Tammi reveals Ruby was once a witch who sold her soul to her. After Dean manages to kill Tammi with Ruby's knife , she tells him all demons were originally human, but during their time in hell they lose all trace of their humanity, but she has retained some of hers and wants to help humans. Ruby reveals to Dean that she can't save him from hell, but that she needs his help to prepare Sam to fight the demons after he is gone.
While the boys are under siege from demons while in a police station, Ruby shows up, able to get in through a salt line damaged unwittingly by the deputy. She tells them that demons are from Lilith , Sam 's demonic rival from "the west," and tries to convince Sam that the solution is a spell she knows that will "vaporize" all demons within radius - including herself.
However the spell requires the sacrifice of a virgin. Nancy volunteers but Dean is vehemently against the plan, instead he convinces Sam that they need to just open the doors and fight off the horde themselves.
Exasperated, Ruby leaves. After the boys have escaped, seemingly victorious over the demons, Ruby turns up at their motel room and tells them to turn on the television, where they find out that everyone left in the police station was killed by Lilith. When Dean says that they have tried and failed everything to get him out of his deal , Sam says that they haven't tried taking Ruby up on her offer to help them save Dean and suggests that they summon her to hear what she has to say.
His hopes are dashed when Dean reveals that Ruby had told him in private that she cannot actually save him.
They do not summon her and she does not appear in the episode. In a last-ditch attempt to save Dean from his deal , Sam summons Ruby against Dean's wishes in order to attain her knife to use to kill Lilith. Ruby admits that she has known all along that Dean's contract is held by Lilith and that she had meant to keep this information from Sam until she was sure that he was desperate enough to listen to her plan; she tells him that she has never actually lied to him.
Advising him not to go up against Lilith with her knife alone, Ruby tells Sam that he contains the power necessary to defeat Lilith and in doing so save Dean, and tries to convince him to accept her help so that she can teach him how to use this power in time to save Dean.
However, she gets embroiled in a heated argument with Dean, who believes that she is tricking Sam and trying to get him to turn evil, culminating in Dean hitting her. An enraged Ruby then attacks both him and Sam, but during the struggle, is lured into a devil's trap by Dean, who also steals her knife. Ruby becomes increasingly furious as she is left in the devil's trap, and screams that since Dean is apparently too stupid to live for not listening to her, he deserves to go to Hell and that she wishes she could be there to see him be tortured and hear him scream.
Ruby eventually escapes the devil's trap through unknown means and tracks the boys to the house where Lilith is tormenting a family. Ruby wants to take her knife and leave with Sam to cut her losses, insisting that it is too late and there is no hope for Dean now, but is forced to join them in fleeing into the house when Lilith's demons appear and give chase. On entering the house, Ruby, Sam, and Dean find the little girl Lilith was possessing is human again. Sam turns to Ruby for help again, but she says it is too late to master his powers in time to save Dean.
As the hellhounds come for Dean, the boys barricade themselves in a room. Dean, who is able to see the true face of demons, realizes that the woman formerly possessed by Ruby is now possessed by Lilith, who says that she has sent Ruby "far, far away. Dean and Bobby find Ruby with Sam in his motel room but don't recognize her, as she is now possessing a different girl. She pretends not to recognize them either, first acting as though they are delivering a pizza she ordered and then asking if Sam and Dean are "together" after Sam pulls Dean into a hug.
She gets dressed and leaves after telling Sam to call her; when he calls her Kathy to keep Dean and Bobby from finding out who she is, she feigns disappointment and "corrects" him, saying that her name is Kristy. The state of Sam and Ruby's dress or lack thereof and the bra Dean finds left behind in the room hints that they have started up a sexual relationship while Dean was gone. However, Sam lies to Dean by telling him that Ruby hasn't come back since Dean's death. Ruby turns up again at the diner where Sam discovers a number of dead demons and one blinded survivor.
After Sam exorcises the survivor through sheer concentration, Ruby walks up to him and comments that he is getting more adept at using his psychic powers. She tells him that she has no idea what's going on with the other demons nor with Dean's miraculous return. She rejects his suggestion that a demon pulled Dean out of Hell , telling him that no demon—not even Lilith —is powerful enough to pull a soul from Hell and return it to its body so easily; it must be something she has never seen before.
