|Species|| Crossroad Demon |
|Title/Alias|| Lucky the Leprechaun (by demons)|
Doggie (by Lucifer)
Uncle Crowley (by Amara)
The New Devil (by himself)
|Occupation|| King of Hell (formerly)|
King of the Crossroads (formerly)
Lilith's second-in-command (formerly)
Tailor (as a human)
Lucifer (unwillingly; formerly)
Sam and Dean (on-off)
Dick Roman (briefly)
Abaddon (briefly; unwillingly)
|Family|| Rowena (mother) |
Gavin MacLeod (son)
Unnamed tanner (grandfather)
|Portrayed by:|| Mark Sheppard|
|“||You really think you could double-cross me? Me?! I perfected the double-cross. Like, literally.||”|
Fergus Roderick MacLeod (c. 1661 - 1723) was a human, who after death became Crowley; a powerful demon who was the former King of the Crossroads and the King of Hell following Lucifer's possible demise. Although he initially served with Lilith as her right-hand man, 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, he appointed himself the new King of Hell.
Crowley allied with Sam and Dean in Season 5 against Lucifer to obtain the Four Horsemen's rings with them to protect himself, then with Castiel to obtain the power of Purgatory and briefly with Raphael after his betrayal in Season 6, and then with the Winchesters again in Season 7 against the ambitious Leviathans. However, in 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, only to be captured by the Winchesters as part of their plan to close the gates of Hell. In Season 9, Crowley was temporarily Sam and Dean's captive while being hunted by Abaddon as part of her plan to take over Hell. However, upon being freed as part of a deal with Dean, he has rightfully resumed his post. After Dean was killed by Metatron and revived by the First Blade, Crowley guided Dean through the process of becoming a demon. The two spent a significant amount of time together until Dean was cured.
Crowley was overthrown and held as a slave when Lucifer escaped from his cage. Crowley was forced to do slave work until he managed to flee.
Crowley's role is often shifting from main antagonist to anti-hero. He was an anti-hero in Season 5, one of the two main antagonists in Season 6, an anti-hero in Season 7, the main antagonist of Season 8, and an anti-hero of Season 9 and Season 10 once more. However, in all of his duration's as an anti-hero, he is still openly an antagonist usually pulling a life-threatening stunt on the Winchesters after assisting them. He is currently the longest lasting antagonist in the series.
Fergus Roderick MacLeod was born in 1661 in the Kingdom of Scotland, the son of a powerful witch and Grand Coven member Rowena. Fergus never knew his father, as according to Rowena, he had been conceived during a "winter solstice orgy" involving multiple potential fathers she had not bothered to keep track of. What is known is that he was not a practitioner of witchcraft, which got Rowena cast out. Although Fergus learned magic and spells from his mother, He was also abused by her, with him recounting that she had once tried to sell him for three pigs, among other things. Rowena once said that Fergus was a smart child, and learned to walk before his first birthday. He also disliked wearing pants.
At the age of 8, Fergus was abandoned by Rowena when she got in trouble with the Coven and left on her own. He held a grudge against her for centuries, being that she had always hated him.
Later in life, Fergus became a "two-bit tailor" and heavy drinker who sold his soul for three extra inches below the waist. He also had a son named Gavin, whom he abused. He beat and starved Gavin repeatedly during his childhood, worked him harder than their own horse, and refused to let him attend school out of loathing towards him and Gavin came to loathe him, too, believing Fergus thought of him as "less than nothing." Fergus eventually died, at which point Gavin buried him and set sail for America, only to perish in a shipwreck.
Per his deal, Fergus's soul went to Hell, where he was tortured until becoming a demon. After becoming so, Fergus was renamed Crowley and became a successful crossroads demon, at some point rising to the King of the Crossroads. He was also Lilith's second-in-command and possibly her lover.
In The Real Ghostbusters, Becky Rosen tells Sam that there is a scene in Chuck's books that reveals that Bela 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 and possible lover, a red-eyed crossroads demon named Crowley.In Abandon All Hope..., Crowley first appears behind a banker who has summoned a crossroads demon. The man is, initially, very confused by Crowley's appearance since his previous demonic negotiations were with a young, attractive woman and the banker knew the deal could only be "sealed with a kiss." Crowley explains to the homophobic banker that he is a "big fish" so he personally appeared to "seal the deal." As Crowley and the banker kiss (much to the banker's displeasure) to seal the deal, Castiel watches them from a distance.
Castiel tails Crowley but his surveillance is thwarted by Crowley's home being protected by Enochian sigils designed to block all angels from entry. 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, to their surprise. 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 asks Crowley about the whereabouts of Lucifer to which he answers that he's in Carthage, Missouri. Sam thanks him and fires the Colt at his head, only to learn that it has no ammo. As Crowley cheekily searches for more ammo, Dean asks Crowley that isn't he signing his own death warrant by returning the Colt, 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 deep hiding as soon as he is done helping them. Crowley then throws bullets to the Colt at Dean and flashes away, but not before saying that they better not fail.
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 that 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 that he doesn't exactly know where they 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, Crowley knocks the handler out. While driving, Crowley carves 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 a demon nest, kills them all but one, and "accidentally" 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 and fiercer. Crowley then 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 he and Bobby kissing. As they are about to head out, Crowley remarks that he took the liberty of adding a sub-part to Bobby's wish, allowing Bobby to walk again (which is truly leverage). Now, with Bobby walking again, he and Dean head out after the Horseman known as Death. Crowley gives Dean Death's scythe he got from an earlier deal to cut Death's ring off. They head to Chicago, and Crowley finds Death in a pizza parlor after the first location was a dud. With Death's location, Crowley vanishes.
Made a deal with CastielEditFollowing the Apocalypse being averted, Crowley approaches 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 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.
During the seasonEdit
- "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 MacLeod. 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. They then 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, Fergus 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 Fergus'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 Fergus's bones and torch them if he doesn't give Bobby back his soul. He gives back Bobby his soul, leaving in the part of contract that allows Bobby to walk, and after he is released, he teleports away to Scotland to retrieve his bones.
In Family Matters, it is revealed that Crowley is behind Samuel Campbell's actions of capturing 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. 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 evisceration's mentioned in the local tabloids (though it later turns out to be the work of a Skinwalker). Dean immediately refuses and demands that Crowley returns 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, Castiel promptly sets the bones ablaze.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 taunts him about having to clean up his messes. He 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 them. 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 her son 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'd rather ask for forgiveness than permission. He also points out that the Winchesters will be preoccupied 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 him two options, flee or die. Later Crowley comes back in force and Castiel tries to kill Crowley with the angel touch, but it doesn't work. Crowley reveals his new ally, Raphael, and gives Castiel the same options he 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, and 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.
- "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, the new "God," finds him. As he sardonically braces for Castiel to kill him, Castiel tells Crowley that he needs Crowley to go back to being the King of Hell for balance. 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.
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, Crowley flees.
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 then 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 three items. He then gives them a clue to the location of the Alpha Vampire. Later, he is summoned by Dick Roman, 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 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 latest 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.
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.
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 really 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 tells 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, Crowley storms off.
