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James Penny Loafers

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Calf Leather. Made in United Kingdom. more

$594.32 $513.49

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Round-toe Slip-on Penny Loafers

Round-toe Slip-on Penny Loafers

Men's Brunello Cucinelli Round-toe Slip-on Penny Loafers - Black Dimensions: Heel: 2.5cm 100% Calf Leather. Made in Italy. more

$863.54 $538.85

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Best Seller
Mckinley Leather Penny Loafers

Mckinley Leather Penny Loafers

Men's Magnanni Shoes Mckinley Leather Penny Loafers - Black Magnanni "Mckinley" penny loafers in calf leather Stacked heel Pointed apron toe Penny keeper strap with a patina effect Leather lining and outsole Slipon style Made in Spain more

$495.00

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Grained Leather Penny Loafers

Grained Leather Penny Loafers

Men's Thom Browne Grained Leather Penny Loafers - Black Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Upper: calf leather. Comes with a box. Made in italy. more

$690.00 $483.00

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Jayce Suede Penny Loafers

Jayce Suede Penny Loafers

Men's Donald J Pliner Jayce Suede Penny Loafers - Blue Donald J Pliner "Jayce" penny loafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy more

$295.00

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Taylor Penny Loafer

Taylor Penny Loafer

Men's Sandro Moscoloni Taylor Penny Loafer - Brown - 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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Silas Suede Penny Loafers

Silas Suede Penny Loafers

Men's Bruno Magli Silas Suede Penny Loafers - Gray 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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Penny-slot Suede Loafers

Penny-slot Suede Loafers

Men's Doucal's Penny-slot Suede Loafers - Blue Material:Calf Suede/Calf Leather/Rubber/Calf Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. more

$419.00 $377.00

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Wagon Suede Penny Loafers

Wagon Suede Penny Loafers

Men's Camper Wagon Suede Penny Loafers - Blue Material:Calf Suede/Polyethylene vinyl acetate (PEVA)/Calf Leather. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. more

$199.00 $149.00

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black 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 Slipon style Leather lining Rubber... more

$298.00

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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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J. Crew Shoes | Jcrew Academy Penny Loafer Mules In Snake- Embossed Leather | Color: Black/Gray | Size: 7.5

J. Crew Shoes | Jcrew Academy Penny Loafer Mules In Snake- Embossed Leather | Color: Black/Gray | Size: 7.5

We Updated The Timeless Style With An Easy Slide. On Silhouette In Structured Italian Leather That Just Keeps Getting Better With Age. Bonus: A Stylish Faux-Snakeskin Finish! Leather Upper And Lining. Great Condition - Worn A Handful Of Times. Wear On... more

$65.00

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J. Crew Shoes | J Crew Rowan Chunky Penny Loafer In Black Patent Leather With Calf Hair Detail | Color: Black | Size: 9

J. Crew Shoes | J Crew Rowan Chunky Penny Loafer In Black Patent Leather With Calf Hair Detail | Color: Black | Size: 9

J Crew Rowan Chunky Heeled Penny Loafer With Zebra Stripe Calf Hair Detail. Black Patent Leather. Size 9 Standard Width. Website Reviews Say This Style Runs Slightly Small. Excellent Condition With Minimal Wear. These Have Padded Heel Inserts Can Be... more

$85.00

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J. Crew Shoes | J Crew Academy Gold Leather Penny Loafers Slide Mule Flats 7.5 | Color: Gold | Size: 7.5

J. Crew Shoes | J Crew Academy Gold Leather Penny Loafers Slide Mule Flats 7.5 | Color: Gold | Size: 7.5

J.Crew Gold Penny Slides 7.5 Good Used Condition. Scuff Marks Both Sides Front Of Shoes. Very Sturdy. Bottoms Appear Dirty, I Used To Work In Nyc. Show Itself Very Good Condition. Priced Accordingly. more

$20.00

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Coach Shoes | Coach Jarad Slip-On Driving Penny Loafers Sz 11d Brown Leather Rubber Soles | Color: Brown | Size: 11

Coach Shoes | Coach Jarad Slip-On Driving Penny Loafers Sz 11d Brown Leather Rubber Soles | Color: Brown | Size: 11

Preowned Condition Normal Wear Scuffs Creases 20-31 more

$40.00

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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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Lucien Suede Penny Loafers

Lucien Suede Penny Loafers

Men's Magnanni Shoes Lucien Suede Penny Loafers - Brown Magnanni "Lucien" penny loafers in calf suede Stacked heel Almond-shaped apron toe Penny keeper strap Leather lining and outsole Slip-on style Made in Spain. more

