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1.Steve Madden ankle boots bound to become the apple of your eye, the not-so-hidden ~gem~ of your wardrobe, thanks to funky accent gems. Not required but highly rec’d: throw these on with some fishnets to channel The Craft in the best way possible.
2.Kenneth Cole knee-high boots for shoe game that always delivers. These beauties are capable of making any 'fit look runway ready thanks to their chunky heel and chic faux-leather construction.
3.Cozy slip-on booties equipped with a chunky heel and fuzzy inner lining for comfort, plus an adjustable shaft that basically means you'll be purchasing *two* pairs of adorable shoes for the price of one.
4.Columbia hiking boots that are both stylish *and* functional, because perfection really does exist. Reviewers can't stop raving about the solid quality, out-of-the-box comfort, and awesome traction that these waterproof babies offer.
5.100% leather Chelsea boots brought to you by Dr. Martens, for comfy-but-make-it-badass rocker style. These are lined with faux fur to keep your hooves warm and toasty.
6.A stylish glove boot exuding major "I won best dressed in my high school yearbook" vibes. This is basically the shoe equivalent of a fashion blogger with 700,000 followers on the 'gram.
7.Chelsea boots that, despite having a generous heel, are comfortable enough to walk around in all darn day. These are perfect for weekends fueled by pumpkin lattes, apple cider donuts, and the promise of yet another fall hay ride.
8.Platform knee-highs to evoke the word ~badass~ whenever you slip them on. Essentially, an addition like this to your wardrobe has the same energy as being in a rock band and playing bass.
9.Waterproof, micro-fleece-lined snow boots because now that you’re an adult (yes I’m looking at y-o-u), lean in because I’ve got to tell you a little secret: The $25 winter shoes you bought for that one college ski trip are no longer cutting it. It's time to invest in these weatherproof beauties.
10.Heeled booties embellished with a chunky gold chain, a unique twist on the little black booties you’ve been wearing since high school that — and I mean this in the least offensive way possible — should have probably been retired about three years ago.
11.Thigh-high boots that are the perfect compromise: They look ultra-dressy but manage to be unbelievably comfortable, ergo you can look chic *and* put together without having to feel like you're wobbling around on stilts.
12.Ugg shearling-lined boots that are considered ~classique~ for a reason. These babies are basically an extension of your favorite slippers, the difference being you can actually wear them outside of the house, thanks to a grippy outsole and pretreated suede.
13.Ganni recycled rubber boots for a fun spin on the essential rainboot. They’re available in fun hues to brighten cloudy days, but if you’re hesitant to splurge on a pair of pastel-pink pups (#boring) then no worries — they’re available in a neutral olive and the ever classic black to ~boot~.
14.Lace-up heeled booties to make even the *biggest* cynic believe in magic. I don't know what kind of sorcery was involved in the making of the below shoes, but these heels are pretty high — and reviewers swear that they still manage to be shockingly comfortable.
15.A pair of classic Chelsea boots — they epitomize the phrase "wardrobe staple." These babies go with any outfit, contain a five-layer memory foam insole for maximum comfort, and their grippy outsoles mean no slipping and sliding on pavement. Ever.
16.Chunky booties that should really start negotiating for PTO now considering you'll likely wear them every darn day. These babies are destined to become the ~little black dress~ of your shoe collection.
17.Blundstone Chelsea boots appropriate for any kind of activity — think everything from hiking to grabbing your morning caffeine. These premium leather splurges are water resistant, provide solid traction, and have an ergonomically engineered toe spring and a removable comfort footbed.
18.A pair of 100% leather kicks from the Puma x Fenty collection for folks who love the look of sneakers but prefer the ankle support you get with boots. Presenting the best of both worlds.
19.Ankle booties available in funky hues (think neon yellow and rose red), fun patterns (think snakeskin and glitter), or solid basics (black suede, leather, and patent leather).
20.Micro-suede ankle booties that require minimal break-in time — just take 'em straight out of the box, put them on your feet, and be on your merry way.
21.Ankle boots lined with faux fur to keep your hooves feeling toasty, even when the temps begin to drop and spooky season is in full blast. Consider these an "outdoors approved" version of your favorite house slippers.
22.Chunky over-the-knee lace-ups to add polish to any outfit, even if said outfit consists of black leggings and a wrinkled tee. Throw on a black blazer for extra oomph and hoorah! We’re got a recipe for your next #OOTD.
23.Dr. Scholl's wedge booties equipped with a cushiony memory foam insole so that you could hypothetically walk 500 miles (and perhaps 500 more) without experiencing any discomfort. Not all heroes wear capes.
24.Pointed-toe cowboy boots to add some Western-inspired flair to any outfit. Wear these with light blue denim (preferably high-waisted), a white tee, a red lip, and you're welcome — a minimum of 9,000 compliments are guaranteed.
25.Waterproof Vionic ankle booties designed with an orthotic arch that hugs your foot in a way that offers comfort and support. Throw in a classic style and ding ding ding, you've got yourself a contender for the perfect staple shoe.
26.Waterproof leather Converse for a fashion-forward twist on their classic Chucks. These are designed with a cushy memory foam lining for maximum comfort, so I impart on you a warning: You will want to wear these trendy pals every. single. day.
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