While waiting for the deities to prepare the deal, Samandriel offers protection to Kevin's mother, to which she quietly refuses. After he leaves, Plutus's 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 pursued in Mrs. Tran's 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 and tantalizing that 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 bemused 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 intrigued to learn that the torture has broken into Samandriel's "operating system" and he has now reverted to "factory settings" and is babbling in Enochian. Crowley tortures Samandriel for more information as Sam, Dean and Castiel try to rescue him. Crowley gets interested when Samandriel starts talking about the tablets and is further interested to learn that there is one about angels. Crowley then leaves 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 possession 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 contact 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 too 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. However, Naomi intervenes and despite Crowley warning her that she will be locked away by the Winchesters too, tries to smite him. Crowley leaves 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 where Castiel is from the angel Ion, Crowley travels to Biggerson's, wounds Ion, and kills another angel with an ingenius 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 worked out that 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 then refuses to tell Crowley more and that 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 host 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 that he stops, but he only agrees to do so if they stop the trials and give him the whole demon tablet. Dean submits on the stipulation that Crowley give them the angel tablet in exchange. Crowley agrees to the deal, 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 triumphant 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 dousing Abaddon in Holy 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.
"Vote Crowley!" - Crowley to Abaddon's demons, Road Trip
In I Think I'm Gonna Like It Here, it's revealed that Dean has locked Crowley in the trunk of the Impala. He decides to go to Crowley for help when it seems like no one can save Sam, but Crowley defiantly refuses to answer. He eventually does with a knock, but Dean is interrupted by a vengeful angel before he can ask anything of Crowley.
In Devil May Care, Dean reveals that he believes that they could use Crowley. Locking him in the dungeon of the Men of Letters base, Sam and Dean demand the location of all the demons on Earth and then leave Crowley to sit in the dark and "reflect while they go do other things." Crowley reflects on nearly being turned human, and taunts Kevin when he hears him in the next room. He claims that Kevin's mother is still alive and that he will lead Kevin to her if he frees him. He also states that the Winchesters don't care about Kevin and will use him and then replace him if something happens to him. While Kevin is unsure of whether or not Crowley is telling the truth, he ultimately doesn't release him. When Sam and Dean return, Crowley reveals the name of two demons on Earth and offers a deal for his help: they each have something the other wants and in exchange for Sam and Dean helping him with things he wants, he will give them what they want. He gave them the two names from the enjoyment he got out of tormenting Kevin and Dean has Sam check on the names Crowley gave them to see if he was telling the truth.
In Slumber Party, Sam gives Crowley a pen and paper for more demon names, but Crowley refuses unless he can stretch his legs. Sam just leaves the paper and pen with Crowley and leaves. When the Wicked Witch of the West escapes, she finds Crowley and he has her write what she wants on the paper. When she writes "key," Crowley tells her that the Winchesters keep the keys in the kitchen. When Sam and Dean find him, he agrees to tell them what the Witch wanted in exchange for being allowed to stretch his legs. Sam releases him from the collar keeping him in his chair. Crowley shows them the paper and tells them what he told the Witch. Sam and Dean then leave him alone. After the Wicked Witch is killed, Sam secures him to his chair again and puts a pen and paper in front of Crowley. When Crowley tries to get more out of him, Sam leaves without ever saying a word, leaving the paper for Crowley. Annoyed, Crowley mutters "bollocks."
In Heaven Can't Wait, Kevin tells Sam there is some smudging on the angel tablet, as if the scribe does not want anyone to read it. He and Sam cannot translate it. Sam suggests they get Crowley to translate as he can read Enchoian, but he refuses. When Sam tries to reason with him, Crowley crumples the paper up and throws it in Sam’s face. Sam threatens to give Crowley up to Abaddon. Crowley just asks for one phone call. He proves that he can read the translation and Sam decides to let Crowley have it. Kevin says letting the King of Hell and Abaddon communicate with each other is a terrible idea, especially since the phone call involves drawing blood. When Sam starts to do it, Crowley demands Kevin’s blood. He says that he has had enough of Sam’s blood and wants something fresh. After some coaxing, Kevin agrees. He fills a syringe with his blood. With the blood bubbling in a bowl, Crowley contacts Hell. When he says he is their King, he is put on hold. Crowley finally reaches Abaddon. Abaddon gleefully tells Crowley that she has doubled his projections by voiding his contracts and bringing more souls to Hell. She insults Crowley and tells him she will soon replace him. Crowley yells that you cannot rule Hell with chaos, and she will burn. Crowley passes the bowl back to Sam. Crowley asks for the transcripts, saying that he keeps his promises. Crowley reads the transcripts, and gives them the bad news: the angel spell is irreversible. When Sam is washing out the bowl of blood, he notices something amiss with the set of syringes. Opening it, he finds one gone. Crowley has palmed one of the syringes. Heading over to Crowley, he sees him injecting himself with Kevin’s blood.
In Road Trip, Dean reluctantly enlists Crowley's help to help Sam expel Gadreel from his body. Crowley agrees to help on the condition of his release, which a reluctant Dean agrees to. Despite Crowley's best efforts, he is unable to separate Sam's brain from Gadreel's grace so he comes up with another plan: if he possesses Sam, he can enter his mind and communicate with him and let him know what's going on. Out of options, Dean agrees and Crowley possesses Sam. Finding Sam trapped in a fantasy world where he believes he is working on a hunt with Dean, Crowley tries to convince Sam of the truth and succeeds by shooting him, which has no effect on Sam as they are not in the real world. Crowley explains Sam's possession by Gadreel, describing him in unflattering terms. With Crowley's encouragement, Sam overpowers Gadreel and finally expels him. Keeping his word, Crowley returns to his usual vessel before Sam wakes up, but Abaddon arrives with two demons to try to kill him. Crowley tells the Winchesters and Castiel to leave while he deals with Abaddon, but while Dean agrees and grants him his freedom, he warns Crowley that the next time they meet, he will kill him. Calmly confronting Abaddon, Crowley tells her that they will now war for the hearts of demons to see who will rule Hell and tells the demon minions to spread the word of his return before disappearing.
In First Born, looking for the First Blade, the only weapon that can kill Abaddon, Crowley approaches Dean for help, revealing that the only demon who knew about the Blade was captured by John Winchester before Crowley could get to him. Following a clue in John Winchester's Journal, Dean and Crowley travel to John's Lock-Up where they find a file on an old case John worked with a hunter named Tara, where he interrogated and exorcised the demon who did mention the Blade. Finding Tara, she recognizes Crowley as a demon and initially refuses to help until she is told about Abaddon. After Tara reveals that the last ingredient of a locator spell for the Blade is the essence of kraken, Crowley takes off to get it. With the spell, Dean and Crowley are able to track the Blade to Missouri. Arriving at the location the spell indicated, Crowley is seemingly terrified to find Cain, who silences him. Cain reveals that he created the Knights of Hell and slaughtered them, which Crowley knew and didn't tell Dean, but he refuses to give them the Blade. Four of Abaddon's demons arrive to attack and Crowley kills one with an angel blade while Dean kills the rest. As an army of demons arrive, Cain agrees to help, revealing that Abaddon murdered his wife. He gives Dean the Mark of Cain, the source of the Blade's power, and tells them that the Blade itself is in the ocean. Cain teleports Crowley and Dean outside as he takes on the demon army. Dean realizes that Crowley was actually using him all along, having known the truth about the Blade and Cain the whole time. Crowley confirms it, saying that while Cain wouldn't help him, he knew he'd help Dean. While Dean threatens to kill Crowley once they have dealt with Abaddon, the two are forced to work together for the time being as Crowley is the only one who can find and retrieve the Blade.
