5. Tall Tales
Why it's on the list: This is another of one of my all time favorite episodes. It's the introduction to the beloved Trickster and all his delightful pranks. This is an extremely clever script, using a ploy that is not new to television, but oh so new to Sam and Dean, showing the same scene from their different perspectives. The trickster's pranks actually end up from a humor standpoint paling in comparison to Sam and Dean's recollections of each other's behavior during their investigation. Sam sees Dean ruining the case by hitting on a local whore while Dean sees Sam all prissy, talking to him with only "blah, blah, blah" while he makes good with a sophisticated classy chick. Sam remembers Dean stuffing his face so full of caramels that he has chipmunk cheeks, and Dean remembers Sam telling a college student that he's a "brave little soldier" before giving him a huge hug. "You're too precious for this world."
Favorite scene: This makes top two of my favorite scenes in the entire series. A college student, a dick, is chased by a bright light in the sky one night on campus. Suddenly he's beamed up into the light. He's clearly traumatized by the whole ordeal but tells all to Sam and Dean anyway. Both are trying hard to keep their sympathetic faces, but their laughter breaks through once in a while anyway. The kid was probed, again, and again, and again, and again, and again, and one more time. Then Dean opens the door. "What, did some alien make you its bitch?" "They made me...slow dance." Next thing Chris Deburgh's "Lady In Red" is blaring in the background, the disco ball is gleaming, and this kid is getting grouped by a she-alien as they sway to the music. I still fall in the floor in a fit of hysterics every time I see this scene.