Jimmy Novak was a good man. A family man. That is, until a certain angel told him he was "special" and that he "had a job to do". Jimmy did what Castiel asked, giving his body to be used as a vessel for the angel. When he was pulled back to Heaven (4x20), Jimmy wanted just to go back to his family and live peacefully.
He never got that. When his wife and daughter were taken hostage by demons, Claire was killed in front of his eyes by a demon wearing his wife, Amelia. The demon then went and stabbed themself a few times before leaving Amelia's body for her to die. Seeing as he lost everything, Jimmy refused to let Castiel back in; leaving Castiel to find a new vessel.
Jimmy went on with the Winchesters and learned someone could be brought back by making a deal with a crossroad demon. Jimmy did just this. He went to the nearest crossroad without letting the Winchesters know and made a deal for Claire and Amelia to be brought back. But his soul was to be collected in twenty four hours. He spent his last moments with his family before he was dragged to Hell.
*Like any demon lurking up top, Jimmy can show/hide black eyes & has telekinetic abilities. Just don't say Christo or throw any holy water at him. :)
Note: To avoid leaving out Castiel, it can be said that he jumped into a twin brother Jimmy has.
[Muse and Mun are over 18. Journal might contain gore at times since he is a demon.]