Crowley

"Don't worry about -- What, like Lucifer didn't worry? Or Michael? Or Lilith or Alastair or Azazel didn't worry?! Am I the only game piece on the board who doesn't underestimate those denim-wrapped nightmares?!"

- Crowley arguing with Castiel about Sam and Dean Winchester.

Crowley (whose real name as a human was Fergus Rodric MacLeod) is a red-eyed crossroads demon who holds the title King of the Crossroads, later becoming the King of Hell.

Although he initially served Lilith, he went rogue in Season 5 after her death and Lucifer's release, aiding the Winchester brothers in resealing the latter back into his cage. With the power vacuum in Hell unoccupied, and to protect himself from the wrath of his fellow demons, he appointed himself the new King of Hell.

Crowley allied with Sam and Dean in Season 5 against Lucifer, then with Castiel and briefly Raphael in Season 6, and then with the Winchesters again in Season 7 against the Leviathans. However, as of Season 8, he cuts his allegiance to the Winchesters and Castiel, seeking vengeance as well as attempting to capture the Prophet Kevin Tran and The Word of God to further his own goals.

Personality
"What's the line? "Saving people, hunting things. The family business." Well I think, the people you save, they're how you justify your pathetic little lives. The alcoholism, the collateral damage, the pain you've caused...The one thing that allows you to sleep at night- the one thing is knowing these folks are out there. Still out there. Happy and healthy because of you. You great, big bloody heroes! They're your lives work and I'm going to rip it apart. Piece by piece. Because I can. Because you can't stop me. Because when they're all gone, what will you have left?"

- -Crowley threatening Sam and Dean.

Crowley is suave, but he loves to use insults and banter. He uses gratuitious sexual innuendo in an effort to make people uncomfortable and therefore give himself an advantage. Crowley is an efficient business man and while he prides himself on integrity, he will use any loopholes given to him to turn the situation to his benefit proving the saying 'be careful what you wish for' to be more than true. This was more than evident in his dealings with Bobby; although he gave the Winchesters, Bobby, and Castiel the location of the horsemen Death, Crowley willingly gave Bobby the use of his legs back but kept ahold of his soul knowing that he would need it as leverage later. Crowley is also skilled in decieving unsuspecting victims by appearing charismatic and alluring, as he was able to quickly entice Jody Mills during their encounter and almost every member of a family he planned to deal with described him as "charming". Crowley has also called himself an altruist and a developer.

Crowley's main goal is self-preservation, and he is willing to sacrifice anything else for it. In fact, he tends to only lose his temper when his personal safety is threatened or when dealing with what he considers overwhelming stupidity. As Dean described it, Crowley always makes everyone lose but himself; a good example would be the finale of Season 7, in which he orchestrated the death and/or imprisonment of most of those he held a grudge against and also captured a prophet. He is not above making deals or alliances with his enemies when he feels it is beneficial for him. He is extremely opportunistic and his goal seems to be to expand the grasp of his power as he's gone from 'punkass crossroads demon' to King of Hell and in Season 6 he was looking for Purgatory, as he called himself a developer, saying the monsters in Purgatory would help him.

Crowley is cunning, devious, and highly skilled at manipulating others. Despite his arrogance, he does not dismiss possible threats like the Winchesters as other demons do, but seeks to eliminate said threats, however at times he does let his arrogance get the better of him, especially if he feels certain he will win. He was also the only demon to realize that Lucifer must hate demons as much as he hates humans (which demons originally were). He flees and hides once he realizes that a situation is too dangerous for him to risk, but resolves himself when he knows that escape isn't an option (such as derailing the Apocalypse once his betrayal was revealed to Hell and accepting death in "Meet The New Boss"). He thought up new ideas for how Hell ought to be run and tried to implement new ideas when he became its king; when other demons resisted this, he called them "evil lying prats" and "stupid", expressing the desire to kill them all at times. He is also quite sentimental as he is rather dismayed when Sam kills his pet Hellhound. Crowley was also intelligent enough to work out where Castiel had hidden the Angel Tablet, even when Naomi and her garrison couldn't. As the King of the Crossroads, he is also extremely skilled at drawing up contracts and creating hidden agendas to trick his enemies. He was also clever enough to make sure it was Sam, not Dean, who signed his deal in "Sacrifice".

Crowley is not as openly sadistic as other demons, as he does not appear to engage in cruelty just for the sake of it (though he does seem to enjoy torturing the monsters in Season 6). Beneath his affable facade he is cruel and merciless. He appears to be quite vengeful: he wants utter annihilation of the leviathans when their leader insults him and implies that he would like to see all demons destroyed; he kept secret the ramifications of using a Bone Of Righteous Mortal Washed In the Three Bloods of Fallen so that Dean and Castiel would be imprisoned in Purgatory (the reason why is unknown, but likely to keep them out of the way while he had Kevin translate The Word of God); he killed Kevin's girlfriend in front of him after Kevin twice tricked him; he threatened Mrs. Tran when she slapped him, later apparently tormenting her so badly during her brief possession by him that she went catatonic. He also states to Samandriel that once he starts torturing it's hard for him to stop and has on multiple occasions shown that he is willing to slaughter humans in his way (even just to demonstrate his power).

