Blame it on the boho trend, or perhaps a few too many rewatches of Pirates of the Caribbean, but how to style slouchy boots has been on my mind of late. Having spotted this boot trend not only on runways like Isabel Marant and Louis Vuitton, but also on my walk to the local coffee shop, it’s been interesting to see the style transcend from high-end styling to something that can be wearable IRL.
What sets this style apart from other currently trendy designs like cowboy boots or leopard print booties is the fact that there are a range of options currently on the market that span from just-a-slight-slouch to full-on bucket boots—so depending on your tolerance for funkiness, you can adapt the way you approach things.
Edward Berthelot/Getty Images
Edward Berthelot/Getty Images
In general, my take has been to keep the styling relatively simple, leaning on capsule wardrobe essentials like a fall blazer, barn jacket, or fair isle knit and letting the boots do the talking (or walking, really).
Ahead, find five fall outfit ideas that I’ll be trying out—along with my styling tips to have the boots looking their best. Rest assured, there’s nothing pirate-y about them.
Long Skirt + Tank + Oversize Jacket
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Play with texture by mixing a suede boot with a stiletto or kitten heel with an oversized leather bomber jacket, a combination that has a polished vibe without being overly fussy or complicated to put together. I’m envisioning wearing this slouchy boots outfit on a day when I want to keep things simple and really let the shoes speak for themselves.
Madewell Essential High-Neck Tank
The Frankie Shop Leather Jacket
Free People Kiki Kitten Heel Boots
Sweater + Miniskirt + Hat
Edward Berthelot/Getty Images
