You had to do some magic to go back to the past but the magic goes wrong and you go back way too much. Sam still in his 20s hunting with his brother. When you find him, he’s alone in a motel room, Dean is probably at a bar. You knock on the door quietly. When he opens the door you can’t help but smile a little. He looks so young and soft with little bangs and short hair.

“Can I help you?”

He asks, having no idea who you are, because in the right timeline you only met him when he was older.