Men's Shoes › Leather › gerry penny loafer

Richee Penny Loafer

Men's VINNY'S Richee Penny Loafer - Brown - Loafers Both streamlined and substantial, this classic leather penny loafer pairs a simple apron toe with a slightly chunky rubber sole grounding every step. more

Richee Two-tone lugged Penny Loafer

Men's VINNY'S Richee Two-tone lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... more

Nathan Croc Embossed Penny Loafer

Men's Bruno Magli Nathan Croc Embossed Penny Loafer - Black - Loafers Elevate your professional footwear collection with an Italian-crafted loafer textured with luxurious croc-embossed leather and fitted with an antislip outsole. Leather upper and... more

Lyles Penny Loafer

Men's Johnston & Murphy Lyles Penny Loafer - Brown - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal. more

Carlos Penny Loafer

Men's Santoni Carlos Penny Loafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless penny loafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy. more

Penny Loafer

Men's Canali Penny Loafer - Natural - Loafers Beige suede lends velvety texture to a polished penny loafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. more

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Natural - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded. more

Club Classic Penny Loafer

Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe penny loafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more

Maioco Napa Penny Loafers

Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy more

Audley Penny Leather Loafers

Men's Dunhill Audley Penny Leather Loafers - Brown Dunhill Audley Penny Chocolate Leather Loafers. Pure brown chocolate suede leather, tonal stitching, band on top embellishment, branded leather insole, rubber injected leather outsole. more

Suede Penny Loafer

Men's Brunello Cucinelli Suede Penny Loafer - Brown - Loafers A textured rubber sole ensures nonslip striding in this suede penny loafer featuring a lightweight design that offers all-day comfort. Leather upper and lining/rubber sole Made in Italy... more

Bolama Penny Loafer

Men's Armando Cabral Bolama Penny Loafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... more

Ostuni Penny Loafer

Men's Geox Ostuni Penny Loafer - Brown - Loafers A jute midsole lends a laid-back look to this leather penny loafer built on a patented tech sole for dryness and breathable comfort. Water-resistant Removable insole Patented tech sole with a durable,... more

Penny Loafer

Men's Common Projects Penny Loafer - Gray - Loafers Impeccable craftsmanship shines through on this Italian-made penny loafer in burnished calfskin leather foil-stamped with style and production codes. Leather upper, lining and sole Made in Italy Men's... more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more

diggs Penny Loafer

Men's Warfield & Grand diggs Penny Loafer - Gray - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. more

Mocassino Gomma Penny Loafer

Men's Tod's Mocassino Gomma Penny Loafer - Blue - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft calfskin leather that's stamped at the side with the label's logo. Tod's signature pebbled sole adds... more

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - Brown - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more

Morgan Moc Toe Penny Loafer

Men's Gordon Rush Morgan Moc Toe Penny Loafer - Brown - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction. more

Ravello Penny Loafer

Men's To Boot New York Ravello Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend sophisticated charm to a burnished leather loafer that will complement your work-to-weekend style. Cushioned footbed with arch support Leather upper,... more

Penny Loafer

Men's Common Projects Penny Loafer - Black - Loafers Impeccable craftsmanship shines through on this Italian-crafted penny loafer done in burnished calfskin leather with foil-stamped style and production codes. Leather upper, lining and sole Made in... more

Richee Two-tone lugged Penny Loafer

Men's VINNY'S Richee Two-tone lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... more

Richee Leather Penny Loafers

Men's VINNY'S Richee Leather Penny Loafers - Brown Vinny's collections are designed for the modern man’s everyday wardrobe, so it’s unsurprising that the roster includes a refined loafer. The Richee style in polished brown nappa leather features... more

Taylor Penny Loafer

Men's Børn Taylor Penny Loafer - Brown - Loafers A high-traction contrast sole grounds a versatile loafer built from full-grain leather using Opanka hand construction for flexibility. more

Penny-slot Leather Loafers

Men's Church's Penny-slot Leather Loafers - Brown Penny-slot leather loafers from CHURCH'S featuring wine red, calf leather, penny slot, round toe, slip-on style, branded insole and low heel. more

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Brown Donald J Pliner calf leather driver penny loafers 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber outsole Slipon style Made in Italy more

Penny Loafer With Gancini Ornament

Men's Ferragamo Penny Loafer With Gancini Ornament - White - Loafers Retro look Penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A slim... more

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - White - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more

Black Leather Penny Loafers

Men's Santoni Black Leather Penny Loafers Hand-polished grained leather loafers in black. more

Wynston Penny Loafer

Men's Vince Camuto Wynston Penny Loafer - Brown - Loafers Bring laidback, vintage flair to a casual or professional look with the Wynston penny loafer from Vince Camuto. The classic look ensures styling ease for this leather pair. Suede or leather... more

Handsewn Leather Penny Loafers

Men's Peter Millar Handsewn Leather Penny Loafers - Brown Peter Millar penny loafers in luxurious leather with a rich matte finish Chunky heel Handstitched round moc toe Penny keeper strap Innovative foam insole Sheepskin lining Welted sole... more

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Blue - Loafers A subtle penny keeper and moc toe add timeless sophistication to a versatile loafer rendered in rich leather. Cushioned footbed with arch support Leather upper, lining and sole Made in Portugal. more

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Loafers Supple calfskin leather throughout ensures comfort and flexibility as it also elevates this handsome Italian loafer with a bit of branding on the heel loop. Leather upper, lining and sole Made in Italy... more

St.1 Hybrid Penny Loafer

Men's Ecco St.1 Hybrid Penny Loafer - Brown - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... more

Cabe Hardware-detailed Penny Loafers

Men's Tagliatore Cabe Hardware-detailed Penny Loafers - Black Dimensions: Heel: 2cm 100% Calf Leather. Made in Italy. more