When Gavin decides to go back in time to undo these events, he decides to call Crowley to bid him farewell. Having already refused to allow the Winchesters to go near Gavin, Crowley arrives to stop Gavin from returning to his own time, which will result in his death. This showed that Crowley has gained a new care for his son. Gavin refuses to obey, firmly stating that he has made up his mind. When Crowley tries to grab a hold of Gavin, Rowena paralyzes him to allow Gavin to go with the Winchesters and complete the spell.
Gavin apologizes to Crowley and leaves the area. The loss of his son drives Crowley nearly to tears, showing he had now grown to care for his son. He was left even more distraught when he learns that his mother Rowena helped Gavin as payback for the death of Oskar which Crowley forced her to commit, so he would know the pain of losing one's child. During Somewhere Between Heaven and Hell , Crowley is shown to still be angry about Gavin's fate as seen in his call with Dean who he yells at for forcing him to send his son away.
Rowena is the mother of Crowley from his time as a human. She claimed to have conceived him during a winter solstice orgy, but later confessed to having had him with a rich man who shortly after his birth, abandoned them.
Rowena refuses to love Crowley, and was said to have been abusive towards him during his childhood, since she views love as a weakness. She once attempted to sell him for three pigs. Rowena abandoned Crowley at a work house when trouble with the Grand Coven forced her to flee. They did not meet again for three hundred years. At some point, Rowena discovered her son Fergus' death, and upon reuniting with him, she would continue to refer him to as "Fergus". Crowley himself would utilize magical skills taught to him by Rowena.
In , Rowena is on a hunt for members to add to her very own coven. A skirmish with Raul draws her to Crowley's attention, who promptly sends his demons to capture and torture her.
Upon seeing her face, Crowley instantly recognizes her, and refers to her as "mother". Crowley is momentarily shocked to see her, though he keeps her imprisoned. The realization that her son is a powerful King leads Rowena to manipulate her way into his favor, by convincing him that his demons are disloyal and that only she can be trusted, because she is his mother and that she loves him.
Crowley listens to her for a time, due to a sense of obligation. It isn't until Dean convinces Crowley not to listen to her simply because of their shared blood that Crowley finally decides expels Rowena from his presence. While they mostly loathe each other, the two are often forced to work together, especially for the Winchesters. When Rowena succeeds in freeing Dean of the Mark of Cain , she turns on the group and casts a spell on Castiel and orders him to kill Crowley.
By luck, Crowley escapes his vessel in time. He clearly wants her captured for this as one of his voice mails asks for her whereabouts. They work together again when the Winchesters require help in contacting Lucifer. Much to Crowley's rage, Rowena is revealed to be working for Lucifer. As Crowley waits for Dean to bring him a witchcatcher so he can force Rowena to do his bidding, they order tea, and answer simultaneously that they want it with "honey and a splash of milk".
Using the witchcatcher, Crowley commands Rowena to send Lucifer back to his Cage, and then to remain by his side in Hell. It is then that Rowena reveals to him why she hates him.
Their moment is interrupted by Lucifer himself, who kills Rowena and takes Crowley prisoner. Neither Crowley nor the Winchesters are thrilled to see her alive, with Crowley adding that he does not want her "mucking about" like last time. Mother and son help the Winchesters trap Lucifer in hopes of expelling him, but ultimately fail. The two decide to flee separately, as Sam later remarks "like mother like son". They reunite when God formulates a plan to use witches, demons and angels to attack the Darkness.
Rowena shows mutual fascination in God, much to Crowley's chagrin, who tells God later on that he refuses to call him "dad". Both survive the plan's failure, and regroup and stay together as the second plan which involves using a Soul Bomb goes underway. At the end of Alpha and Omega , the two part ways. In Season 12 , Rowena has chosen to begin a new life, however, Crowley needs the throne of Hell back, but he cannot do so as long as Lucifer is free. He seeks out Rowena to help trap Lucifer back inside his Cage, and uses threats against Rowena's boyfriend Ben to convince her to help.
Once the pair confront the archangel, they try to weaken his vessel, though unfortunately, Lucifer proves too powerful for them. Crowley flees the scene, leaving Rowena at the mercy of Lucifer. Crowley is unsympathetic towards his mother, though knowing her to be the type to sell her services in exchange for survival, he understands how important it is to retrieve Rowena from the archangel.
He hunts the pair down with Castiel's help, only to discover Rowena had blasted the archangel to the bottom of the ocean. Fortunately, despite her continued desire to have nothing to do with the, Rowena willingly offers her help in getting rid of Lucifer should her son manage to corner him. The moment arrives when Lucifer goes after the President. Crowley instantly kills him, causing blood to splatter all over Rowena, yet she smiles at him gratefully and considers this act to be the nicest thing he has ever done for her.