Ruby asks if Sam is going to tell Dean about what they've been doing. She is unimpressed with his reply when he says he just needs time, and warns him that Dean will find out soon and he'll be angry if Sam doesn't tell him himself. Although she personally dislikes Dean, she acknowledges how important the brothers' bond is to Sam and suggests that she step back so that she doesn't get in-between them.
Sam, however, insists that they keep going, even though he still isn't completely certain of Ruby's trustworthiness. Ruby appears to Sam when he is off on his own to get Dean food. Since the previous episode, she has heard rumors that Dean was saved by an angel. She asks Sam if that's true. He thinks so, and Ruby suddenly decides to leave. Sam stops her and asks what's wrong and she explains that angels will kill her just for being a demon , even though she's helping them in the war against Lilith.
She tells Sam that she doesn't know much else about angels; she's never met one and she's never wanted to, seeing as how she's terrified of them. Ruby warns Sam to watch out and then takes her leave. Ruby appears briefly at the beginning of the episode when she drives up to Sam and Dean 's motel room at night and lets Sam into her car for a secret rendezvous while Dean is asleep.
She asks if he is ready, which he confirms. Ruby oversees Sam using his demonic powers to exorcise a demon they captured when he refuses to divulge Lilith 's location and taunts Sam about the shady things he is doing with Ruby. As Sam is untying the demon's still-living meatsuit , Ruby is pleased to learn that Sam's powers have advanced further so that he can now exorcise demons without headaches.
When Dean confronts the couple on having witnessed Sam using his powers, he demands to know who she Ruby is, prompting Ruby to greet him in a familiar manner and making Dean realize who she is. Ruby is almost killed by Dean with her own knife , but Sam saves her life when he intervenes and takes her knife from Dean.
She takes advantage of Dean's being distracted by seizing him by the neck and slamming him up against a wall, only reluctantly releasing him when Sam demands that she does.
Sam then has her leave to help the meatsuit from earlier out to the car and take him to a hospital. Later, Dean is angry enough at Sam for using his powers that he tells him to go fight demons with Ruby instead of with him. When he tells Sam that she has tricked him into using his powers, Sam defends his choice by saying that he has saved more people's lives with them than he and Dean could in a year; Dean isn't so sure that this isn't just what Ruby wants Sam to think.
At the end of the episode, having seen what the rugaru Jack Montgomery went through, Sam chooses to stop with "everything" he has been doing with Ruby, seeing that his powers are like playing with fire. In flashbacks set after 3. She and another demon overpower him when he walks into his motel room, drunk. She reclaims her knife from Sam and tells him that she had been in a particularly "nasty" part of Hell before Lilith released her on the condition that she find and kill Sam.
Ruby goes back on her deal by killing the demon with her instead. Frustrated by Sam's unresponsive behavior, she describes how she has been tortured by an angry Lilith for helping him and all the risks and sacrifices she has made just to get back to him.
However, he is unmoved; once she admits she can't save Dean's soul from Hell, he orders her to get out of the woman she is possessing and leave him alone. She depossesses the secretary, but then possesses a coma patient—a Jane Doe whose soul has already left her body and crossed-over—who has just been taken off life-support and returns to Sam in this more acceptable meatsuit.
Ruby tells Sam that she heard Lilith planning something " apocalyptic -big" in Hell and offers to teach him everything she knows—including how to use his powers—so that he can take revenge on Lilith, but only if he promises to be both patient and sober; he readily accepts. He is unsuccessful at first in exorcising demons, and becomes even more despairing. Ruby tells him that she remembers how it feels to lose a loved one and that the pain of losing Dean will get better with time, then seduces him.
Soon afterward, Sam finds omens that he believes will lead him to Lilith. Ruby tries to stop him, warning him that Lilith will kill him instead of the other way around and telling him that this isn't what Dean would want, but he threatens to kill her own knife to stop her from interfering anymore. Sam walks into a trap and is attacked by two of Lilith's minions.
Luckily, Ruby has followed him there and she rescues him by killing one demon with her knife. She is overpowered by the second demon, who taunts her about the torments she will go through once she's taken back to Hell. Much to Ruby's surprise, Sam saves her by successfully using his powers for the first time in exorcising the second demon. In the present, Ruby informs Sam and Dean that a woman called Anna Milton is being pursued by demons.
