Olivia Palermo in Gianvito Rossi: How the Street-Style Icon Masters Fall’s Best Boot Trends

Olivia Palermo has built a reputation for combining classic wardrobe staples with trend-driven pieces, making her street style a frequent source of fashion inspiration.

Photographed in Dumbo, Brooklyn, in September 2020, she stepped out in two distinct fall looks that showcased her approach to seasonal dressing. One paired a bright blue coat with distressed skinny jeans and chunky Gianvito Rossi combat boots, while the other combined a camel Max Mara coat with thigh-high Gianvito Rossi platform boots for a more dramatic silhouette.

Years later, both outfits remain useful examples of how Palermo balances color, texture, and statement footwear without overwhelming an everyday look.

Olivia Palermo Brightens Fall Denim With Gianvito Rossi Martis Combat Boots

Olivia Palermo wears gray Black Orchid Gisele high-rise skinny jeans in Dumbo, Brooklyn, on September 22, 2020 (Credit: Instar / WENN)

The then-34-year-old socialite showed chic layering in a bright blue coat worn over a matching blue top.

Highlighting her slender legs, she teamed the fall must-have with a pair of gray Black Orchid Gisele high-rise skinny jeans with ripped knees.

Olivia Palermo does chic layering with a blue coat, a blue top, and a pair of gray skinny jeans

Olivia kept her jewelry to a minimum with just a couple of rings. She carried her essentials in a hand-woven “Rosie” straw tote from Kayu featuring fabric-covered double handles that matched her outfit.

Designed in classic seaside style but going with a more subdued color palette, Olivia Palermo’s Kayu straw tote is a real treasure

Adding more color to the look, Olivia painted her nails red and stayed safe with a lavender face mask that nearly covered her entire tiny face. She also wore a pair of oversized black sunglasses to keep a low profile.

Olivia Palermo styles her glossy tresses straight and wears a lavender face mask with oversized sunglasses

Styling her caramel hair sleek, straight, and parted in the middle, Olivia completed the look with a pair of Gianvito Rossi “Martis” combat boots—a style she has returned to on multiple occasions, from houndstooth fall outfits to Paris Fashion Week ensembles.

Made in Italy, the Martis boots combine classic military-inspired details with a modern chunky silhouette. The design features elasticated ribbed side panels, front lace-up fastenings, back pull tabs, a 1.25-inch platform, and a rugged lug sole set beneath a 1.8-inch block heel.

The result is a boot that adds structure and edge while remaining versatile enough for everything from denim to tailored separates.

Olivia Palermo grounds her vibrant blue coat and distressed skinny jeans with Gianvito Rossi’s Martis combat boots, a rugged lace-up style distinguished by ribbed stretch panels, chunky lug soles, and a modern military-inspired silhouette

The Martis is treated as a classic, recurring seasonal style rather than a limited-run piece. The style is consistently stocked by major luxury e-commerce platforms, including Mytheresa and Farfetch.

Olivia Palermo Styles a Max Mara Coat With Statement Thigh-High Platform Boots

Just days earlier, Palermo took a different approach to fall dressing while walking her dog, Mr. Butler, in Dumbo. Instead of bright color, she built the look around a camel coat, a white shirtdress, and statement thigh-high boots.

Olivia Palermo is ready for fall in her coat-and-boots combo as she walks her dog in Dumbo, Brooklyn, on September 16, 2020 (Credit: Instar / WENN)

The socialite built the look around a luxurious camel cashmere coat from Max Mara, featuring classic notched lapels, button-tab cuffs, and subtle chain detailing at the front.

Layered underneath was a crisp white shirtdress from Olivia Palermo’s own collection. The oversized design featured pleated front detailing, side slits, a crystal-button accent, and a hemline that skimmed the upper thigh.

Leaning into one of fashion’s most enduring styling tricks, Palermo wore the shirtdress as a mini, pairing it with shimmering metallic tights and statement over-the-knee boots.

Olivia Palermo wears a beige cashmere Max Mara coat with a white shirtdress and metallic tights

Allowing her outfit to do the talking, Olivia kept her jewelry to a minimum with just a diamond ring and a statement ring. She then styled her glossy caramel locks straight with a center parting and kept a low profile with a pair of oversized sunglasses.

The businesswoman covered her mouth and nose with a purple face mask.

Olivia Palermo keeps a low profile with oversized sunglasses and a purple face mask

Olivia completed the look with Gianvito Rossi’s “Marsden” over-the-knee boots, a style that helped define the luxury utilitarian footwear trend of the late 2010s and early 2020s. Unlike the designer’s signature stiletto-driven silhouettes, the Marsden combined the rugged practicality of a combat boot with an elongated, thigh-grazing shape.

Crafted from supple stretch leather, the boots hugged the leg like a second skin while maintaining a streamlined profile. A full-length front zipper served as both a functional detail and a defining design feature, giving the silhouette a modern edge while making the tall shaft easier to wear.

Equally important was the substantial lug sole. Set on a chunky platform with deep rubber tread, the Marsden offered the traction and durability of traditional utility boots while preserving the dramatic height and leg-lengthening effect expected of luxury footwear.

Olivia Palermo steps out in Gianvito Rossi’s black Marsden over-the-knee boots, featuring a streamlined stretch-leather shaft, signature front zipper detail, and chunky lug sole that balances luxury with utilitarian edge

The result was a style that felt equally suited to city streets and high fashion, which explains why it became a recurring favorite in Palermo’s cold-weather wardrobe.

Although no longer widely available at retail, the Marsden over-the-knee boots regularly appear on premium resale platforms such as The RealReal, Vestiaire Collective, eBay, and Poshmark. When shopping secondhand, pay close attention to the material details, as the style was produced in both stretch leather and stretch faux-leather versions that are often mislabeled by resellers.

Sizing is another important consideration. The boot’s tall, fitted shaft was designed to hug the leg closely, so some buyers preferred sizing up slightly for a more comfortable fit. Thanks to their combination of practicality and high-fashion appeal, the Marsden has become a sought-after cult favorite among Gianvito Rossi collectors.

Why Gianvito Rossi Boots Remain a Celebrity Fall and Winter Favorite

Whether opting for the rugged practicality of the Martis combat boot or the dramatic silhouette of the Marsden over-the-knee style, Olivia Palermo demonstrated the versatility that has made Gianvito Rossi a fixture in celebrity wardrobes.

The Italian designer’s boots consistently strike a balance between fashion-forward design and everyday wearability, pairing luxurious materials and refined craftsmanship with silhouettes that feel both modern and timeless.

Palermo is far from alone in her appreciation for the brand. From polished royal appearances and street-style moments to red-carpet events and off-duty looks, celebrities continue to gravitate toward Gianvito Rossi boots for their ability to elevate an outfit without overwhelming it. Explore more standout examples below.