27 Forever Pieces From Prada That Will Stand the Test of Time

We know all too well that fashion trends can disappear as quickly as they arrive, so when it comes to buying designer items with a hefty price tag, it pays to be shrewd. The phrase "investment piece" can be used easily (and in my case, often to justify a spontaneous purchase), but what it really refers to is finding that one great item you'll wear for years to come because each time you put it on brings as much joy as the first time you wore it.


(Image credit: @emilisindlev)

When it comes to a designer purchase's financial value, there are a few brands whose resale price can nearly match the original cost. (And in many cases, vintage finds can be worth even more.) So before you part with your money, it's always a good idea to find the piece you love and think of its long-term wearability. Is it a trend-led statement piece, or is it versatile enough to work with your existing wardrobe? Do you trust the quality of the fabrication, and is it made to last? Finally, does the cost per wear justify the price? One brand that always manages to tick the right boxes is Prada and its meticulous craftsmanship and timeless tailoring (and the occasional eccentric twist).

There are three particular Prada styles that we believe have true staying power and are worth investing in. Keep scrolling to see our Prada picks that are worth buying now and loving forever.


The Cleo Bag

The Cleo shoulder bag is a new classic based on an archival silhouette from the house's 1990s archives. Its sleek, minimalistic shape is as instantly recognisable as the Dior Saddle Bag or Hermés Birkin. 

The Tote Bag

This is an XXL carry-all for all of your everyday essentials. Whether you go for classic leather or one of the seasonal fabric iterations, this deep bag is the perfect purchase for the one who always comes well prepared. 

The Bucket Bag

Prada fans will remember the nylon drawstring bucket bags of the '90s, but there are now plenty of luxurious, leather-based bags designed to be both durable and timeless.


The Leather Loafer

There was a time in recent history that the only loafer to be seen in was the Gucci Horsebit, a slim-lined leather loafer (often backless) adorned with the brand's signature horse-bit. Then in autumn 2020, a chunkier, edgier answer to the Horsebit would arrive: the Triangle loafer. Now with upgraded soles, embellishments and colour options, this is the loafer loved by the fashion set.

The Kitten Heel 

We have Miuccia Prada to thank for a revival of the kitten heel in the 2020s. Sleeker, sportier and a whole lot cooler, these aren't the micro-heels of the past. The low heel has had a fashionable upgrade.

The Combat Boots 

Lace up your boots, and prepare to enlist in the Prada army. Along with Bottega Veneta's Tire Chelsea Boots and Chloé's rubber Betty boots, these chunky, heavy-soled boots have taken over the last few winters and show no signs of slowing down. A practical trend we can get behind.


Up Next, The 9 New-In Pieces I'm Adding to My Wish List This Week

Fashion Editor

Remy Farrell is a London-based shopping editor with nearly 10 years of editorial experience covering fashion, beauty and lifestyle. After graduating with a journalism degree and working on the editorial and fashion teams for titles such as Grazia, Elle, Cosmopolitan and British Vogue, she moved into the luxury e-commerce sector, working as fashion assistant at TheOutnet.com styling for the social media channels and helping to develop the collections for the in-house brand Iris & Ink. After expanding an assisting and styling portfolio that includes shooting talent such as Gigi Hadid, Victoria Beckham and Miquita Oliver, she also branched out into beauty, creating tried-and-tested reviews and diverse beauty content.

In her role as shopping editor at Who What Wear, Remy is interested in discovering new and exciting brands to share with the Who What Wear readership and particularly loves uncovering hidden gems at affordable prices to make shopping accessible to everyone.

Born and raised in Sheffield, Yorkshire, Remy moved to London in 2014 and lives in the Docklands with her partner and pug Billie.