
Hey guys, my brother asked me to write this article and find some clothing styles that would work from a woman’s perspective.
I know a lot of women, including myself, who are big fans of the show and it would be neat to have some references if you ever want to dress like Dean Winchester, but still look feminine.
Clothing Purchasing Guide
We recommend:
Close Match: Lock and Love Jacket (Brown)
Close Match: Women's Plaid Flannel Shirt Long Sleeve
Close Match: Womens High Waisted Jeans
Close Match: Women's Lace-Up Combat Boot
Close Match: Casio Baby G Wrist Watch
Jackets, Shirts, Jeans, Boots, & Watch
Fem Dean's style overview:
- Brown leather jacket
- Vintage bootcut/straight leg jeans
- Brown boots
Jackets for a Female Dean

Let’s start with his leather jacket. It’s iconic. It is probably the first thing that comes to mind when I think of Dean Winchester’s style.
I found this LL faux leather jacket. It’s a women’s fitted style, but still brown and distressed like the jacket Dean wears on the show. I think this is a great pick because it has the style that Dean wears, but with a definite female style.
I also found this lambskin leather blazer that is very similar to Dean’s. This one isn’t fitted like the LL one, but is definitely still a woman’s jacket. It would be a good pick if you are looking for a more exact look to Dean.
Another common jacket that Dean wears is an M65 Field jacket. I found this utility jacket. I really like this option because it has a very comparable feel to Dean’s, but with the fitted look, it's much more feminine.
Fem Dean Shirts

Dean’s shirts: A common shirt that he wears is a Dickies work shirt. I found this affordable shirt, although it is not the Dickies brand, it is a great replica of what Dean wears quite often.
Another shirt is the thermal Henley. Both the thermal and the button up work shirt come in a variety of colors. Though I’m not sure you would normally find Dean wearing hot pink or coral, at least they have some variety to choose from 😉
Fem Dean's Jeans
Next up, Dean’s jeans: Diesel jeans are a very good match to what Dean wears quite often. I chose two pairs of jean styles that I thought could work.

The first one is Koinshha and they are a boot cut, darker wash. These are a perfect female match to something Dean would wear on a regular day. They go great with boots, but are still slimming in the right areas.
The other pair of jeans that I chose are a different brand and style completely. They are a vintage wash, skinny jean. Now I know that Dean never wears skinny jeans—but I thought this was a good alternative for a definite feminine look that still looks great with boots.
Feminine Boots & Accessories
Speaking of boots… Dean’s shoes: Boots. I’m pretty sure that’s always what he is wearing.
I found these Amazon essentials combat boots for a very good price. These look great for a Winchester look and they would pair well with either of the pairs of jeans that I found, depending on what kind of look you are going for, exactly.
Dean’s accessories: As far as these go, most of his “accessories” can be unisex, i.e. his ring and necklace.
But I did find a women’s watch that I think is a good match. Men’s watches are usually quite large and wouldn’t work too well for most women. This Baby-G ‘Dual Illuminator’ watch is a good pick because it is durable, yet definitely for a woman.