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The Easiest Way to Look Cool This Fall 2025 Is to Wear This One Trend

By Swedan Margen

The Easiest Way to Look Cool This Fall 2025 Is to Wear This One Trend

As someone who cares a lot about how they dress but doesn't necessarily have the physical stamina to match her passion for fashion, I'm always interested in ways to hack looking cool, chic, and put-together without spending a ton of effort planning, trying on, and perfecting a look. Plus, even if I did want to put the work in, who has the time these days?! This endless quest has led me over and over again to the same solution: the matching set. Whether it's a jacket and pants, top and skirt, or any other combination of the aforementioned items, the set never fails to keep you looking polished. There's just something about coordinating separates that screams I've figured it out. Currently, the above two from GapStudio and Tibi are among my favorites for fall with plenty more options in my carts and wish lists. To see and shop them all, simply keep scrolling.

Gapstudio Big Shirt

I own this set and am truly obsessed with it.

Gapstudio Low Rise Loose Trousers

Gapstudio

Low Rise Loose Trousers

Obsessed might be an understatement.

Leather-Trimmed Twill Jacket

TIBI

Leather-Trimmed Twill Jacket

Bonded Twill Mini Skirt - Navy / 00 / F125bz5360

Tibi

Bonded Twill Mini Skirt

Anything that comes with a matching miniskirt is a yes for me.

Tessa Jacket
Carla Low Waist Skirt

Reformation

Carla Low Waist Skirt

For looking anything but basic.

Crop Leather Trench

Theory

Crop Leather Trench

Literally, the perfect brown leather jacket.

Straight Classic Leather Pant

Theory

Straight Classic Leather Pant

These are worth it on their own.

Carinnthia Cardigan
Carinnthia Knit Pant
Ulla Johnson the Agata Denim Cape Jacket

Ulla Johnson

The Agata Denim Cape Jacket

Ulla Johnson the Lou High Rise Jeans

Ulla Johnson

The Lou High Rise Jeans

But the fit and buttons are pretty good too.

Leset Pointelle Classic Crew Cardigan

Leset

Pointelle Classic Crew Cardigan

This brand is known for its sets.

Leset Pointelle Boxer Pants

Leset

Pointelle Boxer Pants

Amoako Cropped Faille Jacket

DESTREE

Amoako Cropped Faille Jacket

Destree sets hit different.

Yoshitomo Pleated Faille Wide-Leg Pants

DESTREE

Yoshitomo Pleated Faille Wide-Leg Pants

Étienne Cropped Button-Up Shirt in Duchesse Satin

J.Crew

Étienne Cropped Button-Up Shirt in Duchesse Satin

This shade of brown is elite.

Wide-Leg Pleated Pant in Duchesse Satin

J.Crew

Wide-Leg Pleated Pant in Duchesse Satin

There's nothing quite like satin.

Devoré Denim Jacket - Women | Mango Usa

MANGO

Devoré Denim Jacket

Mango really did something here.

Wide-Leg Devoré Jeans - Women | Mango Usa

MANGO

Wide-Leg Devoré Jeans

Charley Shirt

Significant Other

Charley Shirt

You'd wear this so much on its own, too.

Charley Pants

Significant Other

Charley Pants

The definition of cool-girl pants.

Nash Jacket

Lovers and Friends

Nash Jacket

Nash Mini Skirt

Lovers and Friends

Nash Mini Skirt

Carmen Denim Jacket

Rebecca Taylor

Carmen Denim Jacket

I've seen this set in person, and it's unbelievably flattering.

Carmen Denim Skirt

Rebecca Taylor

Carmen Denim Skirt

I love how this peeks out under the jacket.

Fp X Bec + Bridge Myka Printed Midi Skirt Set

FP X Bec + Bridge

Myka Printed Midi Skirt Set

Saraphina Leather-Trimmed Leopard-Print Calf Hair Jacket

KHAITE

Saraphina Leather-Trimmed Leopard-Print Calf Hair Jacket

Loxley Leopard-Print Calf Hair Maxi Skirt

KHAITE

Loxley Leopard-Print Calf Hair Maxi Skirt

Wiley Knit Top

Reformation

Wiley Knit Top

Iris Knit Skirt

Reformation

Iris Knit Skirt

I approve the styling, too.

Interlock High-Neck Bomber Jacket

ZARA

Interlock High-Neck Bomber Jacket

Combination Interlock Midi Skirt

ZARA

Combination Interlock Midi Skirt

Vega Jacket - Birch

CULT GAIA

Vega Jacket in Birch

Xia Pant - Birch

CULT GAIA

Xia Pant in Birch

Wear this to dinner with heels or to run errands with sneakers.

Emma Pinstriped Linen-Twill Vest

POSSE

Emma Pinstriped Linen-Twill Vest

Alice Pinstriped Linen-Twill Mini Skirt

POSSE

Alice Pinstriped Linen-Twill Mini Skirt

If miniskirts aren't your thing, there's a blazer and pants, too!

Cropped Cashmere-Blend Turtleneck Sweater

ALAÏA

Cropped Cashmere-Blend Turtleneck Sweater

It's so mature and youthful at the same time.

Pleated Knitted Cashmere-Blend Midi Skirt

ALAÏA

Pleated Knitted Cashmere-Blend Midi Skirt

Plus, the color is perfect.

Limited Edition 100% Leather Cropped Blazer

ZARA

Limited Edition 100% Leather Cropped Blazer

Zara's real leather is always worth it.

100% Leather Straight Skirt Limited Edition

ZARA

100% Leather Straight Skirt Limited Edition

Satin Shirt
Wrap-Effect Asymmetric Satin Mini Skirt

COURRÈGES

Wrap-Effect Asymmetric Satin Mini Skirt

Polca Jacket

I can tell it's cozy, too.

Violette Pant

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Matching Sets

Originally published by whowhatwear.com. Syndicated material does not necessarily reflect the views of Vanity Fair Fashion.

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The Easiest Way to Look Cool This Fall 2025 Is to Wear This One Trend - Vanity Fair Fashion