|Actor|| Adam Groves (6.04)|
Theo Devaney (9.21 & 12.13)
|Dates||???? - 1723|
|Occupation|| Ship Captain|
Prince of Hell
|Episode(s)|| 6.04 Weekend at Bobby's|
9.21 King of the Damned
12.13 Family Feud
The ship went down? Well, that's a good fit with the rest of my life.
– Gavin MacLeod, 9.21 King of the Damned
Gavin MacLeod was the Scottish son of Crowley, when he was a human named Fergus Roderick McLeod, and the grandson of Rowena MacLeod. He and his father hated each other, in life and in death, which stemmed from Fergus being an abusive alcoholic to Gavin. Gavin originally left Scotland for America in 1723, and died when his trading ship went down off the coast of Massachusetts. However, Abaddon traveled back in time to 1723 and brought him to 2014 to use as leverage against Crowley. After reconciling, the two soon develop a closer bond and after learning of Crowley's status as King of Hell, Gavin discovers his title as Prince of Hell. The consequences of Gavin not being on the ship in 1723 caused his girlfriend, Fiona Duncan, to stow away on his ship and be subjected to abuse and die on the journey, becoming a murderous ghost in 2017. After learning what became of Fiona, Gavin willingly goes back to 1723, putting the timeline back to the way it was meant to be.
While helping Rufus Turner bury the body of an okami in his lot, Bobby tells Rufus about Crowley's real name and his affinity for a specific type of scotch, and that he plans to look for more information in Scotland. Rufus reveals that he knows about the scotch, and what part of Scotland it's from, and tells Bobby he has contacts in Scotland and offers to make some calls.
Rufus later reveals what his Scottish contacts found out about Crowley. His real name was Fergus Roderick MacLeod, and he was born in Canisbay, Scotland in 1661. He also reveals that Crowley had a son named Gavin, who left for America after his parents died. He captained a trading ship that went down off the coast of Massachusetts in 1723. Rufus also revealed that the wreck was found thirty years ago, and divers recovered Gavin's signet ring, which is now part of the "Treasures of the Deep" exhibit at the Maritime Museum in Andover, Massachusetts. Bobby tells Rufus he needs the ring, and Rufus tells him he's already on his way to Andover. Rufus figures out that Bobby's plan is to use the ring to summon Gavin's ghost and make an exchange with Crowley: Gavin's ghost for Bobby's soul.
Rufus gets the ring but is being chased by authorities. He swallows the ring so that police can't seize it from him as evidence. Sheriff Jody Mills is able to extradite him from Andover, Massachusetts to Sioux Falls, South Dakota for murder as a favor to Bobby. When he arrives, Rufus gives Bobby Gavin's ring. Bobby summons Gavin's ghost, who asks him if he is in Hell. Bobby and Gavin talk for an undetermined length of time, before Bobby summons Crowley.
Crowley repeats his position that he will not be giving Bobby his soul back. At this point Gavin appears, Crowley pretends to get emotional at the sight of his son, before revealing to Bobby that he and Gavin hated each other, and that Bobby picked the wrong bargaining chip and tells him to go ahead and torture Gavin. Bobby reveals to Crowley that Gavin gladly told him everything about his father. In life, Crowley / Fergus MacLeod was "nothing but a two-bit tailor who sold his soul in exchange for an extra three inches below the belt." Bobby also reveals he knows where Crowley's bones are located.
In 1723, Gavin is preparing to depart from Leith, Scotland to America to start a new life when Abaddon comes through his door, having used the blood spell to travel back in time. She proceeds to kill Gavin's friend before reciting the spell to send her and Gavin forward to 2014. Once in 2014, Abaddon uses Gavin as leverage against Crowley to conspire against the Winchesters before resuming their feud. At first, Crowley is unimpressed and restates that he and his son hate each other and doesn't care about what happens to him, but Abaddon starts testing his humanity due to his addiction to human blood by torturing and blinding Gavin until Crowley tells her to stop.
