When a pompous internet-based journalist goes missing in some tourist-trap Mystery Spot, Our Intrepid Heroes have little choice but to investigate his disappearance and proceed to break into the place after hours to wave their little doohickeys around. Unfortunately for them, the situation deteriorates rapidly when the Spot"s owner shows up with a shotgun, and Dean ends up taking a couple of rounds to the chest before dying in Anguished Sammy"s arms.
And then Sam wakes up. And it"s the same day all over again, because Darling Sammy"s caught in some sort of time loop that keeps shoving him back to 7:30 in the morning on a neverending Tuesday in which Dean keeps dying and dying and dying some more, no matter what either of Our Dear Boys does trying to prevent it. Sam endures more than a hundred of these Tuesdays -- during which Dean walks into the path of an elderly driver, gets squished by falling desk like he"s The Wicked Witch beneath Dorothy"s farmhouse, chokes on a sausage ["Hee." -- Joe R], slips in the shower, munches down on a bad taco, electrocutes himself, inadvertently takes a Sammy-driven axe to the head, and elicits the chompy wrath of an irritated puppy, among other delightfully gruesome demises -- until the entity responsible for all of it slips up and accidentally reveals himself through his choice of super-sweet condiments. Yep, The Trickster from last season is back, and he decided to screw around with Sam"s gargantuan cranium for a little while with all of this Groundhog Day stuff. When Sam threatens to poke The Trickster with a stick, however, the devilish villain agrees to call the whole prank off, and with a snap of his fingers, he sends Sam and Dean forward into Wednesday.
Or does he? Dean ends up dying again anyway, and apparently for real this time, thereby hurling poor Sam into this epic, months-long quest for vengeance, or whatever, but in the end, it turns out The Trickster never really stopped screwing with Sam in the first place. And after imparting A Very Important Lesson about The Dangers Of Obsession upon The Ginormotron, The Trickster snaps his fingers once more, and Darling Sammy wakes up on the real Wednesday, reunited with his never-dead brother. Mind fuck!