Perforated Cromwell Penny Loafer

$ 229.00

Perforated Dark Brown Full Grain
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The Perforated Cromwell Penny Loafer Checklist

  • Comfort meets dress shoe style
  • The perforations in the full grain leather allow for maximum breathability 
  • American-style silhouette
  • Traditional beef roll sewn strap
  • Hand-sewn full grain leather or suede upper
  • Durable full leather sole can be resoled or recrafted
  • Blake stitched leather outsole
  • Genuine moccasin construction
  • Fully leather lined
  • Padded insole with arch support
  • D (regular) width

The Classic Loafer

Our Cromwell penny loafer is all about striking the perfect balance: casual slip-on comfort meets sharp dress shoe look; tradition meets modern style. The result is a perfectly classic loafer. A handsome full-grain perforated upper, traditional beef roll stitched saddle, and subtle heel lend a striking yet understated silhouette that can do it all. 

The perforated leather offers a strikingly unique wear.  It allows for air to freely flow through the leather, offering much needed ventilation in heat and humidity.  While also leading to a very soft and flexible, yet durable, upper that results in unparalleled comfort.

The Cromwell is elegant enough for the office, sophisticated enough for date night, casual enough for the bar, and durable enough for daily wear. And with a full leather sole that can be easily re-crafted or re-soled, you won’t need to think twice about slipping them on at every opportunity.

Made with Care

Cordwainers trained in traditional moccasin construction and sewing techniques make all our loafers by hand in the legendary shoemaking town of Leon, Mexico. Their generational shoemaking knowledge, paired with our top-quality materials like full-grain leather and suede, ensure Jay Butler loafers are built to fit just right and stand the test of time. To learn more about how our shoes are made, follow one of our cordwainers through the production process.

Sizing and Shipping

We use US sizes, and our loafers fit true to size compared to most other US-sized dress shoes. Our shoes are sized as a D width. Those with wider feet (E or EE) should consider going up half a size. Shipping, returns, and exchanges are free for all domestic orders over $125. For more information on our sizing and shipping policies, visit our FAQSizing, and Returns & Exchanges pages.

    Need the perfect belt, wallet, or bag to complement your shoes? Check out our well-made, well-styled, and well-priced selection of leather goods

    Looking for wider width loafers?  We have a selection of wide width loafers (EE width) in our  Millbank bit loafer and our Cromwell penny loafer.

    If you have any other questions, we’re happy to help. Send us an email at or contact us via the Contact page or chat app below.