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While looking for a safe method for Sam to make contact with Lucifer to learn how to stop the Darkness, Sam and Dean meet with Crowley under a bridge. He reveals there is no way for Sam to meet with Lucifer in the Cage, but that there may be another way, possibly to be found in the ''[[Book of the Damned]]''.
In his throne room, Rowena is brought to Crowley by his minions, where San Sam and Dean explain that they all need to work together to stop the coming Darkness, then they can get back to trying to kill eachother. They explain about Amara being God's sister, with Crowley promising to call of off his demons from pursuing Rowena anymore if she helps them.
After Rowena finds the spell needed to summon Lucifer from the ''Book of the Damned'', Crowley leads Sam and Rowena to the furthest reaches of Hell -- Limbo -- where Lucifer will be summoned into a heavily warded cage. After Rowena performs the ritual; , Sam, Crowley , and Rowena look at the cage, which is completely surrounded by fire. The A thunderstorm still rages overhead. Sam looks terrified. He moves away from Crowley, into the shadows. In the cage, Lucifer stands in the shadows as his eyes glow red. As he emerges from the dark, the red eyes fade and we see Lucifer. He leans nonchalantly against the bars of the cage, greeting Crowley , who pretends to still be an a loyal acolyte of Lucifer's. As Sam and Lucifer converse, Crowley and Rowena observe from a distance. When the warding begins to fail, Crowley begins panicking when Rowena tells him to follow her.
===[[11.10 The Devil in the Details]]===
:''"I mean Lucifer needs the moose. He’s not going to kill him, probably. You versus the Devil... trust me there’s easier ways of committing suicide. We need to focus on Rowena."''
In a sitting room, Crowley threatens his mother for betraying him in his kingdom and demands to know how long she has been working with Lucifer. He warns Rowena that the last time Lucifer was walking the earth, the only thing he wanted was the death of all humans and demons. Rowena attempts to assure Crowley that Lucifer has changed, to no avail.
After phoning Dean to inform him that Sam is in Hell with Lucifer, he directs Dean to meet with [[Billie]], who has been instructed to give Dean access to Limbo. Meeting with Dean in his final descent into Hell, Crowley tells him that as Lucifer needs Sam, he will be fine, and not to worry. He says that they need to focus their attention on Rowena. Opening a box that Billie gave to Dean upon entry into Hell, Crowley produces a [[witchcatcher]]. Returning to Rowena, she reveals that she heard everything he said to Dean, due to planting a [[hex bag]] on him. However, Crowley spiked his mother's tea, weakening her to the point she can't prevent the witchcatcher being placed around her neck, forcing her to be a slave to Crowley's will.
With Rowena in their control, they force her to perform the incantation to send Lucifer back to the Cage. Believing to have successfully sent Lucifer back, the Winchesters depart from Hell while Crowley remains with Rowena. In his sitting room, Crowley sits in a chair as Rowena massages his temples. He asks his mother why she hates him, and she replies, telling of her life before witchcraft, his father and his birth, and how if she didn't hate him, she'd love him and love is a weakness. A quietly tearful Crowley and Rowena are interrupted by Castiel, who quickly reveals himself as Lucifer. As Crowley attempts to flee, he is sent flying into a wall. Lucifer confronts Rowena and snaps her neck as Crowley looks on, huddled against the wall, terrified.
===[[11.14 The Vessel]]===
:''"You're not strong enough. You've had your weapons delivered. You realize they won't be enough. If you thought you could beat Amara, you'd be taking the fight to her, right now."''
Back on Earth, Crowley was revealed to have has been "broken" by Lucifer, stripped of his fine tailored suits , and placed in a dog collar as well cargo pants and a Hawaiian shirt. Lucifer treats Crowley like his dog, but is able to sense that Crowley is only playing along, waiting for an opportunity to take back Hell and hasn't actually been broken by him.
===[[11.15 Beyond the Mat]]===
:''"So this is what it feels like to be God. Not bad. Tingly."''
Crowley continues being Lucifer's "dog" by scrubbing the throne room floor with a toothbrush. Lucifer asks Crowley if he knows about any [[Hand of God]] objects; when Crowley tells him he doesn't, Lucifer believes him and lets him continue with his task. However, Lucifer steps on Crowley's toothbrush and forces him to clean the floor with his tongue as the other demons gather around and watch, reveling in his torture.
Later, Crowley is back in his cage when the demon [[Simmons]] opens the door, telling him she is there to get him out. As Simmons is leading Crowley out, the door opens and two demons are standing in their way. Crowley blames and pushes Simmons into the demons. One demon lunges at Crowley with a blade, but Crowley gets the better of him, grabs the blade, and stabs him. The other demon attacks, but Crowley kills him as well.
Now freed, Crowley takes Simmons to one of his lockups where he retrieves the [[Rod of Aaron]], when Lucifer enters revealing that Simmons was working for him. Crowley absorbs the power from the rod and as he uses it against Lucifer, Simmons jumps in the path of the blast, becoming incinerated and knocking Lucifer back into a wall. Crowley laughs as Lucifer struggles to get up. He tries to conjure the power from the Hand of God again, but nothing happens. Lucifer smiles and stands up. He puts his hand to the back of his head and shows blood to Crowley, who promptly makes his escape.
===[[11.18 Hell's Angel]]===
Acknowledging that he deserved better from her and the world, Rowena wants Death to bring Crowley back in exchange for leaving fate alone, and decides to try to kill Sam, who is destined to kill Rowena, in an attempt to get her attention. [[Billie]] arrives to stop Rowena from continuing. Rowena offers to stop in exchange for Crowley, but she refuses to take the deal, stating that she doesn't respond to blackmail. Billie is able to talk some sense into Rowena by stating that some things are the way they are and that life is unfair. Sam and Dean try to comfort Rowena by stating that Crowley made his own choices just like everyone and that his death wasn't her fault.
===[[14.01 Stranger in a Strange Land]]===
The demon [[Kipling]] wants to take over as King of Hell and captures [[Castiel]] in order to lure [[Sam]] out and make a deal with him. He tells Sam he wants the "Crowley Deal," in which he would share information and offer aid from time to time in exchange for the Winchesters staying out of the affairs of demonkind. Sam tells Kip that he never made a deal like that with Crowley and refuses to discuss a deal with him, stating that Kip is not Crowley. Kip states that he hates acting like Crowley, whom he calls a "ponce-y son of a bitch," and threatens to kill everyone in the room if Sam doesn't agree to the deal. After a drawn-out battle, Sam kills Kipling and announces to the three remaining demons that there will be no new King of Hell, threatening to kill any and all who try to take Crowley's spot. As they are scared of Sam, they dispossess their [[meatsuits]] and flee.
==Trivia==
