The 7 Boot Trends We're Dumping in 2019

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The Style Stalker

Now that we can feel the air getting crisper and the weather getting cooler, we've officially entered boot season. Biased as I might be (I am a November baby, after all), I stand by the fact that boot season is the best season. For one, the outfits are just better. Sure, you can point to the layering or the knits as to why the fashion just feels stronger this time of year, but I'll be firmly advocating that a solid pair of boots has a lot to do with it.

Great, now that we've got that settled, let's get into what you're really here for: boot trends. Curious about which outdated boot styles you should retire to upgrade your wardrobe? I asked Who What Wear editors to name the boot trends they're breaking up with this fall and, of course, which trends you can find them wearing on repeat instead. Let's face it: We'll be wearing our boots nonstop from now until April, so if you haven't found your ideal pair (or two or three pairs) yet, there's no better time than the present. From the sock boots that multiple editors are putting away to the knee-high boots that are already trending hard for fall, keep reading to find out which boot trends we're naming as in and out, and shop each one we're here for.

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Who What Wear

Retiring: Sock boots

Adopting: Knee-high boots

"Those stretchy-fabric sock boots that were once so popular have officially bit the dust. The comeback boot trend that I have my eye on this season is knee boots. They're everywhere right now."

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Who What Wear

Retiring: Western boots

Adopting: Sleek hardware

"I'm personally over the Western boot trend. I'm actually gravitating toward more streamlined silhouettes that feature subtle yet statement-making details like these zippered stunners."

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Who What Wear

Retiring: Motorcycle boots

Adopting: Slouchy leather boots

"My motorcycle boots have been collecting dust at the back of my closet, and I'm not planning on bringing them back anytime soon. Instead, I've been wearing more streamlined styles like slouchy leather boots. The silhouette is all I want to wear right now—whether layered underneath long skirts and dresses or paired with jeans."

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Who What Wear

Retiring: Round-toe boots

Adopting: Square-toe boots

Nothing against round-toe boots per se, but lately they don't seem as enticing to me as their square-toe friends. Even though I definitely own several rounded pairs, I'll be prioritizing square-toe boots instead to make my outfits a bit more on trend this fall and winter.

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Who What Wear

Retiring: Tight, over-the-knee boots

Adopting: Ankle boots with a wide shaft

"Super-tight, over-the-knee boots served me well for quite a few years, but it's been a while since I've found myself wanting to reach for them again. Instead, I've found myself oddly into heeled ankle boots that have a wider and higher shaft than the tighter, more structured pairs of last fall."

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Who What Wear

Retiring: Classic Chelsea boots

Adopting: Platform boots

"I have been over the classic Chelsea boot style for quite some time now. Compared to all the other boot trends out there, it always just feels a little tired. This season, I am particularly excited about the return of platform boots. I've had my eye on these Simon Miller beauties for a while now, and writing this is making me realize it's officially time to bite the bullet and buy."

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Who What Wear

Retiring: Sock boots

Adopting: Heeled lace-up boots

"From my sock boots to over-the-knee styles, this season I'm retiring my stretchy, skin-tight boots in favor of heeled lace-up ankle boots (a big trend seen on the F/W 19 runways). They add a little Victorian-era drama to every outfit. I'll be buying them in a chic and versatile creamy hue."