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Brooks Brothers Men's Westport Penny Loafers | Black | Size 11 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 11 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00

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Brooks Brothers Men's Westport Penny Loafers | Black | Size 13 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 13 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00

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Best Seller
Brooks Brothers Men's Westport Penny Loafers | Black | Size 12 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 12 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00

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American Classics Penny Loafer

American Classics Penny Loafer

Men's Cole Haan American Classics Penny Loafer - Brown - Loafers Spruce up your smart casual look donning the American Classics penny loafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more

$159.99

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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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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 cozy... more

$250.00

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Burgundy Classic Penny Loafers

Burgundy Classic Penny Loafers

Men's Thom Browne Burgundy Classic Penny Loafers - Black Buffed calfskin loafers in burgundy. more

$750.00 $473.00

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Rockport Classic Loafer Lite Penny - Mens 11 Brown Slip On W

Rockport Classic Loafer Lite Penny - Mens 11 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

$114.95

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Rockport Classic Loafer Lite Penny - Mens 13 Brown Slip On W

Rockport Classic Loafer Lite Penny - Mens 13 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

$114.95

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Coach Shoes | Coach Classic Women’s Penny Loafer Size 7.5 | Color: Black | Size: 7.5

Coach Shoes | Coach Classic Women’s Penny Loafer Size 7.5 | Color: Black | Size: 7.5

Coach Black Leather Penny Loader 7.5 Great Condition more

$75.00

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J. Crew Shoes | J. Crew Academy Penny-Loafer Mules Black Patent Leather 7 Preppy Classic Chic | Color: Black | Size: 7

J. Crew Shoes | J. Crew Academy Penny-Loafer Mules Black Patent Leather 7 Preppy Classic Chic | Color: Black | Size: 7

Size 7. Good Preowned Condition. Interior Ling Shoes Wear. Some Scuffs On Toes. Footbed Under Heel Lifting Slightly. Small Hole From Store Tag On Side. See Photos. Chic Classic Academia Preppy Office Neutral Minimalist Capsule Wardrobe more

$50.00

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Rockport Classic Loafer Lite Penny - Mens 10 Brown Slip On W

Rockport Classic Loafer Lite Penny - Mens 10 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

$114.95

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Perry Suede Penny Loafers - Brown - Manolo Blahnik Slip-Ons

Perry Suede Penny Loafers - Brown - Manolo Blahnik Slip-Ons

Men's Manolo Blahnik Perry Suede Penny Loafers - Brown It doesn't get much more classic that a manolo blahnik penny loafer. This style has been handmade in italy from soft suede and set on leather soles. Wear them with everything from jeans to tailoring. more

$895.00 $537.00

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 N)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Black Leather (Size 9 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 9 M)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 4W)

This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more

$199.99

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Brooks Brothers Men's Westport Penny Loafers | Black | Size 10 D

Brooks Brothers Men's Westport Penny Loafers | Black | Size 10 D

Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more

$248.00

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Thom E Classic Penny Loafers

Thom E Classic Penny Loafers

Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. more

$750.00

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Brown Classic Penny Loafers

Brown Classic Penny Loafers

Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. more

$890.00

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Classic Dan Leather Tassel Penny Loafers

Classic Dan Leather Tassel Penny Loafers

Women's Sebago Classic Dan Leather Tassel Penny Loafers - White Sebago "Dan" made of smooth corrected grain leather to stand the test of time and handsewn with the finest craftsmanship, these 4 seasons slip on beefroll penny loafer mocs come with upper... more

$280.00

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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

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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 cozy... 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 gotoshoe for any occasion, inspired by a traditional moccasin, and staid in its style and sensibility. They feature a breathable unlined upper, comfy leather cozy... more

$250.00

FREE shipping

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Sw Club Classic Penny Loafer Men's

Sw Club Classic Penny Loafer Men's

Men's Stuart Weitzman Sw Club Classic Penny Loafer Men's - Black - Loafers The SW CLUB CLASSIC PENNY LOAFER is timeless - not traditional. Modern polished lines define the look from its subtly protruding welt to its broader rounded square toe. Note its... more

$495.00

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Zaffiro Penny Loafer

Zaffiro Penny Loafer

Men's Florsheim Zaffiro Penny Loafer - Black - 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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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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Cooper Leather Penny Loafers

Cooper Leather Penny Loafers

Men's COACH Cooper Leather Penny Loafers - Black Coach takes a more subdued approach with the Cooper penny loafer, featuring a partially pebble-grained body. The classic silhouette is embraced by butter leather, resting on a lug sole for reliable... more

$160.48

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Penny Loafer

Penny Loafer

Men's Ferragamo Penny Loafer - White - Loafers Elegant loafers crafted from natural-grain calfskin. The pointed toe is emphasized by the topstitching on the apron, which is decorated by the shaping on the saddle detail to create classic elegance.... more

$880.00

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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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Greenwich Penny Loafer

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... more

$287.99

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. Larson Leather Moc Penny Loafers

. Larson Leather Moc Penny Loafers

Men's G.H.BASS . Larson Leather Moc Penny Loafers - Black The G.H. Bass & Co. Larson loafer is a timeless wardrobe classic. Crafted from polished leather, the design features hand-stitched seams and is finished with a signature penny bar on the vamp.... more

$231.20

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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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Antoine Penny Loafer

Antoine Penny Loafer

Men's Sandro Moscoloni Antoine Penny Loafer - Blue - Loafers The Sandro Moscoloni Antoine penny loafer is an instant classic. Featuring a luxe leather upper with beautiful penny keeper detailing, this slip-on is completed with a cozy leather footbed... more

$179.99

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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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Penny Loafer With Gancini Ornament

Penny Loafer With Gancini Ornament

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

$950.00 $571.00

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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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Greenwich Penny Loafer

Greenwich Penny Loafer

Men's Brooks Brothers Greenwich Penny Loafer - Brown - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... more

$287.99

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Penny Loafers

Penny Loafers

Men's Thom Browne Penny Loafers - Black Offering a fresh take on classic attire, Thom Browne's avant-garde aesthetic runs throughout each collection – from tailoring with the signature four stripes to leather shoes with dressed-down accents. Crafted... more

$530.40

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Brown 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 Slip-on style Leather lining Rubber... more

$298.00

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Phillip Penny Loafer

Phillip Penny Loafer

Men's Sandro Moscoloni Phillip Penny Loafer - Brown - Loafers Finish off a semi-formal, casual or professional look with the versatile Phillip penny loafer from Sandro Moscoloni. This leather pair sports a classic look offset by a lugged sole for... more

$179.99

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More information about Men's Shoes

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