$495.00

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Salvatore Herren Leather Penny Loafers

Salvatore Herren Leather Penny Loafers

Men's Ferragamo Salvatore Herren Leather Penny Loafers - Black Salvatore ferragamo mens loafers. Shoe style: slip-on. Vamp style: penny loafers. Upper material: leather. Salvatore ferragamo mens herren black leather penny loafers. The penny loafer by... more

$1,350.00 $649.00

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Coach Shoes | Coach “Paulina” Black Patent Leather Penny Loafer Pumps 9 | Color: Black | Size: 9

Coach Shoes | Coach “Paulina” Black Patent Leather Penny Loafer Pumps 9 | Color: Black | Size: 9

Coach Paulina High Heel Patent Leather Pumps. Size 9. In Excellent Condition But Not Perfect Condition. Penny Loafer Style Front. Padded Footbed. The Soles Looks To Have No Wear On Them. The Heel On The Left Shoe Looks Like Part Of The Wood Grain Wrap... more

$55.00

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J. Crew Shoes | J. Crew Winona Penny Loafers In Spazzolato Leather | Color: Black | Size: 8

J. Crew Shoes | J. Crew Winona Penny Loafers In Spazzolato Leather | Color: Black | Size: 8

J Crew - Winona Penny Loafers In Spazzolato Leather Never Worn. Size 8 In Perfect Condition Originally $198 more

$80.00

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Coach Shoes | Coach Mens Allen Penny Loafer Black Leather Size 8 | Color: Black | Size: 8

Coach Shoes | Coach Mens Allen Penny Loafer Black Leather Size 8 | Color: Black | Size: 8

Coach Mens Allen Penny Loafer Black Leather Size 8 In Great Condition With A Few Scuffs. No Box. more

$120.00

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J. Crew Shoes | J Crew Winona Penny Loafers In Spazzolato Leather | Color: Brown | Size: 9

J. Crew Shoes | J Crew Winona Penny Loafers In Spazzolato Leather | Color: Brown | Size: 9

Overall Excellent. Small Defect. See Last Photo Winona Penny Loafers In Spazzolato Leather New This Season... - Our Winona Penny Loafers Were Tested In-House To Make Sure They're Extra-Comfy. You'll Want To Wear Them With Everything From Straight-Leg... more

$99.00

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Free People Shoes | Free People Black Penny Loafers 40 | Color: Black | Size: 9.5

Free People Shoes | Free People Black Penny Loafers 40 | Color: Black | Size: 9.5

Brand New In Box Beautiful Soft Leather Size 40 Shoes Loafers more

$69.00

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J. Crew Shoes | J. Crew Leather Penny Loafers | Color: Brown | Size: 9

J. Crew Shoes | J. Crew Leather Penny Loafers | Color: Brown | Size: 9

Perfectly Broken-In And Excellent Condition. more

$75.00

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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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J. Crew Shoes | J. Crew Winona Penny Loafers | Color: Black | Size: 12

J. Crew Shoes | J. Crew Winona Penny Loafers | Color: Black | Size: 12

Spazzolato Classic Leather Eu Size 42.5 Style No. Ba 190 Never Worn, Comes With Box more

$140.00

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Columbia Shoes | Columbia Shoes Mens 10.5 Penny Loafer Leather Lifestyle Casual Style Summer Lake | Color: Black | Size: 10.5

Columbia Shoes | Columbia Shoes Mens 10.5 Penny Loafer Leather Lifestyle Casual Style Summer Lake | Color: Black | Size: 10.5

Used Columbia Shoes Mens 10.5 Penny Loafer Leather Lifestyle Casual Style Summer Lake Creasing On Uppers, See Photos. Gently Used And In Good Condition. Pair In Photos Is The Exact Pair You Are Purchasing. Feel Free To Ask Any Questions! New Inventory... more

$39.00

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Burberry Shoes | Burberry Emile Penny Loafer Black Embossed Leather | Color: Black | Size: Various

Burberry Shoes | Burberry Emile Penny Loafer Black Embossed Leather | Color: Black | Size: Various

Burberry London England Emile Penny Loafer Black Embossed Leather Bold Brand-Embossed Leather Defines A Stylish Italian Loafer In A Clean, Classic Silhouette. Msrp $680.00 Color: Black Leather Upper And Lining/Synthetic Sole Made In Italy Imported... more

$490.00

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Free People Shoes | Free People Decker Penny Loafer Black Leather Lug Sole Platform Eu 38.5 | Color: Black | Size: Eu 38.5 Us 8.5

