TOO MANY FEELS.
From Hell’s Half Acre’s amazing repository of Supernatural wardrobe, under the “Sam’s Royal Blue and White Plaid Shirt Entry”:
Sammy likes to keep me on my toes with all these blue plaid shirts. This one is primarily blue with a simple white and black broad plaid. The plaid on the pockets runs diagonal, and the shirt does up with white snaps.
APPEARANCES:
In Swan Song (5x22), Sam wears it for the entire episode.
In The Man Who Knew Too Much (6x22), both Soulless!Sam and Hell!Sam wear this shirt in Sam’s mind.
He’s wearing the same shirt for when he literally went to Pit as when he metaphorically climbs back out of it. I mean, goddamn. GODDAMN. Between this and Dean’s 2014!Jacket, that’s some brilliant costuming there. (I TOLD you clothing was important on this show! :D)
I’m so impressed with Hell’s Half Acre for cataloguing all this. Seriously, everyone go check it out.