Outfits

9 Fresh Ways to Style Your Jeans While We Wait for Cooler Weather

written by TINSLEY CRISP

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9 Fresh Ways to Style Your Jeans While We Wait for Cooler Weather
Source: @aliciamlun
9 Fresh Ways to Style Your Jeans While We Wait for Cooler Weather
Source: @aliciamlun

A great pair of jeans is the glue that holds my wardrobe together. They’re my go-to when I’m running late and don’t know what to wear, the piece I feel most confident in, and one of the few items that never really goes out of style. But as much as I love throwing them on with a tee and calling it a day, this season’s denim trends have me reaching for new pairings.

From Alix Earle’s viral Frame collab to Kendrick Lamar’s Celine flares earlier this year, 2025 has been full of denim headlines worth bookmarking. And it’s not just celebrities—runways and street style alike are leaning into nostalgia, with everything from skinny-jeans-2.0 to low-slung bootcut hems. While you can never go wrong with an outfit built around your favorite jeans, this season’s throwback-inspired trends have me thinking beyond my usual combinations. With a fresh mix of tailored blazers, cropped outerwear, and playful accessories, my Pinterest board is already stacked with “to be worn ASAP” denim looks.

If your denim rotation could use a seasonal refresh, keep reading for nine updated jeans outfits to recreate this fall.

1. With a matching denim shirt

The Canadian tuxedo may be obvious, but it never misses. Double denim sets the stage for accessories to shine, whether it’s a bold belt, sleek sunglasses, or standout shoes. I’d pair mine with leopard kitten heels and statement earrings for a combo that feels timeless and fresh at the same time.

Denim Shirt
Banana Republic Factory
Denim Shirt

10+ colors available

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High-Rise '90s Straight Jeans
Abercrombie & Fitch
High-Rise ’90s Straight Jeans

9 colors available
plus-size options available

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Slingback Pumps
Sam Edelman
Slingback Pumps

10+ colors available

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Droplet Statement Earrings
Madewell
Droplet Statement Earrings

2 colors available

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2. With a cardigan and a tank

fall jeans outfits
Source: Anna Goldschmidt | Dupe

This point in the season is all about layers. I like pieces I can peel off when the afternoon sun hits—like a cardigan I can drape over my shoulders or tie at my waist—but that still keeps me warm on a chilly morning. I’d let the tank peek out underneath and button just the middle few buttons of the cardigan for a relaxed, effortless feel.

Cropped Cardigan
Old Navy
Cropped Cardigan

10+ colors available
plus-size options available

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Cami Tank-Top
Old Navy
Cami Tank-Top

4 colors available
plus-size options available

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Low-Rise Baggy Jeans
Pacsun
Low-Rise Baggy Jeans
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Bullet Sneakers
DSW | Gola
Bullet Sneakers

2 colors available

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3. With a cropped trench coat and loafers

Source: @mariellehaon

Those closest to me—yes, even my editor—know that I’ve been drooling over a cropped trench for the last several weeks. And if you needed proof as to why, well, I’d say this photo is all you need. The shortened version still reads as your classic trench, but with a bit more edginess and versatility. And let’s be honest: Sometimes I don’t want to cover up my jeans entirely with a full-length trench.

Double-Breasted Trench Coat
Commense
Double-Breasted Trench Coat
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High-Rise Kick Flare Jeans
Gap
High-Rise Kick Flare Jeans
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Madison Leather Loafers
Steve Madden
Madison Leather Loafers

10+ colors available

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Dakota Saddle Bag
Madewell
Dakota Saddle Bag

5 colors available

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4. With kitten heels and an oversized blazer

Jeans may be synonymous with off-duty style. But add a sharp blazer and kitten heels, and suddenly they’re boardroom-to-bar ready. It’s an easy upgrade that proves denim can go far beyond its casual reputation.

