The Art of Ankle Boots: Style, Care, and How to Style Them

Men's ankle boots represent one of the most iconic footwear styles of Italian shoemaking craftsmanship.

Made with selected materials and techniques handed down over time, they combine style, comfort and durability .

In the Maestri Ciccone workshop, we create them with the same attention we dedicate to an objet d'art: selected materials, balanced lines, and details that make the difference.

In this article, we tell their story, their distinctive style, and how to care for them over time.

Origins and history of ankle boots

Ankle boots have a fascinating history that has its roots in 19th-century British tradition.

They were born as sturdy and practical shoes, designed for those who traveled a lot or worked outdoors, and this is where their decisive and resistant character comes from.

The name recalls the “Polacche”, high, lace-up shoes used in Northern and Eastern European countries, where they served to protect from the cold and humidity.

Over time , that functional model has become something more: a shoe capable of combining comfort and elegance, so much so that it has conquered even urban and refined environments.

Since the 1950s, ankle boots have been synonymous with understated, timeless style: the shoe for those seeking a balance between tradition and modernity. Even today, in our workshop, we craft them with the same idea: to create footwear that stands the test of time, yet remains contemporary.

Style and versatility: the strength of ankle boots

Men's ankle boots stand out for their ability to adapt to any occasion.
With chinos and a shirt, they complete a refined casual look; paired with a wool suit or a coat, they express a sober elegance.
Their simple structure, with clean lines and balanced proportions, enhances both refined and more informal outfits.

In the Ciccone laboratory , each model is born from a search for balance between comfort, functionality and style.
Every choice stems from years of direct experience with leathers, shapes, and craftsmanship. The lug soles ensure stability even on the coldest days, while the choice of premium leathers , full-grain calfskin , or soft suede, guarantees durability and comfort.
They are shoes designed to accompany those who wear them every day, in the city and in their free time.

Ciccone handcrafted ankle boots

Our collection was born from the idea of ​​creating footwear that combines tradition, comfort, and versatility. Each model is crafted in our workshop, where the choice of materials and attention to detail guide every step.

Among the available models, Bologna, Bari Vecchia, Varese, Modena and Sassuolo represent some of the reference points of the collection .

• Bologna, ultra-soft and lightweight, made of mark-resistant and rain-resistant suede. Available in blue, dark brown, beige, and brown. Perfect for everyday wear.

• Bari Vecchia, the laceless model, easy to wear and ideal for winter thanks to the upper that wraps around the ankle.

• Varese, a high ankle boot with a black lug sole. It combines stability, protection, and essential elegance.

• Modena, a calfskin lace-up designed for maximum comfort: calfskin lining, removable insole, Extralight sole and a more stylish lace.

• Sassuolo, dark brown suede ankle boot, stable and comfortable thanks to the lug sole.

Alongside the most representative models, the line is completed by:

• Belluno , with a lower profile and green lug sole.

• Pesaro , elegant and extremely light thanks to the Extralight sole.

• Ancona , a classic revisited with Tuscan leathers.

• Wedge , characterised by the combination of suede and rubber inserts.

• Sondrio , ankle boot with green lug sole, stable and comfortable.

Each ankle boot follows the same vision: to create a shoe that naturally accompanies the daily pace and maintains the quality of craftsmanship over time.

How to choose and match ankle boots

Every man has his own way of experiencing shoes, and the ankle boot is one of those that adapts naturally to every style.

In our laboratory, we design them with just this in mind: to create models capable of transitioning from work to leisure with balance and comfort.

Calfskin ankle boots are ideal for those who love understated, structured elegance. They pair perfectly with a suit or wool coat, maintaining clean lines and a bold character.

The suede versions , on the other hand, express a softer and more relaxed character: perfect with jeans, velvet or cotton trousers, for those looking for a casual but refined style.

For those who want a refined look without sacrificing practicality, we recommend a dark brown suede ankle boot, perhaps paired with a tweed jacket or denim shirt, a balance between comfort and sophistication that perfectly embodies the Ciccone philosophy.

In the colder months , the lug soles and calfskin linings protect from the cold and ensure stability.

When the warm weather arrives, the lightweight versions with Extralight sole keep the shoe fresh and breathable, ideal even for those who wear them all day.

Care and maintenance of ankle boots

Each material has its own personality, and for us, the care of men's ankle boots is an integral part of the profession.
At the Ciccone workshop, we pay the same attention to both maintenance and construction, because a well-cared-for shoe lasts over time and acquires its charm with use.

Calfskin ankle boots should be regularly nourished with specific creams to maintain their elasticity and shine. After cleaning, a coat of neutral polish protects the surface and enhances its color.

To clean the suede versions , a few constant gestures are enough: a brushing with brass bristles to revive the fur and a swipe of Acquashoes , the water-repellent spray that creates an invisible barrier against rain and stains.

When the color loses tone , we recommend using Camoscinator , the product we also use in our laboratory: it revives the color and restores the leather's softness and uniformity.

And when time takes its toll, our artisan shoe repair service allows us to completely regenerate the shoe, restoring it to its original shape and comfort.

Every maintenance step is part of the same philosophy that gives birth to our shoes: respect for what is well-made and designed to last.

Conclusion: tradition that walks in the present

Men's ankle boots tell a story of balance between tradition and modernity.
These shoes are made to last, designed for those who appreciate the authentic elegance and comfort of footwear made with passion.

In our online shop you will find all the Ciccone handcrafted ankle boots , made only with selected materials.
Discover the model that best reflects your style and experience every step with the quality and safety of true Made in Italy .