Gen Z Says is a bimonthly column chronicling the latest trends in the fashion-and-beauty space through the lens of Who What Wear's own Gen Z editors. Expect a download on the upcoming class of tastemakers, emerging designers, and shopping and style choices straight from the generation setting the trends.
There's something oddly comforting about a forever piece—that one item in your closet that makes you feel like you've got it together, even if you're running on cold brew and chaos. Here's the thing, though: Timeless doesn't have to mean boring, and investment doesn't have to mean dropping a month's rent. As a Gen Z fashion editor who loves a good dopamine hit from both an impeccable outfit and a smart purchase, I'm here to tell you that it's entirely possible to have both.
We've entered the era of intentional style, where versatility trumps excess and the real flex is knowing the cost per wear of your favorite coat better than the exact breakdown of your screen-time report. Between quiet luxury TikTok videos and endless style inspiration, the conversation around investment buys has evolved. It's less about the logo and more about longevity, quality, and how seamlessly something fits your actual life.
In the spirit of smart buys, shop the best foolproof Gen Z investment pieces that are timeless, versatile, and under $1000. These pieces—from classic ballet flats that'll come out to cents on the cost-per-wear chart to sleek luxury watches that'll outlive any trend cycle—are looking to call your closet their forever home.
These ballet flats have never failed me.
Every adult needs a grown-up wallet filled with real money, and this Celine wallet is perfect for that.
Every Gen Z needs an investment watch, and this this Heritage 1917 from Movado is incredibly well worth the price.
Khaki jeans will be everywhere this season, but the style feels like an investment piece for Gen Z. Instead of rigid, corporate-approved slacks, the hue on a pair of barrel-leg jeans feels 10 times more approachable.
If you'd like to support a cool girl–approved eyewear brand, Gen Z loves anything Elisa Johnson makes.
Leopard print is a neutral in Gen Z's eyes!
Simple, sleek black ankle boots never go out of style.
I've gotten dozens of clicks for this cozy cashmere sweater, and while you'd think the price would be a deterrent, everyone I know is buying it as a forever piece this fall and winter.
These are the jeans to end all jeans. Emma Chamberlain loves them for their timeless silhouette.
I gasped when I saw this coat.
Another timeless outerwear option, courtesy of Sézane.
Although this shirt is technically a men's fit, the boxy, oversize look tucked into jeans and paired with a black leather belt will never feel outdated in your wardrobe.
Simply stunning.
A cooler, sleeker take on black office pants.
Almina Concept's knits are designed to last a lifetime.
Throw away the fast-fashion costume jewelry—this pair of gold hoops is simply meant to be passed down.
Meet the perfect work bag that doubles as a cool errand bag.
A little luxury perfect for holding spare change, keys, and even an Apple AirTag.
Carolyn Bessette-Kennedy would approve.
Simple loafers go a long way.
A warm cashmere beanie is perfect to wear in the colder months. Plus, this fuzzy gray version goes with everything.
So cute!
Okay, I know this skirt might be an investment piece, but trust me. It's divine IRL.
I think yes.
Ideal with classic jeans and black ballet flats.
Another button-down shirt you will never outgrow.
The Movado Museum Bangle is the epitome of cool.
Gorgeous.
All of our Gen Z editors are into these expensive-looking Jeffrey Campbell pumps.
Let this timeless black clutch be your first designer bag.
IYKYK.
Penny Lane is into it.
I'll leave you with these pretty mules.
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Spotted in Tribeca and Beverly Hills: The Very 2025 Ways Gen Z It Girls Are Wearing Ballet FlatsFrom 2005 to 2025.
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These Are the Surprising Shoe Trends Gen Z Is Styling With Everyday Outfits for the Rest of 2025Niche, weird, and unconventional.
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Sophisticated Women in Paris, New York, and London Will Be Wearing These Luxury Items All WinterOnly speaking facts.
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I Just Found So Many Timeless Staples From This Amazing London-Based Label—EnjoyA British brand to know.
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I Work in Fashion—These Are the 10 Fall Investment Pieces I *Know* Are Worth ItSee what made my list.
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Move Aside, Suede—6 Fresh-Feeling Fall Trends Gen Z Is Wearing First This SeasonThe fall I turned trendy.