Crowley is briefly bewildered but returns the smile nonetheless. Seemingly bonded, Crowley and his mother track down Lucifer to Jefferson Rooney 's location and with the help of the Winchesters they manage to expel Lucifer from his latest vessel. However, Crowley disrupts the spell and sends Lucifer back into his old vessel Nick , in order to make a prisoner out of him. Regardless, Rowena banishes Lucifer away and saves the President.
After which, Crowley flees the area with his mother. Unfortunately, mother and son continue to have issues despite somewhat getting on better terms. Rowena still desires vengeance over the death of Oskar , a child she loved more than her own son. When a chance to pay Crowley back for the pain she suffered presents itself, Rowena immediately takes it.
She prevents Crowley from stopping his son - and her grandson - Gavin MacLeod from returning to the past, which will result in his death. Crowley is visibly distraught, and Rowena reveals after the fact why she stopped him.
Crowley and Rowena do not interact after this meeting. In a sense, this is Crowley's own fault. He had prevented the spell meant to trap Lucifer in his Cage , hoping instead to keep Lucifer in a makeshift prison so he can use the archangel. The plan eventually backfires with Lucifer's escape. Lucifer targets Rowena and kills her off, much to Crowley's dismay, who had hoped to do the deed instead. Crowley himself is driven to commit suicide in order to lock Lucifer away in an alternate universe.
Rowena appeared to be genuinely grieved by his death, stating that Crowley was her only son "and I'd much rather have a living son, even one that hated me than a dead hero!
In Funeralia , Rowena kills Reapers and their assigned targets which get the Winchester's attention who question her motives. Rowena revealed she was doing all this to get Billie's attention so she would resurrect Crowley for her, as she went onto state it was her fault as to how he turned out. This showed that she really did love her son and missed him before she accepted Billie's words of having to let it go.
Abaddon was a powerful demon who served as a knight that sought to reclaim the throne of Hell from Crowley, whom she deemed was a 'mere salesman'. This attempt was made possible when the Winchesters kidnapped Crowley for their trials, leaving the throne vacant. After learning of Crowley having the throne, Abaddon tries to kill Crowley directly, but he is saved by Sam Winchester who forces Abaddon from her vessel with holy fire.
While imprisoned by the Winchesters, Crowley grows disgusted with Abaddon's new policy of calling in soul deals early after learning of them from a Goblet of Blood call with her.
Following Crowley's release in exchange for helping free Sam from possession by Gadreel , Crowley actively fights a war with Abaddon with the intention to kill her and retake the Throne of Hell. To this end, Crowley is even willing to ally with the Winchesters, his mortal enemies in order to win his "campaign". Though Crowley previously hated his son, his lingering humanity forces him to give in to Abaddon's demands and help her.
However, at the end, Crowley betrays Abaddon by warning Dean Winchester of the trap. Immobilized by a devil's trap bullet, Crowley watches as Dean and Abaddon fight it out , ending with Dean killing Abaddon and brutally mutilating her corpse. Following Abaddon's death, Crowley is able to regain control of Hell but is still forced to deal with a few lingering loyalists and the impact of her reign. After siding with the Winchesters and giving them the location of Pestilence , Crowley appears to Bobby and offers him the location of Death in exchange for his soul, as Bobby predicted.
Since the world is about to end, Bobby agrees to the deal and kisses Crowley to seal it. The kiss itself was photographed and shown to the Winchesters, much to Bobby's discomfort, with Crowley berating him for using his tongue. Later on, Crowley reveals that he also restored Bobby's mobility as part of their deal.
Somehow, after Bobby is killed by Lucifer and resurrected by Castiel, his soul remains in Crowley's possession, and throughout the first half of season 6 , Bobby attempts to get it back. By contacting the spirit of Crowley's dead son, Bobby was able to find out where Crowley's human bones are buried, and sends Dean and Sam to its location, so he can force Crowley to break the deal, but he insists on keeping his legs.
Crowley reluctantly accepted the offer and Bobby regained his soul. The two do not interact much afterwards, though Bobby actively tries to help the Winchesters stop Crowley from opening Purgatory. Occasionally, Crowley makes flirtatious jokes about Bobby. After Bobby dies and moves on at the end of season 7 , Crowley hires the reaper responsible for Bobby's soul, Ajay , to take him to Hell, where Bobby gets tortured but manages to maintain his humanity until he is discovered and rescued by Sam.
Just as the Winchesters attempt to send Bobby's soul to Heaven, Crowley intervenes, intent on making the Winchesters fail in their trials and to keep Bobby close. Naomi comes to the rescue and sends Bobby's soul to Heaven. This is the last time either of them mention or see each other. Crowley was aware of how dangerous Cain was and when meeting him, he became fearful in his presence and told Dean they needed to flee. However, Cain intercepted them and negated Crowley's powers to force him to sit and talk.
