29 Pairs of Designer Shoes You'll Actually Wear Over and Over

Khaite shoes



When it comes to shopping, few things are more painful than spending a lot of money on something and rarely wearing it. I know that I've experienced this form of fashion pain on more than one occasion. I try to take my time contemplating big purchases such as designer shoes and only want to spend that much money on pairs that I'll wear over and over. And the good news is that designer shoes are made to last, so they could potentially be a part of your wardrobe and life for years to come.

So what makes a pair of shoes worthy of wearing over and over? The key is versatility potential. Are they in a color that goes with much of your wardrobe? Can you dress them up and down? Are they comfortable, and do they have a walkable heel height? Are they timeless enough to stay in style for multiple seasons to come? These are all great questions to ask yourself. And while it's all a bit subjective, I asked myself these questions while creating this designer-shoe list and found the answer to be "yes" on most counts. 

Scroll to shop the chicest, most versatile designer shoes your hard-earned money can buy. 

Sometimes, you just need metallic shoes. Let these be them.

Gucci loafers are always the designer-flat-shoe goal.

Totême's riding boots are stunning and classic.

I'm obsessed with these Saint Laurent loafers, and you will be too.

These new Prada boots are pretty special.

These are the best kitten heels on the planet, which is why they're constantly selling out.

These perfect Mary Janes are a celebrity-favorite style.

Fashion girls can't get enough of Khaite's understated Western boots.

Another pair of classic Western boots you can't go wrong with.

No other pair of basic pumps will ever compare.

These new Saint Laurent slingbacks are already going viral.

This is one pair of chunky boots the fashion crowd will never tire of.

Every shoe collection needs a little color.

The chicest, most low-key designer wedges you'll ever encounter.

These may be new, but they're destined to become classics.

These will actually make you look forward to rainy days.

Another pair of rain boots that are making me feel things.

The most legendary designer sneakers of them all.

I will never get tired of looking at these.

The Prada triangle logo is basically investment-worthy insurance.

This collaboration will never be forgotten.

The Amina Muaddi aesthetic remains near and dear to fashion people's hearts.

The Balenciaga Cagole trend is so massive, I don't see it going quietly into the night anytime soon.

I'm quite sure these lovely ballerinas will sell out soon, as they should.

The OG strappy sandals that basically started the trend.

There will always be a place in this (fashion) world for cozy mules.