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Essex Penny Loafer

Essex Penny Loafer

Men's Drew Essex Penny Loafer - Brown - Loafers Feel sleek in and out of the office with the Essex penny loafer from Drew. This slip-on features leather upper and a contoured cushioned insole for comfortable steps from day-to-night! Leather upper.... more

$189.99 $154.98

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Slip-on Penny Loafers

Slip-on Penny Loafers

Men's Lanvin Slip-on Penny Loafers - Brown Dimensions: Heel: 3cm, Sole: 1cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$896.63 $688.62

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Nathan Penny Loafer

Nathan Penny Loafer

Men's Bruno Magli Nathan Penny Loafer - Black - Loafers A clean, handsome silhouette enriches an Italian-made loafer with versatile appeal. Leather upper and lining/rubber and leather sole Made in Italy Men's Shoes. more

$298.00

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Karnes Penny Loafer

Karnes Penny Loafer

Men's Stacy Adams Karnes Penny Loafer - Brown - Loafers Earn style points donning the Karnes penny loafer from Stacy Adams. Unique perfing and stitching details impart sophistication to this leather slip-on. RedZone insole and rubber sole keep you... more

$119.99

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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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Nathan Croc Embossed Penny Loafer

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

$325.00

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Penny Loafer

Penny Loafer

Men's Paul Stuart Penny Loafer - Brown - Loafers A classic penny loafer lifted by a low block heel is handcrafted from smooth leather and is the perfect footwear for nearly every occasion. Leather upper, lining and sole Made in Italy. more

$675.00

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Berkley Flex Penny Loafer

Berkley Flex Penny Loafer

Men's Florsheim Berkley Flex Penny Loafer - Brown - Loafers Get classic style and complete comfort in this moc-toe penny loafer constructed with a cushioned footbed, arch support and a flexible sole. more

$124.95

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Derreck Penny Loafer

Derreck Penny Loafer

Men's Boss Derreck Penny Loafer - Black - Loafers Rich calfskin leather elevates an Italian-crafted penny loafer that will make the perfect addition to your everyday office wardrobe. Leather upper and lining/leather, rubber and synthetic sole Made in... more

$299.00 $239.20

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Tyler Penny Loafer

Tyler Penny Loafer

Men's Frye Tyler Penny Loafer - Black - Loafers A classic penny keeper and a richly textured leather upper lend timeless versatility and craftsmanship to a streamlined loafer. A premium slip-resistant sole brings comfort and security to every step you... more

$258.00

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Esquire Penny Loafer

Esquire Penny Loafer

Men's ALDO Esquire Penny Loafer - Brown - Loafers A logo-engraved medallion at the penny-keeper strap lends gleam and signature style to this ultraflexible loafer crafted from soft leather. more

$145.00

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James Penny Loafers

James Penny Loafers

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

$625.19 $360.11

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Penny Loafer

Penny Loafer

Men's Tod's Penny Loafer - Black - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft leather. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

$695.00

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The Fitz Jacquard Penny Loafer

The Fitz Jacquard Penny Loafer

Men's Taft The Fitz Jacquard Penny Loafer - Brown - Loafers Clad in a tapestry of colors and patterns, this Spanish-made loafer features a traditional leather penny strap and a smart, streamlined profile. Textile and leather upper/leather lining and... more

$275.00

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Adam Penny Town Loafers

Adam Penny Town Loafers

Men's Tricker's Adam Penny Town Loafers - Natural 100% Suede. Made in United Kingdom. more

$625.19 $480.14

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Ascanio Penny Loafer

Ascanio Penny Loafer

Men's Geox Ascanio Penny Loafer - Brown - 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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Classic Penny Loafer

Classic Penny Loafer

Men's Rockport Classic Penny Loafer - Black - Loafers Comfort and style collide in this classic penny loafer from Rockport! Featuring sport technology for superior comfort and a stylish yet traditional design, this slip-on shoe will keep you looking... more

$79.99

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Black Varsity Penny Loafers

Black Varsity Penny Loafers

Women's Thom Browne Black Varsity Penny Loafers Pebble grained calfskin slip-on loafers in black. more

$790.00

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Round-toe Penny Loafers

Round-toe Penny Loafers

Men's Common Projects Round-toe Penny Loafers - Black Dimensions: Heel: 4.5cm, Sole: 3cm 100% Calf Leather, 100% Rubber. Made in Italy. more

$597.40 $458.80

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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 $300.00

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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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Supersport Moc Toe Penny Loafer

Supersport Moc Toe Penny Loafer

Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Blue - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. more

$300.00

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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 $353.95

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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 $480.14

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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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Randolph Leather Penny Loafers

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

$425.00

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Moana Penny Loafer

Moana Penny Loafer

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

$178.00

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Penny Loafer

Penny Loafer

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

$880.00

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Natal Penny Loafer

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

$160.00

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Morgan Moc Toe Penny Loafer

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

$225.00

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Ravello Penny Loafer

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

$399.00

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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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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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