Best Seller
Classic Will Tassel Penny Loafers

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Black Sebago "Will" penny loafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

$250.00

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Slip-on Moccasins In Grained Leather And Suede

Slip-on Moccasins In Grained Leather And Suede

Men's Boss Slip-on Moccasins In Grained Leather And Suede - Black - Loafers Penny-trim moccasins with branding by BOSS, designed in Portugal with a mix of soft suede and grained leather. more

$230.00

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Best Seller
Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Black Sebago classic leather "Dan" is a refined slip-on for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to... more

$698.00

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10½ D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 10½ D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to... more

$698.00

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 8 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to... more

$698.00

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Coach Shoes | Coach Pewter Fredrica Loafer Moccasin Size 5 (5.5) | Color: Gray/Silver | Size: 5

Coach Shoes | Coach Pewter Fredrica Loafer Moccasin Size 5 (5.5) | Color: Gray/Silver | Size: 5

The Iconic Loafer Gets A Bright Modern Update Crafted In Pewter Silver Pebbled Leather With A Distinctive Podded Sole From Coach. In Place Of The Penny Sits A Polished Plaque Elegantly Embossed With The Coach Logo. Features Leather/Rubber Synthetic... more

$35.00

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Converse Shoes | Converse Women's Boat Penny Moccasins Loafers Shoes New Without Box Leather | Color: Pink/Purple | Size: 7.5

Converse Shoes | Converse Women's Boat Penny Moccasins Loafers Shoes New Without Box Leather | Color: Pink/Purple | Size: 7.5

I Got Them As A Gift, Never Wored Them, They Been On Storage All This Time Upper: Leather Lining: Textile Outsole:Rubber more

$13.00

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Michael Kors Shoes | Michael Michael Kors Bayville Plum Patent Leather Slip-On Loafer Heels, Size 5 | Color: Purple/Red | Size: 5

Michael Kors Shoes | Michael Michael Kors Bayville Plum Patent Leather Slip-On Loafer Heels, Size 5 | Color: Purple/Red | Size: 5

Crafted In High Quality Leather, Featuring A 3” Heel / 2” Stacked Heel, Tonal Penny Keeper Strap At The Moccasin Toe. These Penny Loafer Pumps Are Stylishly Versatile Without Compromising Comfort With The Padded Leather Insole & Rubber Outsole For... more

$65.00

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G.H.Bass Weejun 90 Lincoln Leather Loafers - Black - G.H.BASS Slip-Ons

G.H.Bass Weejun 90 Lincoln Leather Loafers - Black - G.H.BASS Slip-Ons

Men's G.H.Bass Weejun 90 Lincoln Leather Loafers - Black G.H.BASS expands their penny loafer line with this edition, featuring moccasin detailing and a silver-tone plaque. As is custom, these are made from classic leather and feature a discreet... more

$279.00 $223.00

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Eastland NEWBURY - Womens 10 Brown Slip On Medium

Eastland NEWBURY - Womens 10 Brown Slip On Medium

*Hearty loafer-style accents and quality comfort features give this casual true style staying power *Full grain leather upper *Penny loafer strap accent *Microfiber fabric lining *Removable Ortholite® foam footbed *Durable TPR outsole *1-7/8" heel more

$99.95

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Eastland NEWBURY - Womens 7 Brown Slip On Medium

Eastland NEWBURY - Womens 7 Brown Slip On Medium

*Hearty loafer-style accents and quality comfort features give this casual true style staying power *Full grain leather upper *Penny loafer strap accent *Microfiber fabric lining *Removable Ortholite® foam footbed *Durable TPR outsole *1-7/8" heel more

$99.95

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Eastland NEWBURY - Womens 8.5 Black Slip On Medium

Eastland NEWBURY - Womens 8.5 Black Slip On Medium

*Hearty loafer-style accents and quality comfort features give this casual true style staying power *Full grain leather upper *Penny loafer strap accent *Microfiber fabric lining *Removable Ortholite® foam footbed *Durable TPR outsole *1-7/8" heel more

$99.95

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Blue Sebago classic leather "Dan" is a refined slipon for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm flat... more

$250.00

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Classic Will Tassel Penny Loafers

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Blue Sebago "Will" penny loafer is a gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

$250.00

FREE shipping

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Brown Sebago classic leather "Dan" is a refined slipon for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Classic Will Tassel Penny Loafers

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Black Sebago "Will" penny loafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

$250.00

FREE shipping

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Classic Will Tassel Penny Loafers

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Black Sebago "Will" penny loafer is a gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

$250.00

FREE shipping

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Classic Will Tassel Penny Loafers

Classic Will Tassel Penny Loafers

Women's Sebago Classic Will Tassel Penny Loafers - Blue Sebago "Will" penny loafer is a go-to-shoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather... more

$250.00

FREE shipping

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Leather Penny Loafers With Logo Trim

Leather Penny Loafers With Logo Trim

Men's Moschino Leather Penny Loafers With Logo Trim - Black Moschino loafers in smooth calfskin leather with rubberized logo trim Stacked heel Round moccasin toe Penny keeper strap Slipon style Made in Italy more

$495.00

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Brown Sebago classic leather "Dan" is a refined slip-on for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Le Loafer 15 Cassandre Moccasin Penny Loafers

Le Loafer 15 Cassandre Moccasin Penny Loafers

Men's Saint Laurent Le Loafer 15 Cassandre Moccasin Penny Loafers - Black Saint Laurent "Le Loafer 15" penny slippers in nappa calf leather Stacked heel Round moc toe Leather penny keeper strap with Cassandre hardware Leather sole Slipon style Made... more

