Last time, we saw Sam and Dean still at odds after the death of John (and Azazel) at Sam's hands. Even as they hunted separately, they found themselves (and Jo Harvelle) being pulled closer and closer toward what the Yellow Eyed Demon's plans were...
Also, Gordon got 86'd by Dean. So that happened.
However, as we left off with, Sam had seemingly been possessed by a demon and had left Jo shot in the gut and Dean unconscious. Dean comes to, finding Jo in her state and rushing her to the hospital. The doctors are able to stabilize her condition, Dean getting a hard slap by Ellen when she arrives given everything with the Harvelle family's past history with the Winchesters, which Sam knows about but Dean does not due to their separation in this timeline.
Remembering when Sam told her about his fears of turning evil (since Jo was present in this universe's version of Playthings instead of Dean), Jo tells Dean about this and Dean is once more conflicted about the situation. He heads off to try and track Sam down, but gets a call from Bobby... he has Sam, or rather, he has the demon who has Sam. Bobby Singer is Bobby Singer in any timeline, and so he managed to outfox and trap the demon possessing Sam. As in the episode, Dean and Bobby figure out that Meg is possessing Sam and burn off the binding lock, casting her out and sending her back into Hell.
Afterward, Sam is recovering. Ellen has called to tell Dean that Jo is expected to make a full recovery. Sam wants to go and check on her, but both Dean and Bobby advise against it, given Ellen's attitude and how Jo seemed absolutely terrified of him before. After everything, Dean is the one to try and extend an olive branch, offering Sam his seat in the Impala once again. He accepts.
A few weeks later, things are still very tense... mostly because, in spite of everything, there are those minor things that still bug the Hell out of them about one another. They have to call Bobby in again when things go crazy, and Bobby works out what is going on. As in the episode, they face the Trickster and seemingly kill him... only for him to appear and make his fake body disappear once they've left.
More on that... much later.
After dealing with a good episode with a bad name, we get this universe's version of Heart. As in that episode, there's a clear attraction between Sam and Madison. Even so, Sam feels a little more guilty than he did in the original timeline - both his conflict about love interests in general and now with the added problem of knowing what Jo was feeling about him that has become increasingly muddied and conflicted.
However, things pretty much play out the same and end with Sam having to kill Madison by her own request.
After some time spent in Hollywood, Dean ends up in jail in order to help an old friend of their father's. Unlike the original timeline, Sam isn't in a cell with him... but is his lawyer "Roland Gunner". He's also partially able to do this because he wasn't in Wisconsin for the shapeshifter incident and thus isn't implicated in that as he was in the OT. This means very little change happens until Henriksen gets involved, but he doesn't recognize Sam... at first, anyway.
With Sam finding out where Nurse Glockner's grave is, the boys are able to get out and torch her bones before she can kill Deacon as well as making a quick getaway before Henriksen catches up - since he has no way to know which graveyard the boys went to with Mara out of the picture, but he has been able to identify Sam. Of course, now Sam is on the FBI's radar for aiding and abetting his brother in a jailbreak...
So, we've come to it at last... What Is And What Should Never Be. Would those events play out the same way as they did in the OT, what with all the changes? I'd say so. Dean's deepest wish is still that his mother hadn't died and I think that would be reflected in this. The death of John at the hands of Sam wouldn't change that and, as Dean even says in the episode, it doesn't create a perfect universe just one that is based off of that single wish. We could perhaps say that Dean might wish that both John and Mary hadn't died, but it would ultimately come to the same conclusion anyway: Dean's conscience eating at him until he did what was necessary to save the day.
That leads up to the finale for Season 2 - All Hell Breaks Loose, Part 1. Most of the beats would play out the same way: Sam getting kidnapped, Dean trying to find him, etc. There would be a couple of changes, though. First off, because of the death of Azazel, we were never introduced to Andy or his twin brother Ansem. So they are both there, along with Jake, Ava, and Lily when Sam arrives. Sam begins to try and get everyone into somewhat of a fighting force when the demons start popping up to cause trouble.
Dean, meanwhile, is having a major freak out and gets help from Bobby to try and find Sam, getting the phone call from Ash as in the OT. When they arrive, the Harvelle Roadhouse has been razed to the ground by the demons.
In Cold Oak, Lily gets killed and left hanging on a windmill when she tries to leave the town. The others are understandably shaken by this, though Sam and Jake do their best to keep everyone's spirits up. That is until a demon jumps Andy, slits its own wrist, and another demon forces Andy to feed on the blood. His psychic abilities return, so strong he can actually reach out over great distances. When Sam mentions needing to get a hold of Dean, Andy drops a line directly into Dean's mind and tells him and Bobby exactly where they are.
Also, in his dreams, Sam isn't visited by Yellow Eyes... but by a strange woman with white eyes. She shows him the vision of Azazel bleeding into his mouth as an infant as well as the death of Mary Winchester. Unlike Azazel, she does make Sam watch the entire thing as she remarks that sentiment was always Azazel's mistake. Sam, of course, is traumatized by the experience.
In a twist from the OT, Ava attempts to kill Ansem by summoning a demon. Like her, he's been here for a while and they've been mopping up the competition. Unfortunately for her, Ansem's powers prove to be too strong and he causes her to run herself through with a broken bit of wood paneling, causing her to bleed out.
Sam and the others come across her body, Ansem having managed to get away, and are understandably worried. However, things drag on a bit longer than in the original timeline. Dean and Bobby arrive and with Sam they start trying to set things up. Ansem, away from the others, meets with the woman with white eyes and accepts her gift of more demon blood. The time has come, she says, to finish this and determine who the new champion will be.
Jake reveals that he was visited in his dreams by the woman with white eyes as was Andy... and they notice, too, that Ansem has disappeared. He makes himself known pretty effectively, though, killing Jake almost immediately and casting Bobby, Sam, and Dean aside with telekinesis. Ansem offers his brother a place at his side, revealing the truth about their relationship... and Andy refuses. While he tries to use his own demon powers to fight him, Ansem overpowers Andy... and snaps his neck.
Ansem, jumped up on demon blood, rants and raves about how much power he has now and how much he will have. He promises the Winchesters that they have no idea what's coming. He picks up a rusty scythe from the bench of tools that Sam and Jake were working on earlier and presses the blade into Sam's heart. This rage allows Dean to fight against the telekinesis, pulling out the Colt and its one remaining bullet. The woman with white eyes appears, clearly put off by it, and whisks Ansem away before Dean can fire. He quickly rushes over to Sam, only for him to have his last, dying breath in Dean's arms as in the original timeline...
... and that's where we're leaving off with Part 3! Sam is dead and we seem on a crash course for the events of All Hell Breaks Loose, Part 2... or are we? The arrival of the woman with the white eyes seems to muddy things up... or does it? We'll find out more when we get into Part 4!
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