How to Style 1 Denim Jacket 5 Ways

As part of my Fall Wardrobe Challenge, I’m featuring a new look each week with different styles that feel so right during the Fall. I do a new look every day on Instagram with a video with tips and tricks on how to style the outfits. Each post is linked to with suggestions for your favorite pieces. Click on the photos to check them out!

5 days – 5 outfits and here’s the round up! BONUS: I took 2 EXTRA looks from my original shop your closet challenge – including the very first post in March!

I own many different denim jackets but this one is the original, the classic – the Levi’s trucker jacket in a true blue medium wash. I’ve linked the exact jacket in the app – just take a screenshot of this post and open the app to get the shoppable link. It’s called “Soft as Butter” and they have created a sustainable denim for this amazing jacket. It’s currently $69.99 which is an amazing price for a jean jacket that will last you a lifetime.

Day 1

Today’s look is a maxi dress with a pair of Frye western boots – see 2nd pic for a better look! I’ve added similar styles to the shopping post.

I can’t NOT talk about my favorite earrings from  @zodiacaa – I’m always looking for fun jewelry that is personal to me. As many of you know, I’m a proud Leo woman and these earrings just say it all!


So you may be thinking right now – I thought you shouldn’t mix denim together. Isn’t this the often laughed about Canadian Tuxedo ?

What have I said about rulebooks, dear friends? So many antiquated ideas of right and wrong. But if you’re squeamish about using jean on jean, I can give you a few words of advice… mix the washes of the different pieces. I tend to go with darker wash on the bottom because it’s a bit more slimming. This medium wash jacket therefore contrasts that dark wash. And break up the denim with your top – notice the plaid shirt keeps the two jean pieces separated.

The jeans are also Levi’s Mile High Super Skinny also linked in the post. I’m obsessed with Rails plaid shirts in their Hunter cut – I’ve linked a few of this season’s amazing colors, too! And, as always, you can find my Frye Harness boots on the post, as well.


What’s more classic than black with a denim accent? That’s why I put together this minimalist look which allows you to build on accessories and make them the stars of the show!

So I paired my classic Levi’s trucker jacket in a medium bright blue wash with a NikiBiki seamless tank top and my Level 99 jeans Janice midrise black jeans. All can be found through my post! And how cool do the black pumps look to add curves with their lift?

I went for silver accessories – also fairly minimalist but stand out with the outfit! This lariat is simple but fun. The Melanie Marie ball cuff is so sleek and looks fantastic with the jacket cuff. I always love to layer my rings, too.


What could be more comfy on a cool Fall day than a pair of (fashion) leggings and your favorite jean jacket!?!

When I say “fashion” I mean non-workout leggings. A cotton or other fabric that isn’t meant for the gym or yoga class. I love fashion leggings because they tend to be less stretchy and more tummy holding. These Lysse are my favorite brand and they fit so well for a day out walking or sitting on your couch with a mug of hot apple cider.

I prefer a longer long-sleeve shirt (like a tunic – but it can be a little shorter) for my leggings because true leggings are tight and I would rather not show a tight fabric around my “lady parts.”  And my Levi’s classic trucker jacket is a great contrast for the whole look! With the long sleeve underneath you have the option of taking the denim layer off and tying it around your waist! Super cute! 

Add yourself some cute engineer boots or docs for a sleek but fun Fall look.


How could I possibly end this without a rocker chick vibe??? 

Denim jackets are so damn versatile- they can be worn with all kinds of fabrics, including vegan leather (or let’s put it in 80s terms… PLEATHER). This is my favorite classic Levi’s trucker jacket and I’ve linked it in my posts all week long.

Can we just talk about the contrast between the denim and the red? DIVINE! That cotton, medium wash tone on the shiny brick color… dying!

Since it’s October, I threw in my skull tassel necklace to bring in the festivities. I love the length of it In regards to both the dress and the jacket. And I love a high bootie for this look – it just screams ready to strut.


Classic Levi’s Look!

Throw back to my shopyourclosetchallenge with this week’s featured Levi’s classic trucker jacket!

This is a 95% classic Levi’s look – mile high super skinnies in black and my favorite rainbow logo tee. What can be more classic than adding the Converse Chuck Taylor All Star Low Top in red? I’ve linked these products in my post so you can shop this classic look!


Throwback to my VERY FIRST  shopyourclosetchallenge post in March! My trusty Levi’s classic trucker jacket has been with me since the very beginning!

Check this post out on my post the jacket is currently on sale! The Free People dress and Dr. Martens classic boot is also linked in the post!

Follow along with me every week on Instagram ( @styledefiner) for up-to-date styling tips and tricks!

And check out my on the app (you can grab it for your smartphone!) My handle is  @thestyledefiner 

Want to define your style? Visit the  Contact page so we can set up a consult!

The author may collect a small share of sales from the links on this page.

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