When a show has been on the air for 15 years, chances are high there are a few weird episodes plugged in somewhere. With a show like Supernatural - which reveled in pushing the envelope with odd and often meta episodes - there are more than just a couple.
From playing themselves acting in the show Supernatural, to suffering through a Groundhog Day, and even getting animated and teaming up with Scooby-Doo, these are the strangest cases Sam and Dean ever worked.
The show's most meta episode by a mile (which is saying something coming from a series like Supernatural) is "The French Mistake." In order to lose the angels and demons that are looking for them, Sam and Dean are pushed into another universe where Supernatural is a minimally viewed but passionately loved series, and the two play themselves - Jared Padalecki and Jensen Ackles - who are the actors on the show.
The episode pokes fun at Ackles's previous acting gigs on soap operas and the fact that Padalecki married Genevieve Cortese - who played the demon Ruby in Season 4 - in real life.
Dean gets infected with a ghost sickness that makes him increasingly more afraid of everything around him. He begins by questioning why he and his brother hunt monsters, and if they might be nuts, then refuses to stay at any hotel that isn't on the first floor because he's afraid of heights. As the episode progresses, he refuses to use a firearm and screams at the top of his lungs when a cat scares him in a warehouse.
The episode also features the song "Eye of the Tiger," and to get full use of their money, there's a stinger after the episode of Jensen Ackles lipsyncing the song while the cast and crew laugh.
The Trickster's finest hour is Season 5's "Changing Channels." This time, the brothers are shoved into a TV land where they are forced to play specific roles to stay alive. The shows range from a cheesy '90s sitcom; to a Grey's Anatomy knockoff called Dr. Sexy, M.D.; to CSI; and even an STD commercial.
The Trickster's message this time is that the boys need to take what they've learned playing their roles in the shows and accept their destined roles in life - Sam as Lucifer's vessel and Dean as Michael's - and let the coming apocalypse run its course.
Any show that's been on the air as long as Supernatural has to do an obligatory Groundhog Day episode, and that's "Mystery Spot."
Another one of the Trickster's ploys, Sam is forced to watch Dean perish over and over again as he relives the same day and fails to save his brother time and again. The Trickster wants to show Sam that no matter what he does, he won't be able to stop Dean from going to hell at the end of the year.
It's a weird episode with a surprisingly dark message - right where the show butters its bread - that'll also manage to get Asia's "Heat of the Moment" stuck in your head.
Sam and Dean learn that their dad kept a storage unit full of cursed objects - but only after they're notified that someone broke in and stole something. The missing item turns out to be a rabbit's foot that gives the owner amazing luck, but once it's lost, that person's luck turns so bad they end up deceased.
Unfortunately, Sam grabs the foot and it's stolen shortly after, leading to a number of comical moments as Sam's luck gets progressively worse.
