Justfab Esmarina Black
Channel autumn's 70s trend in over-the-knee boots. Strategic (and stylish) ties ensure they'll stand tall all day long.
To buy: $54, justfab.com.
H&M Suede Ankle Boots Beige
A warmer and more seasonally versatile alternative to ballet flats, these ankle boots make a great base for skinny jeans or leather leggings.
To buy: $80, hm.com.
Sam Edelman Lucy Pointy Toe Bootie
Give your workday basics a little lift with these upgraded classics—a (faux, of course!) crocodile cone heel is just right for the office under tailored wool trousers or a pencil skirt. Available in two colors.
To buy: $120, lordandtaylor.com.
Zara Plain Booties With Metal Detail
These sleek, formfitting booties prove that minimalist embellishment isn't an oxymoron. A no-brainer with jeans or slim-cut pants, try them with a skirt that hits above the knee for a fashion-forward, mod-inspired ensemble.
To buy: $70, zara.com.
Banana Republic Hannah Bootie
All the style of a stiletto and none of the pain, thanks to a solid stacked heel and cushioned insole. Take denim looks to new heights or pair with opaque tights and a midi-skirt for serious leg-lengthening potential. Available in two colors.
To buy: $168, bananarepublic.com.
Jessica Simpson Ebby Over-the-Knee Boots
Invest in a simple style and quality construction for a boot that will be your go-to for years to come (keep them looking brand new with our tips on caring for suede). Their manageable heel and over-the-knee silhouette will take weekend leggings from sloppy to smart.
To buy: $229, dillards.com.
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