The Winchesters and Billie

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Sam and Dean's relationship with Billie the new Death.

Background

Sam met Billie while she was a Reaper. Billie tells Sam that she and the other Reapers hold him and Dean in disdain for killing their boss. She promises to make sure their next death is permanent and she'll banish them to The Empty

Following her ascension as the new Death, Billie appears to have let go some of her hatred for the Winchesters now aware of their ultimate destiny.

Season 11

The Devil in the Details

Billie meets Dean for the first time, after he went to see her in order to get into Hell and she tells him what she told Sam about their death. As Dean wanted to save Sam from Lucifer, he sung the password and Billie gave him a witchcatcher for Crowley, and sent him on his way.

Red Meat

She meets Dean again when he "dies" in order to speak with Billie. Billie takes her time savoring the moment, pleased to have the chance to reap Dean, but Dean offers his life in exchange for Sam's, knowing him to be the one to defeat the Darkness. Dean fails to provide Billie an answer as to how Sam is able to do this. Billie does not fulfill Dean's wish, stating that the answer will always be "no", and reveals that Sam is alive. Dean is, shortly after, revived, at which the disappointed Billie is forced to leave.

Alpha and Omega

Billie caught sight of the Winchesters gathering up souls, she followed them out of curiosity. She learns of their plans, offering aid because if the world ends she'd have to reap God.

Season 12

Celebrating The Life Of Asa Fox

Billie appears outside of the house of dead hunter Asa Fox, where she finds Dean and tells him that something is killing hunters inside and she had already reaped a soul within. Billie is amused by Dean's efforts to get in and agrees to get him inside in exchange for him owing her one. Billie is able to throw Dean through the warded door and into the house.

The next morning, Billie appears and tells Dean he owes her one: Mary Winchester. Sam and Dean tell their mother about Billie and she tells them she was a believer in that what was dead should stay dead and states that she can tell that Mary does not want to be alive and offers her mercy by taking her to Heaven. After Billie confirms that she can not kill Mary due to the rules, Mary declines and Billie tells the Winchesters that if any of them ever change their mind, to call her. Billie then disappears.

First Blood

A desperate Dean calls Billie for help for escaping from Site 94. Billie makes a deal bound in blood with the Winchesters where she will kill them for a time and then bring them back to give them a chance to escape. In return, one Winchester must die for good at midnight. At midnight, Billie appears in the road, stops Mary's car, explains the deal and demands the Winchesters keep up their end of the deal. Mary offers herself up in her sons' place and goes to take her own life, but before she can, Castiel kills Billie from behind with an angel blade, stating that the world can not afford to lose any of the Winchesters.

Season 13

===Advanced Thanatology]