Crowley's Relationships

This is all of Crowley's minor relationships from throughout the series.

Crowley and Lucifer
Crowley was a traitor of Lucifer from the moment of his debut, since unlike most demons, Crowley understood that once Lucifer achieved his goal of wiping out humanity, he would proceed with doing the same to the demons. Crowley gave the Colt to the Winchesters in hopes they could kill Lucifer with it, but the plan failed since Lucifer was immune to the weapon.

Lucifer managed to find out what Crowley had done and sent his demons to kill him. Crowley spent months evading death until he met the Winchesters again and offered them help in finding the four rings of the Horsemen. The success in throwing Lucifer back into the Cage can thus be blamed on Crowley as well.

In Lucifer's absence, Crowley took control over Hell as the new ruler. Aside from Abaddon, this position would remain undisputed for five long years until Sam and Dean requested his help in contacting Lucifer. Crowley joined Sam and Rowena on their journey to Limbo, where they intended to summon the archangel. Lucifer greets the King of Hell before being directed to speak with Sam.

Crowley had intended for this meeting to run smoothly, but his mother turned out to be working for Lucifer. Crowley firmly told her that he will not let Lucifer escape his prison, and sought out Dean to help him get Lucifer sent back to the Cage. The plan initially appears to be a success, but shortly after the Winchesters leave Hell, Crowley is approached by Lucifer in possession of Castiel's vessel. The archangel tortures Crowley for weeks, and reclaims the throne of Hell while Crowley becomes a mere "doggie". All the demons flock to Lucifer's side, leaving Crowley with no allies. He is forced to lick the floor with his tongue and live inside a kennel. Simmons helps Crowley escape and follows him to his lockup, so that Lucifer can obtain the Hand of God Crowley had stashed there.

Through his perfecting of the double cross, Crowley is able to fool Lucifer and use the Rod against him. He tries to use its power to kill the archangel, but Simmons shields him. Defenseless, Crowley makes a run for it. An enraged Lucifer sends his demons after him again.

Crowley assists the Winchesters in luring Lucifer into a trap so they can get Castiel to expel him. Crowley initially wants to just kill Lucifer with another Hand of God, but agrees to the Winchesters' wish. When the spells fail, Crowley enters Castiel's vessel and tries to communicate with him directly. Unfortunately, Lucifer appears and begins assaulting Crowley, while expressing his rage at being overthrown by a "second rate bean counter".

Lucifer fails to suffocate Crowley to death, since Crowley had left Sam and Dean with a message to rescue him, which they manage to do just in time. Before Lucifer can do harm to him outside, Crowley runs away. When Lucifer does not return to Hell, Crowley makes a move to reclaim it, but the demons do not wish to have him back. He becomes sad over this.

Dean approaches him a few weeks later with an offer to have him work with God to defeat the Darkness. Crowley agrees, and meets with the team, plus Lucifer, at an abandoned warehouse. The two have a brief argument over whose species is more superior.

At the conclusion of the battle, Lucifer is expelled from his vessel, while Crowley remains with the Winchesters.

Crowley and Rowena
Rowena is the mother of Crowley from his time as a human. She claimed to have conceived him during a winter solstice orgy, but later confessed to having had him with a rich man who shortly after his birth, abandoned them. Rowena refused to love Crowley, and was said to have been abusive towards him during his childhood, since she viewed love as a weakness. She once attempted to sell him for three pigs.

Rowena abandons Crowley at a work house when trouble with the Grand Coven forces her to flee. They do not meet for three hundred years, after which Crowley has become the King of Hell and Rowena is seeking to gather members for her very own coven.

Rowena's actions draw the attention of demons and she is eventually captured and brought to Crowley, who addresses her as "mother". Crowley is momentarily shocked to see her. Now aware that her son is a powerful King, Rowena attempts to use him to do her bidding, under the guise of motherly love. It isn't until Dean convinces Crowley not to listen to her that Crowley abandons Rowena.

