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Ancher Penny Loafer

Ancher Penny Loafer

Men's Steve Madden Ancher Penny Loafer - Brown - Loafers Stand-out in the crowd sporting the Ancher penny loafer from Steve Madden. All-over micro embossed details on the upper give this leather loafer a stylish look while the lightly treaded rubber... more

$79.99 $49.98

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Huxley Suede Espadrille Penny Loafers

Huxley Suede Espadrille Penny Loafers

Men's Paul Stuart Huxley Suede Espadrille Penny Loafers - Natural Paul Stuart "Huxley" penny loafers in calf suede Braidedjute flat heel Round moc toe Suede penny keeper strap Leather lining Rubber crepe sole Slipon style Made in Portugal more

$460.00

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Best Seller
Athens Penny Loafer

Athens Penny Loafer

Men's Johnston & Murphy Athens Penny Loafer - Brown - Loafers Add to your collection with the classically designed Athens penny loafer from Johnston & Murphy. This suede pair sports a cushy memory foam footbed for additional support. Suede or leather... more

$128.99

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Men Penny Loafer With Gancini Ornament

Men Penny Loafer With Gancini Ornament

Men's Ferragamo Men Penny Loafer With Gancini Ornament - Natural - 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... more

$950.00 $571.00

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Motor Penny Driving Loafer

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Brown - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more

$79.99

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Sandro Moscoloni Taylor Penny Loafer - Blue - Loafers Highlight favorite formal or professional looks with the classically styled Taylor penny loafer from Sandro Moscoloni. This leather pair sports a cushioned footbed for a comfortable layer.... more

$189.99

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Hugo Suede Penny Loafers

Hugo Suede Penny Loafers

Men's Paul Stuart Hugo Suede Penny Loafers - Brown Paul Stuart "Hugo" penny loafers in calf suede Flat heel Round moc toe Penny keeper strap Leather lining Rubber outsole Slipon style Made in Portugal more

$450.00

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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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Tassel Patent Leather Penny Loafers

Tassel Patent Leather Penny Loafers

Men's Our Legacy Tassel Patent Leather Penny Loafers - Black Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in italy. Comes with dust bags. Comes with a box. more

$554.00 $387.00

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Arezzo Burnished Leather Penny Loafers

Arezzo Burnished Leather Penny Loafers

Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style.... more

$395.00

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Gucci Shoes | Gucci Black Guccissima Leather Penny Slip On Loafers 41 | Color: Black | Size: 41

Gucci Shoes | Gucci Black Guccissima Leather Penny Slip On Loafers 41 | Color: Black | Size: 41

Stylish And Super Comfortable, This Pair Of Loafers By Gucci Will Make A Great Addition To Your Shoe Collection. They Have Been Crafted From Leather And Styled With Guccissima Pattern And Penny Keeper Straps On The Vamps. Leather Insoles And Rubber... more

$323.00

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Gucci Shoes | Gucci Black Guccissima Leather Penny Loafers | Size 7.5 U.S./40 Eu | 170618 | Color: Black | Size: 7.5

Gucci Shoes | Gucci Black Guccissima Leather Penny Loafers | Size 7.5 U.S./40 Eu | 170618 | Color: Black | Size: 7.5

Black Leather Loafers Guccissima Leather And Cuir Leather Trim -Interlocking G Detail -Rubber Sole -Made In Italy -Cleaned And Sanitized -Good Condition Stylish And Super Comfortable, This Pair Of Loafers By Gucci Will Make A Great Addition To Your... more

$235.00

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Free People Shoes | New Free People Liv Leather Penny Loafer - Camel - 8.5 | Color: Brown | Size: 8.5

Free People Shoes | New Free People Liv Leather Penny Loafer - Camel - 8.5 | Color: Brown | Size: 8.5

New Free People Liv Leather Penny Loafer - Camel Size Eu 38.5 = Us 8.5 Brand New, Never Worn - No Box Leather Upper, Rubber Sole Chunky Sole more

