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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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Donnola Kiltie Penny Loafer

Donnola Kiltie Penny Loafer

Women's Amalfi by Rangoni Donnola Kiltie Penny Loafer - Black - Loafers A classic penny keeper and kiltie-inspired fringe lend stylish dimension to a sophisticated loafer grounded by a cushioned footbed and sturdy rubber sole. Memory foam cushioning... more

$290.00

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Best Seller
Natan Penny Loafer

Natan Penny Loafer

Men's Steve Madden Natan Penny Loafer - Brown - Loafers Bring classic style to your wardrobe with the Steve Madden Natan penny loafer. Crafted from leather, this pair sports a tried-and-true silhouette for some timeless appeal. Leather upper. Slip-on.... more

$134.99

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Cheryl Ii Lug Penny Loafer

Cheryl Ii Lug Penny Loafer

Women's Vionic Cheryl Ii Lug Penny Loafer - Gray - Loafers Chunky lugs lend street-savvy flair to a sleek leather loafer detailed with a penny keeper on the vamp and a pop of contrast on the welt. 1 3/4" heel; 1" platform (size 8.5) Removable,... more

$134.95

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Silas Penny Loafer

Silas Penny Loafer

Men's Bruno Magli Silas Penny Loafer - Brown - Loafers Sharp contrast stitching touches up a handsome Italian loafer with a smart, durable sole. Leather upper and lining/rubber sole Made in Italy Men's Shoes more

$298.00

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Anders Penny Driver Loafer

Anders Penny Driver Loafer

Men's Polo Ralph Lauren Anders Penny Driver Loafer - Black - Loafers A penny tab and hand-stitched details elevate a casual driver loafer. Leather upper and lining/rubber sole Imported more

$168.00

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Newton Penny Loafer

Newton Penny Loafer

Men's Allen Edmonds Newton Penny Loafer - Brown - Loafers Clean lines and minimalist design showcase the timeless silhouette of a closet-staple penny loafer built on a comfy rubber sole. Leather upper and lining/rubber sole Handcrafted in Italy more

$365.00 $273.75

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Ronny Penny Loafer

Ronny Penny Loafer

Men's To Boot New York Ronny Penny Loafer - Brown - Loafers A traditional penny keeper and moc toe lend timeless sophistication to a supple suede loafer grounded by a cushioned footbed for long-lasting wear. Cushioned footbed with arch support Leather... more

$450.00

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Country Club Penny Loafer

Country Club Penny Loafer

Men's Floafers Country Club Penny Loafer - Brown 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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Scott Penny Loafer

Scott Penny Loafer

Men's Vintage Foundry Scott Penny Loafer - Black - Loafers Show your love for classics with the Scott penny loafer by Vintage Foundry Co. Boasting a timeless silhouette in beautiful leather, this slip-on pair flaunts burnished toe and penny slot detail... more

$154.99

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Uptown Penny Loafer

Uptown Penny Loafer

Women's Vionic Uptown Penny Loafer - Black - Loafers The Uptown penny loafer from Vionic is an absolute beauty that deserves a spot in your collection. The rich upper and 360 flex rubber outsole bring a breath of new life to the classic slip-on... more

$129.96

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Bristol Penny Loafer

Bristol Penny Loafer

Men's Eastland Bristol Penny Loafer - Black - Loafers Eastland Bristol Men's Penny Loafer Classic style is timeless with the Eastland Bristol penny Loafer. Featuring a leather upper with penny Loafer detailing, these Slip-Onshave a classy look. The... more

$139.99

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Henderson Penny Loafer

Henderson Penny Loafer

Men's Eastland Henderson Penny Loafer - Black - Loafers Eastland Henderson Men's Penny Loafer Style on the move with the Eastland Henderson penny Loafer. Featuring a leather upper with a penny holder accent, this driving moc supports sans Socks. The... more

$124.99

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Jett Fringe Penny Loafer

Jett Fringe Penny Loafer

Women's Easy Spirit Jett Fringe Penny Loafer - Black - Loafers Kiltie fringe gives heritage style to a penny loafer built for comfort on contoured cushioning and a flexible sole. 1" heel Removable, cushioned insole allows for custom orthotics Leather... more

$99.00

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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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Lug Penny Loafer

Lug Penny Loafer

Men's Donald J Pliner Lug Penny Loafer - Brown - Loafers A stacked lug sole brings superior traction to a handsome penny loafer that's fashioned in Italy from tumbled calfskin leather and padded with plush cushioning. Memory foam cushioning Leather... more

$295.00

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Diezma Ii Leather Penny Loafers

Diezma Ii Leather Penny Loafers

Men's Magnanni Shoes Diezma Ii Leather Penny Loafers - Brown Magnanni classic loafers in breathable supple calfskin leather Línea Flex blends classic bologna construction with additional features for increased flexibility Stacked heel Almond moc toe... more

$450.00

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Natan Penny Loafer

Natan Penny Loafer

Men's Steve Madden Natan Penny Loafer - Black - Loafers Bring classic style to your wardrobe with the Steve Madden Natan penny loafer. Crafted from leather, this pair sports a tried-and-true silhouette for some timeless appeal. Leather upper. Slip-on.... more

$134.99

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Zeb Penny Loafer

Zeb Penny Loafer

Men's Steve Madden Zeb Penny Loafer - Black - Loafers Accent a favorite look with the sharp panache of the Zeb penny loafer from Steve Madden. This leather pair sports a chunky sole for a trendy touch. Leather upper. Slip-on. Round moc toe. Synthetic... more