In Blade Runners, Crowley has grown addicted to human blood and relies on a demon named Lola to get it, not knowing that she is betraying his secrets to Abaddon. After discovering her betrayal and killing her, Crowley calls in Sam and Dean who force him to detox from the blood. Crowley reveals that he tracked the Blade down from where it was retrieved from the bottom of the Marianas Trench years earlier and helps Sam and Dean find who it was sold to by possessing the man sent to meet with them briefly. Sam and Dean learn that a man going by the name Magnus has the Blade and they realize he was one of the Men of Letters. Crowley reveals that Magnus was a rogue member who he had been trying to track down but lost track of. Sam and Dean learn that Magnus was once the Men's spellmaster and manage to convince him to let them into his lair, but Crowley is left behind. After Sam is sent back without Dean when Magnus decides to add Dean to his "collection," Sam and Crowley work together to get inside his lair. Once inside, though he is powerless, Crowley avoids capture and frees Dean, allowing him to kill Magnus with the First Blade. However, knowing Sam and Dean will likely betray and try to kill him, Crowley steals the Blade from them until they can track down Abaddon and use it to kill her.
In Mother's Little Helper, after Dean calls him and then hangs up, Crowley tracks him down at a bar and tries to convince him to embrace the Mark of Cain and the killer instinct that comes with it, but Dean refuses. While Crowley is using the bathroom, Dean stops a hunter from going after him and then confronts Crowley as he believes Crowley was shooting himself up again with human blood. Crowley doesn't deny it but states he has a firm grasp on the situation and that he believes Dean is hunting Abaddon so badly so that he can touch the First Blade again and get the rush it gives him. Dean denies it, telling him he's focused on killing Abaddon and that he can't worry about the consequences of using the Blade, though Crowley is unconvinced. Crowley agrees to bring Dean the Blade when he finds Abaddon, but meets with the "hunter," Jake, that was supposedly after him. It's revealed that Jake is actually a demon working for Crowley who he used to test Dean to see if Dean would save him. Crowley is pleased, stating that he knew Dean would as they're "besties" and that Dean is "ready."In King of the Damned, Abaddon pulls Crowley's son Gavin to the present to use his lingering humanity against him to force him to help her kill the Winchesters. After Abaddon causes Gavin great pain, he eventually sardonically agrees and informs Sam and Dean of where to find the First Blade, calling off a hellhound guarding it. He then tells them where to find him and that he has found Abaddon, but tells Dean "Poughkeepsie," the code word Dean taught him that means "drop everything and run" to warn him of the trap. To keep Crowley from interfering, Abaddon shoots him in the shoulder with a bullet engraved with a devil's trap, binding his powers and trapping him, the way the Winchesters and their grandfather initially defeated her. When Dean arrives, Crowley tells him Abaddon is close, then warns him with his eyes of an attacking demon. Dean kills the demon and faces off against Abaddon while Crowley watches, immobile. Dean displays immunity to Abaddon's powers and telekinesis from the influence of the Blade, allowing him to gain the upper hand and kill Abaddon. Afterwards, Crowley uses a knife to dig out the bullet, seeming annoyed that Sam and Dean won't help him with it. Sam informs him that they are letting him live and he should be happy with that. Crowley is amused to find out that Dean didn't tell Sam he'd warned them it was a trap and is then ruffled that Sam and Dean insist on sending Gavin back to his own time as he doesn't seem to want him to die. Pretending to say goodbye to his son, Crowley teleports him to a park where he tells him of his fate and that he should build a new life in the present after telling him the truth about the ship-wreck, despite the possible time complications.
In Do You Believe In Miracles?, Crowley is relaxed and being treated to by one of his subordinate female demons, having resumed his post, but he is soon summoned by Dean who demands to know more about the Mark of Cain, which Crowley reveals is beginning to make him act like a demon. With Castiel and Sam absent tracking down a wounded Gadreel, who Dean almost killed from impulsive anger minutes earlier, Crowley and Dean team up to track down Metatron. Crowley eventually finds a lead on him but once Sam catches up with Dean, he is told to get lost and does so sardonically. After Metatron manages to kill Dean, Sam works a ritual to summon Crowley but he shows up next to Dean's corpse and shows signs of slight regret for Dean taking the mark, revealing that Cain also accepted death but that the mark brought him back as a demon. Crowley then places the First Blade in Dean's hands and encourages him to feel its power as he awakens as a demon...
“Who do you think you’re talking to here? Does the Tin Man have a sheet-metal willy? Of course I lied.” -Crowley to Dean, Black
In Black, Crowley is with the "demon Dean" at a bar called The Black Spur. After Dean has sex with a waitress named Ann Marie, Crowley walks in on the two of them in his bed, and is upset with them for soiling his room. Later, Dean and Crowley play foosball with two people at the bar. When Dean almost kills a man that was harassing Ann Marie outside the bar, Crowley is seen watching the whole fight silently. When looking through the phone of an Abaddon loyalist by the name of Neely, Sam discovers a text that had alerted the demon of Dean's presence and whereabouts. When Sam calls the number, Crowley answers, revealing that he has been sending the "Abaddon loyalists" after Dean the whole time. Sam promises Crowley that he will save his brother or die trying. Crowley tells Sam that he is jealous of the fact that Crowley and Dean are "best friends" now, and that his brother is a demon, his soul has been twisted into a demon by the Mark of Cain. Sam tracks Crowley using the phone number in the text message, which Crowley had anticipated. Back at the Black Spur, Crowley tells Dean about Sam and that they have to leave immediately, but Dean doesn't agree. Crowley urges Dean to be his second-in-command, and tells him that they could rule Hell together and be unstoppable. When Dean still refuses, he tells Dean the truth, admitting that the "Abaddon loyalists" were sent by Crowley. He knew Dean would make quick work of them, and that Dean needed to "feed" the Mark of Cain by fulfilling his new-found lust for killing. Crowley then tells Dean that he must decide if he really wants to rule Hell with him or not.
In Soul Survivor, Crowley has returned to his court in Hell and presides over the punishment of demons that have committed offenses, particularly ones that worked for Abaddon. After learning of Castiel's bad state and a dissatisfied demon committing suicide with Holy Fire, Crowley steals the angel Adina's grace and gives it to Castiel to save him so that he will stop Dean one way or another, either through the cure or death as demon Dean is proving to be too much of a disruption to his rule of Hell.