Cain was well aware of Crowley's status as Ruler of Hell and silenced the latter's attempts at explaining. Crowley later expressed shock at seeing Cain show his mark that he intended to pass onto Dean.
Afterwards, Cain teleported Crowley and Dean outside his house, as they watched him slaughter invading demons. They meet again and Crowley helped in trapping Cain and he was impressed with his ingenuity, despite fearing him. During Cain's final fight with Dean, the latter appeared to notice that Crowley had some significance to Dean and how he might react with Crowley's demise. After Cain's death, Crowley was pleased by demise since he was free.
As the King of the Crossroads , Crowley had a handful of personal bodyguards and every crossroad demon under his rule.
He was respected enough that no crossroad demon was willing to disobey him. When he became the King of Hell , discontent began to reveal itself with one demon admitting that Crowley was called "Lucky the Leprechaun" behind his back. This may have something to do with the fact that Crowley was the only demon to defy Lucifer during The Apocalypse , making him an enemy of the entire demon race. Demons still did as they were told, killing and causing havoc at his command, but some went rogue or openly against him.
Crowley himself did not seem to care for the demons. He always made sure his subjects were devout followers, but their personal well-beings meant very little to him.
Any attempt to cross him would result in either brutal torture or death, or both. Demons who despised him saw him as weak and Winchester-obsessed. However, as mentioned before many demons still had loyalty to him as a few demons were hesitant in following Abaddon 's command to kill him.
Crowley saw this a chance to run against her for the throne of Hell while telling the demons to vote for him. In several instances, demons are still loyal to him in his fight against Abaddon. Although unpopular among demons, Crowley did not lose every demon's loyalty until Lucifer made a return. The humiliation he suffered under Lucifer made it virtually impossible to reclaim the throne unless Lucifer was re-imprisoned. Crowley opted to torture Lucifer into submission so Lucifer's strength and title as Creator of the Demon race held no weight.
His plan was not easy to accomplish since Lucifer was hard to break. After Castiel is captured by Naomi and her angel minions at a Biggersons in Santa Fe, New Mexico, she reminds him about how they slew every firstborn infant in Egypt whose door wasn't splashed with lamb's blood. When he questions how many times she's torn into his head and washed it clean, she replies "too damn many. He also tries to kill Naomi, but she teleports away before the bullet can reach her.
He then shoots Cas in the gut and Ion, revealed to be a hired gun for Crowley, takes Cas to his office to get the tablet. Crowley reveals that he's been getting regular updates from Ion who told him how Naomi broke into his mind and tried controlling it.
He believes that Cas touching the tablet broke her spell over him and that he has the tablet hidden in his person. He reaches into Cas's wound and rips the tablet out of his chest. He then heads to the houseboat where Kevin was translating Crowley's half of the demon tablet and had set up a trap for two of his demons. While Crowley is away, Ion explains to Cas that Naomi has been in all their heads and that nothing matters.
Cas tells him that they aren't machines to program and reprogram and that it all matters, then removes the angel-killing bullet from his own chest. Ion tells him that she never reset him completely since he always knew too much, but Cas knocks him down and jams the bullet into his eye, killing him.
Cas later finds Sam and Dean, who take him to the Bunker. Metatron and Castiel arrive in Houston, Texas, to retrieve the bow of a cupid to supposedly complete the second trial to seal the Gates of Heaven. Before the cupid arrives, Naomi and her angels arrive to kidnap Metatron and drag him to Heaven. Naomi explains that the archangels wanted her to 'debrief' him after God left, but he escaped before she had the chance. She questions why the Scribe suddenly came out of the shadows, knowing that she would jump at the chance to extract all of God's secrets out of his head.
Metatron teases her about not being a big reader as she starts to excavate Metatron's brain and learn all his secrets. After a while, she discovers Metatron's plans for the Gates of Heaven and asks him why he's doing it. He reveals that it's his revenge for being run out of his home and the archangels refusing to accept the way things have been after God left.
Later, she tries to warn Cas and Dean, who have already retrieved the bow of a cupid. At first, Cas is reluctant to listen to anything she says, but Dean wants to hear her out. Naomi reveals that Metatron's plan is to not only seal the Gates of Heaven, but to expel all angels from Heaven just as God cast out Lucifer.
She acknowledges that the angels' real mission was to protect humanity and they forgot that at some point. Despite her desire to see the Winchesters seal the Gates of Hell , Naomi reveals to Dean that Sam is going to die if he completes the third trial. Before departing, she begs Cas to prevent this from happening, even allowing him to come back to Heaven when it's over.
