Dean was your boyfriend you hunter together for years then Sam got stabbed by one of the “special” kids the group of people like Sam who yellow eyes fed blood when they were babies. Dean couldn’t live without Sam so he made a deal and was killed by a hell hound.

Dean was gone a year in hell, you moved on with your life started dated some guy to fill the space that Dean left, you quit hunting everything you wanted to one day do with Dean. Until Dean came back, Castiel pulled him out of hell, first thing Dean did was go to find you. Dean stood outside your window and saw you standing in a living room with a man. After that he left and never looked back heart broken that you moved on.

Dean went back to hunting with Sam until they found a case in your town, you were investigating the case even though you quit hunting just to be safe when you saw Sam and Dean in FBI suits talking to the police you stood there staring for a few minutes until you snapped out of it when you saw the two of them leaving the scene. you rushed after them, “Dean, Sam!”

Dean turned around instantly knowing it was you, “Flora..”