Better Than Jeans and a Tee—8 Elevated Ways It Girls Are Wearing Black Ankle Boots This Fall


If there's one thing I truly look forward to every year, it's that first crisp fall morning when I can finally reach for my favorite pair of black ankle boots. Sure, summer has its moments, but nothing compares to sweater weather, changing leaves, and the return of proper footwear. While sneakers and loafers are fine year-round, black boots are the one staple I rely on the most.
While scrolling through fall arrivals and mentally styling outfits in my head recently, I noticed something. The most stylish women aren't just wearing their black boots with the usual jeans and a tee. They're elevating the look—pairing them with sleek knits, tailored pieces, unexpected layers, and bold textures. The result is cooler, sharper, and more put-together without trying too hard.
If you're already planning your go-to outfits for fall, this list is for you. I pulled together eight polished, fashion-forward looks that go far beyond basic denim and a simple white T-shirt. Below, scroll through the outfits I'm saving, shopping, and trying myself that are a guaranteed way to make black ankle boots feel exciting this fall.
Outfit 1
Fur Coat + Leather Belt + Gray Pants + Black Ankle Boots
Outfit 2
Camel Coat + Gray Sweater + Blue Dress Shirt + Gray Pants + Black Ankle Boots
Outfit 3
Black Blazer + Gray T-Shirt + Black Skirt + Black Ankle Boots
Outfit 4
Camel Blazer + Mocha Sweater + Leather Pants + Black Ankle Boots
Outfit 5
Black Blazer + Brown Slip Skirt + White Belt + Black Ankle Boots
Outfit 6
Black Collarless Jacket + White Rugby Shirt + Gray Pants + Black Ankle Boots
Outfit 7
Black Leather Jacket + Gray Jeans + Black Ankle Boots
Outfit 8
Gray Button-Down Shirt + Tailored Trousers + Statement Belt + Black Ankle Boots

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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