Confidence doesn't need an introduction — but The Jack makes one anyway.
Handcrafted from buttery genuine leather with a penny loafer profile that's anything but predictable, The Jack brings old-school swagger into sharp focus. This isn't your grandfather's penny loafer. It's the signature move he wished he had — where heritage craftsmanship meets modern swagger in one head-turning silhouette.
The slip-on design keeps it effortless, but don't mistake easy for ordinary. The round-toe profile and 1 1/4-inch block heel add just enough presence to command attention without saying a word. Each step carries weight — literally and figuratively — with a half-inch platform that gives you the edge before you even open your mouth.
•Heel Height:1 1/4-inch
•Heel Type: Block Heel •Platform Height:1/2-inch
•Shoe Width: Medium
•Closure Type: Slip-on
•Toe Style: Round
•Lining: Leather
•Upper Material: Genuine Leather
•Outersole Material: Leather
•Footbed: Comfort
All measurements are approximate and were taken using a size 9. Please note measurements may vary slightly by size.
Shipping
We offer free standard shipping on all U.S. orders $150+
As soon as your order hits the road, you’ll get tracking info so you can follow along.
International Orders
Yes, we ship worldwide. Shipping rates are calculated at checkout, and delivery timelines vary by destination. Keep in mind: international customers are responsible for any duties or taxes.
Returns & Exchanges
We build every pair to last—but if it’s not quite right, we’ve got you.
To begin a return or exchange, start here or email us at support@taftclothing.com.
Final Sale
Items marked Final Sale aren’t eligible for return or exchange.
Questions? We’re here for you. Reach out any time—we take pride in a great product and great service.
Overall rating: 4.633333 / 5 from 30 reviews.
Review topics: ["fit","size","quality","shoes","loafer","loafers"].
"I am in love with these shoes. Finally bought myself my first pair of Taft shoes. I got the Jack Penny Loafer in black, and they’re nothing short of a dream. The fit threw me off at first, because I’ve never had a shoe fit so snug like a glove. Cannot wait to see how these wear over time. If you’re thinking about it, just do it."
"They look even better in person. My surprise me with a pair of loafers and it brought tears to my eyes. I been watching these loafers for a while now thank my lovely wife a thousand times."
"This is a gorgeous shoe. I guarantee you will be more pleased with it in person than what it looks like in pictures. I would recommend for US buyers to consider sizing down 1/2" from your normal size because this ended up being a looser fit than I had expected. I had already tossed my box by time I started wearing them but I am using them with thicker socks to compensate. The leather quality is top-notch and has an appropriate sheen that is not too bright or dark."
"A very nice unique, comfortable loafer"
"I have not reaceived my order. I have emailed and left a voicemail. Please help. I also called the number below 801-823-4625 and there is no response. I appreciate your attention to this."
"Very comfortable"
"Incredible quality"
"Looks and fits great! Fast shipping and careful packaging. Taft always gets it right!"
"Perfect, best shoes I ever purchased. They are BEAUTIFUL!"
"This is my best pair of loafers. I need another in a pebbled oxblood."
