After a very very very long recap - honestly after fourteen seasons it’s amazing every episode isn’t just endless recap - we open with Dean running a bar with Pamela Barnes. She was a recurring character on the show, a psychic and one of Bobby’s contacts who became blind when looking at Castiel’s true form and later died because she’s female and on Supernatural and that’s just dangerous.
He’s having a happy time drinking booze, having no customers, not!flirting with Pamela and killing the odd vampire who shows up. And not selling his bar. This quickly replays on a loop and this is obviously Dean stuck in his headspace
And am I the only one who thinks that there’s absolutely no way Dean’s headspace bar would have country music while classic rock still exists? C’mon Supernatural you know your own soundtrack!
So to everyone else - the terrible plan of terribleness has failed and now Dean is newly possessed by the archangel Michael and there’s an army of monsters about to turn an entire city into monsters. Not an important city or big one, but Supernatural has always had a kind of rural-mid-west thing about it that it’s not going to break that now.
So then the gang throws holy oil at Dean!Michael and manage to get the holy handcuffs on him. Which… well they had a plan B I guess? They could have maybe included this in the planning? Maybe thrown the holy oil at Michael and then gone in with the spear? Or maybe it needed unnecessary gloating to work?
Michael declares that their puny handcuffs totally can’t hold him. Except they can. Or at least for the time being. But they can’t stop him summoning his growing army of monsters who begin banging on the hastily secured doors.
With no idea what to do, Sam decides to call on the Reapers. Billie, the new Death, always has a reaper following the Winchesters around because they’re both a) annoying and b) there’s grudging respect. But mainly A.
So Jessica is their currently assigned Reaper - because they’re so annoying that she’s had to assign shifts of Reapers to watch them. Jessica then explains to Sam that she’s a reaper and it’s so very much not in her job description to save people. Quite the opposite. He tries to invoke some debt the Reapers owe them but she points out the Winchesters can’t fuck things up, then fix said fuck up, then act like everyone owes them for that
I like the Reapers, they’re so very good at calling out Winchester shit
Michael pipes up to say in his world they’ve destroyed death and enslaved all the Reapers. Since people are regularly dying on his world I can assume this is either a) nonsense, b) the writers threw it in to sound ominous without thinking what it meant for their world building) or c) Archangel shenanigans
Thankfully some other mystical force gets in touch and whisks Sam, Castiel, Jack and Dean!Michael to the Winchester cave which is rather surprising but hey good use of Deus Ex. It’s also surprising to Maggie leading the extras to fight the monsters in the city - but thankfully Michael now summons those monsters to the Winchester cave so they stop destroying and recruiting
That leaves Sam & co thinking what to do next and they decide, following a previous experience with Crowley and possession. So they want to go into Dean’s head using shenanigans to snap him out of possession