The Best Jeans to Wear With Tennis Shoes

Alli Simpson wears high tops with skinny jeans -- a fashion do.

Photo: Ethan Miller/Getty Images Entertainment/Getty Images

If you have an idea that not every pair of jeans is right to wear with sneakers and tennies, your suspicions are founded. With all of the different styles, fits and colors out there, it's easy to get confused about shoe choices, even if they're casual kicks. Don't despair -- with a few fashion rules under your belt, you'll be well on your way to your most stylish chill out days yet.


Whether you're rocking a pair of Converse or a pair of old school high tops, skinny jeans should be an easy go-to. Just keep in mind that tennis shoes are flat and they'll make your legs look shorter. Women with long legs that don't have a lot of curves look best in a chunky tennis shoe and skinnies; it helps to balance out their legs. If you've got curves, stick to simple, streamlined design tennies.

Boot Cut

Boot cut jeans can be iffy with sneakers -- it depends on the jeans and the pair of shoes. The thing with boot cut is that they have a very slight flare that's meant to go over boots. Athletic shoes can be a bit chunkier. If your sneakers fit under your boot cuts without a lot of scrunching at the bottom hem, they're okay, it works.


Flared jeans work better than most boot cut pairs because the flare is bigger, so they are guaranteed to fall over the top of tennis shoes and sneakers. The only problem is that flares come and go, and you're at risk of looking dated when you put them with your shoes. Keep the size of the flare to a minimum when you're wearing tennis shoes with them. The upper leg should be snug, bordering on tight, to keep everything streamlined instead of frumpy.

Other Considerations

Unless you've the legs of a super model, forget about putting wide leg jeans with tennis shoes. As noted, your three best options are skinny jeans, boot cuts and flares. Avoid jeans with a lot of extra whiskering or quirky prints. Let your shoes be the focal point of the look and keep your pants in the gray, blue and black family.

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