Tobacco Suede Penny Loafer

Henry in Monaco Last with Rubber Half Soles

The Henry represents our unique, more contemporary, take on the iconic penny loafer - a true American classic. Sporting Dainite rubber soles, the Henry offers you a versatile loafer that is both comfortable and smart. Wear the Henry with jeans or with a sport coat and trousers for a more sophisticated look. For a perfect fit, please select a half size smaller than your regular US/UK size. The Henry is a phenomenal loafer to dress up or down depending on the occasion.


-Handcrafted in Spain
-Goodyear welted
-Top grade full-grain calfskin from Charles F. -Stead tannery
-Full-grain calfskin inner lining
-Leather heel stack
-Dainite high-density rubber soles

Size & Fit

This model runs large. We recommend taking half-size down from your usual US/UK dress shoe size or from whichever size 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 $100

Free Returns

30 Days Returns

Returns accepted within 30 days

Easy Returns

Hassle-Free Exchanges

If your purchase isn’t quite right, don’t worry, the first exchange is free and easy.

Color: Tobacco Suede