
Jack Penny Loafers
In stock
Sizes in stock
- 8
- 8.5
- 9
- 9.5
- 10
- 10.5
- 11
- 11.5
- 12
- 13
- 14
Color: Black
Taft Jack Penny Loafers is listed at Zappos for $265.50. Sizes in stock: 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12, 13, 14. Last updated Oct 28, 2026.




In stock
Color: Black
Taft Jack Penny Loafers is listed at Zappos for $265.50. Sizes in stock: 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12, 13, 14. Last updated Oct 28, 2026.
Confidence doesn't need an introduction - but The Taft® Jack loafer makes one anyway. Handcrafted from buttery genuine leather upper 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 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. Built where tradition meets the city streets. Genuine leather that softens with every wear, hand-finished with leather lining that molds to your stride. The cushioned footbed feels as good as it looks, while the leather outsole breaks in like your most trusted ritual - better with time, richer with stories. Slip them on with tailored trousers and a crisp button-up for that effortless power move, or pair with dark denim and a blazer when you want to blur the lines between boardroom and after-hours. Either way, The Jack doesn't just complete the look - it defines it. This is craftsmanship with attitude. Heritage with a heartbeat. The kind of shoe that turns strangers into admirers and makes every entrance feel cinematic. The compliments? They come…
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