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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These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One PairPrepare for endless compliments.
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Soft Knits and Suede Boots Are on My Mind—Here's What's in My Nordstrom CartGet in the fall mood with these chic picks.
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Pump the Brakes on Booties—Kate Hudson Knows the Better Fall Shoe Trend to Pair With DressesThis outfit combo is top-tier.
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7 Expensive-Looking Outfits to Wear With Fall's Most Iconic Shoe TrendLet your outfit do the talking.
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Forget Lace-Up Boots: This Casual and Easy Boot Trend Is About to Be EverywhereMake this your first boot purchase for the season.
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Katie Holmes's Tip for Looking Rich? Lose the Flip-Flops and Wear These Classic Flats (in *This* Color) InsteadA shoe trend to take from summer to fall.
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The Pretty Dress Trend L.A. It Girls Are Bringing Into Fall (and the "Basic" Style They Already Forgot About)It's finally time to part ways with boring linen dresses.
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I'm Manifesting a Fashionable Fall in NYC With These 36 Nordstrom Anniversary Sale FindsFrye, AllSaints, Vince, Coach, and more.
