To state the obvious, skinny jeans and boots go together like peanut butter and jelly. It's a tried-and-true outfit combo for fall, but if you're anything like me, you can easily fall into a rut and rely on the same look over and over. My go-to is a white tee, dark skinny jeans, and black ankle boots—the same shoes I've pulled out every fall for the last 4 years. (Note to self: perhaps it's time for a fresh pair?)
Many of the celebrity-inspired outfits below are composed of pieces you may already own. Kaia Gerber, for instance, loves a color-coordinated look and recently wore a black leather jacket, sweater, bag, and boots with blue jeans for a polished ensemble. Scroll down for 6 ways to style skinny jeans and boots like Katie Holmes, Jennifer Lopez, Kate Middleton, and more.
On Kaia Gerber: Frye Harness 12R boots
A fresh take on the (faux) leather jacket.
This price is incredibly tempting.
A black sweater is perhaps the most versatile fall piece you could own.
Skinny jeans will never go out of style.
Riding boots are a major fall 2020 trend.
I love the buckle detail on these AllSaints boots.
On Mindy Kaling: Ugg boots
How to stay warm without maxing out your budget.
There's a reason Levi's is still going strong after so many decades: the jeans are just that good.
Ugg just launched these shortened versions of its most popular boots. The lower shaft makes these shoes even more versatile than normal.
On Kate Middleton: Dubarry of Ireland jacket; Zara jeans; Penelope Chilvers boots
Very British.
You had me at "Good Legs."
These tall boots are very Kate Middleton.
On Jennifer Lopez: Coach x Jean-Michel Basquiat Trench Coat ($2200); Jennifer Fisher earrings
No, I didn't make a typo. This trench coat really is marked down from $149 to just $20.
You can always count on H&M for affordable prices.
Hurry: This sale won't last forever.
On Katie Holmes: Staud boots
I love roomy sweaters like this one for a laidback vibe.
I've never been disappointed with a pair of Levi's jeans.
These boots are so sleek.
On Kamala Harris: Timberland boots
An army jacket is a true classic.
These are perfect jeans for tucking into boots.
A timeless footwear icon.
If boots aren't your thing, you should absolutely consider these Timberland sneakers.
Next, the 4 fall trends this Parisian mom borrows from her influencer daughters.
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My Honest Take on the Winter It Boots Every Fashion Person Is Talking AboutFrom Khaite to Free People.
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Of All Her Outfits, *This* Hailey Bieber Look Is Stuck in My BrainAnd I will be re-creating it.
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Just so You Know, Zara Already Has All the Best Shoes for Winter 2025Shop before they sell out.
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Cool Sneakers, Flats, and Boots Are the Vibe—These 36 Styles Are Heavily Discounted for Black FridayEverything from Khaite to Ref to Adidas is at least 25% off.
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If You're Going to Wear a Dress With Ankle Boots, This Is the Trend That Looks the Least DatedPSA via Suki Waterhouse.
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Hilary Duff Knows the Smartest Boot Trend to Pair With Barrel JeansWhy didn't I think of this?
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It's Official: These Are *the* It-Girl Uggs of Winter 2025Selena Gomez just solidified it.
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I'm a Shopping Editor—These Are the Cool Shoes I Care About From theReplica Store Black Friday SaleTake up to 60% off 2025 shoe trends inside.
