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Richee 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

$370.00 $185.00

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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

$400.00

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Best Seller
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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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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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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Sherman Penny Loafer

Sherman Penny Loafer

Men's Anthony Veer Sherman Penny Loafer - Black - Loafers You can't go wrong with the Sherman penny loafer from Anthony Veer. The classic design is fully fashioned in leather for high-quality appeal. Leather upper. Slip-on. Decorative Penny Keeper... more

$164.99

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber... more

$298.00

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Gommino Round Toe Penny Loafers

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

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Wakith Suede Apron Toe Penny Loafer

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

$128.00

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Larson Leather Penny Loafer

Larson Leather Penny Loafer

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

$175.00

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

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

$129.00

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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. more

$657.51 $570.99

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Yardee Penny Loafer

Yardee Penny Loafer

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

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Pembrey Penny Loafers

Pembrey Penny Loafers

Men's Church's Pembrey Penny Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Leather, 100% Suede. Made in United Kingdom. more

$908.39 $627.88

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Bateau Water Resistant Penny Loafer

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

$845.00

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Sw Club La Penny Loafer Men's

Sw Club La Penny Loafer Men's

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

$450.00

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Townee Penny Loafer

Townee Penny Loafer

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

$380.00

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Solomeo Penny Loafer

Solomeo Penny Loafer

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

$450.00

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Seaport Penny Loafer

Seaport Penny Loafer

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

$105.00

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Thorne Penny Loafer

Thorne Penny Loafer

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

$990.00

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Carlos Penny Loafer

Carlos Penny Loafer

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

$990.00

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Walden Penny Loafer

Walden Penny Loafer

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

$199.00

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Walden Penny Loafer

Walden Penny Loafer

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

$210.00

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Tucker Penny Loafer

Tucker Penny Loafer

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

$135.00

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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 - White - 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 $122.50

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Refresh Leather Casual Penny Loafers

Refresh Leather Casual Penny Loafers

Women's La Canadienne Refresh Leather Casual Penny Loafers - Black La Canadienne "Refresh" casual leather penny loafers 1.75 in / 45 mm flat chunky heel; 1.25 in / 30 mm platform Round moc toe Notched vamp with keeper strap Slipon style TPR outsole... more

$435.00

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Suede Penny Loafers

Suede Penny Loafers

Men's Tod's Suede Penny Loafers - Black Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens black suede penny loafers. Featuring exposed handmade stitching, stamped tods monogram,... more

$595.00 $199.00

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New Damon 1 Slip-on Penny Loafer

New Damon 1 Slip-on Penny Loafer

Men's Geox New Damon 1 Slip-on Penny Loafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry. more

$150.00

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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Calf Leather. Made in United Kingdom. more

$534.35 $328.30

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Colorblock Penny Loafer

Colorblock Penny Loafer

Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... more

$670.00

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Brown Dimensions: Heel: 3.5cm, Sole: 1.5cm 100% Calf Suede, 100% Calf Leather. Made in United Kingdom. more

$625.19 $450.13

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Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Blue Give your shoe collection a modern twist with the Country Club penny loafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more

$49.99

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Simol Penny Loafer

Simol Penny Loafer

Men's Tommy Hilfiger Simol Penny Loafer - Brown - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The penny loafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... more

$69.99

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X Playboy Wilde Sketch Ii Penny Loafers

X Playboy Wilde Sketch Ii Penny Loafers

Men's Duke & Dexter X Playboy Wilde Sketch Ii Penny Loafers - Black DUKE + DEXTER x Playboy collaboration leather penny loafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... more

$340.00

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Dark Fondo Gomma Suede Penny Loafers

Dark Fondo Gomma Suede Penny Loafers

Men's Tod's Dark Fondo Gomma Suede Penny Loafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: suede. Solematerial: rubber. Tods mens dark brown fondo gomma suede penny loafers. Suede loafers detailed with... more

$675.00 $199.00

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Baldwin Penny Loafer

Baldwin Penny Loafer

Men's Eastland Baldwin Penny Loafer - Natural - Loafers Add to a professional look with the Eastland Baldwin penny loafer. Crafted from leather, this penny loafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc... more

$114.99

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