$995.00

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Black Sebago classic leather "Dan" is a refined slipon for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Black Sebago classic leather "Dan" is a refined slipon for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Nappa-leather Driver Moccasins With Emed Logo

Nappa-leather Driver Moccasins With Emed Logo

Men's Boss Nappa-leather Driver Moccasins With Emed Logo - Black - Loafers Penny-trim moccasins in nappa leather with a driver outsole and embossed branding by BOSS. more

$199.00

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Penny No Back Leather Loafers

Penny No Back Leather Loafers

Men's Christian Louboutin Penny No Back Leather Loafers - Brown Inspired by traditional penny loafers, the Penny No Back moccasins from Christian Louboutin are here to deliver a comfortable yet classy break from your traditional lace-up shoes.... more

$995.00

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Gommino Bubble Suede Moccasin Drivers

Gommino Bubble Suede Moccasin Drivers

Men's Tod's Gommino Bubble Suede Moccasin Drivers - Blue - Loafers Tod's "Gommino Bubble" moccasin driving shoes calf suede with exposed handmade stitching Flat heel Round moc toe Penny keeper strap Tongue with stamped logo Leather insole... more

$695.00

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Suede Mocassin Penny Loafers

Suede Mocassin Penny Loafers

Men's Tod's Suede Mocassin Penny Loafers - Brown Tod's penny loafers in suede feature a stamped monogram on the tongue Stacked heel Round moc toe Penny keeper strap Leather insole Rubber outsole with embossed rubber pebbles Slipon style Made in Italy more

$745.00

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Classic Dan Leather Penny Loafers

Classic Dan Leather Penny Loafers

Women's Sebago Classic Dan Leather Penny Loafers - Green Sebago classic leather "Dan" is a refined slip-on for any occasion, crafted in the beefroll penny loafer style, and like all our loafers, inspired by a traditional moccasin. 0.50 in / 15 mm... more

$250.00

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Leather Moccasin Penny Loafers

Leather Moccasin Penny Loafers

Men's Tod's Leather Moccasin Penny Loafers - Black Tod's penny loafers in semiglossy leather with exposed hand stitching Features a stamped monogram on the tongue Stacked heel Round moc toe Leather penny keeper strap Rubber outsole with embossed... more

$745.00

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Urbino Moccasin Penny Loafers

Urbino Moccasin Penny Loafers

Men's Christian Louboutin Urbino Moccasin Penny Loafers - Black Christian Louboutin "Urbino" penny loafers in leather Chunky heel Moccasin toe Penny keeper strap with stitched CL monogram Signature Loubi red sole Lightweight, sturdy TPU outsole... more

$995.00

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Le Loafer 05 Leather Moccasin Loafer Mules

Le Loafer 05 Leather Moccasin Loafer Mules

Women's Saint Laurent Le Loafer 05 Leather Moccasin Loafer Mules - Black - Loafers Saint Laurent "Le Loafer 05" penny loafer mules in sheep leather 0.17 in / 5 mm flat heel Round moc toe Notched vamp Leather penny keeper strap Leather sole Slipon... more

$945.00

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Gommino Bubble Suede Moccasin Drivers

Gommino Bubble Suede Moccasin Drivers

Men's Tod's Gommino Bubble Suede Moccasin Drivers - Brown - Loafers Tod's "Gommino Bubble" moccasin driving shoes calf suede with exposed handmade stitching Flat heel Round moc toe Penny keeper strap Tongue with stamped logo Leather insole... more

$695.00

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Brushed Calf Leather Moccasin

Brushed Calf Leather Moccasin

Women's Bally Brushed Calf Leather Moccasin - Black - Loafers BALLY Black Brushed Calf Leather Moccasin. Pure black brushed calf leather moccasin, round toe, tonal stitching, top penny slot, slip-on style, side engraved logo, back silver-tone... more

$574.06

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Leather Penny Loafers Signature Embossed

Leather Penny Loafers Signature Embossed

Men's Saint Laurent Leather Penny Loafers Signature Embossed - Black SAINT Laurent Black Calf Leather Le Loafer 15 Mocassin. Pure black calf leather loafers, round toe, tonal stitching, top penny slot, top embosses signature YSL logo, slip-on style,... more

$657.96

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Les Mocassins Carre Loafers

Les Mocassins Carre Loafers

Women's Jacquemus Les Mocassins Carre Loafers - White Les Mocassins Carre loafers in shiny leather. Square toe Penny strap Flat sole Made in Italy more

$815.00

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Les Mocassins Carré Penny Loafer

Les Mocassins Carré Penny Loafer

Women's Jacquemus Les Mocassins Carré Penny Loafer - Natural - Loafers Named for the blocky square toe, this leather penny loafer is set on a minimalist sole and designed with a collapsible heel to convert the look to a mule. more

$860.00

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Ritchie Penny Loafer

Ritchie Penny Loafer

Men's Carlos By Carlos Santana Ritchie Penny Loafer - Brown - Loafers Bring sophisticated character to your look with the Ritchie penny loafer from Carlos by Carlos Santana. These driver moccasins are fashioned with a rich nubuck leather... more

$108.99

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 11 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 11 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to... more

$698.00

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Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9 D

Rancourt & Co.'s loafers are a true indulgence, crafted from unique Shell Cordovan leather produced at the Horween tannery in Chicago, with handsewn moccasin construction and a durable double sole fit for supportive everyday wear. They're unlined to... more

$698.00

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