In Girls, Girls, Girls, Crowley learns from Gerald that he and Raul had set up a brothel as a cover for soul collecting. Crowley disapproved, labeling the scheme "tacky". Gerald defended that he and Raul attempted to pitch the idea to Crowley but he was "busy". He then revealed that witch killed Raul and destroyed their operation, so he smoked out and grabbed the nearest meatsuit to report to Crowley, believing he deserved to know of the affront to his authority. Crowley sent two teams after the witch. Alpha team was killed due to the interference of the Winchesters, but Beta team managed to capture her. Gerald later told Crowley that they had the witch locked up and tortured and offered to finish the job. An exasperated Crowley asked if he wanted a medal or to clean up the mess he and Raul caused in the first place. He then entered the cell and was shocked to see that the witch was his own mother, Rowena.
In The Executioner's Song, Crowley oversees his court and decides to cut a Crossroad Demon in half as per Rowena's suggestion. However, he knows she is trying to manipulate him when she attempts to get him to help her take out her rival Olivette. Despite this, Crowley agrees to help her kill Olivette and as they make plans, Dean calls him telling him that Cain is killing again and they need the First Blade to stop him. While Crowley is initially reluctant, Dean convinces him by lying that Crowley is on the list of people that Cain wants dead. Rowena is disgusted with this, telling Crowley that the Winchesters are not his friends and he can't go to them every time they call, but he ignores her.
Unwilling to part with the First Blade until they have Cain trapped, Crowley helps lure him into a devil's trap with an Illusion Spell he got from Rowena. Once Cain is trapped, he reluctantly gives Dean the First Blade on the promise that Dean will return it to him afterwards if he is still in his right mind. Once Dean has killed Cain, Crowley demands the First Blade back and is shocked when Dean breaks his word to him and gives it to Castiel instead. He is stunned to silence when Dean further reveals he lied about Cain being after him and Crowley disappears without a word. Returning to Hell, Crowley finds Rowena packing up to leave and she berates him, telling him that he is "not a king anymore but the Winchester's bitch."
In Out of the Darkness, Into the Fire, Crowley is shown to have smoked out of his vessel and thus survived the attempt on his life. He goes to possess a woman named Marnie. When he enters her house, he is confronted by her husband who explains that he and their neighbors plan to participate in an orgy for her birthday. Crowley agrees. After the orgy, Crowley kills the husband and neighbors and calls for two demon minions. They inform him that they've secured his vessel. When one questions why he waited until after the orgy to call for help, Crowley tells him that he is sorry "for nothing".
Crowley later smokes back into his original vessel, and is greeted by Jervis and the other demon. They tell him of a rumor in Hell about The Darkness being released, but Crowley doesn't believe in this story, saying that The Darkness was just a tale. The demon then adds that there was an uproar from the Cage, and some suspect either Lucifer or Michael are trying to warn them about The Darkness.
In Our Little World, Crowley discovers from Jervis that Amara has been eating his demon staff, so he confronts Amara about it. At this point, Amara has grown into a teenager, due to also consuming human souls from outside. To ensure she doesn't overeat, Crowley has Jervis guard the door to her room and offers her food whenever he chooses.
This annoys Amara, but she doesn't retaliate, knowing Crowley to be stronger. Crowley bemoans their lack of bonding despite all that he's done. Amara reminds him that he only wants the powers she will soon have, and once she's fully developed, she will no longer need him.
Sam and Dean infiltrate his palace shortly after. Dean manages to break into Amara's room, intent on killing her. Crowley appears soon after and attacks Dean, this time hoping to once and for all rid himself of the Winchesters. However, Amara angrily pins Crowley to the wall and orders Dean a safe passage out of the place, to which a suffocated and bloodied Crowley complies. Amara then orders Crowley to leave.
In O Brother, Where Art Thou?, Dean and Sam approach Crowley in search for a way to contact Lucifer safely. They reveal to the demon that Amara was God's sister, which shocks Crowley. The trio come to the conclusion that they need the Book of the Damned to find the answer, so Crowley has his demons capture his mother, Rowena, to get her to read from the Book.
Once they have the instructions, Sam, Crowley and Rowena travel to Hell and into its deepest parts, where they intend to summon Lucifer into a warded cage. Crowley is the one to greet the Devil once he appears.
As Sam and Lucifer talk, Crowley watches from a distance with his mother. He becomes shocked and agitated when suddenly, the wardings fail, but Rowena calmly tells him to follow her, which he does.
Rowena reveals to Crowley in The Devil in the Details that she had been in fact working for Lucifer. Crowley becomes furious, but is unable to make her doing anything. He then calls Dean to inform him of Sam's status, revealing to the distressed hunter that his brother is trapped with Lucifer.
Dean arrives in Hell shortly after, bringing with him a witchcatcher given to him by Billie for Crowley. Prior to this, Crowley had poisoned Rowena's tea, causing her to cough and give Dean the chance to place the witchcatcher on her. Crowley demonstrates his ability to command his mother, by telling her to hop on one foot, which she unwillingly does.
Crowley orders Rowena to cast the spell that will send Lucifer back to the Cage. He watches from his chair as Rowena obeys his command. With Lucifer seemingly gone, Crowley goes to meet Sam, Dean and Castiel and demands they all leave Hell, while he keeps Rowena with him.
As Rowena gives him a massage, Crowley asks why she hates him. She reveals that his eyes remind her of who she once was, a weak little girl, abandoned by his rich and married father. Crowley listens on quietly until "Castiel" appears. When Castiel tells him to guess again who it is, Crowley is bewildered to find that Lucifer had gained possession of the angel and is now out of his Cage.
When he tries to get up, Lucifer flings him against a wall and promptly snaps Rowena's neck, once he's confirmed only she can put him back into his Cage. Lucifer then sits across from the demon and tells him that they need to have a chat.
Crowley's fate is revealed in The Vessel. Lucifer has reclaimed control over Hell and has tortured Crowley into becoming his "dog". Crowley is forced to wear casual clothes and is periodically kept inside a tiny prison cell. However, Crowley isn't completely broken, something Lucifer notices and Crowley confirms.
Crowley correctly deduces that Lucifer, in contrast to what he told Sam and Castiel, is unable to defeat Amara alone and Lucifer does in fact require a team to win.
One day, the demon Simmons comes to his kennel and offers her assistance. Crowley manages to fight past two demon guards as they make their way out of the lair. Once free, Crowley dons a black suit and takes Simmons to his secret lockup, where he keeps valuable personal belongings.
Crowley reveals to Simmons that he possesses the Rod of Aaron. He admits to finding out only recently that it was in fact a Hand of God. Before he can open the chest however, Lucifer appears at the entrance of the lockup, and reveals that Simmons was only pretending to switch sides. Lucifer wanted to rid Crowley of his last inch of defiance by making Crowley believe he could escape.
Lucifer opens the chest, but discovers it empty since Crowley had the rod stashed elsewhere. Crowley hits Lucifer with the rod and drains it of its God-given powers. He tries to kill Lucifer with a blast of energy, but Simmons steps in the way and gets killed herself. With the weapon depleted, Lucifer attacks Crowley. Luckily, Crowley manages to escape after tumbling over a pile of books.
