20 Chic-to-Death Ankle Boots I'm Buying to Last Me All Year Long

I might not know a lot, but what I do know is a good ankle boot when I see one. To preface, no, I am not actually buying all 20 of the ankle boots you're about to see right this instant, but I will own them before the end of the year, and that's a fact. After wearing and tearing through too many boots to count, I can say with confidence that I know when a pair of shoes is worth investing in and when they aren't, and the 20 I've selected here are worth every penny.
This year, whether I'm in need of a solid everyday pair of black ankle boots or searching for that special pair that will take my going-out look to the next level, I am vowing to use this gorgeous (if I do say so myself) list to guide all of my 2019 ankle-boot purchases. Ready to see which chic-to-death shoes I'm craving this year?
Red boots can be worn in any season and pretty much with every outfit.
My black cowboy boots are all kinds of scuffed up, so a replacement pair is necessary stat.
For anyone living in New York, there's no denying the power of a sturdy pair of hiking boots to wear rain or shine.
Snakeskin boots with a bit of wearable flair thanks to the gray and green tone.
I have had these in white for over a year, and you can tell. It's time for me to finally invest in the black pair.
My co-worker owns these, and I've tried to restrict myself from buying a pair, but clearly, I have no willpower.
I own a black and a white version of these, but obviously, my lack of willpower is getting the best of me yet again.
Weather-proof and insanely cool all in one.
Last but not least, the everyday black ankle boots I've been telling everyone about.
Next up, shop 42 sale finds that will be game changers in your wardrobe.
Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over nine years, where she started as an associate editor and has since worked her way up. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. Here, she leads and manages Who What Wear's editorial team and oversees all editorial content. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many celebrity cover shoots, including big names like Kaia Gerber, Normani, and Sabrina Carpenter. She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her style has been featured on sites such as Vogue, Harpers Bazaar, and Elle.
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