The Skinny Jean Style I Would Never Wear With Ankle Boots

Everyone has their own fashion pet peeves, but I feel like mine is one that should be shared with the world. Is it revolutionary? Probably not, but that doesn't mean we shouldn't be discussing it here. I have vowed to never wear skinny jeans that are too long with ankle boots. Why? Because the extra material tends to bunch awkwardly, and besides being uncomfortable, it's not the look I'm going for.

Instead, I always opt for an ankle-grazing pair of skinny jeans. This way, the jeans end right where your boots start, allowing for the most streamlined silhouette possible. There is definitely a time for lengthier skinny jeans, but in my opinion, ankle-grazing pairs are the best style to wear when you're searching for the most flattering denim-and–ankle boot combination.

Here, I have pulled some of my favorite ankle boot–and–skinny jean outfits from Instagram that prove semi-cropped (or at least particularly tailored) and ankle-grazing denim styles look the most flattering when paired with said boots. And don't worry—there's a large denim shopping selection ahead as well. We would never leave you hanging like that.

Go on to shop the ankle boot–and–skinny jean combination I always wear.


(Image credit: @pernilleteisbaek)

Style Tip: Go for an all-neutral look with a nude bodysuit, gray jeans, and some suede ankle boots. Add a chunky chain necklace for a bit of glamour and call it a day. 


(Image credit: @chrissyford)

Style Tip: Let your new favorite coat do all the talking by layering it over your most basic pair of skinny jeans and ankle boots. Grab your favorite statement handbag and suddenly your everyday skinnies will feel like a million bucks. 


(Image credit: @carodaur)

Styling Tip: Don't let light jeans feel intimidating now that the temperatures are starting to drop. Instead, pair them with a bold sweater, chunky boots, and a structured coat for a fresh autumnal twist. 


(Image credit: @girlwithcurves)

Style Tip: The easiest way to keep things easy yet interesting this fall is via a thin printed turtleneck. They are easy to style and clearly will look great with all of your go-to skinny jeans. 


(Image credit: @aimeesong)

Style Tip: You can never go wrong with a classic Canadian tuxedo. With a crisp white tank and some trendy ankle boots, you'll have yourself a chic fall outfit in seconds flat. 


(Image credit: @nlmarilyn)

Style Tip: Elevate your basics this fall with a pair of platform ankle boots, a dad hat, and a fuzzy coat. 


(Image credit: @camillecharriere)

Style Tip: Use your skinny jeans as a blank canvas for some fun new outfit experimentation this season. Take a cue from one of our favorite French girls and go bold with contrasting prints. 


(Image credit: @frannfyne)

Style Tip: It doesn't get much simpler than black boots, classic denim, and a timeless beret. So the next time you have nothing to wear, reach for these pieces. 

Editorial Director

Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over eight years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Kaia Gerber, Normani, and Kristen Stewart.

She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her personal style has been featured on sites such as Vogue, Harpers Bazaar, and Elle. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.