In Hell's Angel, Crowley visits a sick man named Noel and obtains the Horn of Joshua from him. Although the deal was that Crowley would tear up his contract, Crowley also snaps Noel's neck and kills Noel's subordinates by having them fire their guns at each other.
While trying to hide from demons looking for him, Crowley contacts Dean to talk about the Hand of God he now has. At a secret location, Crowley tells the boys his desire to use the weapon against Lucifer, in revenge for how he was treated. The brothers decline to take out Lucifer until they get Lucifer out of Castiel and defeat Amara first.
The trio soon receive a massage from Rowena telling them she's alive. Rowena helps them set up a trap for Lucifer in order to bind him while they try to get Castiel to expel him. When the angel suppressing sigil fails, Crowley enters Castiel's vessel, where he discovers that Castiel is tightly under Lucifer's control.
Lucifer, in the form of his former vessel Nick, proceeds to beat up Crowley. Crowley burns a massage onto the forehead of his vessel to request assistance from the boys, writing "HELP ME". Sam and Dean work to exorcise Crowley, sparing him from death at the hands of the archangel. Crowley soon after flees the scene.
After this encounter, Crowley makes a move to reclaim Hell and the throne, since Lucifer has been gone for sometime. Unfortunately, the demons do not wish to obey him, noting that he only makes "hollow promises". They all walk away when it becomes clear Crowley has no means to defeat The Darkness.
Sulking, Crowley begins to drink heavily until Dean forces him to quit and accept a part in a battle against the Darkness, led by God. Crowley later meets up with Sam and Dean at a warehouse, where he encounters Lucifer, God and Rowena. The trio argue over who is better between angels, witches and demons, with Rowena accusing Crowley of looking down on witches.
When Amara finally comes, Rowena is the one to greet her and launch the first attack. The angels in Heaven blast Amara with a combined smiting, and the demons (in smoke form) gather around and attack Amara. Crowley exits the warehouse and joins the fight, plunging Amara into a nearby car in his smoke form.
He goes back inside following the aftermath of the battle, to find that they had lost, and calls it a "dog's breakfast". Rowena takes them outside to show them that the sun is dying, as a result of God's own condition. Crowley begins drinking inside the Bunker and shows no enthusiasm in trying to fight. When the team come up with the idea of using a soul bomb, Crowley goes to Hell to grab his stash of souls only to find that the demons had raided it in his absence.
Fortunately, the reaper Billie comes to their aide and provides them with a large number of souls. Crowley shares flirtatieous glances with Billie, much to the discomfort of his mother. The team decides to turn Dean into the bomb. Believing this to be his last moments, he bids everyone farewell, leaving them to go to a bar while he confronts the Darkness.
Inside the bar, Crowley watches the news on television but turns it off once he grows tired of it. Sitting next to Rowena, he quietly eats nuts. He and the team are later made aware of the sun's restoration and they all go outside to check. They thus deem Dean's mission a success, and Dean himself dead.
|“||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 life's 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
in Clip Show
Crowley's main goal is self-preservation, and he is willing to sacrifice anything else for it. He is a survivor at heart, and will use any means to accomplish this goal. In fact, he tends to only lose his temper when his personal safety is threatened or when dealing with what he considers overwhelming stupidity. Crowley at times appears incredibly volatile under his smooth and charming personality, as when he has screamed at multiple people, including Dean and Castiel, when appearing calm only seconds before. As Dean described it, when dealing with Crowley, "he will always find a way to bone you". 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 "punk-ass 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. This is best demonstrated when he tricks Dean into impressing and getting the First Blade from Cain, successfully manipulating not just Dean but a large number of demons who he led to the slaughter. 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 leaves 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 seemingly 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 former 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".
Beneath Crowley's affable facade, he is cruel, sadistic, and merciless. He appears to be quite vengeful: he wants utter annihilation of the Leviathans when their leader insults him and also 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; he killed Kevin's girlfriend in front of him; he threatened Linda Tran when she slapped him and later apparently tormented her so badly during her brief possession by him that she went catatonic. Crowley also has no problem killing children as he is willing to slaughter a nursery of infant shapeshifters to find Purgatory's location and later bakes baby uvula muffins simply to get on Dick Roman's good side. He was also willing to let a hunter, Tara, die in order to trick Dean and retrieve the First Blade, dismissing her as eggs that need to be cracked to make an omelette. Crowley has also shown to at times be extremely ruthless and wrathful to other demons. After both Lucifer and Abaddon were defeated, Crowley's first course of action was to round up and kill all the demons who had supported his enemy.
Crowley is shown to be a tough task master and inspires fear in many demons. A captured crossroads demon preferred death from the Winchesters than the alternative of facing Crowley. Even when Abaddon told demons of his "death," some still feared him and refused to join until they witnessed proof of his demise. Crowley is also perhaps masochistic as he laughed at the idea of Sam and Dean torturing him and seemed to eagerly provoke Kevin to "beat" him in order to manipulate him.
In Sacrifice, as Sam cured Crowley of his demonic nature, he seemingly starts to reveal that he 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 megalomaniac 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. The ritual has been shown to have some lingering affects on Crowley, though he hid it. He developed a craving for human blood and still retained at least a few human emotions, such as enough affection for his son who he'd previously claimed to loathe to stop him from being sent back to his time to die, even though it could seriously effect history.
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 possesses knowledge of how to produce more ammunition for the Colt. 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. In Devil May Care, it has been said by a crossroad demon that a lot of them still fear Crowley, despite him missing in action. The said demon was extremely loyal to her king, and showed no hesitation to voice out her reluctance to support Abaddon, who was planning to usurp the crown from Crowley.
Following the attempt to cure him and their alliance to stop Abaddon, Crowley seems to have developed something of a trust in the Winchesters, coming when they call and trusting Dean's word that he will return the First Blade to him. He also seemed genuinely fond of demon Dean and the idea of him ruling Hell at his side and was shown to be nostalgic about their time together. Rowena suggests that he has a fondness for the Winchesters bordering on seeing them as friends, not enemies anymore given all that he does for them. However, this trust seems to have been broken by Dean's revelations in The Executioner's Song that he lied to him at a time when Crowley clearly was taking him at his word.
Notably, Crowley is also very resilient to torture and does not submit easily to whoever wishes to take control of him. He has withstood numerous beatings and comes out in the end appearing either proud or completely unfazed. Lucifer, a master torturer, is unable to completely break the demon despite going so far as the imprison Crowley and force him to wear anything but his beloved suit, which Crowley has admitted to being deeply fond of. Amara/The Darkness was able to effortlessly torture him to the point of letting him live if he let Dean go.
Powers and AbilitiesEdit
As the King of the Crossroads and later the King of Hell, Crowley is a very powerful demon, among one of the most powerful demons to appear in the series. This is perhaps best demonstrated by his single-handed slaughter of a nest of other demons off-screen in The Devil You Know (although he purposefully allowed one 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 as the King of the Crossroads, 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. He is over 354 years old
- Supernatural Perception - Like all demons, Crowley can perceive Ghosts, Reapers, other Demons, and even Angels while humans cannot.
