vintage-black-penny-loafers

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Mens Black Penny Loafers Size 10A 1971 Vintage NOS with Box & Papers
Mens Black Penny Loafers Size 10A 1971 Vintage NOS with Box & Papers

$99.99

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Vintage Brooks Brothers Westport Penny Loafers Shoes Mens Sz 10.5D Black Leather
Vintage Brooks Brothers Westport Penny Loafers Shoes Mens Sz 10.5D Black Leather

$60.00

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VTG Polo Ralph Lauren Mens Leather Penny Loafers 9 D Black
VTG Polo Ralph Lauren Mens Leather Penny Loafers 9 D Black

$69.99

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Bass Weejuns Penny Loafers Mens 11.5 Black Leather Casual Vintage Slip On Shoes
Bass Weejuns Penny Loafers Mens 11.5 Black Leather Casual Vintage Slip On Shoes

$49.99

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COLE HAAN 8 D Pinch Penny LOAFERS Tassels Black Leather Vintage Style Shoes
COLE HAAN 8 D Pinch Penny LOAFERS Tassels Black Leather Vintage Style Shoes

$26.95

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GH Bass Weejuns Black Patent Leather Loafers women's size 6 preppy Vintage
GH Bass Weejuns Black Patent Leather Loafers women's size 6 preppy Vintage

$24.99

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Crown Vintage Shoes Adult 7.5W Black Penny Loafers Platform Slip On Casual Women
Crown Vintage Shoes Adult 7.5W Black Penny Loafers Platform Slip On Casual Women

$21.95

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G.H. Bass Classic Penny Loafers Women's 11 M Black Leather Cami Vintage QAR6
G.H. Bass Classic Penny Loafers Women's 11 M Black Leather Cami Vintage QAR6

$29.99

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Polo Ralph Lauren Made in USA Vintage Leather Penny Loafer in Black Size 10 D
Polo Ralph Lauren Made in USA Vintage Leather Penny Loafer in Black Size 10 D

$50.00

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G.H. Bass & Co Weejuns Men’s Black Leather Penny Loafer Sz 10 D VINTAGE Preppy
G.H. Bass & Co Weejuns Men’s Black Leather Penny Loafer Sz 10 D VINTAGE Preppy

$39.99

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Nina | Vintage Black Suede Slip-on Penny Loafers Flats | Size 7.5
Nina | Vintage Black Suede Slip-on Penny Loafers Flats | Size 7.5

$20.00

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Vintage Ambassador Penny Loafers-Black Leather-Mens 10.5-Business Casual-Classic
Vintage Ambassador Penny Loafers-Black Leather-Mens 10.5-Business Casual-Classic

$30.00

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Vintage USA Made Mens 10.5 B Cole Haan Black Penny Loafers Classic Dress Shoes
Vintage USA Made Mens 10.5 B Cole Haan Black Penny Loafers Classic Dress Shoes

$49.99

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Vintage Salvatore Ferragamo Men’s Almond Toe Black Leather Penny Loafers 10.5 D
Vintage Salvatore Ferragamo Men’s Almond Toe Black Leather Penny Loafers 10.5 D

$177.00

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Men's Vintage Penny Loafers Leather Dress Shoes Belgian Slip-On Formal Prom Flat
Men's Vintage Penny Loafers Leather Dress Shoes Belgian Slip-On Formal Prom Flat

$79.73

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Crown Vintage Black Penny Loafers Size 7
Crown Vintage Black Penny Loafers Size 7

$45.99

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VINTAGE POLO RALPH LAUREN Mens Penny Loafers Shoes BLACK Leather 9B
VINTAGE POLO RALPH LAUREN Mens Penny Loafers Shoes BLACK Leather 9B

$99.99

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Vintage BALLY Mens Black Leather Kiltie SlipOn Tassel Penny Loafers Size 40D/7D
Vintage BALLY Mens Black Leather Kiltie SlipOn Tassel Penny Loafers Size 40D/7D

$33.00

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Vintage Bally Penny Loafers Men’s 14 EEE (wide) Made in Italy
Vintage Bally Penny Loafers Men’s 14 EEE (wide) Made in Italy

$67.95

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Vintage 90s Bostonian Black Leather Penny Loafers 7.5 1990s
Vintage 90s Bostonian Black Leather Penny Loafers 7.5 1990s

$42.00

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Vtg GH Bass Shoes Mens 8.5 D Black Weejuns Penny Loafers Slip On Classic 610001
Vtg GH Bass Shoes Mens 8.5 D Black Weejuns Penny Loafers Slip On Classic 610001

