Hello friends,

Several of you have mentioned that you find styling a denim jacket challenging, and are to the point where you don’t think you can wear one. I thought I would research that a little, and try some experiments of my own.

Since I am a visual learner, I looked at a lot of pictures of women of all sizes in denim jackets, and although I might not be the best at analyzing, I did notice a few things. First of all, denim jackets for the most part are by nature boxy. And boxy is not what we want ladies! It is not even a good look for small young people:


I did however, see a lot of people who looked really great in a denim jacket:


Now the first thing I noticed about the difference was that the second set of photos had the sleeves rolled up. Bingo! Rule #1 for styling your jacket:


I decided to try this for myself:


Hmm. I think I’m on to something.

I also saw a lot of pictures of people who were wearing baggy jackets that looked awful:


So rule # 2 must be:


The next thing I noticed was that buttoning the jacket was not a good look:


I could not find one single photo of a jacket that looked good when it was buttoned, so here is rule # 3:


After looking at so many photos, the biggest thing just seemed to be getting the proportions right. The jacket should not be too big/baggy. It should not be too long or too short. The bottom should hit you at a flattering place.

You might have to try on several jackets to find one that is flattering.

 BAD        GOOD

See what I mean?  The most flattering look seems to be a jacket that comes to your waist level or just a bit below.  So—


To recap:

  • Roll up the sleeves
  • No baggy jackets
  • Never button
  • Wear the right proportions…bottom should be around waist level

If you don’t have a jacket, here are some links to get you started looking. By the way, the one I am wearing was $19.99, so don’t think you have to spend a fortune to find a good one; in fact, I would start at Goodwill. I bet there are lots of them there. I know I have sent more than one to the Goodwill racks. 😉

Here are a few I found on Amazon. (Disclaimer: if you click and purchase, I will receive a small commission)

Womens Basic Button Down Denim Jean Jacket (Medium, MediumBlue)


Lee Women’s Modern Series Holden Denim Jacket, Gauntlet, Medium


URBAN K WOMENS Long-Sleeve Button Up Denim Jean Jacket (S-3XL)


Riders by Lee Indigo Women’s Denim Jacket, Drenched, M


I think I have convinced myself that anyone can wear a denim jacket, but it might take a little work to figure out your best look. Set aside some time and try on several jackets to see what flatters you. Use the four “rules” I mentioned. If you can’t find stores with good selections, order several online and return the ones that don’t work.

Seems like a lot of effort, but I think it is worth it, because a jean jacket is a very versatile wardrobe staple that has been around for decades and is not going anywhere.

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I would love to hear from you if you have any success finding and/or styling a jean jacket. I hope I have encouraged you to do so. If I haven’t yet, stay tuned, because I have been trying on lots of things with my jacket and will show the good, the bad, and the ugly, as usual.  This will definitely be a series!

If  you would like to see pictures of most of the outfits I have put together, click on the page for the category you would like to see. On a mobile device, click menu to access the pages. You can also follow me on Instagram@over50under20.






10 thoughts on “DENIM JACKETS”

  1. Well, I do have to say you look adorable in yours. But I have sent at least four of them to Goodwill, I have no confidence left. I think you’re quite right about the roll up sleeve, though.

      1. And speaking of making decisions, yesterday I received two jackets I ordered from Appleseed’s. After I tried them both on and thought about it, I decided the pink one would go back and possibly keep the berry colored one. Then a few hours later I decided they both would go back.

        I tried them on again this morning and am thinking about keeping both of them. Now I’m thinking I ought to save my shopping money for a shrink.

        Ladies, do you have days everything looks horrible and days you feel like a million bucks? 😀

        1. Ummm, YES! We all do. That is why I have decided that my best friend is my camera. Even a quick phone selfie in the mirror is a better judge than my eye (or my mood) 😉

  2. Great post, Susan. I positively Love my denim jackets and wear them All the time. I think it helps if you find one that is a bit more fitted. I don’t wear my white one very often because it isn’t as flattering, which I guess means I should look for another one. :0

    Thanks for linking up with Fabulous Friday!

    Jennie – A Pocketful of Polka Dots

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