- Super Strength - Being the King of the Crossroads Demons and then later the King of Hell, Crowley is endowed with incredible superhuman strength. He can press at least two tons and is stronger than humans, monsters, and average black-eyed demons; literally once taking on a hive of them simultaneously. Crowley also beat a demon on the head with a crowbar, whose head was in a bag that had a painting of a devil's trap. He also effortlessly and brutally beat Meg, a 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 - Crowley cannot be harmed or killed by conventional means. In "Caged Heat", he was hit over the head by Sam with a wrench and soon after Meg tortured Crowley by damaging his vessel's insides and making him cough up blood, but Crowley quickly recovered both times and he has not shown any signs of lingering pain or damage from either attack since.
- 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. He has also stated that he does not need to eat or sleep.
- Possession - Like all demons, Crowley requires a human host, living or deceased, to manifest himself on Earth. He has been known to possess five people besides Castiel: his usual vessel, Linda Tran, Sam Winchester, Andre Devlin and Marnie.
- Teleportation - Even before becoming King of Hell, Crowley 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. He can change his clothes in seconds, as shown when he teleports from a massage to Dean.
- Apporting - He once caused an angel blade to teleport into his hand and teleported Delta and Kevin Tran to another location by snapping his fingers.
- 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 lifted another to a considerable height before using biokinesis to bloodily obliterate her. Furthermore, he was able to throw Deputy Jenna Nickerson against a ceiling with enough force to kill her. Crowley also was able to thrust Amara across a room. Doing such a feat to the Darkness further displays his mastery of this power.
- Electrokinesis - He switched off a television by snapping his fingers in "Weekend At Bobby's".
- Pyrokinesis - Crowley can create and manipulate fire. He conjured a blazing fire in the fireplace in "The Devil You Know" by pointing at said fireplace, and conjured flames to burn a message into a table in "There Will Be Blood" before they extinguished themselves. He was also capable of engulfing himself in fire and create the illusion that he was burnt to ashes. He was also able to extinguish a ring of holy fire by snapping his fingers and burn his mother's hex bag.
- Thermokinesis - Crowley made a painful burn on Sam's hand with a touch in "All Dogs Go To Heaven". He also 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. In "Hell's Angel", Crowley was able to remotely scorch the words "Help Me" into the forehead of his vessel while fighting Lucifer inside of Castiel to get the Winchesters to save him. The effect didn't last long and by the time Crowley returned to his vessel, the words were gone.
- Reality Warping (by deals) - As King of the Crossroads, Crowley 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 crossroad demons.
- Resurrection (probably by deals) - Crowley has the power to resurrect the dead if a deal is made, as he promised to bring Mary back for Samuel if Samuel helped him find Purgatory. Contrary to Azazel's claims in "All Hell Breaks Loose - Part 2", Crowley may also have the power to resurrect the dead without a deal due to being King of Hell, as he claimed in "Family Matters" that he was the one who brought Samuel and Sam back to life; although his supposed resurrection of Sam was proven untrue, it was implied in "The Man Who Would Be King" that he did indeed bring Samuel back. However, Crowley has never resurrected anyone on-screen, leaving the potential and the limitations of this power unknown.
- 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 briefly 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 has 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 Collins' head to explode using a spell. He also used this in an attempt to kill Jodie Mills. He also used a spell to create an illusion that was powerful enough to trick Cain.
- Biokinesis - He was able to cause a man to cough up blood and even caused a girl to explode by snapping his fingers.
- Terrakinesis (possibly) - Crowley may have the power to create tremors at a particular location. When he and his demons arrived at the church Kevin and the Winchesters were at in "We Need To Talk About Kevin", one of them caused the grounds to shake to announce their arrival.
- 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 is 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. He is also skilled enough to break into an angel's factory settings.
- Immunity - Crowley can walk on hallowed ground. Although he finds being shot with rocksalt painful, he is not significantly affected by it, indicating that he may be resistant to salt. He was also able to resist and destroy one of Rowena's Defigere et Depurgare hex bags.
- Regeneration - Despite being shot by Dean Winchster, Bobby Singer and Abaddon, Crowley seems to have healed his wounds as there is no sign of them in his other appearances. He was stabbed by Meg with an angel blade and while his shoulder was briefly injured, the wound easily healed after a short while. Also, while Metatron severely burned his host's skin with a burst of white light, Crowley's vessel healed completely. Oddly, when Crowley vacates his host, his burn injuries do not seem to reappear.
- Mental Manipulation - Crowley was able to implant every word of the English language into his son, Gavin's, mind.
- Animal Communication - Crowley is able to understand and talk to animals.
- Sedation - When Crowley went to confront and capture Oskar for the spell to remove the Mark of Cain, he was able to render every other person in the diner unconscious in the blink of an eye.
While Crowley is a powerful demon in his own right and the King of Hell, he does possess a few weaknesses that are common to most demons.
- Devil's traps - Crowley can be caught in a Devil's Trap and rendered powerless while inside. He can also be restrained by demonic handcuffs and chains. He is also vulnerable to Devil's Trap bullets as both Abaddon and Sam have used one to restrain him. However, on both occasions, Crowley was able to eventually dig the bullet out of his flesh and free himself.
- Holy water - Crowley can be burned with holy water and it causes him pain. However, he does recover from it faster than the vast majority of demons.
- The Colt - Like most demons, Crowley can most likely be killed by the Colt, since this gun can kill almost anything.
- Angel Blade - Crowley can be harmed and killed by an angel blade. Meg managed to hurt him by stabbing him in the shoulder with one, although he later described it as "merely a flesh wound." Dean later stabbed him through his hand with an angel blade and it caused him pain, temporarily incapacitating him. Crowley managed to escape, however, leaving the angel blade stuck in the wall.
- Demon-Killing Knife - Crowley has avoided this blade, and the Winchesters as well as Meg have once planned to use it to kill him. In The Prisoner, Crowey says that he isn't afraid of "that tooth pick." However, when Dean approaches him with the weapon after incapacitating him, Crowley is shown to be nervous indicating that it is effective against him.
- Angels - Crowley is unable to overpower middle to high level angels as he has been struck by Gadreel and was intimidated by Castiel and Naomi. He was also burnt by Metatron's white light when Metatron saved Kevin. He can be killed by Archangels. However, he was willing to fight Castiel when he believed him to be severely weakened, implying he might be able to overpower very low ranking angels. He was also able to steal Adina's grace and kill her when armed with an Angel Blade. In general, Crowley uses his cunning and resources to defeat angels as he is powerless against most of them.
- Higher Demons - Cain, a Knight of Hell, could render him powerless. Abaddon, another Knight of Hell, believed that she would be more than a match for him, though this is unconfirmed as they never fought directly and she had to take steps to prevent him from aiding Dean in their final battle.
- The First Blade - Like all demons, Crowley can be killed by the First Blade.
- Demon Curing Ritual - Following Sam's attempt at curing Crowley with purified blood, Crowley once developed an addiction to human blood. While in his system, Crowley displays a great deal more humanity and sentiment, to the point where he seems almost human. The blood does not appear to physically effect him as he still possesses his powers and can overpower demons such as Lola. However, after having "sobriety" forced on him by the Winchesters, Crowley claims that he has embraced his addiction while maintaining a firm grasp on the situation.
