Dean acquires yet another plaid shirt in S9. This one is a broad charcoal and grey plaid with grey buttons.
In Stairway to Heaven (9x22), Dean wears this shirt from when he starts interrogating Cas’ angels to find the truth behind the suicide bombings until the end of the episode.
In Do You Believe in Miracles (9x23), Dean continues to wear it for the entire episode.
In Girls, Girls, Girls (10x07), this shirt has been laundered well. Dean wears it when he and Sam go to the hotel to track down Rowena.
In About a Boy (10x12), Dean wears this shirt at the end of the episode when he and Sam see Tina off at the bus station.
In Inside Man (10x17), Dean is wearing this shirt at the end of the episode, when Sam gets home from his secret mission.
In Dark Dynasty (10x21), Dean wears this shirt in the Bunker once they get back from Omaha. He keeps it on until the end of the episode.
In The Prisoner (10x22), Dean is still wearing this shirt at Charlie’s funeral.
In Celebrating the Life of Asa Fox (12x06), Dean wears this shirt from the beginning of the episode until they get cleaned up for the wake. (note: the patterning is a little different than my reference pictures, but the plaid is similar enough that I’m calling this the same shirt, even though it’s a slightly different duplicate.)
In The Thing (13x17), Dean wears this shirt at the end of the episode when he and Sam return to the Bunker and find Ketch with Gabriel, and Dean decides to go to the Apocalypse World.
In Bring ‘Em Back Alive (13x18), Dean continues to wear this shirt for the entire episode.
FATE: It gets severely blood stained when Dean is slain by Metatron while wearing it, in Do You Believe in Miracles (9x23).
In Bring 'Em Back Alive (13x18), Dean gets shot in the right shoulder while wearing this shirt.