While they mostly loathe each other, the two are often forced to work together, especially for the Winchesters. When Rowena succeeds in freeing Dean of the Mark of Cain, she turns on the group and casts a spell on Castiel and orders him to kill Crowley. By luck, Crowley escapes his vessel in time. He clearly wants her captured for this as one of his voice mails asks for her whereabouts.

They work together again when the Winchesters require help in contacting Lucifer. Much to Crowley's rage, Rowena is revealed to be working with Lucifer. As Crowley waits for Dean to bring him a witchcatcher so he can force Rowena to do his bidding, they order tea, and answer simultaneously that they want it with "honey and a splash of milk".

Using the witchcatcher, Crowley commands Rowena to send Lucifer back to his Cage, and then to remain by his side in Hell. It is then that Rowena reveals to him why she hates him. Their moment is interrupted by Lucifer, who kills Rowena and tortures Crowley.

Weeks later, Rowena reveals herself to Crowley, writing a message that says "BACK FROM THE DEAD FERGUS!". Neither Crowley nor the Winchesters are thrilled to see her, with Crowley adding that he does not want her "mucking about" like last time. Mother and son help the Winchesters trap Lucifer in hopes of expelling him, but ultimately fail. The two decide to flee separately, as Sam later remarks "like mother like son".

They reunite when God formulates a plan to use witches, demons and angels to attack the Darkness. Rowena shows mutual fascination in God, much to Crowley's chagrin, who tells God later on that he refuses to call him "dad". Both survive the plan's failure, and regroup and stay together as the second plan which involves using a Soul Bomb goes underway. At the end of Alpha and Omega, the two part ways.

Crowley and Gavin MacLeod
Gavin was Crowley's son from his time as a human. Gavin was born to an unknown mother, who is never mentioned. Like with Rowena's treatment of Crowley, Crowley treated his son abusively, so badly that he worked Gavin harder than he worked the horses, and wouldn't let him go to school, rendering Gavin illiterate.

Due to a crossroads deal he made, Crowley was eventually dragged off to Hell by hellhounds. Gavin presumably buried his father's body, and began planning for a new life. At some point, Gavin became a captain of a trading ship and left Scotland to sail to America. Unfortunately, his ship went down, killing him and his entire crew.

In Weekend at Bobby's, Bobby and Rufus use a ring retrieved from Gavin's sunken ship to summon his spirit. Out of pure spite for his father, Gavin revealed all he knew about Crowley's former life and revealed to them the location of his human remains. This gave Bobby a bargaining chip for the return of his soul.

In King of the Damned, the demon Abaddon kidnaps Gavin from the year 1723, shortly before he boards his ship. Abaddon attempts to use him and torture him to make Crowley surrender. Crowley is not entirely moved, but does try to please Gavin. He grants Gavin the ability to read and even the title "Prince of Hell".

After Abaddon is defeated, Crowley refuses to send him back to his own time, and allows him to start a new life in the 21st century, due to lingering feelings he has from being injected with purified human blood. At this point, Gavin seems to forgive his father, nearly hugging him before they go their separate ways.

Crowley and Billie
Billie is a reaper who allies herself with Crowley, due to the demise of Death. She assists Crowley by providing him and Dean with a witchcatcher, used to take control of Rowena. They meet face to face onscreen in the season 11 finale, where it is implied that they may be in a romantic relationship, to the discomfort of everyone else.

If this is the case, then Billie is the fourth known lover of Crowley and the second angel he has been romantically involved with.

Crowley and Naomi
"If you remember our time in Mesopotamia the way I do, you know I'm a lover, not a fighter."

- Crowley in Goodbye Stranger

Crowley and Naomi are shown to be hostile towards one another, but it is implied they were once sexually involved. They meet onscreen inside Lucifer's Crypts.

They both seek out the Angel Tablet, which has ended up in the possession of Castiel. Ultimately, Crowley is the one who gets his hands on it from the angel.