Crowley is shown to be so tough a task master that a captured crossroads demon preferred death from the Winchesters than the alternative of facing Crowley.

In Sacrifice, as Sam cured Crowley of his demonic nature, he starts to reveal the reason he does what he does is because he just wants to be loved. It's possible, based on his reaction to his own confession, that this is true and his time being tortured in hell twisted his desire to an megalomanic need for power and respect. He also displayed some regret for his actions, asking Sam where he could even begin to ask for forgiveness while discussing Sam's own confession to purify his blood.

Crowley is an accomplished tinkerer and innovator. He innovated various methods or techniques on harming his opponents, such as the case when he was torturing the Alpha Shapeshifter. He also had the ingenuity to melt angel blades into bullets as a form of deadly weapon against angels. Crowley is a very capable strategist, a skill he has used and demonstrated multiple times to achieve survival or dominance. He has outplayed or outwitted many of his opponents, even those more powerful than him.

Powers & Abilities
Crowley is a very powerful demon, perhaps best demonstrated by his single-handed slaughter of a nest of other demons offscreen in The Devil You Know (although he purposefully allowed some to escape). He ranks high in the hierarchy of Hell, at first presiding over other crossroad demons and serving as Lilith's right-hand man, then later becoming King of Hell. This title grants him much more power than he had previously.


 * Immortality - Crowley has an infinite lifespan and has the potential to live forever. He is not subject to disease or old age.
 * Super Strength - As a demon, Crowley can press at least two tons, though he is stronger than average black-eyed demons; literally once taking on a hive of them simultaneously. He also effortlessly and brutally beat Meg, a lower-middle level demon. He also broke a steel door down with virtually no effort and then proceeded to lift Kevin Tran off the ground by the throat and would have strangled him to death if Metatron had not intervened.
 * Invulnerability - He is impervious to conventional methods of death and injury; only supernatural weapons such as the Colt, angel blades, or the Demon-Killing Knife can kill him. Despite his increased power, he is still susceptible to standard defenses against demons such as holy water (though he recovers quickly) and he is not strong enough to fight Seraphs. He is hardly affected by rocksalt, as shown when Bobby shoots him, although he still found it painful. He could also walk on holy ground, something most demons cannot do.
 * Super Senses - Crowley was able to smell that Castiel had been in Dean's Impala and taste that the blood he and Raphael had been using was dog's blood.
 * Super Stamina - Crowley stated while torturing Samandriel that he can remain physically active infinitely.
 * Possession - Like all demons, Crowley requires a human host, living or deceased, to manifest.
 * Teleportation - Even before becoming King of Hell, he could teleport himself and others over great distances with ease. He has proven to be quite proficient at this, as he was able to dodge Sam's knife attacks by teleporting rapidly. He can teleport between Earth and Hell with no difficulty at all.
 * Apporting - He once caused an angel blade to teleport into his hand.
 * Advanced Telekinesis - As a demon, Crowley can move objects with his mind. He is shown to be very efficient at this, and has telekinetically pinned, thrown, and trapped humans. He was able to destroy a street light by pointing at it. He also broke a girl's neck without touching her and ripped another one to shreds after lifting her at a considerable height.
 * Electrokinesis - He switched off a television by snapping his fingers in "Weekend At Bobby's".
 * Pyrokinesis - He can manipulate fire to an extent, even channelling it through a snap of his fingers. He made a painful burn on Sam's hand with a touch in "All Dogs Go To Heaven". He also burnt a message into a table in "There Will Be Blood".
 * Thermokinesis - He made Ruby's knife burn red-hot with a snap of his fingers in "We Need To Talk About Kevin" to make Dean drop it.
 * Reality Warping - As King of the Crossroads, he is able to warp reality in the form of a deal to a greater extent than other crossroad demons and can even undo contracts made by other crossroads demons.
 * Invisibility - He rendered himself unseen and unheard by Dean in the flashback of "The Man Who Would Be King" while he talked to Castiel in Dean's presence.
 * Voice Mimicry - He taunted the Winchesters by imitating his usual vessel's voice while possessing Linda Tran.
 * Spell Casting -   Being the son of a witch, Crowley has stated his mother had taught him a "few tricks". He proved himself adept at Enochian warding magic. He also placed a spell that prevented creatures from escaping their vessels, on an entire building in "Caged Heat". He also learned the spell to bind Death in "Meet The New Boss", which he passed onto Bobby and the Winchesters. He was also able to disguise his demons as Sam and Dean to fool Kevin Tran. In "Clip Show" he cast a spell to kill Sarah Blake with a hex bag hidden in Dean's cell phone and previously caused Tommy Collin's head to explode using a spell. He also used this in an attempt to kill Jodie Mills.
 * Biokinesis - He was able to cause a man to cough up blood and even caused a girl to explode by snapping his fingers.
 * Healing - Crowley healed a burn, which he had caused to appear on Sam's hand, in order to torture him, by snapping his fingers.
 * Memory Manipulation - Crowley states that he "scrubbed" Kevin's short term memory, but noted that it was risky and didn't want to have to perform it again.
 * Torturing - Crowley was shown to be skilled in torturing an individual, as seen when he tortured various monsters for the location of Purgatory or when he forced the names of the future prophets from the angel Samandriel.

