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40 Fall Items to Make a Closet Chicer, According to a Shopping Director
Fashion

40 Fall Items to Make a Closet Chicer, According to a Shopping Director

by jummy84 October 27, 2025
written by jummy84

Welcome to Retail Therapy—Who What Wear 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.

I’ve been in my fashion happy place the last few weeks now that fall, my favorite season, is officially here. The new collections continue to drop, filled with the types of pieces that make this season the standout (i.e., gorgeous sweaters, dreamy jackets, and stylish boots). I’ve been curating edits of my favorite picks on Who What Wear, but I wanted to provide another fall shopping list for you right here that’s filled with pieces I think will make your wardrobe feel instantly chicer. You’ll find everything from beautiful coats (like the Banana Republic faux-fur stunner I’m wearing here) to elegant accessories to trend-forward knits. Happy shopping. Xx, B

Banana Republic Sweater

Banana Republic

Midweight Cashmere Crew-Neck Sweater

Fashion people—myself included—rave about Banana Republic’s cashmere because of the quality and how soft it is. This silhouette is slightly oversize and would look gorgeous styled with a suede jacket, jeans, and cute flats.

Styling Pieces

Faux Suede Belted Blazer

ZARA

Faux Suede Belted Blazer

Luna Pieced High-Waist Tapered Jeans

AGOLDE

Luna Pieced High-Waist Tapered Jeans

Nordstrom, Maddox Ballet Flats

Nordstrom

Maddox Ballet Flats

Open Edit Skirt

Open Edit, Lace Trim Satin Midi Skirt

Open Edit

Lace Trim Satin Midi Skirt

A lace-trim skirt is a staple among style setters. This pick from Nordstrom’s in-house label Open Edit is very pretty. Side note, I love the idea of teaming one with a chunky sweater for contrast.

Styling Pieces

Open Edit, Twist Reversible Sweater

Open Edit

Twist Reversible Sweater

Romy Shoulder Bag in Gray, Size Os

Romy Shoulder Bag in Gray, Size Os

Sam Edelman Sylvia Boots

Adidas Sneakers

adidas, Sl 72 Sneakers

I couldn’t produce a fall shopping list without including an It pair of sneakers from Adidas. The SL 72s are fan favorites, and I’m feeling this baby-blue hue right now to wear with a casual ensemble.

Styling Pieces

BP., Stripe Cotton Blend Rugby Shirt

BP.

Stripe Cotton Blend Rugby Shirt

Gap, High Rise Stride Wide-Leg Jeans

Gap

High Rise Stride Wide-Leg Jeans

jcrew, Broken-In Barn Jacket™ in Brushed Chino

J.Crew

Broken-In Barn Jacket™ in Brushed Chino

Zara Coat

Zw Collection Wool Blend Cape Coat

ZARA

ZW Collection Wool Blend Cape Coat

Wow. This cape coat is a moment. It’s elegant, regal, and chic. YES. Consider pairing it with a sleek pair of trousers and of-the-moment sock boots for a streamlined silhouette.

Styling Pieces

Miller Watch in White, Size Os

Trent Trouser

ANINE BING

Trent Trousers

Clara Sock Boot

Coconuts by Matisse

Clara Sock Boots

Steve Madden Boots

Steve Madden, Dantelle Knee High Boots

Steve Madden

Dantelle Knee High Boots

If you’re looking for a pair of suede knee-high boots, here you go. The lower heel is noteworthy, and the color is that perfect shade of chocolate brown. Picture this under-$200 pair styled with the faux-fur coat I’m wearing above. Divine.

Styling Pieces

Faux Fur Long Coat

Banana Republic

Faux Fur Long Coat

Wool & Cashmere-Blend Three-Quarter-Sleeve V-Neck Sweater

Vince

Wool & Cashmere-Blend Three-Quarter-Sleeve V-Neck Sweater

Open Edit, Satin Midi Skirt

Open Edit

Satin Midi Skirt

Nour Hammour Jacket

Beck Suede Bomber Jacket

Nour Hammour

Beck Suede Bomber Jacket

This is one of those investment jackets I keep coming back to when doing market research for my various stories. It just exudes coolness with the modern and relevant shape. A dream piece for sure.

Styling Pieces

Reformation, Greer Straight Leg Jeans

Reformation

Greer Straight Leg Jeans

Marlo 12 Bag in Leather

The Row

Marlo 12 Bag in Leather

Nevada 85 Leather Ankle Boots

Khaite

Nevada 85 Leather Ankle Boots

Guest In Residence Sweater

Argyle Wool-Blend Sweater

GUEST IN RESIDENCE

Argyle Wool-Blend Sweater

I’m so vibing with argyle this fall, and this polo from Gigi Hadid’s label, Guest in Residence, is a wow piece. I’d style it with corduroy pants and flats for an elevated yet easy look.

Styling Pieces

Corduroy Straight-Leg Pants

COS

Corduroy Straight-Leg Pants

Small Miller Watch in Blue, Size Os

Small Miller Watch in Blue, Size Os

MW, The April Ballet Flat

Madewell

The April Ballet Flats

Levi’s Jeans

Levi's, 501 Jeans

Why hello there, fantastic jeans. Levi’s is synonymous with A+ denim cuts, and this pair of 501s in the darker wash is a favorite among my co-editors. Yes, it’s one of those no-fail purchases.

Styling Pieces

COACH, Swing Zip Bag

Selection Stand Collar Wool Blend Coat

MANGO

Selection Stand Collar Wool Blend Coat

Nordstrom, Benson Loafers

Aritzia Shirt

TNA, Radcliff Shirt

A plaid shirt is another must-have for fall 2025. While you could certainly wear the shirt as is with your favorite trousers or jeans, tying it around the waist as a layering piece is also worth considering.

Styling Pieces

Nappa Leather Jacket With Grainy Finish

Massimo Dutti

Nappa Leather Jacket With Grainy Finish

Wool Skirt Pants

Alex Mill X Margaux: the Clara - Espresso Suede

Alex Mill X Margaux:

The Clara

Toteme Bag

Toteme, Leather Bag

I’m a sucker for a gorgeous Toteme bag. This bucket bag with that beautiful finish is a compliment magnet. That’s all.

Styling Pieces

Jacket With Collar

Taney Pencil Skirt

The Frankie Shop

Taney Pencil Skirt

Tony Bianco, Charlie Slingback Pointed Toe Kitten Heel Pumps

Tony Bianco

Charlie Slingback Pointed Toe Kitten Heel Pumps