Men's Penny Loafers

Our men’s penny loafers are a modern take on a timeless classic. Handmade in Italy from supple leather and suede, these loafers strike the perfect balance between polish and comfort. Ideal for business casual offices, dinners, and everyday wear, Del Toro penny loafers pair effortlessly with chinos, tailored trousers, or denim. Designed to feel broken-in from the first wear, they offer all-day comfort without sacrificing structure or style — making them a foundational shoe in any modern man’s wardrobe.

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FREQUENTLY ASKED QUESTIONS

What is a penny loafer?

A penny loafer is a classic slip-on shoe featuring a strap across the vamp. It’s known for its clean, timeless design and everyday versatility.

Are penny loafers formal or casual?

Penny loafers sit between casual and formal. They are ideal for business casual offices, dinners, and smart everyday outfits.

How do I style penny loafers?

Penny loafers pair well with chinos, tailored trousers, denim, and year-round tailoring. They can be worn with or without socks depending on the season.

Are Del Toro penny loafers comfortable?

Yes. Del Toro penny loafers are crafted with supple Italian leathers and suedes and feature flexible soles for long-lasting comfort.

The Centesimo: The Definitive Italian Penny Loafer

The Centesimo is our homage to the most iconic silhouette in menswear: the Penny Loafer. Named after the Italian word for "cent," this model features the traditional leather saddle and Del Toro X. We have refined the shape to remove the boxy, collegiate feel of American classics, replacing it with a sleeker, unlined, Italian profile that feels "lived-in" from the very first wear.

Sole Options: Classic Leather vs. Chunky Lug Sole

The Centesimo collection is defined by two distinct sole constructions, allowing you to choose based on utility and style:The Classic Leather Sole: Built with a traditional stacked heel and leather outsole. This is the timeless choice for the office, weddings, and formal occasions where a sharp, low profile is paramount.The Chunky Lug Sole: For a bolder look and all-weather utility, we mounted the classic upper onto a durable, lightweight rubber lug sole. This adds height, traction, and a contemporary edge, making it the perfect "commuter" shoe.

Materials: Premium Italian Leathers and Suedes

Texture plays a massive role in the Centesimo collection. We carefully select leathers and suedes that enhance the "relaxed luxury" aesthetic of the shoe.Premium Italian Leather: A soft, yet durable leather that resists scuffs and softens beautifully over time—perfect for daily wear and travel.Premium Italian Suede: Available in a couple varieties and colorways (rich earth tones like Chocolate, Navy, and Olive) offering a softer, more casual look.Mixed Media: Seasonal options featuring canvas and leather accents for a unique design & style.

Styling the Penny Loafer: Business Casual to Streetwear

The Centesimo is designed to be the workhorse of your wardrobe, transitioning easily between dress codes.The 9-to-5: The Classic Leather models pair effortlessly with wool trousers and blazers, respected in any business setting.Modern Casual: The Lug Sole models look exceptional with heavy denim or corduroy. The chunky profile balances wider pant legs and adds a rugged counterpoint to casual outfits.The "Ivy" Look: Lean into the heritage. Pair them with white socks and rolled chinos for a modern take on 1950s Ivy League style.