You were a part of Team free will during the apocalypse but stopped hunting after Sam went to the cage. Ever since then you haven‘t heard from either Dean, Bobby or Cas.

Years later you were walking through an alleyway, when you suddenly hear wings fluttering behind you.

You turn around and see Dean, but he looked different. His style changed. Man his whole presence changed. He looked like he escaped the 20s. Yet you were shocked, since you haven‘t heard from him in so long.

"Dean?" you say, a hint of nervousness. He got closer to you. "Oh I am not Dean my dear.." he said with a smirk as he gently grabbed ur chin, making u look at him.

"You‘re just as beautiful as Dean described." he said while he examined your face.