Early Life
Crowley was born as Fergus Roderick McLeod in 1661 Scotland (which resulted in other demons calling him "Lucky the Leprechaun" behind his back). He claimed to be the son of a witch, as he learned some magic from his mother. He later became a "two-bit" tailor who sold his soul for an extra three inches below the waist. He also had a son named Gavin who, after Crowley died, set sail for America and died in a shipwreck.

After becoming a demon, Crowley eventually became the King of all Crossroad Demons - a very high ranking position in Hell. He also became Lilith's second-in-command and possibly her lover. At some point during Season 3, Bela Talbot met with Crowley and gave him the Colt.

Season 5
In "The Real Ghostbusters", Becky Rosen tells Sam that there is a scene in Chuck's books that reveals that Bela Talbot lied to Dean when she told him that she gave the Colt to Lilith. The scene in the book explains that Bela actually gave the Colt to Lilith's right-hand man, Crowley.

In "Abandon All Hope...", Crowley makes his first physical appearance when he appears behind a banker that has summoned a crossroads demon. The man is at first very confused due to the fact his previous negotiations about his deal were with a young, attractive woman. Crowley explains to the banker that he is a "big fish" so he did him the honor of coming personally to seal the deal. As Crowley and the banker kiss (much to the banker's displeasure) to seal the deal, they are being spied on by Castiel from a distance.

Castiel tails Crowley when he leaves but he is stopped due to Crowley's home being protected by Enochian sigils. Later, the Winchester brothers, with the help of Jo, kill Crowley's two demon guards at the front gate and enter his home, while he's watching television.

The Winchester brothers cut off the power to Crowley's home and then confront the demon. Crowley begins to walk toward the brothers, but stops as he realizes that they drew a devil's trap underneath a rug. As he turns over the rug and reveals the devil's trap, two demons sneak up behind Dean and Sam and restrain them. Crowley pulls out the Colt and then shoots the two demons. Crowley explains to the brothers that he wants them to kill Lucifer with the Colt. Dean, who doesn't believe him, asks Crowley why he would want Lucifer dead. Crowley answers that Lucifer is an angel, who's well known for his hatred of humanity. He then asks the brothers if Lucifer has this much hatred for humanity then what are his feelings towards demons. Crowley continues saying that Lucifer thinks of demons as only servants and that once he destroys all of humanity, demons will be next. He then gives Sam the Colt.

Sam then asks Crowley about the whereabouts of Lucifer to which he answers that he's in Carthage, Missouri. Sam then thanks him and fires the Colt at his head, only to learn that it has no ammo. As Crowley searches for more ammo, Dean asks him that by helping them isn't he signing his own death warrant and what he'll do if they fail to kill Lucifer. Crowley explains that Lucifer is going to kill all demons anyway and that he'll be going into hiding as soon as he is done helping them. Crowley then throws bullets to the Colt at Dean and teleports away.

In "The Devil You Know", when he pops into the Impala. Sam claims Crowley knew the Colt won't work, but Crowley shoots this down. He expresses his anger of the fact that now he has to hide from all the demons. He also tells them he can help them with the hunt for the horsemen (he was eavesdropping on them). He takes them back to his hideout and tells them he doesn't exactly know where the horsemen are, but he knows someone who does. The Winchesters reluctantly agree to work with him. He and Dean head out to a company where the handler is. Crowley takes out the men in the main floor and sends Dean up to the handler with a "deal". When the "deal" backfires, and the handler gives chase, and Crowley knocks the handler out. While driving, Crowley craves a symbol into the handler's chest so he can't escape his meat suit.

Crowley later reveals that the handler, is in fact someone Sam knows, and Crowley wants to take this to another location. When they return, Crowley tells Sam he didn't want to bring the demon back, but Dean trusted Sam. With Brady tied up, Crowley tries to make a deal with Brady, but he refuses. So Crowley goes to demon nest, kills them all, but one, and "lets" it slip that he and Brady are, "Lovers Against Lucifer". Brady now cooperates. Then Hellhounds come when Crowley got followed, and he disappears. When he comes back, he brings his own hellhound, which is bigger. Crowley later shows up at Bobby's to make a deal to find Death.

In "Two Minutes to Midnight", Crowley shows up when Sam and Dean mention Bobby's deal, and Crowley shows them a picture of him and Bobby kissing. As they as about to head out, Crowley remarks about Bobby sitting, when he can do something. It seems in the deal to sell his soul, Crowley threw in Bobby's ability to walk as well. Now with Bobby walking again, he and Dean head out after death. Crowley gives Dean Death's scythe he got from a deal to cut death's ring off. They head to Chicago, and Crowley finds Death in a pizza parlour after the first location was a dud. With Death's location, Crowley vanishes.

In between
Following the Apocalypse being averted, Crowley approached Castiel with a proposal that they join forces to locate Purgatory. Castiel is highly reluctant to trust Crowley, but the King of Hell brings the wayward angel around to his way of thinking by revealing his plan to plunder the souls of the 30-40,000,000 monsters trapped in Purgatory, so that they can be used as a means to "go nuclear" against Raphael and his followers.

