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Henry Chocolate Penny Loafer - 144

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The Henry is a chocolate penny loafer — the dark brown that doesn't try to be black. A slot-vamp penny loafer in a deep, even brown: European calfskin finished clean and flat, with a consistent color from toe to heel. No burnishing, no tonal shift — just a single, deep, serious brown that sits closer to dark than to warm. Where the brown calf Henry glows and shifts, the chocolate stays still and precise: a different register entirely. It sits on the long, elegant 144 last, an almond toe and a low snug instep cut to favor the trouser break — and on a shoe finished this cleanly, the quality of the last line does the talking.

Wear it with charcoal, with navy, with black denim — anywhere a dark brown reads better than black and a burnished brown is too warm. Depth without movement.

The chocolate Henry is quiet, even, and exactly that color.

Details

- Pure chocolate finish — flat, unburnished, and rich from every angle
- Mounted on Last 144 — rounded, wide, built for all-day comfort
- European calfskin sourced for character and longevity
- Classic leather sole — the way it’s always been done
- Full leather lining — smooth against the foot from the first wear
- Handcrafted in Spain, one pair at a time

Size & Fit

This model fits true to UK/US standard sizing, so simply order what you usually wear in dress shoes or the size that appears most in your shoe closet.

If the fit isn’t right the first time around, exchange for a different size is free and easy!

Our shoes are Medium D width. If you require a wider fit, consider taking half-size up in this model.

When in doubt, order the same size you usually wear in dress shoes.


Free Shipping

Free Shipping

We offer Free Shipping on all orders over $150

Free Returns

30 Days Returns

Returns accepted within 30 days

Easy Returns

Hassle-Free Returns or Exchanges

If you purchased the $3.98 free exchages and free returns for store credit protection at the original time of checkout, there is no cost to exchange your shoes.