a disciple or devoted to the Trickster, but from what I've seen of canon, Dean would have worked pretty well as a worshipper of the Trickster, or at least as having sympathies or as a totem spirit. Local god he calls on when he wants a bit of help or extra luck, that kind of thing.
Bonus points for Gabriel getting a kick out of the fact that a potential Michael meatsuit was one of his. Don't mind if it's gen, Dean/Gabriel or Dean/Cas.