When Gavin is healed of his wounds, Crowley reveals to him that he is his father, Fergus, and that they are in 2014, though Gavin has trouble wrapping his head around time traveling. At first, Gavin denies it since Crowley looked nothing like his past self, having buried him when he died, but during their time together Gavin learns about how his father became a crossroads demon and the King of Hell by selling his soul for an extra three inches below the belt. As Gavin begins to list off all the reasons he hates his father, one of which is his illiteracy, Crowley tries to buy his favor at first by giving him the ability to read and reveals his title as Prince of Hell, which comes with plenty of perks. Gavin negotiates with Crowley, saying that if he accepts him as his father, he would keeping Gavin from going to Hell when he dies no matter his sins, which makes Crowley proud of his son. Being the Prince of Hell allows Gavin to see all the possibilities and future he can make for himself once he gets back to 1723. However, Crowley attempts to dissuade him from going back or at least keeping him from boarding the ship, only telling him that "It's not a good idea" this causes Gavin to storm off and lock himself in the bedroom.
After Dean kills Abaddon, Sam and Dean tell Crowley that Gavin needs to be sent back to his own time because of the ripple effect his being in 2014 could potentially cause. Crowley is reluctant, saying that Gavin is one misfit kid who impacts no one, but Sam says that the line on the consequences of time travel can't be crossed. He angrily agrees to the Winchesters demands, and only asks that he be able to say goodbye to his son. When Crowley enters the bedroom where Gavin is waiting, he magically slams the doors shut on Sam and Dean, who open the door to find the room empty. Crowley and Gavin are next seen in a field in undisclosed location, where Crowley reveals to Gavin that the ship he was about to board sunk on its journey. Crowley gives Gavin some fatherly advice about living in the 21st century, seeing it as a second chance for Gavin to start a better life. They say their goodbyes and go their own separate ways.
After realizing the ghost that is killing teachers originated on The Star, the ship Gavin was to die on in 1723, Sam and Dean contact Rowena to help them find Gavin's location after Crowley shuts them down. Meeting Gavin at a bus stop, he asks them about Crowley, whom he believes to be sick, only to find Sam and Dean have lied to him. Fearful of what they might do to him, he screams for help before Sam and Dean ask him to hear them out, and show him a picture of The Star before introducing him to his grandmother, Rowena.
At the museum, Sam, Dean, and Rowena show him the exhibit on The Star, which astonishes Gavin. As he goes through a binder listing all materials salvaged from the wreck, he comes upon a locket that he recognizes as belonging to the love of his life, Fiona Duncan. Sam and Dean begin looking for it among the displays, but realize that it is missing. Learning from the curator that there had been a field trip through the museum's lab earlier in the day, the four head off to the Pembroke Day School for Girls where they arrive soon after Fiona has killed a teacher, but before she kills a second one.
Gavin sits alone in the study and summons Fiona's ghost to him. He tries tell her what happened to him, while Fiona tells him how she snuck aboard The Star looking for him, only to be found out by the crew and abused and raped before disappearing. Afterwards Gavin explains to Sam, Dean, and Rowena the trauma Fiona went through, and that she won't stop her vengeance. While Sam and Dean suggest destroying the locket, Gavin can't get past all the people Fiona has killed, prompting Sam and Dean to then suggest Gavin be sent back to 1723 as a way to prevent Fiona from becoming a ghost at all. This turns out to be something Gavin had thought about and intended to go through, as evidenced by Crowley's arrival at his behest. Crowley tries to talk Gavin out of going back and possibly killing himself, but Gavin's mind is made up. He reveals to Crowley he only called to him so he could say goodbye, before leaving with the Winchesters.
At the Men of Letters Bunker, Sam prepares the blood sigil and thanks Gavin for his sacrifice. As Sam recites the invocation, Gavin grasps Fiona's locket in his hand as she appears next to him and the two are consumed in a white light before disappearing.
Later at a bus station, Crowley confronts Rowena for allowing Gavin to be sent back to 1723, describing it as not being right, even for her, and wants to know why she let him be sent to his death. Rowena called him a lovely boy and knew that Crowley cared for him despite their complicated history, but she chose to allow Sam and Dean to send him back as payback against Crowley for forcing her to kill Oskar back when she removed the Mark of Cain, making him experience the loss of a child he loved the same way she did. Rowena tells him that she, his mother, is the best person to crush his heart before departing to catch her bus, leaving Crowley to grieve for his son's death.
When Dean calls Crowley for help, he is reluctant to help at first and accuses them of sending Gavin off to die, but Dean defends Gavin's actions as being his choice. He explains the current situation with a rouge hellhound, which prompts Crowley to teleport into Gwen Hernandez's apartment and help them himself.