Dean was at a local bar, drinking and listening to the singer that was on the stage playing. They were actually pretty good. He was trying to drink his thoughts away, as he always did... After taking another swig of his shot of whiskey, he decided to turn around to watch the performer. His eyes widened after looking at you for a moment. It was you... the little kid he had saved all those years ago. He was stunned. Never expecting to see you here. Let alone being the one who had been singing so well. It had been so long... but he remembered your eyes. And the way you had dimples that were normally hidden by your cheeks. You were all grown up...
Dean took a final swig of his whiskey, leaving his glass there on the bar top. His eyes never leaving you as he walks closer to the stage. He takes a seat at an empty table, closer to the stage and you. Part of him wanted you to see him. Hoping you'd recognize him after all this time. Though he wasn't sure if you would. You were only five back then, after all...
The 46-year-old hunters' night hadn't been great. Dean had gotten into an argument with his brother Sam, so he came here to drink it all away. Though when he saw and recognized you, it made his whole night... He continued to watch you, a bit in awe. The fact that the small kid he saved was now a singer, and a really good one at that... Shocked him.