Retail Therapy: The 20 Fall Items You Need This Season

Welcome to Retail Therapy—Who What Wear Executive Shopping Director Bobby Schuessler‘s digest of everything that matters in shopping. He spends his days uncovering special gems to elevate a wardrobe, and it’s all curated right here for you, dear readers. Think of Bobby as your personal shopper, and this is the exclusive list of items that get a yes from him, period.

Fall is fashion—period. With all due respect to the calendar, I’ve always thought the true fresh start happens in the fall. (Sorry, January.) It’s when style really comes alive with rich textures, effortless layering, and endless possibilities. Consider this your annual invitation to level up your aesthetic. And of course, I’m here to help.

You already have your staples—go-to black sweater, trusty coat—but these 20 pieces (in honor of Who What Wear’s 20th Anniversary) are here to bring back the spark. This is your shortcut to building the chicest, most effortless looks of the season. So let’s get it.

The best fall fashion of 2026

(Image credit: Burberry)

Burberry
Yes, trench. You’re giving chic.

The best fall fashion of 2026

(Image credit: Reformation)

Reformation
If you styled this skirt with a chunky knit, I’d compliment you.

The best fall fashion of 2026

(Image credit: Chanel)

Chanel
This beauty will do wonders for your stack. It does wonders for mine.

The best fall fashion of 2026

(Image credit: Anine Bing)

Anine Bing
An Anine Bing blazer is always in my rotation.

The best fall fashion of 2026

(Image credit: Mansur Gavriel)

Mansur Gavriel
I can’t even imagine a modern fall wardrobe without cute suede flats. Bye.

The best fall fashion of 2026

(Image credit: The Frankie Shop)

The Frankie Shop
A statement piece never hurt anyone.

fall fashion

(Image credit: Nour Hammour)

Nour Hammour
One of those “wow” pieces.

The best fall fashion of 2026

(Image credit: Staud)

Staud
For any upcoming parties.

The best fall fashion of 2026

(Image credit: Manu Atelier)

Manu Atelier
An It bag for an It person.

The best fall fashion of 2026

(Image credit: Dior)

Prada
Prada. Period.

The best fall fashion of 2026

(Image credit: Maje)

Maje
Okay, sharp.

The best fall fashion of 2026

(Image credit: Banana Republic)

Banana Republic
Please, don’t forget a belt. It’s an easy way to bring polish to an outfit.

The best fall fashion of 2026

(Image credit: Guest in Residence)

Guest in Residence
The color combo here is delightful.

The best fall fashion of 2026

(Image credit: Toteme)

Toteme
I see you, stunning wallet.

The best fall fashion of 2026

(Image credit: Movado)

Movado
You’ll have this watch in your jewelry box forever.

The best fall fashion of 2026

(Image credit: Gentle Monster)

Gentle Monster
I’ve never met a statement pair of sunglasses I didn’t like.

The best fall fashion of 2026

(Image credit: Citizens of Humanity)

Citizens of Humanity
The number of outfits this unlocks is slightly absurd.

The best fall fashion of 2026

(Image credit: Soft Goat)

Soft Goat
This wrap is incredibly soft.

The best fall fashion of 2026

(Image credit: Adidas)

Adidas
At the end of the day, we all want to wear cool sneakers, right?

The best fall fashion of 2026

(Image credit: Tory Burch)

Tory Burch
The hardest-working layer in your wardrobe.

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