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    Home»Fashion»The 10 Fall Fashion Items on a Shopping Director’s list.
    Fashion

    The 10 Fall Fashion Items on a Shopping Director’s list.

    By AdminAugust 25, 2025
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    The 10 Fall Fashion Items on a Shopping Director’s 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

    Faye Shoulder Bag With Ruching

    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

    Denim Jeans

    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

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