this gorg dramatic pair
DREAM PAIRS Black Thigh High Boots
Once you hit "over the knee" territory with a shoe, you know you're about to make a major statement. That is what we love to see.
this streetwear staple
Rebecca Allen All Weather Boot
Everyone—yes, even you—needs a reliable pair of Chelsea boots in their arsenal. This style is truly timeless, and you'd be surprised by the amount of outfits it can work with. This pair from Rebecca Allen is made to withstand all types of weather, so harness your inner Harry Styles and invest in a pair.
these cozy booties
PAMIR Women's Sheepskin Boot Slippers
Mini boot slippers are (rightfully) all the rage, and luckily you can cop a pair on the 'Zon (can we make that catch on? Time will tell...) for a super affordable price.
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these funky boots
DREAM PAIRS Women's Gogo Boots
A splash of disco-inspired vibes is always welcome. These patent steppers just signal: "She's the life of the party" and they're the perfect cherry on top for dressing up a more laid-back ensemble.
these outdoor steppers
Sorel Women's Out 'N About
Come rain or shine, snow day or a horrible rain day, the Out 'n About shoes provide exactly what their name implies. Yay for coverage and comfort while you trudge through whatever environment throws your way!
these shoes with cowboy energy
Pasuot Western Cowboy Boots
We could all use an added dose of yeehaw in a look every now and again. These mid-heel (and very comfy, according to reviews) boots are the perfect solution. Plus, they come in 15 different colors, y'all.
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this chic meets chunky pair
LPCBDEE Womens Platform Chunky High Heel
A hundred thousand million times yes to this. Securing a pair this cute for under $50 is a win in and of itself, but to underline the steal, reviewers say that they can walk in them for hours with no discomfort. Props to that.
this sophisticated pair
Sam Edelman Women's Ivette Fashion Boot
Patent leather gives "woman who regularly orders martinis." It gives "someone who collects first edition Joan Didion hardcovers." And that's the type of someone you want to be. So let's make that a reality with these Sam Edelmans.
these fierce stilettos
Elisabet Tang Women Heeled Ankle Booties
Sis, where we going? Clearly, somewhere swanky with these snakeskin-print stiletto booties! Style 'em with a leather outfit to completely slay from head to toe.
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this chunky pair
Coutgo Platform Lug Sole Chelsea Boots
Comfy, cute, and can be styled with anything! These lug sole boots (available in so many pretty colors!) will easily become a fall staple.
these croc-embossed ones
Franco Sarto Tribute Knee High Boot
The good thing about this black faux leather croc option with 3-inch heels is that they aren't restrictive, thanks to the super-stretchy uppers, and the quality is amazing, per reviews.
this everyday option
Clarks Trish Chelsea Fashion Boot
These are so cute (loving that warm mahogany color and suede material) and v comfortable, according to reviewers. Trust us, you'll be wearing these with your favorite pair of jeans on repeat all fall and winter.
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this equestrian pair
Tommy Hilfiger SHYENNE Equestrian Boot
You don't need to be into horses for this equestrian-styled boot to make your heart leap. The cognac color is so rich, and how about that gold detail at the top of the boot?!
these metallic stunners
BeneModa Women's Stiletto Boots
Fashion Month is calling. We've answered with these OTK metallic gold stiletto boots with heels just shy of the 5-inch mark are just made to turn heads.
this rainy day staple
Dolce Vita Stormy H20 Rain Boot
Okay, how cute are these rain boots? They make me want to jump in a (small) puddle. Also, loving how glossy these look, no matter which colorway you choose. FYI, you're going to need to size up, according to reviews!
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this versatile pick
Steve Madden Georgette Fashion Boot
Count on Steve Madden to serve you a boot that you can wear for pretty much every occasion. If you're maxed out on black boots for now, no problem: This casual OTK style also comes in gray, cognac, and taupe.
this inclement weather option
Hunter Women's Original Short Rain Boot
And on a drizzly day that might call for a more classic look, these Hunter boots have (literally) got you covered. No embarrassing puddle moments will be had with these on. You can rest assured.
this traction-packed pair
Teva Midform Fashion Boot
According to reviewers, you can wear these water-resistant leather Teva boots alllll day and you'll have happy feet. And, in the face of snow and slush, the grips on these make this boot (and you!) invincible.
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this colorful option
FSJ Knee High Stretch Boots
The color range available for this block-heeled style is giving "taste the rainbow." The metallic sheen is also v fun, if you're into a high-shine finish.
this classic option
Dr. Martens Unisex 1460 Combat Boot
Ah, good ol Dr. Martens. With over 4k positive Amazon reviews, this tried-and-true boot is a beloved go-to. What keeps this bestselling pair at the top is the steel toe, extra cushion in the sole, and the super-strong materials used.
Tarah-Lynn Saint-Elien is the fashion editor at Cosmopolitan, writing weighty and witty stories that run the gamut of gushing over Zendaya to convincing you of everything you need in your closet! She began her journey in the industry with a fashion and faith blog and an internship at Elle.com almost 10 years ago. Since then, she's also served as the style editor at The Haitian Times. The Haitian-American pageant queen is a Syracuse Masters graduate and the author of two books, including: Claim Your Crown. Follow her on Instagram and Twitter: @iamtarahlynn.
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