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
