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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 be... more

$698.00

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 10 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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Best Seller
Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9½ D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 9½ 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 be... more

$698.00

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 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 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 be... more

$698.00

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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 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 Burgundy Leather (Size 8 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 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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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 14 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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Penny Leather Penny Loafers

Penny Leather Penny Loafers

Men's Christian Louboutin Penny Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Rhea. more

$995.00

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Le Loafer Leather Penny Loafers

Le Loafer Leather Penny Loafers

Men's Saint Laurent Le Loafer Leather Penny Loafers - White Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in italy. Includes: dust bag, shoe box. Designer color name: pearl. more

$895.00

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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 in... more

$995.00

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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 Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 12 D

Brooks Brothers Men's Rancourt Cordovan Pinch Penny Loafer | Burgundy | Size 12 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 be... more

$698.00

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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 be... more

$698.00

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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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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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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 be... 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 be... more

$698.00

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Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 4W)

Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 7 1/2 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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Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

Wide Width Men's Essex Drew Shoe by Drew in Burgundy Leather (Size 8 1/2 W)

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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Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M)

Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 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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Maioco Napa Penny Loafers

Maioco Napa Penny Loafers

Men's Bruno Magli Maioco Napa Penny Loafers - Brown Bruno Magli "Maioco" penny loafers in smooth napa leather 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slipon style Leather lining Leather outsole Spot clean Made in Italy more

$395.00

FREE shipping

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Randolph Leather Penny Loafers

Randolph Leather Penny Loafers

Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slipon style Made in USA more

$450.00

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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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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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Vinnee Penny Loafer

Vinnee Penny Loafer

Men's VINNY'S Vinnee Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper and lining/rubber sole Made in Portugal Black Owned/Founded more

$400.00 $140.00

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Hawthorne Penny Loafer

Hawthorne Penny Loafer

Men's Cole Haan Hawthorne Penny Loafer - Brown - Loafers Your debonair looks get a perfect finishing touch with the Hawthorne penny loafer from Cole Haan. Designed using the Grand. OS comfort technology, this leather slip-on ensures lightweight comfort... more

$129.99

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Taylor Moc Toe Penny Loafer

Taylor Moc Toe Penny Loafer

Men's Johnston & Murphy Taylor Moc Toe Penny Loafer - Black - Loafers A water-resistant penny loafer crafted from Italian leather and set on contoured cushioning offers lasting style and comfort. Cushioned footbed with arch support Water-resistant... more

$295.00

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Silas Suede Penny Loafers

Silas Suede Penny Loafers

Men's Bruno Magli Silas Suede Penny Loafers - Brown Bruno Magli loafers in suede. stacked heel. Almond toe. Penny keeper strap at vamp. Slipon style. Leather lining. Smooth outsole. Item runs large, consider ordering a half size down "Silas" is made in... more

$298.00

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Croc Penny Loafers

Croc Penny Loafers

Men's Rhude Croc Penny Loafers - Black Croc-embossed leather loafers in black. Blanket stitching throughout. more

$740.00 $377.00

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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

FREE shipping

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Kosmopolis Grip Penny Loafer

Kosmopolis Grip Penny Loafer

Men's Geox Kosmopolis Grip Penny Loafer - Brown - Loafers A waterproof membrane and perforated sole lend thermoregulating comfort to a dapper penny loafer rendered in supple suede. Removable, cushioned insole with arch support Water-resistant Patented... more

$96.00

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Twins Mismatched Penny Loafer

Twins Mismatched Penny Loafer

Men's Camper Twins Mismatched Penny Loafer - Blue - Loafers Colorblock leather pops on these mismatched grip-sole penny loafers that come together as a perfect pair—opposite and yet complementary. OrthoLite® footbed Leather upper/recycled-polyester and... more

$210.00 $147.00

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Penny Loafer

Penny Loafer

Men's Christian Louboutin Penny Loafer - Black - Loafers A banner-inspired forked keeper strap complete with a logo-engraved coin updates a penny loafer in glossy calfskin leather. The timeless style is grounded by the maison's iconic red-lacquered... more

$995.00

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Joey Ii Suede Penny Loafers

Joey Ii Suede Penny Loafers

Men's George Cleverley Joey Ii Suede Penny Loafers - White Upper: suede. Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Made in Italy. Includes: shoe box. Designer color name: Cashew. more

$485.00

FREE shipping

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Platform Penny Loafer

Platform Penny Loafer

Men's Rag & Bone Platform Penny Loafer - Black - Loafers A lugged platform sole brings a bold boost to a leather penny loafer kept comfortable with an OrthoLite® insole. OrthoLite insole Leather upper and lining/synthetic sole Imported more

$428.00

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Lug Sole Penny Loafer

Lug Sole Penny Loafer

Men's Versace Lug Sole Penny Loafer - Black - Loafers Set on a chunky lug sole with Greek-key tread, this calfskin-leather loafer features a Medusa-head 'coin' inserted in the keeper strap. Leather upper and lining/synthetic sole Made in Italy Designer... more

$795.00

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Penny Loafer

Penny Loafer

Men's Thom Browne Penny Loafer - Black - Loafers A mix of smooth and grainy calfskin leather elevates a handsome Italian loafer featuring a bit of brand coloring on the heel loop. Leather upper, lining and sole Made in Italy Men's Designer Shoes more

$790.00

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More information about Men's Shoes

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