Are you ready? It's almost time to retire your summer sandals and bring those fall boots out of storage. Gone will be the days of worrying about the perfect pedicure—instead, you'll be worrying about staying warm in crisp fall weather without sacrificing style. Well, it just so happens that celebrities are experts when it comes to this. Below, I've rounded up outfit ideas to wear with three different types of fall boots, and you might want to start taking notes.
Ashley Graham, for instance, is a proponent of over-the-knee boots, which she recently teamed with an oversize denim jacket worn as a dress. Ever the sophisticated dresser, Nicole Kidman wore the ultimate office-appropriate outfit with boots, including a sleek blazer and flared jeans. Cindy Crawford went for a model-off-duty look with a leather jacket and knee-high suede boots—a very cool combo if you ask us.
Scroll down to see how these celebs, plus Rihanna, Gigi Hadid, and Kaia Gerber, wear boots with jeans and shop their looks.
Heeled Boots
On Nicole Kidman: Ray-Ban sunglasses; Celine bag
On Cindy Crawford: Gucci bag
On Rihanna: Palace Skateboards sweatshirt and sweatpants; Off-White boots
Flat Boots
On Gigi Hadid: Boys Lie Play, Boy Cami ($35); Dr. Martens 1460 W Boots ($140); Missoma Gold Axiom Chain ($214); Bvlgari x Alexander Wang Serpenti Bag (available to preorder September 9 and purchase September 23)
On Kaia Gerber: Prada hat; Alexander Wang Leather-Trimmed Houndstooth Wool Blazer ($1395)
Over-the-Knee Boots
On Ashley Graham: Fendi S/S 19 Baguette
Next, I'm 5'10" and these are the trends I will and won't wear.
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The Back of Nicole Kidman's Dress Needs to Be Seen to Be BelievedLady in red.
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Wearing Cropped Jeans With This Type of Shoe Keeps Them From Looking DatedYou probably already own them.
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Nicole Kidman Wore the Easy Heel Trend Every French Girl Wears With SkirtsGreat minds think alike.
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Katie Holmes Made This Outdated Leggings-and-Boots Outfit Feel Just Right for 2025A combo I will live in.
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Kaia Gerber Channeled '90s Cindy Crawford at the Academy Museum Gala's After-PartyFrom 1994 to 2024.
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Pamela Anderson and French Women Agree—These $98 Jeans Are Second to NoneI bought mine atReplica Store.
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These 2 Effortless Pieces Are the Key to One of the Most Classic Outfit Combos EverI bet they're in your closet right now.
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French Fashion People Wear These Levi's Jeans That Are Only $48 During Amazon's Prime Big Deal DaysCool, chill, and classic.