Crowley also stated that their arrangement was the new God and new Devil stating that he would be the new Devil working together. Crowley even offers an advance loan of 50,000 souls from Hell in exchange for half the souls in Purgatory. Castiel, seeing no other way to stop Raphael from rebooting the Apocalypse, agrees to Crowley's proposal and uses the power of the 50,000 souls to deliver his first strike against Raphael and declare civil war in Heaven.

Season 6

 * "Isn't it obvious? Location, location, location. I'm a developer. Purgatory is vast, underutilized, and hell-adjacent, and I want it." - Crowley, Family Matters

In "Weekend At Bobby's", Bobby summons Crowley so that he can give him back his soul as he had given it to him in the previous season in exchange for his help in putting Lucifer back into his cell. Bobby reminds him of this, and asks him to hold up his end of the deal, only to have Crowley refuse. Bobby, having anticipated this, turns off the lights, revealing a devil's trap that he had painted in the floor using glow-in-the-dark paint. Despite being trapped, Crowley reveals that he is being accompanied by a large Hellhound, forcing Bobby to release him.

After capturing and torturing a Crossroad Demon, Bobby learns two things: the first is that Crowley is currently the King of Hell, and Crowley's real name from his life as a human: Fergus McLeod. Bobby then uses Crowley's name and other clues to find out more about his background. With some help from fellow hunter Rufus Turner, he learns that he was born in Scotland in 1661, and he had a son, Gavin, who was the captain of a ship that went down. But, they recovered Gavin's ring, which is on display at a museum in Andover, Massachusetts. With some difficulty, Rufus is able to give the ring to Bobby, who uses it to summon the spirit of Gavin.

He then summons Crowley once more, trapped under a devil's trap drawn on the ceiling. When Bobby notices that he appears slightly disheveled, Crowley tells him that being King of Hell is not as fun as he thought that it would be, seeing that Demons are inherently destructive beings who don't want to listen to him and help him make things better, ironically being able to see why Lucifer hated them so much. After refusing once again to return Bobby's soul, Bobby reveals Gavin. But, after a faux display of affection, he reveals that he cared nothing for his son. Bobby says that he knows that, but says that he and Gavin had a long talk and that Gavin was willing to tell him all about Crowley. It's revealed that in life, Crowley was a tailor who made a deal with a Crossroad Demon to get "an extra three inches below the belt".

He also reveals that Gavin told him where Crowley's mortal remains are buried, and hands him a phone. On the other end is Dean, who is with Sam in Scotland, having flown there to dig up Crowley's bones and torch them if he doesn't give Bobby back his soul. Realizing he has been tricked, he gives back Bobby his soul, leaving in the part of contract that allows Bobby to walk, and after he is released, he teleports to Scotland to retrieve his bones.

It is revealed that Crowley is behind Samuel Campbell's actions to capture Alphas. As the new King of Hell, Crowley had the power to resurrect Samuel and Sam, and he did so because he wanted their help. Since his resurrection, Samuel has been working for Crowley, gathering high-ranking creatures and trying to learn the location of Purgatory because Crowley is interested in "developing" it. Crowley then tells them that if Sam ever wants the return of his soul, he and Dean need to help Samuel continue to capture creatures for him. Currently, they don't see any other option but to help Crowley, but Sam and Dean are determined to get him back eventually.

In "All Dogs Go To Heaven", Crowley visits Sam and Dean at a roadside diner and instructs them to capture another Alpha for him, specifically the Alpha Werewolf, whom he believes might be behind several daylight eviscerations mentioned in the local tabloids (though it later turns out to be the work of a Skinwalker). Dean immediately refuses and demands Crowley return Sam's soul, so the demon taps Sam's hand, burning a mark into it to prove to Dean that he is stuck in a hostage situation. He must do everything Crowley tells him to do, or else risk having Sam returned to Lucifer's Cage. Dean reluctantly agrees and Crowley promises to return Sam's soul "with a cherry on top" so long as they bring him another living Alpha before vanishing in his usual manner.

In "Caged Heat", the facility where Crowley has been hiding and torturing the Alpha creatures is discovered by the Winchesters through Samuel. Making a deal with the demon Meg, who has a grudge against Crowley, the boys and her infiltrate the facility, only to be double-crossed by Samuel, who reveals that Crowley plans to resurrect Mary Winchester in exchange for his help. After escaping their prison and freeing Meg from torture, the trio trick Crowley into a Devil's Trap, leaving him at their mercy. Keeping their deal, Meg tortures him for the boys, trying to force him to retrieve Sam's soul. In the midst of their conversation, Crowley gets Meg to step in the circle accidentally and breaks free allowing him to throw the Winchester brothers against the wall.

As Crowley gloats over his apparent victory, Castiel reappears with a bag containing Crowley's bones. After asking one more time about Sam's soul being returned, Crowley is deemed unhelpful and useless. Castiel then promptly sets the bones ablaze, leaving Crowley nothing but a pile of ash.

In "Mommy Dearest", Eve later reveals that Crowley, is very much alive, and torturing creatures for their souls. Sam and Dean have no idea how Crowley could be still alive.

