I’m not sure if it’s just me, but right around August is when I start craving cool weather outfits. Cold temperatures definitely bring out some great pieces in my closet, from cozy sweaters to comfy leggings. But one thing that always gets a heavy rotation? Ankle boots.
While on vacation in Savannah a few years ago, I must have had a far away dream-like look on my face, because my husband Paul asked me what was on my mind. I shrugged and didn’t say much; he blew me away when he asked, “You’re thinking about ankle boots, aren’t you?” He was right. Paul knows me.
I have several pairs of ankle boots, and before you begin to say they’re all alike, let me stop you right there: you need pairs of different shaft height, width, and heel height. This isn’t up for debate, my friends…it’s practically science. I wear my ankle boots well into summer, but that’s an advanced style move I wouldn’t recommend unless you’re ready for it. Issa vibe.
Scroll down to see the season’s best ankle boots that you’ll want to wear every day through fall (and maybe into next summer).
If you’re looking for ankle boots that can go with pretty much any outfit, then the Steve Madden Tan Suede Ankle Boot has you covered. The block heel offers stability and comfort, the height of the shaft offers a bit of toughness while also stabilizing your ankle. And the pearl-like studs say ‘I’m a lady, dammit.’
My all-time favorite combo in the fall: a low-heel, low profile ankle boot that I wear instead of sneakers. Weatherproof the suede before you wear ’em each season, and they’ll last forever.
Another pair that goes with everything, this pair has a 2.5″ block heel and a rubber sole (which is fantastic for those of us who are slip-prone). When I wear a pair like this with pants, I usually wear a pair of meant-to-be-seen socks so that they’ll provide a colorful little peek when I sit down.
An ankle boot with a heel is always a good thing. An ankle boot with a back zip is a cause for celebration. These boots have the trendy square toe box, and a sleek, minimal look. These shoes mean business, so they’d be perfect for the office.
These Lulus boots are a nice compromise for those who don’t like the elastic of a traditional Chelsea boot. The gusseted panels hide the elastic, while still providing the wearer with ankle stability while allowing the boot to come on and off the foot easily. Wear with leggings for an instant outfit upgrade.
Before you pause at the idea of a Western boot, realize that the notched front creates a v-shape – which visually elongates your leg, as opposed to typical ankle boots which form a straight line at your ankle bone. While not so important when you’re wearing pants, the effect can pull together your look when wearing a dress or skirt.
Sure you don’t really NEED a combat boot, but you don’t need dessert either. Life would be pretty boring without dessert, just as life would be boring without combat boots. If you’re going to wear combat boots though, you have to embrace the clunky factor, so I pair mine with slouchy cropped pants and a slim-fit t-shirt.
Extra in all the right ways, these are the shoes you reach for when you want to look like a Vegas showgirl who married the billionaire gambler and is now dropping their son off at boarding school in Switzerland. I mean that as the highest compliment.
Subtle, lush, and caramel-smooth, these boots are the antithesis of flashy. These are the shoes of quiet revenge, simmering cordiality. The boots that square their shoulders and hiss “they don’t even know who they’re dealing with” when the going gets tough. If life were a buddy movie, these boots would team up with the chain-detail boot from above and pull off the perfect heist.
These boots were made for walking, but we’re running to the store to get them! What were your favorites? Comment below!
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