The Ankle Boots–and-Jeans Outfits That Aren't a Snooze

It’s easy to fall into a styling rut when putting together an outfit featuring the two wardrobe workhorses, jeans, and black ankle boots. Sure, you could always just add a sweater and be done with it, but that simple vibe can feel old after a while. It’s all about something more inspiring to elevate the two staples. Don’t worry—accomplishing this sort of ensemble doesn’t actually require more work than going for that basic look. As some of our fashion people have showcased recently on Instagram, there’s a smattering of easy yet forward formulas to keep in mind that will breathe new life into your jeans and booties. Keep scrolling to uncover that new go-to look.
Make an all-black ensemble feel interesting by embracing different silhouettes and textures like a puffer coat with a fuzzy sweater, rolled-up jeans, and your patent booties.
You can't deny the power of a moto jacket to make any ensemble—including this 'fit with the leopard knit, jeans, and booties—feel that much cooler.
Don't underestimate the power of a bold hue to make a statement. We're loving the red sweater here (with the sleeves poking out of the coat) with darker jeans and pointed ankle boots.
If it's a chill yet polished vibe you're looking for to wear on casual Friday, go for an oversize blazer, a roll-neck sweater, and tuck your skinnies into your boots for a forward feel.
Into denim on denim? Try a structured jacket paired with tailored jeans, and add your most eye-catching boots (like this square-cap-toe pair) for good measure.
Next, check out the skinny-jean "mistakes" celebs make.

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.
-
No, Really—This Denim Color Is Easier to Style Than Blue *and* Black Jeans
And everyone with taste is wearing it with loafers for fall.
-
From Sweden to London: The Surprising Jeans Color European Fashion People Are Reaching for This Fall
Here's how to pull it off.
-
It's Controversial (I Know), But Frequent Fashion Flyers Swear By This Jeans Outfit for Long Flights
It involves an elegant leather coat and chic luggage.
-
Fashionable People Would Like These Fall Trends From Amazon's October Prime Day
See the affordable yet chic finds.
-
Just so You Know, These Are the Cult-Favorite Hailey Bieber–Approved Jeans Every Celeb Is Wearing
Spotted on Kendall Jenner and Dakota Johnson, too.
-
If You Plan to Cuff Your Jeans This Fall, Only Do It With *This* Specific Denim Wash and *These* Shoes
Everyone with good taste is wearing cuffed denim this way.
-
A Rich-Looking Closet Is the Vibe—These 30 Amazon Picks Surprisingly Fit the Bill
See the affordable yet chic finds.
-
These Are the Best Early Deals of Amazon Prime Big Deal Days—35 Finds That Have My Undivided Attention
Shop discounted Adidas, Madewell, Hoka, and more.