Ugh, I only saw the epi once, but I thought his eyes were already black when Dean shot him, but it doesn't really matter. I mean, how many times have we seen cartoons with the some poor dude tortured by the angel on his one shoulder and the devil on his other. The conscience almost always looks just like the dude, and he almost always gets pissed off and smushes one of them. So, I'm pretty sure he knew he wasn't shooting himSELF when he did that.