You promise Crowley that you'll be careful on a hunt with the boys, and then completely forget about your promise…. Oops! (You and Crowley)

You'd been dancing around each other for months, and both though the other wasn't interested. Dean has had enough and suggests you all go out drinking. (Y/N and Charlie)

You were all alone, your family was gone, and you were on a mission to find the Winchesters. Your mother had told you to find them if something had ever happened to her. Even though you had never met them, you trusted your mom. You had caught wind of where they might be and had headed that way, killing demons as you went. Until you ran across one that bested you, one that was looki