Ruby might have been trying to maintain eye contact; Castiel could not meet her gaze, her earnest determination leaving him… he was not sure what the correct word was, what this new emotion might be, but he suspected the correct term was ‘ashamed’. Ruby was trying so damned hard, and he… he, for whom being ‘good’ should have been second nature, for whom there should never have been a second option? He was failing.
And so he glanced down, awkwardly. “I… think you picked a very poor angel to ask.” Confessing fears seemed to be the evening’s theme, after all, though the experience was still uncomfortable. “For what little it is worth? I admire what you’re doing. It is very brave, to try to be better.”