Crowley appears before Castiel, and complains about having to clean up Castiel's messes. Crowley is revealed to be Castiel's partner in crime. When Castiel comes to check on Crowley's progress, Crowley asks Castiel to get rid of the Winchesters, but Cas refuses. So later Crowley sends his goons after the Winchesters, but Castiel saves Sam, Dean and, Bobby. When the gang later figures out about Castiel and trap him, Crowley sends demons to the location. So with the oncoming demon threat, the Winchesters and Bobby flee, leaving Castiel trapped in fire. Crowley arrives on scene and frees Castiel.

In "Let It Bleed", Crowley makes his move and kidnaps Lisa Braeden and his Ben. Crowley talks on the phone with Dean. He tell Dean that Lisa and Ben will be fine as long as Dean stops chasing him. If Dean continues to, Crowley will harm them. Castiel later confronts Crowley on kidnapping Ben and Lisa. He also tells Crowley he should have told Castiel first. Crowley laughs at that and tells Castiel he rather ask for forgiveness than permission. He also points out that the Winchester will be pre-occupied with him instead of Castiel. For insurance, Crowley has a demon possess Lisa.

In "The Man Who Knew Too Much", Crowley and Castiel meet up and Crowley has everything ready. Then Castiel double crosses Crowley and tells Crowley that he won't give him any souls. Crowley is angry but Castiel gives two options, flee or die. Crowley chooses flee. Later Crowley comes back in force, and Castiel tries to kill Crowley with a touch, but it doesn't work. Crowley reveals his new ally, Raphael, and gives Castiel the same options Cas gave him before: flee or die (in a mocking tone). Castiel tosses him the jar of blood and leaves.

When the time comes, Crowley conducts the ritual, but nothing happens. Then Castiel reappears, and Crowley figures out that Castiel gave them the wrong blood (they used dog blood instead), and conducted his own ritual. Crowley sarcastically asks Castiel how his ritual went, Castiel shows him in a burst of white light. Crowley then makes his exit. Castiel says that he has plans for Crowley when Raphael asks why he allowed the demon to escape and not his angelic brother.

Season 7

 * "I have one rule: make a deal, keep it." - Crowley, Season 7, Time For a Wedding

In Meet The New Boss Crowley is hiding away in an angel-proof room when Castiel finds him. As he braces for Castiel to kill him, Castiel tells Crowley that he needs Crowley to go back to being the King of Hell for balance. With no other option, Crowley accepts.

He is later summoned by Sam, Dean and Bobby, and they ask him about how to bind Death. He doesn't tell them due to his new boss, but secretly sends them the ritual (along with a "goodbye forever" note).

He appears again in Slash Fiction where he approaches the head Leviathan, Dick Roman. Crowley attempts to make a partnership with Dick by saying he helped open the door to Purgatory, but is turned down and insulted. Angry and afraid, Crowley leaves.

He later appears in Season 7, Time For a Wedding when one of his crossroad demons, Guy, is killing people before their contracts are up. Crowley is angered by this, because no one would do business with demons anymore if it became known that they didn't keep their promises. He asks the Winchesters to give him the demon so he can make an example of the demon. He also tells Sam and Dean that he has been keeping the demons off their backs so they can deal with the Leviathans. Dean makes Crowley give the souls back and returns the demon back to Crowley. Crowley and the demon vanish.

He is summoned by the Winchesters in There Will Be Blood, and tells them that he will provide his blood, but only after they have the other 3 items. He then gives them a clue to the location of the Alpha Vampire. Later, he is summoned by Dick Roman, and imprisoned within a Devil's Trap. Dick tells him that they have a lot to talk about.

In Survival of the Fittest Dick tells Crowley he's prepared to give the demons all of Canada in exchange for betraying the Winchesters. Crowley pretends to agree (which Dick suspects him of doing) and he and Dick edit and sign a (very long) treaty. He then goes to the Winchesters where he finds the brothers in the company of his two biggest enemies: Castiel and Meg. Initially angered that the Winchesters have been lying to him, Crowley is both amused and disappointed to discover that Castiel has lost his mind. He agrees to hold off on any retribution at least until Castiel is back to normal.

Crowley gives the boys a vial of his blood and warns them that Dick knows they're coming and what they intend to do. Before leaving, he assures Meg that when this is over, he will take her back to Hell and torture her.

Immediately after Dick Roman's demise and the subsequent disappearances of Castiel and Dean (who are transported to Purgatory), Crowley appears to Sam Winchester and triumphantly tells him that with Dick dead, the Leviathan have become just another monster and that it will be Sam's job to prevent them from reorganizing. Sam demands to know what happened to Cas and Dean, but Crowley says he can't help him. He then has two of his men abduct the Prophet Kevin Tran for unknown reasons. His minions also capture Meg outside the building. Crowley offers his condolences to Sam, who is now completely on his own, then teleports away, leaving Sam confused and despondent.