They meet again when Crowley attempts to keep Bobby Singer's soul to prevent the Winchesters from completing second trial to lock up Hell. Naomi comes to the Winchesters' aid and allows Bobby's soul to go to Heaven, where it belongs.

Naomi is later killed by Metatron, a fact which Crowley may or may not be aware of.

Their relationship is the second one featured to be between a demon and an angel. The first one is Castiel and Meg, which also ended in the death of the female partner, ironically by Crowley himself.

Crowley and Raphael
Crowley was initially on the side against Raphael, though not actively, by providing Castiel with souls so he could power up and defeat Raphael. Crowley and Castiel aimed to obtain more souls from Purgatory, but when Castiel turned against Crowley, the demon sought out an alliance with the archangel, and offered to help him obtain Purgatory's souls himself.

Their alliance was short-lived however, since Castiel had outsmarted them both by giving them the wrong blood needed to open Purgatory. Crowley fled the scene, just before Castiel killed Raphael.

Crowley and Bobby Singer
After siding with the Winchesters and giving them the location of Pestilence, Crowley appears to Bobby and offers him the location of Death in exchange for his soul, as Bobby predicted. Since the world is about to end, Bobby agrees to the deal and kisses Crowley to seal it. The kiss itself was photographed and shown to the Winchesters, much to Bobby's discomfort, with Crowley berating him for using his tongue.

Later on, Crowley reveals that he also restored Bobby's mobility as part of their deal. Somehow, after Bobby is killed by Lucifer and resurrected by Castiel, his soul remains in Crowley's possession, and throughout the first half of season 6, Bobby attempts to get it back.

By contacting the spirit of Crowley's dead son, Bobby was able to find out where Crowley's human bones are buried, and sends Dean and Sam to its location, so he can force Crowley to break the deal, but he insists he keeps his legs working.

The two do not interact much afterwards, though Bobby actively tries to help the Winchesters stop Crowley from opening Purgatory. Occasionally, Crowley makes flirtatious jokes about Bobby. After Bobby dies and moves on at the end of season 7, Crowley hires the reaper responsible for Bobby's soul to take him to Hell, where Bobby gets tortured but manages to maintain his humanity until he is discovered and rescued by Sam.

Just as the Winchesters attempt to send Bobby's soul to Heaven, Crowley intervenes, intent on making the Winchesters fail in their trials and to keep Bobby close. Naomi comes to the rescue and sends Bobby's soul to Heaven. This is the last time either of them mention or see each other.

Crowley and Abaddon
Abaddon was a powerful demon who sought to reclaim the throne of Hell from Crowley, whom she deemed was a 'mere salesman'. This attempt was made possible when the Winchesters kidnapped Crowley for their trials, leaving the throne vacant.

While some demons chose to join her side, others remained on both sides, hoping to see who would win. While Crowley favored deals, Abaddon did not, and canceled all crossroads deals. Abaddon also favored strength and vitality.

Upon being freed from captivity, Crowley sought to defeat Abaddon by finding the First Blade and using Dean to kill her. His plan was a success, and once he returned to Hell, he promised torture beyond any torture imagined to those who were loyal to Abaddon.

Crowley and Lilith
At some point, Crowley became Lilith's second-in-command, and presumably her lover. This led Lilith to hold any and all of the crossroad deals she chose, namely, Dean Winchester's.

This led Dean and Sam on a hunt for Lilith, in hopes that they could get her to break off the deal, if not outright kill her. The plan proved unsuccessful, and Dean was ultimately dragged to Hell at the end of season 3.

The revelation of Crowley and his connection to Lilith was revealed in season 5 by Becky Rosen, which led the brothers to finally meet him.

Crowley likely did not hold much (if any) affection for Lilith, since he accepted the Colt from Bela Talbot and chose not to pass it onto Lilith. He eventually gave the Colt to the Winchesters, and by doing so, he was fighting against The Apocalypse which Lilith had sacrificed her life to start.

Also Check out
Sam and Crowley - Crowley's relationship with Sam Winchester.

Dean and Crowley - Crowley's relationship with Dean Winchester.