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Men’s Vintage Black Derby Leather Shoes – Round Toe Lace-Up Business Loafers

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100% of buyers enjoyed this product!
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Arrives by Tuesday, Dec 30
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Step Into Timeless Style with These Vintage Black Derby Shoes

Crafted for the modern man with a taste for classic design, these vintage black derby shoes combine retro charm with everyday function. Featuring a signature 60s silhouette, round toe, and U-shaped moccasin-style stitching, they bring a bold yet refined touch to any outfit. Whether you’re heading to the office, a casual night out, or a weekend event, these shoes offer the versatility and comfort you need for any occasion.

The upper is made from premium second-layer cowhide leather, delivering a smooth, durable finish that ages beautifully over time. Inside, the breathable microfiber leather lining and cushioned PU insole provide all-day comfort. The thick rubber outsole is rugged and serrated, giving you excellent grip and long-lasting wear — ideal for both urban terrain and outdoor strolls.

What truly sets these shoes apart is the adjustable two-eyelet waxed lace system. Made from wax-treated cotton cord and special leather, it enhances the vintage look while allowing for a snug, personalized fit. Plus, the low-top design means you can slip them on and off with ease — no hassle, no fuss.


Why You’ll Love These Shoes

  • Classic Design: Rounded toe and moccasin stitching echo the iconic British 60s style
  • Premium Materials: Split cowhide leather upper, microfiber lining, and PU insole for durability and comfort
  • Rugged Rubber Outsole: Serrated tread for excellent traction and durability
  • Adjustable Waxed Laces: Two-eyelet design for easy adjustments and a secure fit
  • Versatile Style: Pairs perfectly with jeans, chinos, suit pants, and more
  • Seasonal Comfort: Best suited for Spring and Autumn wear

The Perfect Blend of Retro Charm and Modern Utility

These black leather derby loafers are more than just shoes — they’re a statement. Designed for daily wear, from the office to weekend outings, they embody sophistication without sacrificing comfort. Their low-top construction adds ease to your routine, while the attention to vintage details ensures you stand out in any setting. Whether you’re dressing up or down, these shoes adapt effortlessly to your look.

Ready to upgrade your footwear game? Make your mark with these vintage-inspired lace-up derbies — where timeless style meets everyday comfort.

Slip into something better. Own your step. Add them to your cart today.

Size Chart

EU Size US Men’s Size Insole Length (in) Foot Length (in)
38 5.5 10.31 9.29 – 9.45
39 6 10.51 9.49 – 9.65
40 7 10.67 9.69 – 9.84
41 8 10.91 9.84 – 9.84
42 9 11.10 9.84 – 10.24

How much does shipping cost?

We are glad to bring our customers great value and service. That’s why we provide fast shipping from our Fulfillment Center in California by UPS and USPS.

What countries are you delivering to?

As of now, we’re delivering to the United States only.

How can I track my parcel?

Once your parcel has left our Fulfillment Center, you will receive an email with a tracking number to monitor your parcel movements.

Can you ship my order to a business address?

Yes, you can write your business address in your order details if it’s more convenient to you.

Can you ship my order to a PO Box address?

Yes, you can select delivery to a PO Box if it’s more convenient to you.

Can you ship my order to APO or FPO military addresses?

Yes, we ship anywhere in the United States, and to all US territories and military APO/FPO addresses.

What happens to my parcel if it is delivered while I’m not there?

Depending on the destination and the package size, your parcel will be left in your mailbox or on your porch, or it may be left with a neighbour.

Real customer reviews

10 reviews
100% of buyers enjoyed this product!
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Review
Lazaro Purdy
4 Sep 2025

These shoes are an absolute gem. The vintage design is so reminiscent of the classic British style from the 60s, it's like stepping back in time. But don't let their old-school charm fool you - these loafers mean business too. They've got a rugged rubber outsole that keeps me steady on my feet no matter what I'm doing or where I'm going. And they're not just practical; they're comfortable as well, thanks to the premium split cowhide leather and microfiber lining. Plus, with those adjustable waxed laces, I can easily get just the right fit for all-day wearability.

Emil Nikolaus
2 Sep 2025

An epitome of timeless elegance paired with modern day functionality A+ would recommend

Ethan Abernathy
29 Aug 2025

Best shoe investment ever made.

Arturo Conn
27 Aug 2025

Classic design, superb comfort. Best purchase in a while!

Jany Howell
26 Aug 2025

I love how versatile these black derby shoes are! Whether it's jeans for casual Friday at work or suit pants for a formal event, these shoes always seem to be just what I need to complete my outfit perfectly.

Kip Kuhn
24 Aug 2025

These lace-up loafers have quickly become my go-to pair of shoes. From their rounded toe design to their moccasin stitching detail, every aspect screams quality and style!

Ned Metz
21 Aug 2025

Loving every step in them.

Kaden Goldner
20 Aug 2025

These shoes are as stylish as they are comfortable.

Cameron Friesen
18 Aug 2025

The comfort level provided by this footwear is off the charts! With its PU insole and microfiber lining, expect nothing but pure bliss when wearing them.

Darrion Hahn
17 Aug 2025

A top-notch combination of durability and comfort - kudos to whoever designed these beauties!

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