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| Best Seller  | Women's Sperry Top-Sider Seaport Penny Loafer - Brown - Loafers An iconic loafer with a classic keeper strap is fitted with a memory-foam footbed for ultimate comfort, enhanced by a hidden EVA midsole. The Traditional rubber outsole is updated with... ... more | FREE shipping go to store |
 | 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 | $370.00 $185.00 FREE shipping go to store |
| Best Seller  | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | The Country Lug Sole Penny Loafer Men's Taft The Country Lug Sole Penny Loafer - Brown - Loafers Buttery-soft leather tops this modern penny loafer built with a rubber commando lug sole, custom sidewall welt and a resoleable Blake construction. Leather upper and lining/rubber sole Made... ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Gommino Round Toe Penny Loafers Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. ... more | $587.78 $445.78 FREE shipping go to store |
 | Wakith Suede Apron Toe Penny Loafer Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. ... more | FREE shipping go to store |
 | Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. ... more | FREE shipping go to store |
 | Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... ... more | FREE shipping go to store |
 | Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. ... more | $657.51 $570.99 FREE shipping go to store |
 | Men's VINNY'S Yardee Penny Loafer - Brown - Loafers A crepe rubber sole grounds this rich suede penny loafer fashioned with a cushioned footbed for daylong comfort. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... ... more | $270.00 $135.00 FREE shipping go to store |
 | Men's Paul Stuart Garret Penny Loafer - Purple - Loafers Elevate your formal staples with this Italian-made leather loafer built on a crisp stacked heel and embellished with a classic penny keeper strap. Leather upper, lining and sole Made in Italy. ... more | FREE shipping go to store |
 | Bateau Water Resistant Penny Loafer Men's J.M. Weston Bateau Water Resistant Penny Loafer - Blue - Loafers Inspired by classic boat shoes, this loafer made of water-resistant leather features bright stitching that matches the grippy sole for a smart, prepster look. Water-resistant... ... more | FREE shipping go to store |
 | Men's Stuart Weitzman Sw Club La Penny Loafer Men's - Black - Loafers The SW CLUB LA PENNY LOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... ... more | FREE shipping go to store |
 | Men's VINNY'S Townee Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... ... more | FREE shipping go to store |
 | Men's Mezlan Solomeo Penny Loafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain. ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Randolph Leather Penny Loafers Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slip-on style Made in USA. ... more | FREE shipping go to store |
 | Men's John Lobb Thorne Penny Loafer - Black - Loafers Finely crafted in Italy from supple leather, this penny loafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... ... more | FREE shipping go to store |
 | Men's Santoni Carlos Penny Loafer - Brown - 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 | FREE shipping go to store |
 | Men's Camper Walden Penny Loafer - Brown - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. ... more | FREE shipping go to store |
 | Men's Camper Walden Penny Loafer - Blue - Loafers A statement-making sole designed for optimal traction helps you take confident strides in this durable loafer outfitted with an OrthoLite® footbed. ... more | FREE shipping go to store |
 | Men's Thom Browne Black Varsity Penny Loafers Grosgrain loafers in black. Grained leather piping throughout. ... more | $950.00 $589.00 FREE shipping go to store |
 | Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 0.50 in / 15 mm stacked heel Round moc toe Penny keeper strap Padded... ... more | FREE shipping go to store |
 | Men's ALDO Tucker Penny Loafer - Black - Loafers A classic penny keeper and rich leather lend luxe elements to a sophisticated loafer set on a cushioned footbed and flexible rubber sole. ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | Men's Rodd & Gunn Moana Penny Loafer - Brown - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. ... more | FREE shipping go to store |
 | Men's Ferragamo Penny Loafer - White - Loafers Contemporary casual. Soft suede gentlemen's loafer with an elongated silhouette and slightly squared toe. Raised stitching across the instep adds texture to this sophisticated slip on. Flexible rubber... ... more | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
 | 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 | FREE shipping go to store |
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