Divine

If Cas can't feel the way Dean does since Cas is an angel, what's stopping Dean from flirting with him? Or taking him on dates? Dean won't necessarily tell Cas they're going on dates. Cas will just think they're hanging out. Probably. Angels can't fall in love, so it doesn't matter anyway. Plus, Dean's going to be doting on the guy, so it's not like this harms Cas in any way. It's actually going to make him happy. At least that's Dean's goal.