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Most of John Winchesters clothes are dark plain colors. On many occasions he is seen wearing a button down shirt with long sleeve henley shirt underneath. His jeans don't look to be anything special so any worn darker wash jeans will do. He, along with Dean is also always wearing boots so...
Brands
Button downs:
-Carhartt
-Dickies
-American Eagle
T-shirts/ longsleeves /henley:
-Old Navy
-Gap
-Lucky Jeans Co.
Jeans:
Any really
-Levi
-Lucky Jeans Co.
-Lee
-Hollister
-A&F
etc...
Boots:
-Timberland
-Redwing
-Wolverine
-Caterpillar
Jackets:
-Wilson (for leather)
-American Eagle
-LL Bean (believe it or not)
-Old Navy
-Carhartt
-Timberland
Hope this helps...
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