The Worst Shoes to Wear With Jeans

Calling all denim and shoe enthusiasts—your summer style tips have arrived. Jeans and shoes are a few of the most-loved—and most-worn—items in many closets. But which ones pair well together comes down to a bit of trial and error. With the plethora of styles, there are lots of possible combinations, but not all of them work.

Curious to find out the learnings of Who What Wear’s editors, I asked them to weigh in with their style advice and which shoes they would never wear with jeans. It turns out that they all have some great advice on the subject. Most of them come down to silhouettes or lengths that don’t work with certain shoe styles and ahead, they’re breaking down the specific pairings to avoid. Go on to find out which shoes not to wear with jeans and to shop our edit of the best combos to wear for the season ahead.

“Jeans on the baggier side (looser and long—aka not cropped) with mules that cover a lot of the foot are a combination that I always try but end up not wearing. Maybe if I was model height it would be a different story, but I find it’s not my favorite look on my 5’4” frame. Those types of jeans work better for me when you can see some foot, such as a pair of barely there sandals.”

I always avoid cropped jeans with ankle boots since I find the proportions always look off. Instead, I opt for a cool mule.

“I’m not a big fan of long, flared jeans with sneakers. In my opinion, they look exponentially better with heeled boots, pumps, or sandals! My favorite jean-and-shoe combo would definitely be cropped jeans and ankle boots, as it’s the one I wear most often.”

“I would personally never wear over-the-knee boots with jeans, not because of the way it looks, but because I am only 5’3” and I always feel like it’s just too much material going on for my short little legs. Instead I love wearing mid-calf boots with cropped flares.”

“I would never wear wide-leg jeans with flats. I think they’re the perfect jeans to wear with at least low block heels (or something higher) to take full advantage of their leg-lengthening effects.”

“It looks cool on some people, but athletic sneakers and jeans don’t work for me. A look that I do wear all the time is kitten-heel mules with jeans.”

“I’ve tried (and) failed on many occasions to wear my favorite pair of cropped jeans with ankle boots and I’ve concluded it’s due to the awkward amount of leg that emerges between the jean’s hem and the boots. Instead I’ve had a major success story with mules (flat or heeled—it doesn’t matter) and my cropped jeans.”

Now, the only five jeans you need in your closet.

This post was published at an earlier date and has been updated.

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