$85.00

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J. Crew Shoes | J. Crew Men’s Camden Penny Loafers Black Premium Leather Shoes Size 12 | Color: Black | Size: 12

J. Crew Shoes | J. Crew Men’s Camden Penny Loafers Black Premium Leather Shoes Size 12 | Color: Black | Size: 12

J. Crew Men’s Camden Loafers Black Leather Shoes Size 12 This Made With Premium Leather Uppers And A Smooth Leather Lining That Will Soften With Every Wear. With A Durable Rubber Outsole, These Loafers Are Suitable For Wearing Every Day. Leather Upper... more

$89.00

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Free People Shoes | Free People Lyra Lug Sole Leather Penny Loafer In Black From Revolve Size 40 | Color: Black | Size: 10

Free People Shoes | Free People Lyra Lug Sole Leather Penny Loafer In Black From Revolve Size 40 | Color: Black | Size: 10

New Without Box Still Selling For Full Price On Revolve Size 40 Leather Upper With Chunky Rubber Sole Made In India Penny Keeper Strap Leather Lining Approx 50mm/ 2 Inch Heel more

$100.00

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Gucci Shoes | Gucci Hilary Lux Diamante Men’s Leather Penny Loafers | Size 11 (Uk 10) | Color: Brown | Size: 11

Gucci Shoes | Gucci Hilary Lux Diamante Men’s Leather Penny Loafers | Size 11 (Uk 10) | Color: Brown | Size: 11

Gently Worn Gucci Hilary Lux Diamant Penny Loafers - Men’s Us Size 11 / Uk Size 10. Minimal Wear On Back Of Heel But These Shoes Are Gorgeous In Person And Show Very Well. Shoes Are Genuine Leather And Slip On Style With Beautifully Detailed Diamond... more

$200.00

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Coach Shoes | Coach Penny Loafers In Black Pebbled Leather | Color: Black | Size: 5.5

Coach Shoes | Coach Penny Loafers In Black Pebbled Leather | Color: Black | Size: 5.5

Coach American Luxury Leather Goods Brand Classic Penny Loafers With Black Metal Coin Upper In Black Pebbled Leather Lined In Tan Leather Rubber Treaded Sole In Black Excellent Pre-Owned Condition, Barely Worn, No Flaws, Sanitized more

$60.00

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Penny Bar Loafers

Penny Bar Loafers

Men's Tod's Penny Bar Loafers - Brown Dimensions: Heel: 2.5cm, Sole: 1.5cm 100% Suede, 100% Rubber, 100% Leather. Made in Italy. more

$497.80 $430.10

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Red Larson Leather Loafers - Men's - Calf Leather/rubber

Red Larson Leather Loafers - Men's - Calf Leather/rubber

Men's G.H.BASS Red Larson Leather Loafers - Men's - Calf Leather/rubber - Brown These G.H. Bass & Co. Larson leather loafers boast a handcrafted two-tone design in red and white. Featuring a raised seam construction, they feature classic penny straps,... more

$233.00 $128.00

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J. Crew Shoes | J. Crew Penny Loafer Black Size 12 | Color: Black | Size: 12

J. Crew Shoes | J. Crew Penny Loafer Black Size 12 | Color: Black | Size: 12

Product Details Leather Upper. Leather/Rubber Outsole. Spot Clean. Imported. Msrp $198 more

$125.00

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J. Crew Shoes | J. Crew Penny Loafers* | Color: Brown/Purple | Size: 10

J. Crew Shoes | J. Crew Penny Loafers* | Color: Brown/Purple | Size: 10

Leather Upper. Leather/Rubber Outsole. Spot Clean. Made In El Salvador. Online Exclusive. Item Bs114. more

$130.00

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Coach Shoes | Coach Indie Box Calf Loafer Penny Shoes Sz 8 B | Color: Brown | Size: 8