$49.99

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VINTAGE GUCCI PENNY LOAFERS BLACK LEATHER MEN SHOES SIZE 7D US
VINTAGE GUCCI PENNY LOAFERS BLACK LEATHER MEN SHOES SIZE 7D US

$550.00

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Franco Sarto Vintage Black Penny Loafers
Franco Sarto Vintage Black Penny Loafers

$18.00

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Vintage Salvatore Ferragamo Black Leather Men's Penny Loafer Size 10 2E
Vintage Salvatore Ferragamo Black Leather Men's Penny Loafer Size 10 2E

$61.97

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STEVE MADDEN 90s Y2K Vintage Chunky Heel Platform Penny Loafers Black Size 6.5
STEVE MADDEN 90s Y2K Vintage Chunky Heel Platform Penny Loafers Black Size 6.5

$45.88

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Mezlan Mens Almond Toe Penny Loafers Black Size 10.5 M Vintage
Mezlan Mens Almond Toe Penny Loafers Black Size 10.5 M Vintage

$39.97

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Boniface Vintage Black Leather Alligator Penny Loafers Vibram Sole Mens 9.5
Boniface Vintage Black Leather Alligator Penny Loafers Vibram Sole Mens 9.5

$75.00

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Vintage Franco Sarto Black Leather Heeled Square Toed Penny Loafers Sz 7.5
Vintage Franco Sarto Black Leather Heeled Square Toed Penny Loafers Sz 7.5

$22.99

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Vintage Anne Klein Black Suede Penny Loafers - Women’s Size 9 NWOT Box
Vintage Anne Klein Black Suede Penny Loafers - Women’s Size 9 NWOT Box

$64.99

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Crown Vintage Black Sage Chunky Penny Loafers 2-1/2" Platform Heel Womens Size 7
Crown Vintage Black Sage Chunky Penny Loafers 2-1/2" Platform Heel Womens Size 7

$31.82

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Cole Haan Vintage Black Leather Penny Loafers Dress Shoes Business Casual 10.5
Cole Haan Vintage Black Leather Penny Loafers Dress Shoes Business Casual 10.5

$40.00

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Vintage Salvatore Ferragamo Mens Dress Shoes Kitties Bits Black Leather 11 D
Vintage Salvatore Ferragamo Mens Dress Shoes Kitties Bits Black Leather 11 D

$146.61

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Bass Weejun Penny Loafers Leather 1990s women's 11 M
Bass Weejun Penny Loafers Leather 1990s women's 11 M

$49.00

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Bostonian Vintage Mens Size 7.5M Slip On Penny Black Leather Dress Loafers Shoes
Bostonian Vintage Mens Size 7.5M Slip On Penny Black Leather Dress Loafers Shoes

$41.99

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Loake Imperial Penny Loafer US Size 9.5 Made In England Good Year Welt
Loake Imperial Penny Loafer US Size 9.5 Made In England Good Year Welt

$129.00

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Brooks Brothers Westport Penny Loafers Shoes Mens Black Leather Sz 8.5 D VTG EUC
Brooks Brothers Westport Penny Loafers Shoes Mens Black Leather Sz 8.5 D VTG EUC

$59.00

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Mens Vintage Bachrach Black Genuine Crocodile Tie Loafers Sz. 9M
Mens Vintage Bachrach Black Genuine Crocodile Tie Loafers Sz. 9M

$99.99

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Nina | Vintage Black Suede Slip-on Penny Loafers Flats | Size 7.5 Narrow
Nina | Vintage Black Suede Slip-on Penny Loafers Flats | Size 7.5 Narrow

$30.00

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SAS Vintage Black Leather Men's Penny Loafers New No Box Size 9.5 M Preppy
SAS Vintage Black Leather Men's Penny Loafers New No Box Size 9.5 M Preppy

$98.00

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Men's Vintage Velvet Slippers Slip-On Loafers Blue Dress Shoe Smoking Flats New
Men's Vintage Velvet Slippers Slip-On Loafers Blue Dress Shoe Smoking Flats New

$44.50

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Crown Vintage Sage Black Penny Loafers Size 8
Crown Vintage Sage Black Penny Loafers Size 8

$40.00

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VINTAGE COACH BLACK PENNY LOAFERS FLATS SHOES PREPPY "OPAL" SZ 7 B
VINTAGE COACH BLACK PENNY LOAFERS FLATS SHOES PREPPY "OPAL" SZ 7 B

$45.00

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Vintage L.L.Bean Men's Brown Slip On Leather Driving Penny Loafer Dress Shoe 7 E
Vintage L.L.Bean Men's Brown Slip On Leather Driving Penny Loafer Dress Shoe 7 E

