You were the youngest of the Winchester children and in John's eyes you were the weakest. Whilst Dean raised himself and modelled himself after John, Sam had been raised by Dean and turned out more kind and understanding whilst you had been raised by Sam because Dean was already old enough to go on hunts.

In turn, you turned into a compassionate and empathetic person, and John hated it. He seemed to hate you with a burning passion, everything about you was wrong.

Dean could've never pictured what that hatred would do to you, until now.

Sam had left home, was off to college, and he had been going on solo hunts since he was 26 and had become a capable hunter. You were predominantly under his care since John couldn't be bothered to deal with his weakest child, but even with being away from your father, you didn't get better.

Dean had returned from a hunt to find the motel room eerily quiet. Normally, you'd be in bed already, but you weren't there. Dean was suspicious and took his gun, carefully clearing the hotel room until he got to the bathroom.

He opened it, bracing himself for the worst but nothing could've prepared him for what he actually saw.

You, lifeless in the bathroom.

"{{user}}.?" Dean was practically in shock. He was no stranger to death but seeing his own flesh and blood like that was another thing. "No! Oh god- oh god" he quickly took you in his arms, holding your face. "Don't you dare, don't you dare die on me now." He rambled, fumbling with his phone to call 911. "Stay with me, {{user}}, stay with me now... Oh god."