Embracing new autumn trends is exciting, but certain fail-safe outfit combinations always capture our attention this time of year. Just as a dress and sandals shine in the warmer months, jeans and boots are the go-to staples for autumn and winter—especially when worn together.
Given the timeless nature of this formula, it's no surprise that celebrities have stepped out in their own jeans-and-boots outfits. Within the category, we've seen an impressive variety of double acts: wide-cut denim with pointed-toe boots; slim-leg jeans with chunky boots; slouchy jeans with slouchy boots; and everything in between. A-listers aren't afraid to experiment with their style, so if you were worried about this look being overdone, fear not—there are plenty of fresh takes for you to re-create, courtesy of Sienna Miller, Charli XCX, Zoë Kravitz and more.
Take a look at our top picks below, then shop the pieces you need to emulate your favourites.
1. Sienna Miller: Wide-Leg Jeans + Blazer + Pointed-Toe Boots
Style Notes: Sienna Miller knows how to serve up a classic look, and this understated blazer-and-baggy-jeans pairing is no exception. The sleek, pointed-toe boots balance out the voluminous denim perfectly.
Shop the look:
Other Stories has nailed the classics.
Don't overlook this high-street hero's denim selection.
You'll pull these out every autumn.
2. Emily Ratajkowski: Straight Jeans + Shearling Jacket + Brown Boots
Style Notes: Temperatures are set to plummet, which means we'll be bundling up in our cosiest outerwear in no time. The list of jackets that go with jeans and boots is long, but we particularly love Em-Rata's chic trifecta.
Shop the look:
Such a versatile and rich-looking hue.
The perfect not-too-slim, not-too-loose jeans.
Bravo, Marks and Spencer.
3. Jennifer Lopez: Baggy Jeans + Knitwear + Uggs
Style Notes: If black ankle boots feel a bit too smart for your day-to-day outfits, take a leaf out of J.Lo's book and opt for a relaxed denim cut teamed with Uggs.
Shop the look:
This handy jumper comes in 12 feel-good hues!
I can definitely see J.Lo wearing this pair.
Grab them before they sell out again.
4. Charli XCX: Loose Jeans + Puffer Jacket + Knee-High Boots
Style Notes: Charli XCX's ‘brat’ aesthetic defined the summer, so we're excited to witness her autumn 2024 vibe. This puffer jacket and slouchy boots ensemble is a promising start.
Shop the look:
Warm and stylish.
These would also look great with loafers or ballet flats.
The leather on these boots looks buttery soft.
5. Zoë Kravitz: Low-Rise Jeans + Blazer + Heeled Boots
Style Notes: Much like Sienna, Zoë Kravitz got the memo that a blazer adds instant polish to every outfit. This is a combination you can pull out countless times for all kinds of occasions.
Shop the look:
The ideal neutral layer.
Fashion editors adore Reformation denim.
Don't these look so high-end?
6. Olivia Rodrigo: Dark-Wash Jeans + Wool Coat + Chunky Boots
Style Notes: Olivia Rodrigo has mastered off-duty style, and we're all taking notes. The chunky Chelsea boot is a cool and practical option for busy days in the city.
Shop the look:
I know a great transitional cover-up when I see one.
Take a break from blue denim with this washed black pair.
One of the many striking styles available at H&M right now.
-
Sorry, Barrel Jeans—I Am Forever Loyal to This Classic, Effortless Denim StyleFive chic winter outfit ideas right this way.
-
After All These Years, I'm Still in Love With Hailey Bieber's Style—6 Recent Outfits I'm Copying in 2025Let me reapply my Rhode lip gloss first.
-
This Pop Star's Shoe Collection Is Full of Unexpectedly Chic Gems—25 I Have My Eye OnMost styles are under $100.
-
7 Major 2025 Denim Trends for Under $150The styles and silhouettes to have on your radar.
-
Fashion People Know This Color Combination Has Never Had a Flop Era (and Never Will)It's elegant for life.
-
No Offense to Trousers, But Gwyneth Paltrow Just Made This "Dated" Denim Trend Look Way More ElegantI'm sold.
-
I'm a Fashion Editor—I Reach For This Effortless Wardrobe Essential When I Don't Know What to WearHere are nine easy ways to style the piece.
-
Celebs in Their 40s and 50s Are Styling Jeans With This One Sneaker Color TrendIt's probably not what you think.
