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Monica Mendal
September 18, 2018
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Every fall, I look for that hero boot that'll carry me through all of my seasonal quandaries. One that is neutral enough to go with everything, special enough to wear out at night, and comfortable enough to keep me on my feet all day without having to sacrifice style.

Until this season, I had never quite found it — leaving me with an abundance of boots in different styles each suited to its own individual occasion and outfit. My tiny, New York City apartment couldn't handle another season of being buried in my indecisiveness, so I made it my mission to find that elusive one boot that would satisfy all of my needs.

Related: The Most Comfortable Walking Boots, According to a Podiatrist

At last, I finally found it in a snakeskin bootie by Free People. When you get over the idea that neutral has to be beige or black, the possibilities are pretty endless. Snakeskin is a print that goes with everything and also does the trick when you need to dress up an outfit. These booties, in particular, have the perfect mid-size heel, too. So whether you're dressing for a long day of travel, a weekend stroll, or a night out on the town, these boots will have you covered.

 

How to Style Them for Travel

Courtesy of Respective Retailers

(clockwise from top left)

Away suitcase, awaytravel.com, $245
WE/ME hoodie, net-a-porter.com, $95
Adidas track pants, net-a-porter.com, $70
Linda Farrow sunglasses, net-a-porter.com, $530
Free People boots, zappos.com, $168
WE/ME top, net-a-porter.com, $75

How to Style Them for Day

Courtesy of Respective Retailers

(clockwise from top left)

Everlane jeans, everlane.com, $78
Aritzia sweater, aritzia.com, $88
Imago-A bag, imago-a.com, $295
Beck Jewels earrings, beckjewels.com, $220
Free People boots, zappos.com, $168
Margherita hair comb, margherita.store, $13

How to Style Them for Night

Courtesy of Respective Retailers

(clockwise from top left)

Coco de Mer bra, net-a-porter.com, $120 and briefs, net-a-porter.com, $120
Jacquemus dress, net-a-porter.com, $705
The Row bag, matchesfashion.com, $1,790
Kenneth Jay Lane earrings, net-a-porter.com, $205
Free People boots, zappos.com, $168
Clé de Peau Beauté lip gloss, net-a-porter.com, $36

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