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Black Penny Loafers

Black Penny Loafers

Men's Ferragamo Black Penny Loafers Buffed calfskin loafers in black. more

$880.00

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Penny Loafer

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

$639.00

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Best Seller
Richee Two-tone lugged Penny Loafer

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

$390.00

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Richee Leather Penny Loafers

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

$421.60

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Taylor Penny Loafer

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

$120.00

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Penny-slot Leather Loafers

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

$929.76 $562.32

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Calfskin Driver Penny Loafers

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

$250.00

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Penny Loafer With Gancini Ornament

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

$950.00

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Seaport Penny Loafer

Seaport Penny Loafer

Women's Sperry Top-Sider Seaport Penny Loafer - Gray - 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

$105.00

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Black Penny Trim Loafers

Black Penny Trim Loafers

Men's HUGO Black Penny Trim Loafers Buffed leather loafers in black. more

$220.00

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Lyles Penny Loafer

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

$165.00

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Carlos Penny Loafer

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

$990.00

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Penny Loafer

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

$575.00

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Ascanio Penny Loafer

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

$130.00

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Kahlil Penny Loafer

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Black - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

$69.99

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Rucci Apron Toe Penny Loafer

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Black - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

$130.00

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No Penny Loafers

No Penny Loafers

Men's Christian Louboutin No Penny Loafers - Black Paneled patent leather and wool twill loafers in black. more

$895.00

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Yardee Penny Loafer

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

$340.00

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Club Classic Penny Loafer

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

$495.00

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The Country Lug Sole Penny Loafer

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

$275.00

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Kahlil Penny Loafer

Kahlil Penny Loafer

Men's Vance Co. Kahlil Penny Loafer - Blue - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... more

$69.99

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Silas Penny Loafer

Silas Penny Loafer

Men's Dune Silas Penny Loafer - Blue - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp loafer crafted from velvety suede. more

$160.00

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Manfredo Woven Leather Penny Loafers

Manfredo Woven Leather Penny Loafers

Men's Bruno Magli Manfredo Woven Leather Penny Loafers - Brown Bruno Magli "Manfredo" woven leather penny loafers 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slip-on style Leather lining Leather/Rubber outsole Spot clean... more

$425.00

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Parliament Penny Loafer

Parliament Penny Loafer

Men's Ted Baker Parliament Penny Loafer - Black - Loafers Memory foam cushioning ensures the comfort of a classic penny loafer constructed from soft suede and grounded by a flexible rubber sole. more

$170.00

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Empire State Penny Loafer

Empire State Penny Loafer

Men's Marc Joseph New York Empire State Penny Loafer - Brown - Loafers A densely padded footbed, gel-heel insert and flexible rubber sole put comfort at the forefront of this artisanally crafted leather penny loafer. Cushioned footbed Leather upper and... more

$185.00

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Ike Penny Loafer

Ike Penny Loafer

Men's Ike Behar Ike Penny Loafer - Black - Loafers You can never go wrong with the Ike penny loafer from Ike Behar. Flaunting a pure leather construction with classic almond moc toe, lightly cushioned insole and a contrast block heel, this slip-on is... more

$149.99

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Zaffiro Penny Loafer

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

$129.99

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Randolph Leather Penny Loafers

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 Slipon style Made in USA more

$450.00

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Ritz Leather Penny Loafers

Ritz Leather Penny Loafers

Men's Paul Stuart Ritz Leather Penny Loafers - Black Paul Stuart "Ritz" penny loafers with smooth calf leather upper Stacked heel Round toe Penny strap at notched vamp Leather lining Slipon style Made in Italy more

$495.00

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Calfskin Driver Penny Loafers

Calfskin Driver Penny Loafers

Men's Donald J Pliner Calfskin Driver Penny Loafers - Black 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

$250.00

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Brown Leather Penny Loafer

Brown Leather Penny Loafer

Men's Ferragamo Brown Leather Penny Loafer - Black - Loafers Buffed calfskin loafers in brown. Strap with cut out at vamp. more

$895.00

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Floral Jacquard Penny Loafer Mule

Floral Jacquard Penny Loafer Mule

Men's Versace Floral Jacquard Penny Loafer Mule - Gray - Loafers Set on a molded cork midsole and rubber sole for a lightweight step, this mule in floral jacquard features a Medusa-head 'coin' inserted in the keeper strap. Textile and leather... more

$825.00

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Gommino Round Toe Penny Loafers

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Blue 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. more

$801.84 $461.86

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Luis Penny Loafer

Luis Penny Loafer

Men's Kurt Geiger Luis Penny Loafer - Pink - 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

$185.00

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Varsity Penny Loafer

Varsity Penny Loafer

Men's Thom Browne Varsity Penny Loafer - Black - 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... more

$850.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Blue - Loafers Supple suede and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy. more

$225.00

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Raging Penny Loafer

Raging Penny Loafer

Men's Bruno Magli Raging Penny Loafer - Brown - Loafers A full-length rubber sole and leather lining enhance the overall comfort of this Italian-crafted penny loafer. Leather upper and lining/rubber sole Made in Italy. more

$395.00

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Tyler Leather Penny Loafers

Tyler Leather Penny Loafers

Men's Frye Tyler Leather Penny Loafers - Brown Frye "Tyler" penny loafers in leather Stacked heel Round moc toe Penny keeper strap Comfort footbed Stamped logo on the side Leather outsole Slip-on style Lining: Leather Made in Mexico. more

$265.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Gray - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

$175.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Blue - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more

$175.00

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