Dean looked down at the handgun almost for the first time, then tucked it into the waistband of his jeans. He thought that if he could just get the bastard's attention on him, away from Jo, he could find a way to piss the thing off enough to let his father get the shot in. He just had to play the part of the pissed off boyfriend well, and that wouldn't be hard at all.
"So you've got me here, Azazel, how about you let Jo go. We both know you're the sick bastard with some sort of obsession with my family, she's got nothing to do with it." He took a few cautious steps back, hoping to get the demon to follow him away from Jo.
"Tell me what you want, and I'll tell you what I want, isn't that the way this damned thing works?"