Bobby is checking out an old house in the dark, when he hears a noise. Investigating, he's startled when a woman dressed in white throws herself at him and screams.
A hotel maid enters a room and finds Bobby on the bed, sleeping. She tries to wake him up but discovers he's in a coma.
Sam is drinking heavily in the afternoon at a bar when Dean comes in and wonders why. Sam explains that he's given up on Dean, who doesn't want to be saved so there's nothing Sam can do for him. They're interrupted when Dean gets a call: it's the doctor in charge of Bobby's case, and they have Dean listed (under an alias) as Bobby's next-of-kin. The brothers head to Pittsburgh and talk to the doctor, who admits there's nothing they can do for Bobby. They go to Bobby's hotel room and find a hidden stash of maps, plant pictures, and an obituary of a Dr. Gregg, who went into a coma and died. Dean talks to Gregg's grad assistant, claiming to be a detective, and convinces her to tell him that Gregg was doing experiments in sleep disorders and who his subject was. Dean talks to the test subject, Jeremy Frost, who was unable to dream after a car accident. They share a beer and Jeremy reveals that Gregg gave him a yellow-colored tea that allowed him to dream for the first time in fifteen years, but the hyper-intense dream scared Jeremy and he left the project.
Meanwhile, Sam researches the plants and determines they can be used to enter someone's dream and manipulate it. The guys have no idea who might have done it to Bobby so Dean suggests they get hold of some of the plant and go into Bobby's dream. Unfortunately, the only person they can turn to is... Bela. Later, Sam is in the hotel room when Bela arrives wearing a coat... and nothing but lingerie on underneath. She grabs him and they kiss, fall back on the bed, and...
Sam wakes up. He's not thrilled at the dream and doesn't tell Dean about it. Dean says he called Bela who said she wasn't going to help... but then she arrives at the door, wearing the same coat as in Sam's dream. She's fully-dressed underneath it, though, much to Sam's relief and disappointment. She says that she's going to help them out because she owes Bobby for saving her life in Flagstaff. When Dean refuses to let her go into Bobby's dream with them, she goes off in a huff.
The brothers make tea out of the root and then find themselves in the house: Bobby's house. Sam goes outside while Dean checks around the house. Dean finds Bobby hiding in a closet and gets him out, but Bobby doesn't realize he's in a dream. Then a woman appears, bleeding from multiple stab wounds, and Bobby admits she's his dead wife. She asks why Bobby killed her and he admits that she was possessed and at the time he didn't know any other way to stop her. She comes at Bobby and he and Dean run for it.
Outside, Sam encounters Jeremy Frost, who hits him with a baseball bat. Jeremy claims that Bobby tried to kill him and now he's going to dispose of Sam. He prepares to swing the final blow... and inside, Dean convinces Bobby to wake up. All three of them are back in the real world. The guys get together and Bobby admits that the dream was true: he killed his wife. Jeremy has disappeared and Bobby tells the brothers that Jeremy was lying and his father beat him, accounting for his inability to dream. When Sam wonders how Jeremy got something personal of Bobby's to make the dream connection, Bobby admits he had a drink with the student. Dean realizes he had a beer with him earlier as well.
Two days later, Dean and Bobby are mainlining caffeine while trying to get a lead on Jeremy. Even Bela is helping Bobby out, even if he's a little puzzled about her references to Flagstaff. Finally an increasingly jittery Dean realizes there's nothing they can do and pulls over so he can sleep and take on Jeremy in the dream world. Sam insists on going along with him and goes to sleep as well.
The guys jerk awake and wonder why nothing's changed, and get out of the Impala to look around. A light spots down from the trees, highlighting... Dean's old girlfriend Lisa. She invites him over for a picnic lunch before they go to pick up their son Dean. Dean doesn't remember ever having this dream, but then "Lisa" flickers and disappears. They spot Jeremy and chase him into the woods, but get separated. Dean ends up in a house with tree wallpaper and a door atone end that opens for him. Inside he finds himself face-to-face with... himself. Dean is unimpressed until his doppelganger starts talking about how Dean is dead inside. Dean tries to make his doppelganger disappear but nothing happens.
Meanwhile, Sam wakes up back in the Impala but Dean has been replaced by Jeremy: Sam is still dreaming. Jeremy attacks him with a baseball bat and explains that he was hooked on Gregg's drug until the professor cut him off. Jeremy immobilizes Sam and prepares to beat him to death.
The doppelganger Dean taunts the real one about how their father always loved Sam and only used Dean as his "blunt instrument." Dean grabs a shotgun and kills his doppelganger, but it comes back to life and acquires demon eyes, and warns Dean that this is what he's doomed to become. In the woods, Sam gets Jeremy to hesitate while he points out one thing: Sam took the same drug. He causes Jeremy's abusive father to materialize, distracting him long enough for Sam to kill him with the baseball bat. In the real world, Jeremy dies of the psychic shock, while Dean and Sam wake up in the Impala.
Later, Sam explains to Bobby what happened. Bobby wonders if Sam's psychic powers helped out but Sam says he doesn't think so. Bela has disappeared and Bobby still can't figure out what's going on as he never saved his life. However, they soon discover that she stole the Colt out of their hotel safe.
As the brothers head out of town, Dean denies that anything exciting happened in his part of the dream. He does say that he has decided he doesn't want to die, and Sam agrees to help him find a way out.
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