Season 8

 * "Chin up, gentleman. I'm a professional." - Crowley to Dean, We Need To Talk About Kevin

In We Need To Talk About Kevin, Crowley has Kevin taken to a warehouse and orders him to translate another tablet containing The Word of God. This tablet has to do with demons. When Kevin tells Crowley that the tablet holds the instructions on how to open the Gates of Hell, Crowley tells him to perform the spell. Kevin pretends to do so, but in fact casts a spell (which he learned from the tablet) that kills two of Crowley's demonic henchmen. He then escapes, and Crowley spends the next year hunting him with no success

Eventually, Crowley has one of his demons possess Channing, Kevin's girlfriend. When the demon reports that Dean Winchester is back from Purgatory, and that he and Sam are on the trail of Kevin, Crowley has the Winchesters followed. His demons find the Winchesters and Kevin at an old church.

After the Winchesters kill the first two demons Crowley sends, Crowley appears in the church, along with Channing. After exchanging barbs with the brothers, Crowley offers to set Channing free if Kevin gives himself up. Despite the warnings of both Winchesters, Kevin seemingly agrees. He lures Crowley and the demonic-possessed Channing into a room, and springs a Holy Water trap on them, allowing him and the Winchesters to escape. Angry, Crowley orders the demon possessing Channing to find a new host. After the demon has left, Crowley kills Channing in front of Kevin by using telekinesis to snap her neck.

In What's Up, Tiger Mommy? Crowley attends an auction held by Plutus, the God of Greed, to obtain the tablet that can close the gates of Hell and banish all demons off the face of the earth before Sam, Dean, Kevin and his mother do. Upon meeting the four humans, Crowley taunts them over Channing's death, which Mrs. Tran responds to by slapping him. With so many magical wards in place, Crowley cannot use his powers to retaliate and shrugs it off, though he promises to defile her corpse for doing it.

During the auction, Crowley initially has the upper hand until the angel Samandriel begins as well. A humorous bidding war begins with them both bidding various things such the Mona Lisa, the "real" Mona Lisa, Vatican City, Alaska and the moon, until the sellers tire and offer Kevin to the highest bidder. Kevin's mother offers her soul, with Crowley offering literally a million times that many. Plutus tell Crowley that the woman is offering everything she has and for him to match that price he would have to do the same. Crowley bids his soul which Plutus laughs at, telling him he has no soul. Angry and humiliated, Crowley storms off.

While waiting for the gods to prepare the deal, Samandriel offers protection Kevin to his mother to which she refuses. After he leaves, Plutus' assistant Beau attacks her and burns off her tattoo that wards off demon possession. Crowley, who had bribed Beau, takes possession of her and steals the tablet from Sam and Dean. He is chased in Kevin's mothers body before being cornered by Dean who is about to kill her before being stopped by Kevin. Crowley leaves her body, going back to his former host, and retrieves the tablet. Before leaving, he advises Kevin to stay as far away from Sam and Dean as possible, claiming the Winchesters have a history of getting people killed. He also hints that Mrs. Tran had an affair at some point in her life, and that her husband was not Kevin's real father.

In A Little Slice of Kevin, Crowley begins trying a new way to get the demon tablet translated: he somehow captures the angel Samandriel and tortures him for the names of the future Prophets with an Angel Blade. Crowley then sends his demons to capture the Prophets and is displeased when Samandriel says there are no more until he reveals that the next generation of Prophets hasn't been born yet. Crowley then tries to get the future Prophets to translate the tablet, but they are unable to as until Kevin is killed, another Prophet will not be chosen. Crowley stops the torture, but orders Samandriel kept for future torture. After Delta Mendotta betrays the location of Kevin and his mother, Crowley kidnaps Kevin once again and leaves a demon to kill his mother. Wanting Kevin to translate the tablet, Crowley kills one of the future Prophets as a demonstration and then tortures Kevin who doesn't break until Crowley cuts off one of his fingers. Crowley is interested to learn that there are more tablets than just the ones about Leviathans and demons and is shocked when a weakened Castiel appears to confront him. When Castiel pulls an Angel Blade, Crowley draws one of his own, believing Castiel is too weak to do anything. However, after Castiel appears about to smite him with his powers, Crowley tries to flee with the tablet, only getting half of it after Castiel smashes it as he escapes.

In Torn and Frayed, Crowley is summoned to where Samandriel is being tortured and is surprised to learn that the torture has broken into Samandriel's "operating system" and he has now reverted back to "factory settings" and is babbling in Enochian. Crowley tortures Samandriel for information as Sam, Dean and Castiel try to rescue him. Crowley gets interested when Samandriel starts talking about the tablets and is shocked to learn that there is one about angels. Crowley then flees without Samandriel moments before Sam, Dean and Castiel burst in and rescue the angel.

In Trial and Error, when Sam and Dean go to kill a hellhound that is being sent to collect on deals made ten years ago as the first trial to close the gates of Hell, they learn that Crowley himself made the deals back when he was just a Crossroads Demon. Dean considers summoning a Crossroads Demon to force them to summon a hellhound, but Sam realizes that if Crowley learns of it, he will send a hundred hellhounds instead to kill them. In the end, Sam manages to kill the hellhound and they send Ellie, the last person alive to have made a deal with Crowley, on the run with a hex bag to hide out from him.