$39.99

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Vintage 80s Black Leather Penny Loafers 7.5 1980s
Vintage 80s Black Leather Penny Loafers 7.5 1980s

$37.00

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Men’s Burberry vintage Black check penny loafers size 44 made in Italy
Men’s Burberry vintage Black check penny loafers size 44 made in Italy

$525.00

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VINTAGE Botticelli Men’s Leather Dress Shoe - Size 11 BLACK PENNY LOAFERS TORN
VINTAGE Botticelli Men’s Leather Dress Shoe - Size 11 BLACK PENNY LOAFERS TORN

$24.56

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Vintage Johnston Murphy Penny Loafers Black Brown Leather Mens Sz 9M Made In USA
Vintage Johnston Murphy Penny Loafers Black Brown Leather Mens Sz 9M Made In USA

$33.15

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CROCS Women's Vintage Croslite Lined Black Penny Loafer W/Croc Medallion Exc
CROCS Women's Vintage Croslite Lined Black Penny Loafer W/Croc Medallion Exc

$15.99

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VTG SAS 1976 Mens Penny Loafers 8.5W Dress Shoes Black Leather Moc Toe USA Made
VTG SAS 1976 Mens Penny Loafers 8.5W Dress Shoes Black Leather Moc Toe USA Made

$29.94

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Crown Vintage Sage Women Sz 9.5M Black Platform Penny Loafers Chunky Heel Adams
Crown Vintage Sage Women Sz 9.5M Black Platform Penny Loafers Chunky Heel Adams

$18.88

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Vintage G.H Bass & Co Weejuns Sz 10 Loafer Black Tassel Kiltie Dress Shoe USA
Vintage G.H Bass & Co Weejuns Sz 10 Loafer Black Tassel Kiltie Dress Shoe USA

$49.99

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Bass Zevon Penny Loafer Mens 9 D Black Leather Beef Roll Styling Easy Weejuns
Bass Zevon Penny Loafer Mens 9 D Black Leather Beef Roll Styling Easy Weejuns

$38.99

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Stacy Adams Vintage Men’s Size 14 M Black Leather Slip On Penny Loafer Shoes
Stacy Adams Vintage Men’s Size 14 M Black Leather Slip On Penny Loafer Shoes

$41.99

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POP Vtg Y2K 9.5M Black Penny Loafer Platform Chunky Heel Womens Bratz 90s
POP Vtg Y2K 9.5M Black Penny Loafer Platform Chunky Heel Womens Bratz 90s

$39.99

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Bally Vintage Womens 40 9.5 US Nuceva Leather Penny Loafers Slip On Black Italy
Bally Vintage Womens 40 9.5 US Nuceva Leather Penny Loafers Slip On Black Italy

$69.95

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Vintage hand made Church's Velvet Penny Loafers Shoes 8 M Black (Rough Condition
Vintage hand made Church's Velvet Penny Loafers Shoes 8 M Black (Rough Condition

$39.99

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VTG Cranston Penny Loafer Mens8D Black Leather Tassel Dress Shoes 25-11-27163
VTG Cranston Penny Loafer Mens8D Black Leather Tassel Dress Shoes 25-11-27163

$16.98

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Vintage Johnston Murphy Crown Aristocraft Black Calf Penny Loafers Cat's Paw 8 D
Vintage Johnston Murphy Crown Aristocraft Black Calf Penny Loafers Cat's Paw 8 D

$69.99

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Vintage TODS Men's Penny Loafers US 7 Black Leather Dress Shoes
Vintage TODS Men's Penny Loafers US 7 Black Leather Dress Shoes

$95.00

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Vintage Foundry Co. Men's Davis Suede Moc Toe Penny Loafers Black SZ 8
Vintage Foundry Co. Men's Davis Suede Moc Toe Penny Loafers Black SZ 8

$74.97

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Steve Madden Black Faux Leather, Lug Sole Low Chunky Heel Penny Loafer. 7.5B
Steve Madden Black Faux Leather, Lug Sole Low Chunky Heel Penny Loafer. 7.5B

$24.99

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VTG Gap Loafers 100% Leather Women Sz 9 90s Shoes Dark Academia Preppy Classic
VTG Gap Loafers 100% Leather Women Sz 9 90s Shoes Dark Academia Preppy Classic

$99.00

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Crown Vintage -Women’s Size 8.5 - Sage Black Penny Loafers Lug Slip On Shoes
Crown Vintage -Women’s Size 8.5 - Sage Black Penny Loafers Lug Slip On Shoes

