One Plain Denim Jacket, 7 Bangin' Fall Outfits That Don't Fail

There are certain basic pieces most of us all have in our wardrobes. Yes, I’m clearing talking about staples like black ankle boots and white T-shirts, but there’s another fall must-have that will always be a front-runner. That’s right, the trusty denim jacket. You know it, you love it, but alas, the seemingly "plain” item can feel a bit stale if you’ve tossed it on with the same casual fit for years.
But don’t be alarmed: The street style set won’t quit jean jackets either—they’ve recently stepped out in creative ways to style the mainstay. So with that, I bring you seven bangin’ fall outfits to consider the next time you reach for your favorite jean jacket. And if you’re looking to upgrade the silhouette you’ve owned forever, I also made sure to incorporate some of the freshest denim toppers on the market…
Style tip: Position a slouchy jacket slightly off your shoulders with a graphic tee and straight-leg jeans. To add that touch of polish, don’t be afraid of mixing unexpected mules into the casual ’fit.
Shop the look:
Style tip: Amp up the cool factor by teaming your denim jacket with washed jeans. A slightly cropped hoodie and white sneakers complete the vibe.
Shop the look:
Style tip: A well-layered look can feel extremely high-concept. Follow this style setter’s lead by tossing a denim jacket over a jeans-under-dress situation with a turtleneck incorporated as well.
Shop the look:
Style tip: A red skirt stands out flawlessly against a blue jacket. Add in playful accessories and you have yourself an elevated denim outfit.
Shop the look:
Style tip: Embrace the denim-on-denim vibe by buttoning your jacket all the way up and adding a splashy pair of white booties.
Shop the look:
Style tip: While we’ve been focusing primarily on blue jean jackets, a faded black style is also a staple—and looks forward draped over a floral maxi dress with high-top sneakers.
Shop the look:
Style tip: Take a note from this fashion week–goer and button up your denim jacket just slightly to reveal a lace camisole. Wide-leg pants and heels will finish off this outfit for a night out.
Shop the look:
Next, check out the jean brands you need to achieve French-girl style.

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
-
This Easy Denim Update Will Make Your Outfits Look On-Trend This Fall
Versatile, polished, and chic.
-
The "No White After Labor Day" Rule Is Out—These Chic Outfits Are In
Who says white has to have a season? We’re wearing it all year long.
-
The Chic 2-Piece Outfit Busy Fashion People Always Wear in September
Awkward weather, conquered.
-
This Simple Fashion Person–Approved Layering Technique Changed the Way I Wear My Basics
Effortlessly cool.
-
Goodbye, Bubble Shorts—Everyone Everywhere Is Wearing This "Dated" Pant Trend Instead
Here's how It girls in New York, London, Copenhagen, and more are styling them in 2025.
-
Cooler Than Jeans and a T-Shirt—Everyone With Good Taste Will Wear These 15 Denim Outfits This Fall
Next time fall styling inspiration runs dry, just reference these looks.
-
Goodbye, Ballet Flats: It Girls in London, NYC, and Paris Are Prioritizing This Fall Flat Shoe Trend Instead
And they're styling it like *this.*
-
Every Fall Outfit I Want to Wear This Year (So Far)
These looks are the definition of effortless.