In Goodbye Stranger, Crowley has figured out that the angel tablet was in the possesion of Lucifer and that he hid it in one of his crypts. Needing someone who knows their locations, Crowley tortures Meg who only gives him general locations, so he sends his demons to possess people who know much about the various towns they are in in an attempt to find the right one. After one of his demons contacts him to inform him that the other demons are dead and that Meg is gone, Crowley travels to where the demon is and kills him with an Angel Blade before deciding to search for the tablet himself. After Sam and Meg kill two more of his demons, Crowley arrives at the location of the crypt and confronts them. Meg sends Sam to find Dean and Castiel while she holds Crowley off. Crowley tries to convince Meg to betray the Winchesters, telling her that they plan to kill him and seal all demons in Hell, which would include her. However, Meg tells him that the idea that he will die has sold her on their plan and she attacks him. Meg proves to be no match for Crowley, but she holds him off long enough for Castiel to get the tablet and escape. Watching Sam and Dean make their own escape, Meg taunts him about how Castiel has the tablet then stabs Crowley in the shoulder with her Angel Blade. Enraged, Crowley stabs Meg with his Angel Blade, killing her. Afterwards, Crowley travels into the crypt to check for himself and encounters Naomi there. Crowley recognizes Naomi and indicates a past sexual relationship between the two. Crowley realizes that she doesn't have the tablet either and she explains that Castiel is doing what he is meant to: protect the tablet from all threats which apparently includes her too. Crowley starts to offer Naomi a deal, but she disappears in the middle, leaving him annoyed as that's what he usually does.

In Taxi Driver, Kevin is hallucinating Crowley talking to him in his head and torturing him, causing him to hide the tablet and stop working on it. After learning from one of his minions that rogue Reaper Ajay was seen making a deal with Sam and Dean, Crowley approaches Ajay for answers. After learning that Ajay took Sam to Purgatory so he could access Hell for an unknown reason, Crowley kills Ajay with an Angel Blade to make sure he doesn't pick up Sam. Putting everything together, Crowley realizes that Sam and Dean are trying to close the Gates of Hell and works to stop them. When Sam manages to escape Purgatory and releases Bobby Singer's soul to Heaven, Crowley intervenes and captures the soul in a dark cloud so he can take it back to Hell and stops Sam and Dean from interfering. However, Naomi intervenes and despite Crowley warning her that she will be locked away by the Winchesters too, tries to smite him. Crowley flees and Naomi releases Bobby's soul so that it travels to Heaven. Later, Kevin is confronted by Crowley, who claims to have captured Linda Tran and tortured her for Kevin's location, finally getting it from her smartphone after killing her. Crowley then captures Kevin. However, when Sam and Dean arrive, they find the room is still intact, but Kevin and all his research notes are gone, leading them to the conclusion that Kevin broke under the pressure and ran.

In The Great Escapist, Crowley has trapped Kevin in an illusion of Garth's houseboat and is using demons pretending to be Sam and Dean to get Kevin to translate his half of the tablet. After learning of where Castiel is from the angel Ion, Crowley travels to Biggerson's, wounds Ion and kills another angel with a gun loaded with bullets made from a melted-down Angel Blade. When Naomi tries to smite him, Crowley fires at her and she flees. Crowley then shoots Castiel in the abdomen and having realized Castiel holds the angel tablet inside of him, painfully pulls it out through the wound. After getting a call from the demons pretending to be Sam and Dean who have been tricked by Kevin, Crowley leaves Ion to look after Castiel and travels to the "houseboat" where Kevin tells him he figured it out because "Sam" and "Dean" were too polite and refuses to tell Crowley more than he has no idea the power his half of the demon tablet could have given him. Crowley is content with this as he has the angel tablet and strangles Kevin, but Metatron intervenes and rescues Kevin in a burst of White Light, leaving Crowley's face burned.

In Clip Show, using the Supernatural books, Crowley goes after people the Winchesters have saved in order to force them to surrender. He kills Tommy Collins, Jenny Klein and Sarah Blake and promises to keep going until Sam and Dean give up the trials and give him the demon tablet. He also keeps his demons away from Sam and Dean, realizing they might need one for the third trial.

In Sacrifice, Crowley takes Jody Mills out on a date, then casts a spell to kill her when she's in the bathroom. Sam and Dean call him and demand he stop, but he only agrees to do so if they stop the trials and give him the whole demon tablet. Dean agrees on the stipulation that Crowley give them the angel tablet in exchange. Crowley agrees to the deal and to let Jody live, but they must first say "I surrender." Sam and Dean do and Crowley meets them in the remains of Bobby's scrapyard where they each show their tablets and Crowley pulls out a giant contract that he wants Sam to sign. Dean examines the contract and deems it good, but suddenly handcuffs Crowley to him. The handcuffs have a Devil's Trap engraved on them and Crowley is trapped and Sam and Dean inform him that curing him is the third trial. Sam and Dean take him to a church where he is tied up in a Devil's Trap and Sam starts the ritual to cure him with Crowley taunting him. During one of the blood injections, Crowley bites Sam and uses his blood to send a distress call. Abaddon arrives and Crowley is happy to see her. She throws Sam around until she reveals that she is not happy with his rule and wants a regime change. Crowley is left helpless, but Sam saves him by setting Abaddon on fire, forcing her to flee. Sam continues with the ritual and Crowley begins showing signs of humanity, saying that he wants to be loved and showing some remorse for his actions, asking Sam where he could even begin to ask for forgiveness. As Sam is about to completely cure him, Dean arrives, having learned from Naomi that Sam will die if he completes the trials. While Sam still wants to continue anyway, Dean convinces him not to and they leave Crowley alone when Sam suddenly collapses in pain. When the angels start falling from Heaven, Crowley hears it and looks up curiously, wondering what's going on.

