No, they don't. If it weren't for the people still dressing up as ghoulies and monsters, the more modern costumes would look like people simply to work. Cas, at least, wouldn't know the difference between "casual" wear and sexy costume. He's seen all types around the Winchesters and the back roads of America.

Though the attempt here is more obvious. Cas has been getting better at noticing not just faces and moods, but the intricacies of those around him. Maybe the volume isn't loud, but the pop music is soothing in the way that it lets him know that Lucy is around. Hers is a smile that prompts him to test one of his own out on her. "Yes, you do have a habit of dressing up." There is a slight bit of approval when he nods at her circling around, though for a moment he looks as if he can't latch onto the point. "... I believe they would keep you."