$99.99

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Alden For Suede Penny Loafers

Alden For Suede Penny Loafers

Men's J.Crew Alden For Suede Penny Loafers - Brown Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoemaker in New England. This exclusive-to-J.Crew take on the classic... more

$670.00

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Jerry Patent Leather Penny Loafers

Jerry Patent Leather Penny Loafers

Men's Golden Goose Deluxe Brand Jerry Patent Leather Penny Loafers - Black Golden Goose "Jerry" penny loafers in patent leather Stacked heel Round moc toe Penny keeper strap Backstay with goldtone metal star Contrast GGDB lettering on the side Slipon... more

$490.00

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Le Loafer Penny Mules

Le Loafer Penny Mules

Women's Saint Laurent Le Loafer Penny Mules - Black - Loafers Penny loafer mules with a hand-stitched construction. more

$945.00

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Gomma Classic Leather Penny Loafers

Gomma Classic Leather Penny Loafers

Women's Tod's Gomma Classic Leather Penny Loafers - Brown Tod's classic penny loafers in smooth calf leather 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Lining: Virgin wool Rubber outsole Made in Italy more

$895.00

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James Penny Loafers

James Penny Loafers

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

$557.96 $239.92

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Hello Penny Loafer

Hello Penny Loafer

Women's Dr. Scholls Hello Penny Loafer - Black - Loafers We bring you greetings from the land of all-day comfort with this penny loafer featuring a BLOOM® foam insole, so you can feel good about feeling so good. Rise by BLOOM is an algae-blended resin... more

$100.00 $60.00

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Cartwright Penny Loafer

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... more

$225.00

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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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Carlos Suede Penny Loafers

Carlos Suede Penny Loafers

Men's Santoni Carlos Suede Penny Loafers - Black Santoni "Carlos" penny loafers in suede Stacked heel Round apron toe Penny keeper strap Unlined Slipon style Made in Italy more

$990.00

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Sebas Lug Penny Loafer

Sebas Lug Penny Loafer

Women's Pedro Garcia Sebas Lug Penny Loafer - White - Loafers Chunky lugs lend street-savvy bite to this crisp monochrome penny loafer crafted from soft suede with a classic moc toe. 1 1/2" heel; 1 1/4" platform (size 8.5 US/38.5 EU) Leather upper and... more

$620.00

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Uptown Hybrid Penny Loafer ()

Uptown Hybrid Penny Loafer ()

Women's Vionic Uptown Hybrid Penny Loafer () - Brown - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. 1" platform (size 8.5)... more

$129.95

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Uptown Hybrid Penny Loafer ()

Uptown Hybrid Penny Loafer ()

Women's Vionic Uptown Hybrid Penny Loafer () - Red - Loafers Classic sophistication meets sporty construction in this soft suede penny loafer built on a springy rubber sole with deep flex grooves for walkable comfort. 1" platform (size 8.5) Removable,... more

$129.95

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Brown Calf Suede Varsity Penny Loafers

Brown Calf Suede Varsity Penny Loafers

Men's Thom Browne Brown Calf Suede Varsity Penny Loafers - Black Calfskin suede loafers in brown. more

$820.00

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Legolas Penny Loafer

Legolas Penny Loafer

Men's ALDO Legolas Penny Loafer - Blue - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a suede loafer set on a cushioned footbed and sturdy rubber sole. Memory foam cushioning Leather upper/textile lining/rubber sole... more

$128.00

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Calabrone Penny Loafer

Calabrone Penny Loafer

Women's Amalfi by Rangoni Calabrone Penny Loafer - Red - Loafers A traditional penny keeper lends timeless appeal to a rich leather loafer set on a cushioned footbed and durable rubber sole. Memory foam cushioning Leather upper and lining/rubber sole... more

$280.00

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Edith Penny Loafer

Edith Penny Loafer

Women's Franco Sarto Edith Penny Loafer - Natural - Loafers A penny keeper detail adds a timeless flourish to a sleek loafer that's a 9-to-5 standby. 1" heel Cushioned footbed with arch support Leather or synthetic upper/synthetic lining and sole Imported more

$130.00

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Natal Penny Loafer

Natal Penny Loafer

Men's Sandro Moscoloni Natal Penny Loafer - White - 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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Tabitha Penny Loafer

Tabitha Penny Loafer

Women's Bernardo Tabitha Penny Loafer - Brown - Loafers Crafted in butter-soft leather or suede and featuring a sleek rubber sole, this timeless loafer style ensures both comfort and practicality. Loafer Leather upper and lining Rubber Sole Cushioned... more

$268.00

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Carlisle Penny Loafer

Carlisle Penny Loafer

Women's Kork-Ease Carlisle Penny Loafer - Brown - Loafers A low stacked heel and grippy rubber treads add modern charm to this supple leather penny loafer packed with extra padding for walkable comfort. 1 1/4" heel; 3/4" platform (size 8.5) Cushioned... more

$160.00

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Diggs Penny Loafer

Diggs Penny Loafer

Men's Warfield & Grand Diggs Penny Loafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. Cushioned footbed with arch support Leather... more

$169.00

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Maverick Penny Loafer

Maverick Penny Loafer

Men's Rockport Maverick Penny Loafer - Black - Loafers Step into timeless elegance with the Rockport Maverick penny loafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round... more

$99.99

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