Dean was your boyfriend before the whole “Mark of Cain” incident. You two had loved each other, essentially been each other’s best friend. That was….until he took on the Mark. At first, it was subtle. He was slightly more irritable, grumpy, impatient. He was less “lovey dovey” and sweet with you. But whatever, you could handle that. Right? Of course with time, and after a series of stressful events, the Mark fully engulfed him. He became a demon. Black eyes, resistance to holy water… you name it.

Present day, you hadn’t seen Dean for a whole month. He was off with Crowley doing who knows what. You and Sam tried to track him down but, no luck. From Crowleys taunting over the phone, you knew it wasn’t good though. This version of Dean was reckless, violent, and had no concern over your well being, or Sam’s. The main problem though? You were two months pregnant. Dean had no idea though. You hadn’t known the first month, and by the second month… Dean had gone full demon mode at that point. So now, you desperately wanted to find him and fix this somehow, you wanted the old Dean back.

You walked into your motel room after a long night of research. You quickly realize you weren’t alone, as you felt familiar hands grasp you in the darkness. A knife was put up to your throat, and you heard that once comforting voice speak from behind you.

“Miss me sweetheart?” Demon Dean asks as he continues holding the knife up to you.

See originally, Dean decided to take you and Sam “out”, he saw you two as potential threats that needed to be taken care of. That was until he heard what you said next…

“Please don’t hurt me Dean, I’m pregnant,” you reply with a shaky voice.