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5 Tips on Wearing Sneakers with Jeans

Yes, you can wear your sneakers outside of the gym, but there are rules! Okay, okay, I know some are eager to say that it’s just fine to mix the two, your gym shoes and your non-gym sneaks, but really … unless you are in a pinch, there are better choices to make than to wear your stinky running shoes to dinner. When not trying to sweat, take it up a notch with tried-and-true brands (think Nike, New Balance, Converse), since the retro sneaker look is HUGE. And consider some slip-on sneaks, as these may just be your go-to shoe that puts some spring in your step. Whether it’s sneakers with jeans or with skirts and dresses, we have five tips to share so you’ll know how to wear sneakers with jeans … and even skirts!

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How to Wear Sneaker with Jeans and Skirts

Tip #1: Cuff those pants and show your ankle bone.

When wearing sneakers, make them a statement … something to show off. The best way to do that is to make sure they are seen, so your pants need to fall right above your ankle bone. Cuff them, hem them, cut them. Do something to make them that perfect length.

Tip #2: Don’t wear socks, or at least don’t let them show.

This one can be hard, I know. Especially if you like the espadrille take on your sneaks or slides, as that roping is just not comfy. So find some low-rider socks that don’t show if the thought of naked feet in your closed-in shoes makes you squeamish.

Tip #3: Go for a solid color or classic look.

 For most of us, a solid color or maybe just some classic stripes, or a pair of slides with a classic print like leopard, is really all we need. And look at the pictures throughout this article … notice the retro vibe that is consistent with all of these sneakers? Yep, these aren’t your fancy running shoes, but your super comfy, all-day shoes.

Tip #4: Sure, wear them with a dress or skirt, just be careful.

Admittedly, this is almost painful to write, as I just can’t help but conjure up the sight of long skirts, socks, sneakers and fanny packs. But a thoughtful approach to elevate the style of the sneaks and be modern and playful to boot CAN happen. Just look at that photo above! But be careful, okay? It’s harder than it looks to showcase this skirt + sneakers look without looking like a 1980s secretary. Tips for how to accomplish this look are found in the captions below.

Tip #5: Grab a couple pair and some of those low-rider socks

It’s summer, and there will be times you will welcome not showing off your pedicure, which needs some work. A closed-toe slide or two or a sneak that makes you happy will be a welcome relief from flip-flops and such.

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