As someone who is entering their 10th—yes, 10th—year working at Who What Wear and who treated their own wardrobe like a job prior to that, I like to think I have a bit of experience when it comes to shopping. While a large part of my role here has been to decode trends and make them accessible for our readers, my personal goal has always been to invest in forever pieces as I find them. Of course, the fun and trendy finds have a place too, but whenever I’m deciding where to allocate my shopping budget, whether it's for an event, a vacation, or a season, the bulk of it is always reserved for items I hope will stay with me well beyond my immediate needs.
With that in mind, I thought I’d round up some of my favorite luxury buys for the upcoming season that I believe fit into the category of fashion "investments." From bags and belts to jackets, pants, and shoes, these are the fall-ready clothes and accessories I would choose if I were on the hunt for something to last me several or more years. Ready to see what made the cut? Simply keep scrolling.
Éterne
Brady Cashmere Pullover Sweater
This new-ish, celebrity-loved brand is quickly becoming one of my favorites for basics.
Róhe
Double Waistband Detail Overlap Skirt
This stunning, versatile skirt can be worn with a white tank and Sambas or dressed up for formal events.
Aeyde
Melia Leather Point-Toe Pumps
Time has shown that kitten heels are forever.
Cartier
Baignoire de Cartier Watch
While Cartier's Baignoire watches are definitely having "a moment" right now, they're also instant heirlooms.
Max Mara
Madame 101801 Icon Double-Breasted Wool and Cashmere-Blend Coat
This coat is a classic.
H&M
Fine-Knit Cashmere Sweater
Not all investments have to cost a fortune.
Chanel
Ballet Flats
Shoe trends come and go, but these are a forever buy. Even if you find you stop wearing them for months, or even years at a time, I promise you'll come back to them.
J.Crew
Emilie Patch-Pocket Sweater Lady Jacket
This J.Crew jacket looks like it would be on Net-a-Porter.
Nili Lotan
Esmee Strapless Silk-Satin Gown
You can wear this to every black-tie wedding you're invited to until the end of time.
Bottega Veneta
Cassette Small Intrecciato Leather Shoulder Bag
This shape is so timeless.
Loulou Studio
+ Net Sustain Safi Oversized Wool and Cashmere-Blend Sweater
I'm a big fan of this brand's knits lately.
Sir
Jacques Ruched Mesh Skirt
This little skirt is special but simple enough that you can wear it over and over again.
Staud
Wally Suede Knee Boots
These make any outfit instantly polished.
Toteme
Army Leather Biker Jacket
Toteme's outerwear strikes the perfect balance of classic and forward.
Enza Costa
Everywhere Pant
I wore these pants in white all summer and just ordered the black for fall.
Prada
Beveled Acetate & Plastic Oval Sunglasses
Your future daughters, nieces, or grandaughters will be glad you bought these.
The Frankie Shop
Gelso Tailored Waistcoat
It's a top, it's a layering piece, it's a no-brainer.
The Row
Effi Leather Belt
A chic belt can make an outfit and will never go out of style.
H&M
Ankle-Length Leather Pants
These 100%-leather pants will stick with you for years.
Jennifer Fisher
Micro Michelle Gold-Plated Hoop Earrings
Everyone needs a pair and Jennifer Fisher has perfected them.
Nordstrom Signature
Cashmere Crewneck Sweater
I love the way this falls and you'll never get sick of a gray knit.
Saint Laurent
Blade Square Toe Slingback Sandal
These slingbacks are so elegant, but the crystal-embellished buckle makes them fun, too. Wear them with anything from jeans to dresses.
H&M
Wool-Blend Coat
I learned years ago that H&M's Premium Selection truly is premium.
Khaite
Lotus Mini Textured-Leather Tote
I have this bag in an older color and it's one of my most-worn pieces. It's the perfect size and shape for using every day.
Nili Lotan
Silk Boyfriend Blazer
Nili Lotan's jackets have been so good lately—I want them all but especially this oversize blazer.
Toteme
The City Leather Ankle Boots
You'll always come back to a Chelsea boot, especially when it's been perfected by Toteme.
Theory
New Divide Wool & Cashmere Crop Jacket
I can tell just by looking online that this jacket is buttery soft and, in camel, it's timeless.
Gucci
Jackie 1961 Small Leather Shoulder Bag
This timeless and versatile bag has a detachable strap that converts it to a crossbody style, so you can wear it for anything.
This post was published at an earlier date and has since been updated.
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.