Welcome to #WhoWhatWearing, a series in which we highlight you, our stylish community of readers. Each of the following looks came straight from a photo you tagged us in on Instagram. Want to be featured next time? You guessed it: Use #WhoWhatWearing on the outfit posts you want us to see. 

Maybe it’s because I’m a November baby, but once the weather starts to turn crisper, I pull out all the stops to curate my ultimate fall wardrobe. In my humble opinion, this time of year brings out the very best in fashion, and let’s face it: Boots are at the heart of it all. From roughly September through March, I wear boots more than any other shoes.

Since I’m already in full fall-outfit-planning mode, I have my eye on a few boot trends I want to try out, such as chunky Chelsea boots and classic knee-high boots. As for how to wear them? As you gleaned from the title, I compiled a roundup of 16 new fall boot outfits I fully plan on trying. For a little outfit inspiration and some of my favorite boots on the market, just keep reading.

Anna LaPlaca

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