- Leviathans - As creatures that can kill angels, Crowley himself admits that the Leviathans would be able to kill him.
- Magic- Powerful witches like Rowena was able to restrain Crowley's movements. A team of demons and a witch had to remove the spell for him to be able to move in that vessel again.
- Primordial Entities - God, Death, Archangels and the Darkness can effortlessly kill Crowley.
- Exorcism - Crowley can be exorcised as seen when Sam exorcised him from Jimmy Novak. However, Crowley was able to return to his usual vessel afterwards rather than being sent back to Hell. However, this may be as Sam was using a more abbreviated version of the exorcism rather than the full one.
As the most recurring demon in the series, Crowley has developed many relationships.
- Sam and Crowley - Sam and Crowley work with each other on and off. Sam has a tendency to try and kill Crowley whenever they're enemies.
- Dean and Crowley - Dean and Crowley get along better than Crowley does with Sam, so much that Crowley considers them as best friends.
- Minor relationships - Other relationships Crowley managed to accumulate throughout the years.
- "Hello, boys." (Crowley's iconic phrase)
- "So the Hardy boys finally tracked me down. Took you long enough."
- "Two months under a rock, like a bloody salamander! Every demon on hell and earth's got his eyes out for me! And yet... here I am... last place I should be... in the road, talking to Sam and Dean Winchester, under a friggin' spotlight!"
- "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."
- "Let's 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. But if I'm honest, it's been Hell."
- "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 are 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? How about resist!"
- "Don't worry about them? 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?!"
- "It's always your friends, isn't it, in the end? We try to change, we try to improve ourselves. 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 bloody."
- "It's all very West Side Story, but let's 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 favorite 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. Earlier, 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...to even look...for forgiveness?"
- "Torture? Brilliant. Can't wait to see Sam in stilettos and a leather bustier, really putting the S-A-M into S&M. Honestly, boys. What are you gonna do to me that I don't do to myself just for kicks every Friday night?"
- "I torture all my friends. It's how I show love."
- "What's the matter, darling? Cowardly lion got your tongue?"
- "You ganky, putrescent skanger! It may look like bean counting to you, may lack a certain adolescent flare, but my way works! You think you can control Hell with chaos alone? Without the support of those who are still loyal to me?!"
- "Your way will back fire. You will burn!"
- "It's a campaign. Hearts and minds, that's what's important. See, the demons have a choice: take orders from the world's angriest ginger, and that's saying something, or join my team where everyone gets a say, a virgin and all the entrails they can eat. So think on this, lads. Spread the word: vote Crowley!"
- "Yes, yes, you'll kill me. I love you too!"
- "You're good... but I'm Crowley."
- "I mean, I've been inside your brother... We are practically family."
- "You try to play me? I play the tune! Everyone else dances to it!"
- "So difficult. Brilliant, ahead of your time, despised for it. Trust me, I know."
- "You're lying to Sam like he's your wife. Which kind of makes me your mistress."
- "So here's the thing, boys and girls: we have a crisis. Admittedly a crisis of my own making. In my extended absence, where I handled sensitive matters of state, Abaddon made inroads into my following, creating chaos. So I look to you, my trusted advisers, to restore confidence, to soothe those jangled nerves. Spread the word: the King is back, and the kingdom is once again on sound footing. So, all those with me, say "yo!"
- "You betrayed me?! No one in the history of torture has been tortured with torture like the torture you'll be tortured with!"
- "To be clear, I'll not be joining you ever! Except at your death scene, where I shall burst into song."
- "I mean I beat you, starved you, came home drunk, beat you some more, woke up hung over and...well, yeah, beat you. In all fairness, I didn't really have any role models. My mother was a witch!"
- "You're negotiating with me? That's my boy!"
- "I'll cheer the day when the last bit of humanity leaves me... Feelings!"
- "You'll be fine. Just avoid cheap whiskey and cheap hookers... Look at me, getting all fatherly."
- "So this is what you and Moose do, eh? Crisscross the country searching for evil, order your nitrates, partake of the local attraction? And you never get tired of the rat race? Never get the urge to just bugger off and howl at the moon? Never ask yourself, is this it? Is this all there is?
- "Your brother, bless his soul, is summoning me as I speak. Make a deal, bring you back. It's exactly what I was talking about, isn't it? It's all become so...expected. You have to believe me. When I suggested you take on the Mark of Cain, I didn't know this was going to happen. Not really. I mean, I might not have told you the entire truth. But I never lied. I never lied, Dean. That's important. It's fundamental. But...there is one story about Cain that I might have...forgotten to tell you. Apparently, he, too, was willing to accept death, rather than becoming the killer the Mark wanted him to be. So he took his own life with the blade. He died. Except, as rumor has it, the Mark never quite let go. You can understand why I never spoke of this. Why set hearts aflutter at mere speculation? It wasn't until you summoned me...no, it wasn't truly until you left that cheese burger uneaten...that I began to let myself believe. Maybe miracles do come true. Listen to me, Dean Winchester, what you're feeling right now – – it's not death. It's life – – a new kind of life. Open your eyes, Dean. See what I see. Feel what I feel. And let's go take a howl at that moon."
- "My pet? He's my best friend, my partner in crime. They'll write songs about us, graphic novels - 'The Misadventures of Growley and Squirrel'. Dean Winchester completes me, and that's what makes you lose your chickens."
- "Kids. Am I right? My day we respected our elders. Of course, anyone over thirty back then was ancient. Now forty-year olds are still living with mommy, lying on OKCupid and taking pictures of their-"
- "Face it, darling, you're an addict. Death is your drug. And you're going to spend the rest of your life chasing that dragon."
- "You're guilty of...something...which I won't tolerate...whatever it was."
- "Why can't you people just sit on clouds and play harps like you're supposed to?"
- "Gerald...a bordello? You opened a whorehouse in my name? [...] I am evil, now that's just tacky."
- "Wipe that ridiculous smile off your face. You want a medal? A 'thank you' for cleaning up the mess YOU MADE?"
- "She was a horrible mother. Did I tell you the time that she almost traded me for three pigs? Three! I was an attractive child, I could juggle. I was worth five pigs at least. [...] Don't even get me started on the name, Fergus. Sounds like a venereal disease, and not the fun kind."
- "Mummy! Bored, suicidal, both?"
- "I can. I'm bloody Crowley! I'm the King of Hell! I do what I want, when I want, and I don't take orders from you."
- "You're right. I am a monster and I've done bad. I've done things you can't even imagine. Horrible, evil, messy things. And I've loved every damn minute! So, thank you, Sam. For reminding me who I really am."
- "The Quince cost me a major IOU with a Palestinian warlock. The gold from the calf - well, let's just say I'll be hanged under certain sexual-deviancy laws if I ever show my face in Jordan again."
- "The Darkness? Please. Myth. It's a bedtime story. Something that daddy demons threaten toddler demons with to get them to eat their vegetables. Even if it was true, what's the concern? Darkness, King of Hell -- natural allies."