Classic Button-Down Shirt
Old Navy
Classic Button-Down Shirt

10 colors available
plus-size options available

Shop Now
Oversized Blazer
Everlane
Oversized Blazer

9 colors available

Shop Now
High-Rise Barrel Jeans
Gap Factory
High-Rise Barrel Jeans

6 colors available

Shop Now
Cherry Pumps
Revolve | Tony Bianco
Cherry Pumps

3 colors available

Shop Now

5. With a baseball hat and a crewneck tee

fall jeans outfits
Source: Joana Abreu | Dupe

As obvious as it sounds, I sometimes forget I can swap my leggings for jeans. It instantly dresses up a look while still keeping it casual. Add a baseball cap, and you’ve got the perfect fix for a bad hair day—it pulls everything together the way a great jacket would.

Crew-Neck Swing Tee
Quince
Crew-Neck Swing Tee

6 colors available

Shop Now
'90s Lo-rise Baggy Jeans
Aritzia
’90s Lo-rise Baggy Jeans

8 colors available

Shop Now
Hot Dog Baseball Cap
Rowing Blazers
Hot Dog Baseball Cap
Shop Now
Large Shopper Tote
Shopbop | Madewell
Large Shopper Tote
Shop Now

6. With a trench coat and a pop of color

fall jeans outfits
Source: Cora Pursley | Dupe

A trench is the ultimate blank canvas, which is why I love pairing it with a pop of color. A vibrant bag, patterned scarf, or statement shoe instantly turns the timeless staple into something more personal and fun.

Timeless Trench Coat
Banana Republic Factory
Timeless Trench Coat

2 colors available

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Oversized V-Neck Sweater
Gap
Oversized V-Neck Sweater

4 colors available

Shop Now
High-Rise Loose Jeans
Abercrombie & Fitch
High-Rise Loose Jeans

10+ colors available
plus-size options available

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Lucia Classic Top Handbag
Anthropologie
Lucia Classic Top Handbag

3 colors available

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7. With a button-down and a claw clip

fall jeans outfits
Source: Gwyneth Fiona Cataquez | Dupe

I practically live in a button-down year-round. Whether I’m using it as a makeshift cover-up or swapping it in for a tee, it’s the piece that instantly makes me feel put-together. Tucked into jeans with a claw clip and a structured bag, it becomes a foolproof outfit that works for just about any occasion.

Poplin Long-Sleeve Shirt
Quince
Poplin Long-Sleeve Shirt

6 colors available

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501 '90s Jeans
Levi’s
501 ’90s Jeans

9 colors available

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Big Effing Clip Hair Claw
Sephora | Emi Jay
Big Effing Clip Hair Claw
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Brooklyn Shoulder Bag 23
Coach
Brooklyn Shoulder Bag 23

3 colors available

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8. With a hoodie and a blazer

A hoodie and jeans are a classic off-duty duo, but layered under a blazer, they feel instantly elevated. Add kitten heels or sleek loafers, and you’ve got a look that strikes the perfect balance between laid-back and tailored.

Full-Zip Hoodie
Old Navy
Full-Zip Hoodie

6 colors available
plus-size options available

Shop Now
Oversized Double-Breasted Blazer
Old Navy
Oversized Double-Breasted Blazer

2 colors available
plus-size options available

Shop Now
Low Loose Jeans
Levi’s
Low Loose Jeans

8 colors available

Shop Now
Becky Mules
Free People
Becky Mules

5 colors available

Shop Now

9. With a rugby polo and sneakers

Fall jeans outfits
Source: Georja Malt | Dupe

Rugby polos are having a major moment, and the best way to wear them is far from the sidelines. Try one with a mini skirt for a playful twist, or with wide-leg jeans and clean sneakers for a casual balance that feels fresh and intentional.

Striped Rugby Shirt
J.Crew Factory
Striped Rugby Shirt

3 colors available
plus-size options available

Shop Now
Mid-Rise Baggy Jeans
Gap
Mid-Rise Baggy Jeans

10+ colors available

Shop Now
740 Sneakers
New Balance
740 Sneakers

10+ colors available

Shop Now
Vintage Style Watch
Amazon
Vintage Style Watch

3 colors available

Shop Now
Jean Outfits
MEET THE AUTHOR

Tinsley Crisp, Fashion & Beauty Staff Writer

Tinsley Crisp is a Fashion & Beauty Staff Writer at The Everygirl and specializes in reporting on the season’s latest trends and hottest products. As a New York City-based stylist, she’s committed to injecting joy into the art of getting dressed and delivering attainable yet aspirational content to our readers.