Coach Shoes | Coach Indie Box Calf Loafer Penny Shoes Sz 8 B | Color: Brown | Size: 8

Great Pair Of Coach Penny Loafers. Perfect For Summer Weddings, Graduations, Confirmations, Or Work. Leather And Made In Spain. Semi-Matte Calf Leather Upper Slip On Leather Lining And Footbed Rubber Outsole Style No. Q7675 Semi-Matte Calf Leather... more

$40.00

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J. Crew Shoes | J Crew Camden Penny Loafer Men’s Dress Shoes Size 11.5 Av166. | Color: Brown | Size: 11.5

J. Crew Shoes | J Crew Camden Penny Loafer Men’s Dress Shoes Size 11.5 Av166. | Color: Brown | Size: 11.5

These Classic Penny Loafers Are Based On The Original 1930s. They Are Made With Premium Leather Upper And A Smooth Leather Lining. Durable Rubber Outsole. Casual Men’s Dress Shoes For Any Occasion. Used One Time Excellent Condition. more

$125.00

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J. Crew Shoes | J. Crew Camden Penny Loafers Rubber Outsole Size 12 | Color: Brown | Size: 12

J. Crew Shoes | J. Crew Camden Penny Loafers Rubber Outsole Size 12 | Color: Brown | Size: 12

These Loafers Are Made With Premium Leather Uppers And A Smooth Leather Lining That Will Soften With Every Wear. With A Durable Rubber Outsole, These Loafers Are Suitable For Wearing Every Day. I’ve Worn Them A Few Times But They Are Larger Than True... more

$85.00

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Coach Shoes | Coach Mott Penny Loafer | Color: Black | Size: 9.5

Coach Shoes | Coach Mott Penny Loafer | Color: Black | Size: 9.5

Leather And Signature Coated Canvas Upper Rubber Outsole Slip On Style No. Fg1105 Good Used Condition Ask Any Questions. Normal Wear/Tear more

$84.00

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Galaxy Leather Loafers

Galaxy Leather Loafers

Men's Tod's Galaxy Leather Loafers - Blue Tods mens loafers. Upper material: leather. Solematerial: rubber. Tods mens galaxy leather loafers. Loafers in leather with penny bar, stamped tods monogram, adler stitching on the front, leather outsole with a... more

$775.00 $199.00

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Walden Contrasting-sole Leather Loafers

Walden Contrasting-sole Leather Loafers

Men's Camper Walden Contrasting-sole Leather Loafers - Blue Black/blue/white calf leather recycled polyester polished finish abstract pattern print at the sole logo patch to the side penny slot slip-on style round toe OrthoLite® branded insole EVA... more

$199.00 $120.00

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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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Walden Leather Loafers

Walden Leather Loafers

Men's Camper Walden Leather Loafers - Brown Brown leather tonal design penny strap to the vamp slip-on style branded insole ridged rubber sole This item is crafted with leather that has been produced in a certified Leather Working Group (LWG) or ICEC... more

$199.00

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Walden Leather Loafers

Walden Leather Loafers

Men's Camper Walden Leather Loafers - Black Black calf leather patent finish penny slot logo patch to the side tonal stitching almond toe slip-on style branded insole rubber sole 40mm low block heel This item is crafted with leather that has been... more

$199.00

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J. Crew Shoes | J. Crew Georgie Suede Penny Loafers (Cream) | Color: Cream/Tan | Size: 8.5

J. Crew Shoes | J. Crew Georgie Suede Penny Loafers (Cream) | Color: Cream/Tan | Size: 8.5

Traditional Penny Loafers. Luxurious Cream-Colored Suede With An Elegant Feminine Shape. New Without Box. Worn 1-2 Times.. A Few Very Minor Scuffs/Marks. (Suede Upper. Leather Lining. Rubber Sole.) . more

