Glitz, Grit, and Staying Power: Why Jimmy Choo x Timberland Still Rules the Streets

When high-fashion stiletto authority Jimmy Choo met the rugged utility of Timberland in late 2020, the resulting collaboration redefined the “unexpected.”

Debuting against the backdrop of New York City—a place where both brands hold significant cultural capital—the collection reimagined the iconic 6-inch work boot through an unapologetic lens of glamour.

The Jimmy Choo × Timberland wheat nubuck boot is photographed against a rugged desert backdrop, highlighting its luxe leather finish and elevated take on the iconic 6-inch silhouette

Why Jimmy Choo’s Most Surprising Collaborations Make Perfect Sense

The fashion world is no stranger to the unexpected; at this point, the unexpected should be expected.

For Jimmy Choo, a brand synonymous with red-carpet elegance and Princess Diana’s legacy, these partnerships are a signature move. By blending their couture DNA with Timberland’s utilitarian grit, the brand continues to prove that luxury isn’t just about the height of a heel, but the elevation of a classic.

However, was it really unexpected? As the street-style photos show, models like Kendall Jenner and Hailey Bieber have been moving away from painful, pointed-toe stilettos in favor of more utilitarian footwear like sneakers and work boots, and the rest of the fashion world has followed suit.

Styled with cuffed socks and a midi skirt, the crystal-collar Jimmy Choo × Timberland boots bring high-fashion sparkle to Timberland’s heritage work-boot design

From Workwear Icon to Streetwear Staple: Timberland’s Cultural Rise

Timberland, though originally designed as a rugged outdoor boot in the 70s, became popular among New York hip-hop artists in the 90s.

Since then, it has been a streetwear staple and has been seen on celebrities such as Rihanna, Pharrell, and Kanye West in recent years.

As the streetwear phenomenon marches on, Jimmy Choo made the right choice by collaborating with a brand that helps it bridge to a new audience.

“To collaborate with a brand like Timberland allows Jimmy Choo to explore a new avenue and take part in a different conversation,” says Sandra Choi, Jimmy Choo’s creative director.

“I love to mix it up by getting together with different creative minds, combining our DNA to create a beautiful and surprising product with unexpected links to the roots of both our brands. Timberland’s outdoor work heritage combined with our high fashion sensibility creates something really exciting and unique in the market.”

A close-up view showcases the wheat nubuck Jimmy Choo × Timberland boot’s sturdy lug sole, gold-tone hardware, and refined craftsmanship

A Closer Look at the Jimmy Choo × Timberland Boot Designs

The Jimmy Choo X Timberland collaboration puts a glam and sparkly twist on the iconic silhouette of the Timberland boot. The collaboration features options for both men and women.

The first boot stays true to Timberland’s iconic silhouette, elevating the classic wheat nubuck upper with subtle luxury details crafted from leather sourced from a gold-rated tannery.

The boot features shiny gold laces and grommets, gold glitter, a golden embroidered Jimmy Choo logo on the ankle, and a leather hangtag also featuring a golden Jimmy Choo logo.

This boot also comes in a black version, with all the gold detailing in a gunmetal finish. The black version is a bit more toned-down than the wheat, but it still features the sturdy craftsmanship and beautiful details both Timberland and Jimmy Choo are famous for.

The black Jimmy Choo × Timberland boot offers a sleek, tonal alternative, finished with subtle shimmer and embossed branding for a more understated luxury look

The next boot adds even more sparkle to the original Timberland silhouette, featuring a wheat nubuck upper, a Swarovski crystal welt and collar, and plenty of Jimmy Choo logos.

While they are very sparkly, they are somehow not the sparkliest shoe of the collaboration.

The Jimmy Choo x Timberland collaboration fuses the rugged appeal of Timberland with the inherent glamour of Jimmy Choo

Last, but not least, is the absolutely over-the-top, sparkly, shiny, and glittery shoe that can be expected in any Jimmy Choo collaboration. The boot features the classic Timberland silhouette in a shimmering golden suede with hundreds of tiny crystals and gold Jimmy Choo logos throughout.

It looks as if a disco ball threw up over a pair of Timbs, and it is to die for despite its hefty $5,500 price tag. However, you can still view the shoes in all their splendor.

The most dramatic style in the collaboration, this all-over crystal-covered Jimmy Choo × Timberland boot transforms the classic work boot into a statement luxury piece

Where Luxury Meets Utility: Timberland & Jimmy Choo in Modern Footwear Culture

From crystal-covered work boots to street-style staples embraced by today’s biggest celebrities, the Timberland and Jimmy Choo crossover reflects a broader shift in modern footwear—one where practicality and polish coexist.

Whether styled on the red carpet or worn off-duty, these unexpected pairings continue to shape how luxury brands engage with everyday silhouettes.