It's the 'we' that settles it for Raphael. He waits until Gabriel is standing back in front of Dean. Because wounded pride aside, his anger at Dean Winchester is just that: anger that he thinks he can do whatever he wants and get away with it. That his (former) status as Michael's chosen vessel and just being Dean Winchester means he can do literally whatever the Hell he wants and walk away.

So he appears - just appears, no flutter of wings, no show, just makes himself visible - behind Gabriel, leaning in over his brother's shoulder, almost leaning their heads together. "That. And to remember our memories are far, far longer than yours."

A stiff wind blows, bringing with it tattered, dirty, bloody pieces of plaid fabric. Some of his hits Dean square in the chest.