After returning to Heaven, Metatron escapes from his restraints and impales the back of Naomi's head with her own drill. When Cas arrives moments later, Metatron captures him and steals his grace , which is the last ingredient of the spell.
While Dean tries to look for a way to exorcise the mysterious angel out of Sam's body, Castiel mentions how Crowley got into Samandriel's coding and theorizes that they could probably find a way to bypass the angel and talk directly to Sam. They go to Crowley to find out how to hack the angel's brain, but Crowley says that hacking an angel's brain is "more art than science" and offers to do it for them in exchange for going with them with the chains on.
Naomi is an angel , and a very powerful one, who is the leader of one of the many factions fighting for control of Heaven.
She exists in an area of Heaven that Castiel has never seen before. She was responsible for rescuing Castiel from Purgatory — although it cost several angels their lives to recover him — and has continued to monitor him. It is implied that she had a past fling with Crowley in Mesopotamia. According to Ion , Naomi is the head angel of the intelligence division in Heaven.
After Castiel has reunited with the Winchesters and rescued the prophets from Crowley — as well as splitting the Word of God tablet in two — he is summoned to Naomi, who reveals her role in saving him and asks him to tell her about the Winchesters' recent progress. After Castiel tells her this information — although he does not apparently wish to do so — she tells him to return to the Winchesters and continue reporting back to her, although he will not remember any of these "check-ins. When Castiel is about to announce his decision to return to Heaven , Naomi pulls him in for another "chat" and tells him he cannot return unless she allows it, which she won't.
Castiel insists that he must return to make up for his mistakes and Naomi, seemingly somewhat sympathetic, tells him to keep doing what he's doing to do that and asks him what he wants to do, which causes Castiel to consider the subject carefully. After Samandriel manages to reactivate his " angel radio," he sends a distress call to Naomi before Viggo interrupts him.
Naomi summons Castiel to rescue him before he is broken, telling him the signal cut off before she could pinpoint his exact location. When Castiel tells her he will need help as Crowley will have warded Samandriel's location against angels, Naomi tells him to take whatever he needs and to tell the Winchesters it was him who detected the distress call and decided to rescue him. After the Winchesters break the Enochian sigils keeping him out, Castiel is left weakened and, as an apparent side-effect, sees a memory of Naomi having him strapped down to a chair and approaching his eye with some kind of drill.
After Samandriel is rescued, he begs Castiel not to take him back to Heaven as he is afraid of Naomi after what he has revealed. Apparently Naomi is well known in Heaven , as Samandriel is shocked that Castiel has no idea who she is. After learning that Samandriel revealed the existence of an angel tablet , Naomi orders Castiel to kill him which he does against his will.
Naomi orders Castiel to claim that Samandriel was compromised and he was forced to kill him in self defense and that he is taking him back to Heaven to be laid to rest. However, this arouses the Winchesters' suspicions that Castiel is being controlled, especially as he starts bleeding from one eye and Castiel is horrified that he murdered another angel. Naomi calls Samandriel a traitor and says he needed to be executed for what he did.
Naomi intends to examine Samandriel to learn just how much he broke and reveals that the angel tablet, something that any angel would die to protect the existence of, including herself, has the potential to cause great harm to angels, suggesting that like the demon tablet reveals how to lock up demons forever, the angel tablet could do the same with angels.
Naomi has Castiel kill hundreds of copies of Dean in order to test him and after he kills a Dean ruthlessly and efficiently, she declares that he is now ready.
Naomi sends Castiel to locate the angel tablet which is in one of Lucifer's Crypts and which Crowley is also looking for. After Castiel encounters the Winchesters during his search, Naomi has him lie to them, telling them that he is searching for Crowley's half of the demon tablet while the demons are searching for a parchment that will allow them to translate their half of the tablet without a prophet.
When the demon Castiel is torturing is about to reveal the truth, Naomi has Castiel kill her with his angel blade. After Castiel and Dean locate the crypt, Castiel tells her that he cannot get the tablet without Dean's help as it is warded against angels.
Naomi orders him to have Dean get it for him, then kill Dean. Dean gets the tablet and Castiel attacks Dean, completely out of his control. Naomi explains that with everything that Castiel did, he was "broken" and that she "fixed" him. Dean eventually manages to break through to Castiel who stops and picks up the angel tablet.
The tablet surrounds Castiel with bright light that breaks Naomi's connection to him and her control over him, restoring his memories of her at the same time.
Castiel leaves with the tablet after explaining Naomi to Dean and healing his injuries, saying he must protect the tablet from Naomi and Dean. Naomi travels to the crypt to look for herself and meets Crowley there. The two recognize each other and Crowley indicates a past sexual relationship between them in Mesopotamia.
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