$55.00

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Rucci Penny Loafer

Rucci Penny Loafer

Men's Florsheim Rucci Penny Loafer - Black - Loafers Add flair to your smart look with the Rucci penny loafer from Florsheim. Crafted from rich leather, this slip-on seamlessly blends elegance with timeless style. With its fully cushioned insole and... more

$99.99

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Coach Shoes | Coach Nela Signature Black Penny Loafers Size 9 | Color: Black | Size: 9

Coach Shoes | Coach Nela Signature Black Penny Loafers Size 9 | Color: Black | Size: 9

Coach Nila Signature Black Complex Penny Loafer Wedges, Features Mixed Material. Signature Fabric With Black Suede Accents. Leather And Fabric Pepper And Rubber Soles. Excellent Condition With Minimal Wear. Proximately Hill Height Is 3.25 Inches more

$85.00

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Motor Penny Driving Loafer

Motor Penny Driving Loafer

Men's Florsheim Motor Penny Driving Loafer - Black - Loafers From professional meetings to a laid-back brunch settings, the Florsheim Motor Penny driving loafer is the right pick. Woven-textured upper with classic stitching details uplifts this leather... more

$79.99

FREE shipping

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J. Crew Shoes | J.Crew Georgie Black Suede Penny Loafer 9 | Color: Black | Size: 9

J. Crew Shoes | J.Crew Georgie Black Suede Penny Loafer 9 | Color: Black | Size: 9

J.Crew Georgie Suede Penny Loafer - Black - Size 9 - Pristine Preowned Condition, No Signs Of Wear Traditional Penny Loafers With A Low Heel, Luxurious Suede And An Elegant Feminine Shape. Suede Upper; Leather Lining; Rubber Sole Style No. E0397 3/16”... more

$56.00

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J. Crew Shoes | J. Crew Georgie Black Suede Penny Loafer 7 | Color: Black | Size: 7

J. Crew Shoes | J. Crew Georgie Black Suede Penny Loafer 7 | Color: Black | Size: 7

J.Crew Georgie Suede Penny Loafer - Black - Size 7. Very Good Preowned Condition. Traditional Penny Loafers With A Low Heel, Luxurious Suede, And An Elegant Feminine Shape. Suede Upper; Leather Lining; Rubber Sole. Style No. E0397 more

$19.00

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J. Crew Shoes | J Crew Size 11.5 Camden Leather Casual Loafers In Leather Av166 | Color: Brown | Size: 11.5

J. Crew Shoes | J Crew Size 11.5 Camden Leather Casual Loafers In Leather Av166 | Color: Brown | Size: 11.5

These Classic Penny Loafers Are Based On The Original 1930s Design That... - Was Popular With College Students (It Fit The Two Cents Needed For A Phone Call). Our Version Is Made With Premium Leather Uppers And A Smooth Leather Lining That Will Soften... more

$118.00

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Florsheim Zaffiro Moc Toe Penny Loafer - Mens 10.5 Black Slip On Medium

Florsheim Zaffiro Moc Toe Penny Loafer - Mens 10.5 Black Slip On Medium

*Penny loafer from Florsheim *Soft leather upper *Slip-on fit *Leather linings for breathability *Fully cushioned leather footbed *Lightweight rubber outsole more

$129.95

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Florsheim Zaffiro Moc Toe Penny Loafer - Mens 9.5 Black Slip On Medium

Florsheim Zaffiro Moc Toe Penny Loafer - Mens 9.5 Black Slip On Medium

*Penny loafer from Florsheim *Soft leather upper *Slip-on fit *Leather linings for breathability *Fully cushioned leather footbed *Lightweight rubber outsole more

$129.95

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Florsheim Zaffiro Moc Toe Penny Loafer - Mens 13 Brown Slip On W

Florsheim Zaffiro Moc Toe Penny Loafer - Mens 13 Brown Slip On W

*Penny loafer from Florsheim *Soft leather upper *Slip-on fit *Leather linings for breathability *Fully cushioned leather footbed *Lightweight rubber outsole more

$129.95

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More information about Men's Shoes

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