I'm a Shopping Director—These Are the 10 Items on My Fall Shopping List

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'm writing this in a summer outfit (ahem, boxer shorts and a relaxed linen button-down shirt to be exact), and it's 83ºF outside, but yes, I'm here to chat about fall. This is my absolute favorite season for fashion. So while my actual outfits haven't shifted to the next season yet, my fashion brain has.

Many of my favorite brands and labels have been dropping their initial fall offerings, and I'm sharing a list of early fall pieces I think you'll get a lot of mileage out of, along with styling pieces to consider as well. Think of this as your initial fall shopping list and your ticket to looking chic all season long. Xx, B

COS Sweater

COS

Chunky Cashmere Sweater

The COS cashmere sweater is back. This wildly popular silhouette kept selling out last season, so if you love it, this is your moment. This beige color is divine, but it also comes in delicious pink and navy hues. The styling possibilities are endless, but teaming it with a pretty lace-trim skirt is beyond chic.

Styling Pieces

Reformation

Lace Trim Silk Midi Skirt

Coach Outlet

Faye Shoulder Bag With Ruching

Proenza Schouler

Trap Crossover Slingback Pumps

Levi's Jeans

Levi's

Ribcage Wide Leg Jeans

I couldn't create a fall shopping list without featuring great denim. The Levi's Ribcage jeans are consistent fan favorites for the perfect fit and silhouette. I think every editor on Team WWW owns some iteration. Wash wise, a darker color is lovely for the season, but I also love this wash to style with your other favorite fall staples.

Styling Pieces

ZARA

Contrast Knit Short Sleeve Polo Top

Kate Spade New York

Watch

adidas

Gazelle Lo Pro Sneakers

Madewell Jacket

Madewell

Corduroy Collar Denim Barn Jacket

Speaking of denim, a cool denim jacket is a must for those first chillier days. You can't go wrong with a classic style, but this barn jacket (the look isn't going away anytime soon) with the corduroy trim is relevant and versatile. It will absolutely sell out.

Styling Pieces

Vince

Nora Genuine Calf Hair Loafers

Tory Burch Bag

Tory Burch

Romy Suede Hobo Bag

It's the year of the suede bag (no matter the season). I'm loving this hobo style from Tory Burch with the asymmetrical topline design and the adjustable shoulder strap. It's very spacious, and there's also a zippered pocket to keep valuables secure. A winning fall bag if you ask me.

Styling Pieces

Wilfred

Twirl Pleated Skirt

Kallmeyer Shirt

KALLMEYER

Chloé Checked Voile Shirt

Plaid shirts make every fashion person's list of must-have fall 2025 staples. A checked shirt is low-key yet cool, forward yet timeless. This yellow iteration from one of my favorite labels right now, Kallmeyer, is next-level with the French cuffs and relaxed cut. I'd style it with dark jeans and sleek pumps for something a bit more unexpected.

Styling Pieces

Manu Atelier

Cambon Cabas

Miu Miu

Bow Slingback Kitten Heel Pumps

Anine Bing Boots

ANINE BING

Tall Tania Boots

Anine Bing's shoe range is always a favorite, and these knee-high suede boots are no exception. The Western vibe is on point, and so is the gorgeous shade of chocolate brown. Picture them with a contrasting black leather skirt and a cute tee or knit to start the season.

Styling Pieces

KOBI HALPERIN

Rhea Faux Leather Midi Skirt

Old Navy

Textured Bouclé T-Shirt

Kate Spade New York

Watch

AllSaints Leather Jacket

AllSaints

Clay Leather Jacket

A funnel-neck jacket is IT. The detail brings a directional spin to any look. The accents on this AllSaints leather jacket are quite noteworthy with the zippers, toggle waist, and pockets. Picture it with loose black trousers and stylish flats.

Styling Pieces

ZARA

Double Waist Wide Leg Pants

AEYDE

Belen Fringed Leather Loafers

Nordstrom Blazer

Nordstrom

Slim Fit Blazer

Nineties-inspired, simple silhouettes exude elegance. This Nordstrom slim-fit blazer with the four buttons has that '90s vibe with the coordinating wrap midi skirt. I know you'll get compliments with this look—especially styled with a gorgeous pair of knee-high boots and a great bag.

Styling Pieces

Nordstrom

Wrap Midi Skirt

Khaite

Sybil Pointed Toe Boots

Guest in Residence Sweater

GUEST IN RESIDENCE

Striped Cashmere Polo Sweater

A striped polo knit has a retro yet modern vibe. The specific color mixing on this sweater really caught my eye. It's one of those investment pieces you'll wear throughout the season and into winter. Guest in Residence cashmere is also insanely soft.

Styling Pieces

CITIZENS OF HUMANITY

Ayla Baggy Mid-Rise Wide-Leg Jeans

TKEES

Foundations Matte Flip Flops

Vince Coat

Vince

Pressed Plaid Wool-Blend Car Coat

I'm a massive fan of Vince for its range of elevated pieces, including this plaid coat. It's certainly pertinent to this season, but it will withstand the test of time and work for seasons to come with the classic shape. There are actually adjustable tabs at the waist if you want a more cinched-in look as well.

Styling Pieces

ALIGNE

Dion Knitted Jumper

ALIGNE

Harris Satin Maxi Skirt

Andrea Gomez

Amelia Suede Ballerina Flats