Once they find her, she returns to tell them that they have to go immediately because a powerful demon Alastair has followed them, but her arguing with Dean delays them until it is too late to flee. She tells Sam to use his powers to exorcise Alastair right away before he kills them all, and is horrified when they have no effect. While Dean fights Alastair, Ruby takes Anna and the two of them vanish, causing Dean to suspect that she used them to find Anna and then kidnapped her for nefarious purposes.
Sam doesn't believe it and Dean asks him why he trusts her, leading Sam to explain how she helped him while Dean was in Hell. After he finishes, Ruby turns up in person, possessing a maid at the motel where Sam and Dean are, to convey the address Anna is as well as a warning that demons are closing in on them. We can make that work for us. It works for us too! The dynamic between an angel and a demon on a TV show has successfully been explored in Good Omens , but a Supernatural version will have years of lore at their disposal, plus the added bonus of two actresses who are already friends.
Anything to keep us distracted from the impending final episode, for which there is not enough pie in the world for us to cry into. Airing Mondays at 8 p. By Angie Dahl Published Mar 28, Share Share Tweet Email 0. Sam was unwilling and instead went off to try and kill Lilith, only to walk into a trap.
Ruby arrived and tried to save Sam, but she was quickly overpowered by the other demons. To save her, Sam actually did access his powers and managed to exorcise the demon. Afterwards, he began to go with Ruby's methods, thus beginning his demon blood addiction. Upon Dean's return in "Lazurus Rising," Sam went to Ruby to ask about why the demons were so scared, and Ruby revealed that no demon freed Dean from Hell, saying it was something much more powerful.
It was revealed to be the angel Castiel. In "Are You There, God? It's Me, Dean Winchester," upon Sam telling her about the angels, Ruby went into hiding, afraid they would kill her. In "In the Beginning," when Sam once again slipped away from Dean to meet Ruby to exorcise another demon, Castiel took Dean to watch this near the climax, to warn him that his brother was now walking down a slippery slope.
Immediately afterwards, in "Metamorphasis," Dean burst into the place furiously and a small fight broke out between him and Ruby. Ruby managed to knock Dean down, but Sam broke up the fight, and Ruby left the two brothers to settle the matter. She tried to encourage Sam to use his powers on him, but Alastair proved too powerful and she was forced to flee, taking Anna to safety. She later possessed a maid to inform the brothers where she was keeping Anna. Back in her regular body, they met up, when Uriel and Castiel arrived.
Terrified of the angels, Ruby backed away. In "Heaven and Hell," with Castiel and Uriel revealing that they had orders to kill Anna, Ruby agreed to help the Winchesters to try and restore Anna's grace. In the process, she was kidnapped by Alastair and tortured by the brutal demon for information, finally breaking so he would arrive the exact same time the angels did for Anna.
Ruby managed to recover from the torture, but didn't find the process pleasant. In "Criss Angel Is a Douchebag," Sam finally contacted Ruby, deciding to completely go along with her plans because he doesn't want to keep doing this for the rest of his life. This caused his addiction to only get worse, however. By now, the demon blood was seriously changing Sam, causing him to become arrogant and cold in personality. In "On the Head of a Pin," Ruby once again appeared to Sam to help him find where the angels had taken Dean and make certain he was near full power.
In this state, Sam was able to kill Alastair, but by now, his addiction had gotten to the point where, in "The Rapture," he actually killed a demon's vessel so he could drink the demon's blood after he began experiencing withdrawal symptoms.
As such, Dean and Bobby locked him in Bobby's panic room to detox. In "When the Levee Breaks," Sam managed to escape and again went to Ruby, now well over the limit and actually only borderline human. Dean tracked him down and tried to talk him out of it, but Sam couldn't be shifted.
Furious at what Ruby had done to his brother, Dean attacked her, but Sam attacked Dean. Empowered by the blood, he beat his brother and almost choked him to death before leaving with Ruby.
During "Lucifer Rising," Ruby convinced Sam to outright murder a innocent woman possessed by a demon so that he could drink all the blood in order to be ready to kill Lilith and thus prevent the Apocalypse.
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