Dean’s Red Plaid Shirt of Angst is really what inspired this entire project. I noticed that more often than not, when Dean was having a “moment” he was wearing this red/grey plaid shirt.
Brand: Banana Republic
BEHOLD THE ANGST (APPEARANCES in picspam-form):
In Home (1x09), Dean wears the Red Plaid Shirt of Angst when Sam tells him about his visions...
...when they talk with the current owner of their old house, and when Dean calls John...
In Shadow (1x16), Dean wears the Red Plaid Shirt of Angst for the entire episode:
In an unprecedented move, Dean wears it when he is not angsty at all in Provenance (1x19). He wears it from after they find the dead old woman, until he burns the doll’s hair and saves the day (or at least Sam and Sarah). Dean is pleased with himself:
Setting us up for its most well known appearances, Dean wears the Red Plaid Shirt of Angst for the entire episode of All Hell Breaks Loose Part 1 (2x21):
We come to the shirt’s iconic scene in All Hell Breaks Loose Part 2 (2x22), when Dean is still wearing it long after Sam’s death, as he kicks Bobby out and then performs his soliloquy over Sam’s dead body, and when he makes his deal....
...and when he hugs Sam after his resurrection...
...and when he’s trying to get Sam to rest instead of heading back into the fight:
Dean barely wears it in S3-S5, but it does still make angsty appearances. In Metamorphosis (4x04), Dean takes it out of the motel closet and shoves it in his duffle bag, as he attempts to dramatically leave Sam in anger:
I believe Dean wears it extremely briefly in Yellow Fever (4x06), in the scene where they discover that he is “haunted”:
In Sympathy For The Devil (5x01), Dean moves it out of the way in his duffle, as he searches for the information on John’s storage locker, just before Meg attacks and Bobby is injured:
In Meet the New Boss (7x01), after a full season’s absence, the shirt makes its return while Dean is fixing the Impala and listening to a radio report of Castiel killing people:
In Shut-Up, Dr. Phil (7x05), Dean wears it when he is having nightmares, and then comforts himself with a glass of whiskey and a potential hunt, while Sam tries to figure out what’s going on with him:
In How To Win Friends and Influence Monsters (7x09), Dean wears it at the beginning of the episode as they settle into the abandoned house and go over the case with Bobby – and Dean wonders if there’s any point to saving a suicidal world:
In Repo Man (7x15), Dean is wearing the shirt during the flashback to “3 years ago” when he and Sam must torture a demon in the hopes of finding information on Lilith’s lieutenants:
In Everybody Hates Hitler (8x13), Dean is wearing this shirt when he returns to the bunker after having gone on a run to check on Kevin, and he asks Sam if there’s been any word from Cas (there hasn’t) and then Sam tells him about the case he just found, which means that Dean has to go out again even though he “just got back.”: