Our Favorite New Ways to Wear Ankle Boots With Skinny Jeans

Here at Who What Wear, we dedicate a lot of time to discussing new ways to wear skinny jeans—especially this time of year. Because if one outfit formula comes to mind when we think of fall style, it's the combination of skinny jeans, ankle boots, and a cool jacket. And in the interest of keeping things fresh, today we're rounding up the ankle boot–and–skinny jean outfits we're relying on to get us through the season.

After all, skinny jeans are often tricky to style, as it takes the right fit and cut to look good. Pro tip: Getting the hem of your pants to hit right at or above where your ankle boots stop is the key to nailing the combination. It also comes down to the details: This season, look for patent-leather finishes, pointed-toe silhouettes, bold reds, and metallic details to keep your outfit interesting.

Below, discover the latest ways to wear ankle boots with skinny jeans. 


(Image credit: Collage Vintage)

Patent leather is having a moment right now. Add texture to your go-to black skinny jeans via a shiny pair of ankle boots.


(Image credit: Collage Vintage)

Pointed-toe boots lend a sleek vibe to skinny jeans.


(Image credit: Collage Vintage)

Select jeans that hit just above your ankle boots to avoid awkward bunching.


(Image credit: Collage Vintage)

Want to make your outfit pop? Go for fall's It color, aka bold red. Chelsea-style boots make for the perfect casual outfit when paired with a cozy sweater.


(Image credit: Collage Vintage)

When you're tired of all your black ankle boots, try a pair in a warm reddish tone.

Shop Our Favorite Ankle-Boot Styles:

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.