Free People Shoes | Free People Decker Penny Loafer Black Leather Lug Sole Platform Eu 38.5 | Color: Black | Size: Eu 38.5 Us 8.5

Reposhing This Item I Purchased From @Gestk8. Loved It, But Ready To Rotate For Something New. Questions? Leave A Comment Below! more

$80.00

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J. Crew Shoes | Nib J. Crew Italian Leather Penny Loafers - “Winona” Cognac Italian Leather | Color: Brown/Tan | Size: 10

J. Crew Shoes | Nib J. Crew Italian Leather Penny Loafers - “Winona” Cognac Italian Leather | Color: Brown/Tan | Size: 10

New In Box. Brand New, Never Worn. Only Taken Out For These Photos. Size 10 Material: Woven Italian Leather Color: Rich Cognac J. Crew Description: Our Winona Penny Loafers Are Stylish As Ever. . . The Style We Wear-Tested In-House To Ensure Extra... more

$140.00

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J. Crew Shoes | J.Crew Ludlow Men Penny Loafer A4362 Cigar Brown Leather Dress Shoes Sz. 12d | Color: Brown | Size: 12

J. Crew Shoes | J.Crew Ludlow Men Penny Loafer A4362 Cigar Brown Leather Dress Shoes Sz. 12d | Color: Brown | Size: 12

These Dress Shoes Are Perfect For Any Formal Occasion And Are Available In Size 12d. The J.Crew Brand Is Known For Its Quality And Style, Making These Penny Loafers A Must-Have For Any Fashion-Conscious Man. Add These Shoes To Your Collection And Step... more

$120.00

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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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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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J. Crew Shoes | J.Crew Academy Leather Penny Loafers J8501 (Size 9) - Brand New | Color: Brown/Red | Size: 9

J. Crew Shoes | J.Crew Academy Leather Penny Loafers J8501 (Size 9) - Brand New | Color: Brown/Red | Size: 9

I Am Frankly Devastated That I Don't Fit Into These - I Am A 9/9.5 And These Are Best Suited For A True 9 Or Someone With A More Narrow Foot. I Purchased, Never Wore (Because They Don't Fit) And They've Sat In My Closet For The Past Year. J. Crew Penny... more

$65.00

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J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather | Color: Brown | Size: 6

J. Crew Shoes | J. Crew Rowan Penny Loafers In Leather | Color: Brown | Size: 6

Excellent Condition, Minor Wear On Soles Leather Size 6 more

$75.00

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Coach Shoes | Coach Mens Leather Penny Loafers Dress Shoes Brown Business Professional Italy | Color: Brown | Size: 10.5

Coach Shoes | Coach Mens Leather Penny Loafers Dress Shoes Brown Business Professional Italy | Color: Brown | Size: 10.5

Coach Men's Leather Penny Loafers Dress Shoes Brown Business Professional Slip Ons, Made In Italy. Size: Men's 10.5 D Condition: Great Pre-Owned Besides Wear On Sole And A And Some Wear Marks/Spots On Leather. more

$65.00

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Coach Shoes | Coach Penny Loafer Red Pebbled Leather Size 8.5 | Color: Red | Size: 8.5

Coach Shoes | Coach Penny Loafer Red Pebbled Leather Size 8.5 | Color: Red | Size: 8.5

Coach Penny Loafer Red Pebbled Leather Size 8.5 Excellent Condition Smoke Free Home more

$69.00

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Coach Shoes | Coach | Brown Leather Penny Loafers | Color: Brown | Size: 8

Coach Shoes | Coach | Brown Leather Penny Loafers | Color: Brown | Size: 8

Classic Brown Leather Loafers With Blue Insoles. Creasing And Minor Scuffing And Marks. Wear On Soles. Right Insole Is Detaching And Appears To Have Gotten Wet Underneath (See Photo). Made In Italy. more

$30.00

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Free People Shoes | Free People Rowan Penny Loafer Mule Clog Nib Snake | Color: Black/Brown | Size: Various

Free People Shoes | Free People Rowan Penny Loafer Mule Clog Nib Snake | Color: Black/Brown | Size: Various

Free People Mule Rowan Penny Loafer Mule Clog Style Snake Embossed Pattern Leather Upper, Footbed Short 1” Heel, Open Back Penny Slot Detail Free People Etched Design On Sole Brand New In Box Pricing Is Fair And Quite Firm . Please Let Us Know If You... more

$68.00

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Gucci Shoes | Gucci Diamante Penny Leather Loafer | Color: Black | Size: 9

Gucci Shoes | Gucci Diamante Penny Leather Loafer | Color: Black | Size: 9

Size 9 In Very Good Condition more

$560.00

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