Quotes
"Hello boys." (Crowley's iconic phrase)

"You can cling to six decades of deep-seated homophobia, or give it up and get a complete bailout of your bank's ridiculous incompetence."

"So the Hardy boys finally tracked me down. Took you long enough."

"Please. I've sold sin to saints for centuries. You think I can't close one little demon?"

"That's what you get, working with a demon."

"Also might have given said toad the impression that you left your post last night because you and I are...wait for it...Lovers in League Against Satan. Hello darling."

"Lets just say when they're getting their grammys, they shouldn't all be thanking God".

"Look you're right to be suspicious, but I'm your ally. The enemy of my enemy and all that. I need the Devil back in his stock. In fact, my delicate arse depends on it."

"Paragraph 18, subsection B, which is on your naughty bits."

"I thought that, when I got the corner office, it was all gonna be rainbows and two-headed puppies."

"Evil lying prats the whole lot of 'em. And stupid! Try to show them a new way, a better way, and what do you get? Bugger all! You know, there's days that I think Lucifer's whole spike anything with black eyes plan wasn't half bad."

"You don't know torture, you little insect!"

"Really Cas, this is getting ridiculous. How many times am I gonna have to clean up your messes?"

"The big lie, the Winchesters still buy it. The good Cas, the righteous Cas. As long as they get to believe it, you get to believe it. Well I've got news for you, kitten: a whore is a whore is a whore."

"I'm talking about happy endings for all of us, with all possible entendres intended."

"Submit or die? What are you, French?"

"It's always your friends, isn't it, in the end? We try to change, we try to improve ourselfs. It's always our friends who have to claw into our sides and hold us back. But you know what I see here? The new God and the new Devil working together."

"You know what the difference is between you and me? I know what I am. What are you, Castiel? What exactly are you willing to do?"

"Never underestimate the King of Hell, darling. I know a lot of swell tricks."

"I have one rule: make a deal, keep it."

"This isn't Wall Street, this is Hell! We have a little something called integrity."

"You got what you wanted: Dick's dead, save the world. So I want one little Prophet. Sorry, Moose. Wish I could help. You've certainly got a lot on your plate right now. Looks like you are well and truly on your own."

"Well, if you're going to make an omelet, sometimes you have to break some spines."

"I know we're not mates, Kevin, but one word of advice: run. Run far and run fast. Cause the Winchesters...well, they have a habit of using people and watching them die bloddy."

"It's all very West Side Story but lets be logical. You look like Hell, and I should know. You're not up for this."

"What on earth could you possibly need now, Viggo? I've given you every torture instrument known to man - short of a Neil Diamond album."

"Just to be clear: you can't find a hole in the ground, your co-workers have met an untimely demise... and you've lost my favourite chew toy? Brilliant. What's that old expression? If you want something done right... blah, blah, blah."

"Easy love. If you remember our time in mesopotamia the way I do, you remember: I'm a lover, not a fighter."

"As you may recall: patience isn't one of my virtues...well I don't have any virtues... but if I did I'm sure patience wouldn't be one of them."

"What you people never seem to understand is that you are nothing! Fleeting blips of light. I Am Forever!"

"I was born to direct."

"You know why I always defeat you? It's your humanity. It's a built in handicap. You always put emotion ahead of good, old fashioned common sense."

"Girls! You're my Marnie, Moose. And Hannah. She just- she needs to be loved. She deserves it. Don't we all? You? Me? We deserve to be loved! I deserve to be loved!! I just want to be loved."

"Would it be possible, Moose...I'd like...to ask a-a favor, Sam. Eariler, when you were confessing back there...what did you say? I only ask because, given my history...it raises the question...where do I start?"

Appearances

 * Season 3
 * Bedtime Stories (Mentioned only)


 * Season 5
 * The Real Ghostbusters (Mentioned only)
 * Abandon All Hope...
 * The Devil You Know
 * Two Minutes to Midnight


 * Season 6
 * Weekend At Bobby's
 * Family Matters
 * All Dogs Go to Heaven
 * Caged Heat
 * Mommy Dearest
 * The Man Who Would Be King
 * Let It Bleed
 * The Man Who Knew Too Much


 * Season 7
 * Meet The New Boss
 * Slash Fiction
 * Season 7, Time For A Wedding
 * The Born-Again Identity (Mentioned and flashbacks)
 * Reading Is Fundamental (Mentioned only)
 * There Will Be Blood
 * Survival of the Fittest


 * Season 8
 * We Need To Talk About Kevin
 * What's Up, Tiger Mommy?
 * A Little Slice of Kevin
 * Torn and Frayed
 * Trial and Error (Mentioned only)
 * Goodbye Stranger
 * Taxi Driver
 * The Great Escapist
 * Clip Show
 * Sacrifice