Clothing Catalogue

Ever wonder how many times Sam or Dean have worn a particular shirt? How often they buy new clothes? Or just how good their stain-removal/tailoring skills are? Or how about how many times Dean has had to borrow Sam or Bobby's clothing?

If Clothes Could Talk by hells-half-acre catalogues all shirts/jackets/unique t-shirts worn by Sam and Dean Winchester during the series. Currently, the project is complete for seasons one through twelve.

Kerry Weinrauch is the key costume designer for Supernatural. Previously in the job was Diane Widas.

Sam's coat catches fire in 3.03 Bad Day at Black Rock

Clothes Sorted by Type (includes thumbnails):

Clothes Sorted by Season:

Clothes Sorted by Winchester:

Clothes Sharing

We finally see the boys do laundry in 4.18 The Monster at the End of This Book

There have been a few times that Dean has had to wear either Sam or Bobby's clothes, most notably in 4.01 Lazarus Rising when Dean arrives back from Hell without immediate access to his former belongings.

The Charcoal Hoodie - possibly the most referenced occasion in fandom, in 1.12 Faith Dean arrives at the motel wearing a charcoal hoodie after discharging himself from the hospital. It is the only time in the series that we see Dean wear a hoodie and there was much speculation that it actually belonged to Sam. Indeed, in 2.12 Nightshifter, we see Sam wearing possibly the same hoodie. The hoodie has even given rise to a fanfic community focusing on Hurt/Comfort stories about Dean called Hoodie Time.
Sam's Brown Corduroy Jacket
Sam's Red and Light Grey Medium Plaid Shirt
Bobby's Long-Necked Henley
Bobby's Heavy Tan Shirt

Notable Clothing

A few articles of clothing have stuck out in fans memories over the years, besides the The Charcoal Hoodie. Sometimes for good reasons, such as becoming an iconic character accessory, and sometimes for not-so-good reasons...

Dean's Leather Jacket (or see the If Clothes Could Talk entry)- Dean's iconic leather jacket that he inherited from John. Stolen in 2010. (A good replica currently at $470[1]).
Dean's Red Plaid Shirt of Angst - nearly every time Dean wears this shirt, he ends up in tears.
Sam's Superhero Hoodie - Sam's most iconic hoodie/jacket.
Sam's Weird Red Flower Shirt - sometimes referred to as Sam's Maternity Shirt, this shirt is hated by some and loved by others, and perplexes everyone. Last seen in Bobby's memories in 7.10 Death's Door.
Sam's Grey "Heart" Shirt - an example of continuity errors in wardrobe, Sam supposedly shot Madison in 2.17 Heart while she was wearing this shirt, only Sam then begins to wear it again a season later in 3.06 Red Sky at Morning.
Unique T-shirts including Sam's whippet t-shirt
"Dean's Murder Shirt" - It's called the Red Carhartt in the catalogue, because before the Mark of Cain storyline, it was just like any other shirt. Many fans dubbed it the Murder Shirt when it Demon!Dean and MoC!Dean seemed to develope a preference for wearing it.
"Dean's Bisexual Plaid" - Some fans pointed out that this soft-purple plaid shirt was in the colours of the Bisexual Pride flag. The first version, as seen in season 10, is the Scotch & Soda Plaid Work Shirt Slim Fit in Burgundy.^[1]

Charts and Graphs

Total Clothes Owned per Season:

Starting in S2, we get to see how many new clothes Sam and Dean purchase each year...
(These graphs are based only on the clothing we see in the season, and does not include the clothing that remains packed)