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10.07 Girls, Girls, Girls

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A girl is chased down an alley by [[Raul]]. He catchers her and she begs him not to hurt her. She promises to come back. He grabs her, she stabs him, and he breaks her neck.
[[Sam]] and [[Dean]] are eating in a restaurant and Sam is looking through the paper for a case. Dean says there isn't a case, that they stopped to get a good steak. When Dean's phone start “blowing up”, Sam grabs it to see what is going on. He discovers that Dean has a dating app, and that they came here so Dean could hook up with a woman. It turns out that the woman, Shaylene, is a hooker, and she is willing to trade sex for Dean's soul.
[[Castiel]] and [[Hannah]] continue to track down angels and return them to heaven. Hannah takes off her clothes to take a shower. Castiel is confused, and Hannah wants to know if her nakedness bothers Cass. As they are checking out of the hotel, Hannah is confronted by her vessel's ([[Caroline Johnson]]) husband, [[Joe Johnson]]. He wants to know why she left, so Hannah explains that she is having an affair with Castiel. When Joe doesn't believe her, she kisses Castiel, and then the two of them leave.
Dean wants to help Shaylene, so Sam and Dean set a trap for her pimp, who is a demon. After catching him in a Devil's Trap, Sam and Dean question the demon to find out how many girls are involved. Before he can answer, Shaylene kills the demon in a fit of anger so the Boys have to track down clues elsewhere.
Meanwhile, [[Rowena]], who first appeared at the end of [[Soul Survivor]], arrives at the brothel where the sex for souls trade is headquartered. She kills Raul using an ancient hex, and then she invites the working girls to come along with her. Rowena wines and dines the two hookers in an attempt to get them to join her coven. She explains how the Grand Coven threw her out because her magic was too extreme so she was banned from taking students and forming her own coven, however, she wants to be their mentor. They agree, and as the leave the restaurant, Rowena kills the waiter.
In Hell, Crowley finds out about the sex for souls trade from [[Gerald]]. Crowley is not pleased. He proclaims the sex trade is tacky and wants it cleaned up. [[Gerald]] tells Crowley that a witch killed Raul.
When Sam and Dean find the brothel, they discover the gruesome body of Raul. When Sam finds a hex bag, they conclude that Raul was killed by a witch. The Boys research the hex used to kill Raul, and they discover that a witch, by the name of Rowena, created it, and she was the only one that every used it. Sam and Dean then investigate the dead waiter, who died in a similar manner. After talking with other hunters, who are aware of other such grisly murders in fancy hotels, Sam and Dean decide to check out all the 5 star hotels in the area.
Meanwhile, [[Cole Trenton]] tortures a demon to find the location of Dean Winchester.
Hannah feels bad about lying to Joe because she didn't want to hurt him. Castiel reassures her that she did the right thing because Joe had to move on. Castiel explains what happened to [[Jimmy Novak]], but Castiel concludes that the mission always comes first. However, Hannah decides that the right thing to do is to return to heaven and let her vessel go back to her husband. This leads Castiel to look up Jimmy Novak online.
As Rowena begins training her new coven, demons arrive to nab Rowena. The Boys interrupt the capture and kill the demons. When the confront Rowena, she uses an attack dog spell on one of the hookers as a diversion. Sam fights the “attack dog” girl while Dean chases after Rowena. Dean catches her in an alley, but then Cole catches Dean, in a standoff of guns. Cole tells Dean to drop his weapon, and when he does Rowena runs away.
Dean apologizes to Cole for the last time they met. Cole says he researched demons, but he is shocked when the holy water he throws in Deans face doesn't burn him. Dean says he isn't a demon anymore, but Cole thinks Dean is still a monster. They fight, and a very human Dean is still able to overpower Cole. Dean grabs his gun and points it at Cole. Cole wants Dean to kill him, but Dean refuses. Dean wants five minutes to explain to Cole. He hands his gun to Cole and says if Cole doesn't like what he hears he can kill Dean. Dean explains that he hunts monsters and that Cole's father was a monster. Dean tracked Ed Trenton back to his house and Dean killed Ed so he wouldn't kill Cole and his mother.
Back in the hotel, Sam manages to throw attack dog girl in the closet where she dies from the spell. He then arrives in the alley and comes up behind Cole, who is pointing a gun at Dean. Dean asks Sam to put down his weapon. Sam trusts Dean so lowers his gun. Dean empathizes with Cole's situation, and he understands how circumstances can blind someone and make them do things they normally wouldn't. The people that love Dean pulled him back from that dark edge. Dean thinks that he is past saving and that he will die by a gun or blade. Will Cole be the one to end it? Sam then reminds Cole about his family, and Cole hands the gun back to Dean.
After Cole leaves, Sam wants to know if Dean really believes he is past saving. Dena says he just told the guy what he needed to hear. Dean turns to walk away, and Sam follows.
Gerald was tracking Rowena, and he captured her after she escaped the Winchesters. He locks her up in Hell and then tells Crowley who goes to meet her. Rowena taunts Crowley, and in shock, Crowley responds, “Mother?”

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