- "Oh, Dean. Adorable little Dean. I want that child, and I get what I want. You and Sam don't understand, I'm not your bloody sidekick! We've had some good times, so I'm going to give you one chance, just one, to walk out that door, or I'm going to take you apart, atom by atom. Do you understand?"
- Season 5
- Season 6
- Season 7
- Season 8
- Season 9
- Season 10
- Season 11
- Crowley is the longest surviving and most recurring antagonist in the series, with his appearances rivaling that of Azazel's, Ruby's, and even Meg's.
- Crowley was among the multiple main antagonists of Season 6, the others being Raphael, Eve, and Castiel. He is also the main antagonist of Season 8. He also serves as the secondary antagonist of Season 11 (along with Lucifer) turned anti-hero. He is also the only antagonist to be the villain of two seasons and survive beyond that point.
- Crowley's name, as well as his initial characterization as a snarky British demon trying to derail the Apocalypse, is similar to one of the main characters of Terry Pratchett and Neil Gaiman's Good Omens: The Nice and Accurate Prophecies of Agnes Nutter, Witch (called Anthony Crowley, who is coincidentally also a demon).
- Mark A. Sheppard, who portrays Crowley in Supernatural, suggested in an interview that Crowley may not even be a demon, although this was disproved in the eighth season when Crowley's red demonic cloud form and red eyes (when he possessed Mrs. Tran) were finally shown on-screen. And recently in season 10 his eyes were shown again via his original vessel.
- Crowley is the longest running antagonist for five seasons (two of which he is the main antagonist). However, he is notably the "weakest" main antagonist, as despite being the King of Hell, he is still a crossroads demon. Though, despite this, Crowley seems to not be easily killed and has obtained multiple means of killing angels, such as numerous angel blades and even angel bullets for guns, which arguably puts him on par with a regular angel now.
- Crowley is the most recurring demon in Supernatural, stealing the distinction from Ruby.
- Unusually, his true form's color is a dark red cloud rather than black like other demons, as shown in What's Up, Tiger Mommy?, Road Trip and Blade Runners. This matches his eyes as his eyes are red due to being a King of the Crossroads previously. However, other demons with different eye colors do not match their true form, as shown with Azazel and Lilith.
- Crowley has assigned nicknames for Sam and Dean (which often reference Sam's height). For Sam these include: Giraffe, Gigantor, Jolly Green and (most commonly) Moose. He has also given Dean the nickname: Squirrel, and the name "Not Moose" in his contact list on his phone. Their respective "Squirrel" and "Moose" nicknames are a reference to Rocky and Bullwinkle, who are called "Moose and Squirrel" by their antagonists. In the episode "Inside Man" Dean combats this by replying "Boris. Where's Natasha?" referring to Rocky and Bullwinkle's nemesis: Boris Badenov and Natasha Fatele.
- He is the third character to be the main antagonist for two seasons, the first being Azazel and the second being Lilith; however, he is the first one to have a break (seventh season) between those two seasons in which he is not the main threat and to survive even after the second season that he was the primary villain.
- He is the second demon whose past as a human has been revealed (the first being Ruby).
- In Weekend At Bobby's, he reveals that his favorite alcoholic drink is Craig scotch, aged at least thirty years.
- It is implied that Crowley and the angel Naomi had a sexual relationship in Mesopotamia.
- Crowley also claims he owns "the real Mona Lisa" and to some extent Alaska.
- When Crowley calls the brothers, the number 666 flashes on the phone's screen. 666 is usually a number associated with the Devil. He also uses a devil emoticon while texting Sam.
- Crowley's ringtone is Baby Got Back by Sir Mix-a-lot.
- Crowley has been shown to be very good with obscure or difficult languages: he is fluent in Enochian and knows Elamite Cuneiform.
- Crowley, along with Azazel (who possessed Tessa), is the only known demon to possess someone at the same time as an angel.
- Crowley has stated that the host he uses most frequently is a "moderately successful" literary agent from New York.
- Crowley seems to have an affinity for Adolf Hitler and/or the Nazi Party. In Abandon All Hope he is seen watching Nazi silent films in his mansion and in the Man Who Would Be King a Hitler-esque portrait of Crowley in a Nazi uniform (with a Devil's Trident in place on his wrist band in place of a swastika) was visible in Crowley's new and improved Hell. He also showed The Darkness Hitler speeches to "educate" her.
- Crowley has so far possessed five individuals: A "moderately successful" literary agent from New York (his most common vessel), Linda Tran, Sam Winchester, Andre Devlin and Marnie. However, he only possessed Linda to get the demon tablet and Kevin, possessed Sam to warn him about Gadreel, possessed Andre only to get information, and possessed Marnie to get in contact with his minions so they could secure his first vessel and break Rowena's immobilization spell on it.
- Crowley, self-admittedly evil, states he has no virtues, but this is not strictly true. He has exhibited Ambition (striving to ascend to becoming the King of Hell), Diligence (delegating a lot of duties to his underlings and taking up tasks himself frequently), Honesty (while he enjoys loopholes, he demands that all demons honor their deals and maintain "consumer confidence" as well as integrity), Loyalty (he is not prone to betraying those with whom he makes alliances, something he calls out Castiel for doing) and Responsibility (commanding Hell's forces and fighting for the interests of all demons at heart as well as his own). However, Crowley has not truly exhibited patience.
- His name may be a reference to Aleister Crowley, an English man born in 1875 denounced in the popular press as "the wickedest man in the world" and sometimes labelled a Satanist.
- His name also links to the crow, the bird of death, though this is unlikely connected to his character name and merely an amusing observation.
- When Gavin learned that his father had become a demon, Crowley quipped, "A lot can change in 291 years," implying that he had died as a human that many years ago. Assuming that the episode ("King of the Damned") in which this information was revealed took place around the same time as its air-date (May 6, 2014), that would mean that Crowley died around the year 1723 and at around the age of 62, as he was born in 1661.
- Crowley displayed a possible fondness for Kevin Tran: when informed of his death, Crowley told Dean he warned Kevin it would happen if he didn't leave.
- While it is not known if his vessel was ever alive or was dead the entire time, after the events of Out of the Darkness, Into the Fire, his vessel is dead for sure as Castiel stabbed it with an angel blade after Crowley vacated it. Despite this, Crowley was still able to return to his vessel, so it may have been dead the entire time.
- Like Meg and Abaddon, Crowley displays a fondness for a particular vessel, always returning to his usual form even after vacating the body for various reasons. Even after he was forced to flee his body in Out of the Darkness, Into the Fire, Crowley had his demons remove the spell immobilizing his form rather than find a new vessel.
- When talking to Lucifer face-to-face, Crowley defined himself as "a mere acolyte, carrying Lucifer's torch", possibly indicating that Crowley holds some admiration for Lucifer's disturbed ideology and ways. However, this suspect gesture of humbleness may be just a product of Crowley's fear of the Devil, which makes pretty much sense, given that Crowley displayed to fear even the much weaker (than Lucifer) demon Cain very much..