These Are the Most Comfortable Heel Booties You'll Ever Own

I have a bit of a shoe problem: I have nearly a hundred pairs, but I wear the same one or two pretty much every day. I have gorgeous rock stud heels that have yet to be broken in. A whole lineup of sandals that have barely seen the sun. Sturdy winter boots that rarely make it to the snow. 

The thing is, when you find that one perfect pair that just works, you can't help but wear them on repeat. All of my favorite wear-them-every-day shoes have the same four key qualities: You can dress them up, you can dress them down, they looks good with any outfit, and most importantly, they're comfortable. So when I find a pair that fits this criteria, I know they're going to be my besties all season long. 

This fall, I've already found my "sole mate." Meet my new BFF, Sarah Flint's Perfect Zip Bootie, which fully lives up to its name. This sleek and sophisticated above-the-ankle bootie, which comes in black leather and cognac suede, is the only boot you need to get you through fall. It has a timeless silhouette with bits of added flair — a slightly higher front, sleek gold zippers flanking either side, three little leather stitches beneath the gold hardware — making it a shoe you can wear with absolutely anything. The boots work just as well with a pair of destroyed jeans and a slouchy sweater as they do with a skintight mini dress. 

Since you'll be wearing these boots all season long, you'll want to know that they last. The black version is crafted from buttery soft Italian leather, while its cognac counterpart features a triple dyed Italian suede upper. Both colorways have a leather lining and insole and a leather outsole with a ribbed rubber tread forepart. At $525, these booties don't come cheap, but they won't fall apart on you halfway through the season. 

But here's the best part: They're so comfortable. The footbed is padded with an extra six millimeters of fluffy padding. There's even an anatomical arch support, so your feet feel more like they're in sneakers than in boots. The heel is 2.75 inches high, just enough to give you that elevated look without making it difficult to walk. (Although if you're really averse to any lift, they also make 1-inch version.) And a wider toe box keeps your feet from feeling squished, providing all-day comfort. 

Early in the season, I put these shoes to the ultimate test: New York Fashion Week. They survived the subway stairs, last minute dashes to shows, all while looking chic enough to display in the front row. And my feet never hurt.