The magic knife is gone, the boys are injured and there's a supremely powerful demon on the loose. It's a perfect time for Sam and Dean to bicker over Ruby's true intentions. Dean (Jensen Ackles
) wants to know why his brother trusts Lispy McGee so much, which allows us to segue into another flashback. Six months ago, Sam walks into his apartment and starts getting his ass kicked by Ruby (in a different body that possesses more acting talent -- let's call her Ruby 1.5) and another random demon. She reveals that she made a deal to get out of Hell by promising to kill him, but she has no intention of doing it. She stabs her demonic colleague instead, telling Sammy that they need to get as far away as possible.
Ruby 1.5 dared to deceive Lilith to return to Sam, but he's still not impressed. He demands that she stop possessing the nice secretary whose body she borrowed, so instead she inhabits the freshly deceased body of Ruby 2.0. You see folks, it's okay if Sam has sex with her, because the woman's spirit was gone when Ruby took over. You may be able to call it necrophilia, but you certainly can't call it rape. After leaving the hospital, Ruby 2.0 visits Sam, who wants to do nothing but drink booze and kill Lilith. She promises that she'll teach him a few tricks, but only if he sobers up and gets his act together.
Sam's first attempt at yanking a demon out of a body doesn't turn out so well, forcing Ruby to knife the guy instead. She knows that Sam is still torn up over the loss of his brother, so she decides to console him by planting her lips directly on his. Sam pushes her away in protest, but she persists, and soon convinces him to give in to his naughty desires. Cue to bow-chicka-wow-wow music while Sammy strips his shirt off and gets down and dirty with the dead girl. Dean has no desire to hear the dirty parts of this flashback, so he asks his brother to skip ahead to the less creepy stuff.
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