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Seasons change, but these styles remain timeless.
Have you ever wondered what exactly makes a handbag achieve cult status? The first ones that come to mind are the usual suspects: the Hermès Kelly, the Lady Dior, and Chanel Classic Flap. These bags have been around for decades and still hold up in style and value. Their worth can actually increase over time, depending on the fabric, style, and rarity.
Take Chanel, for instance, which raises their prices twice a year. In March 2024, the house raised the basic price of a Classic Flap bag to over $10,000. And while it seems like a hefty price tag, according to a 2023 report by Rebag, a luxury secondhand marketplace, a Chanel Classic Flap bag holds nearly 100% of its value in the resale market. Seems like a tempting investment to me.
Still, value alone does not make a handbag a classic. “You should envision your bag collection being worn with your entire closet—it should feel like it has a place amongst the clothes,” says New York-based private stylist & personal shopper Jordanna Sharp. “The silhouette is what makes a handbag classic. Timeless shapes such as classic handle bags, totes, and shoulder bags will stay in style for years,” Sharp continues.
Ahead are the six classic styles to buy now that you’ll wear season after season.
The Gucci Jackie
The first iteration of the Gucci Jackie was crafted by the label’s house in 1961 under an entirely different name. Former First Lady, Jackie Kennedy was often photographed in public wearing the handbag and so it was later renamed in her honor. Decades later, the bags were reimagined by Gucci Creative Director, Alessandro Michele in 2020. The Jackie, which has kept much of its original design, can be seen again through a modern lens. It comes in three different sizes: mini, small, and medium, and an array of classic and pastel hues.
The Lady Dior
A personal favorite—the Lady Dior bag was originally released in 1995 and called Chouchou, meaning darling in French. Similar to the Jackie, it was renamed after the iconic woman who wore it: Princess Diana, or as she was known before she became a royal, Lady Diana Spencer. The handle bag’s signature Dior charms come in silver, gold, and even matte black hardware. The boxy topstitched purse, no matter the size or color, will always be in style.
The Hermés Kelly
The Hermés Kelly set the stage for future iconic luxury handbags. It first debuted in 1935 under the name Hermès Sac à Dépêches. It was considered modern in size and practicality compared to other more compact purses of that era. Like any good accessory, it ended up being worn by Hollywood actress, Grace Kelly—after whom the bag was renamed in 1977. The Kelly has been reimagined throughout the years in different styles, fabrics, and sizes. It remains one of the most sought-after (and expensive) bags to date.
The Chanel Classic Flap
It doesn’t get much more timeless than the Chanel Classic Flap. At the time that the quilted bag was introduced in 1955, women’s handbags had not yet been made with a shoulder strap. This was a significant development and intentional choice on Coco Chanel’s part to help women be able to use both of their hands. Decades later, the brand continues to release new versions of the beloved accessory. Each new interpretation is grounded in the original design.
The Fendi Baguette
Established in 1997 but widely popularized three years later, the Fendi Baguette gained traction once ‘Sex And The City’ protagonist Carrie Bradshaw infamously said “It’s a Baguette” while correcting the man about to mug her. You might be wondering how a bag that can be so loud—with bright colors, sequins, and different patterns—also be considered a classic. The Fendi Baguette has always stayed unique and true to itself and that is precisely what makes the bag a collector’s item, standing the test of time.
The Row Margaux
This may be considered presumptuous considering the tote first appeared on the scene only in 2018, but Mary Kate and Ashley’s creation has already catapulted itself into classic status. It may be sold out almost everywhere, but you can find the bag on secondhand retail sites like The RealReal and Vestiaire Collective. The catch? The resale value is double the original price.