On the morning of the duel with George Eacker, someone was on hand to intervene. That day wasn't the end of Philip's life, it was the beginning. AN: Hi everyone! Even though Philip's death in the show is heartbreaking and emotional and more or less historically accurate, I am happy ending trash and I really wanted to see Philip grow up and fall in love, so here we are.

It's been sixteen years since Sam went into the Pit, and Dean has given up hunting for good and settled down with his new family. But Dean's old demons (and angels) won't let him go that easily, and eventually his new life and his old one have to collide. When old friends come knocking and new battles need to be fought, can the Winchesters ever truly escape their past?

What if Oliver had died when the Gambit went down? How would the lives of his friends, family, and the people of Starling City been different? Series of connected one-shots on what might have happened to each character if Oliver hadn't returned. Note: This story draws on events from Seasons 1 and 2, so I bent the timeline a little to suit my purposes. TRIGGER WARNING