25 Insanely Chic Pairs of Shoes You'll 100% Regret Not Buying

When I think of a chic shoe, I naturally think of literally any pair of designer shoes I can't afford. While that certainly doesn't have to be the case as proven here, here, and here, sometimes splurging on a chic pair of designer shoes is just what the doctor ordered. But, in case you've got a different prescription, we found just the loophole you'll need to satisfy your designer cravings and your budgeting needs. Curious where we found them? Three words: The RealReal.
If you aren't familiar with The RealReal, it's a luxury resale site where you can find pre-loved (as I like to call it) designer goods including everything from Louis Vuitton luggage to Prada headbands, but today we're focusing on solely all the best designer shoes we could find for the fall season ahead. Instead of splurging on the latest and greatest, sometimes it's wise to take a step back and see what else your money can get you that's just as good. Ready to see our picks? Go on, then—scroll! Because I can promise you this—if you don't buy them, someone else will and then you'll regret it.
Snakeskin may be a trend, but don't let that fool you. These sandals will sure be a staple in your closet.
Manolo Blahnik creates shoes that you'll keep forever, so purchasing these will be a smart and fashionable investment.
I haven't met a pump I didn't like, but this mesh pair is particularly fresh.
A pair of statement boots will be your new best friend come the colder weather.
Houndstooth is a classic print that's on a high this upcoming season, so this Dior pair is a no-brainer purchase.
Wear this with anything and you've already got an Insta-ready look.
Cult Gaia makes the shoes that are not only fashion-forward but ones that will go with more than you think. Case in point…
These wrap sandals will elevate even the simplest of outfits.
Timeless and classic, these will go with just about everything.
Trust us, it's all about the square toes this season. Nail the trend with these It girl–loved By Far sandals.
I can't help but think of all the fall outfits that can center around these boots.
The woven detail adds an upgraded element to what would be a minimalistic pair of mules.
I love how subtle and elegant these sandals are.
Next up, find out the one thing all of these chic fall outfits have in common.
Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over nine years, where she started as an associate editor and has since worked her way up. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. Here, she leads and manages Who What Wear's editorial team and oversees all editorial content. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many celebrity cover shoots, including big names like Kaia Gerber, Normani, and Sabrina Carpenter. She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her style has been featured on sites such as Vogue, Harpers Bazaar, and Elle.
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