$14.99

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Allen Edmonds Cavanaugh Men's Leather Penny Loafers Size 7D Classic Timeless Ivy
Allen Edmonds Cavanaugh Men's Leather Penny Loafers Size 7D Classic Timeless Ivy

$60.00

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Polo by Ralph Lauren Made in USA Vintage Penny Loafer in Cordovan Size 9
Polo by Ralph Lauren Made in USA Vintage Penny Loafer in Cordovan Size 9

$52.50

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VTG GH Bass Weejuns Black & Brown Leather Slip On Penny Loafers Men's 12D
VTG GH Bass Weejuns Black & Brown Leather Slip On Penny Loafers Men's 12D

$108.10

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Weejuns G.H Bass Vintage Black Leather Penny Loafers Woman's Size 6.5 
Weejuns G.H Bass Vintage Black Leather Penny Loafers Woman's Size 6.5 

$45.00

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Magnanni Vintage Black Lizard Penny Loafer Dress Shoes 8863 Mens Size 10.5 M
Magnanni Vintage Black Lizard Penny Loafer Dress Shoes 8863 Mens Size 10.5 M

$41.82

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Allen Edmonds Capri Penny Loafers Woven Black Italian Leather Men's 13 D Preppy
Allen Edmonds Capri Penny Loafers Woven Black Italian Leather Men's 13 D Preppy

$49.99

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MARAOLO Vintage Italian Penny Loafers Men’s 9 M Black Slip-on Made in Italy
MARAOLO Vintage Italian Penny Loafers Men’s 9 M Black Slip-on Made in Italy

$31.96

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Two Lips Chunky Platform Penny Loafers Block Heel Black Size 8M Vintage
Two Lips Chunky Platform Penny Loafers Block Heel Black Size 8M Vintage

$29.99

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Vintage *Barbie* For Ken, Black Penny Loafers, Casual or Dress Shoes, China 90's
Vintage *Barbie* For Ken, Black Penny Loafers, Casual or Dress Shoes, China 90's

$6.75

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Cole Haan Loafers Mens 11 Italian Black Leather Penny Moc Vintage Shoes Italy
Cole Haan Loafers Mens 11 Italian Black Leather Penny Moc Vintage Shoes Italy

$54.00

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Dolce & Gabbana Black Leather Penny Dress Loafers Size 39/ US 9 Vintage
Dolce & Gabbana Black Leather Penny Dress Loafers Size 39/ US 9 Vintage

$101.99

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Vintage Bally Men's loafer Black Tassle 11 D Made in Italy
Vintage Bally Men's loafer Black Tassle 11 D Made in Italy

$55.00

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Vintage Polo Ralph Lauren Men's Penny Loafers Broguing Casual Drivers Leather
Vintage Polo Ralph Lauren Men's Penny Loafers Broguing Casual Drivers Leather

$68.00

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Polo Ralph Lauren Shoes Mens 8.5 D Black Leather Penny Loafer Slip On Dress
Polo Ralph Lauren Shoes Mens 8.5 D Black Leather Penny Loafer Slip On Dress

$54.95

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Salvatore Ferragamo Black Penny Loafers Men’s Size 11 EE- Italy Vintage Read
Salvatore Ferragamo Black Penny Loafers Men’s Size 11 EE- Italy Vintage Read

$79.99

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Gucci Mens Vintage Penny Loafers Dress Shoes Black Made In Italy 43E/9.5 US
Gucci Mens Vintage Penny Loafers Dress Shoes Black Made In Italy 43E/9.5 US

$198.90

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Oasis Society women’s black faux leather retro platform Penny Loafers size 8
Oasis Society women’s black faux leather retro platform Penny Loafers size 8

$10.00

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Vintage Bally Penny Loafers Benny Size 9 M Black
Vintage Bally Penny Loafers Benny Size 9 M Black

$39.99

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Crown Vintage Black Sage Chunky Penny Loafers Size 8M in box, small defect
Crown Vintage Black Sage Chunky Penny Loafers Size 8M in box, small defect

$21.00

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VTG Brass Boot Mens Shoes CROCODILE Black Penny Dress Loafer Sz 12 M (D)
VTG Brass Boot Mens Shoes CROCODILE Black Penny Dress Loafer Sz 12 M (D)

$185.00

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Sesto Meucci Of Florence Black Vintage Crocodile Women's Penny Loafers 8M
Sesto Meucci Of Florence Black Vintage Crocodile Women's Penny Loafers 8M

$44.00

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Vintage American Gentleman Penny Loafers Moccasin Stitch Leather Caramel
Vintage American Gentleman Penny Loafers Moccasin Stitch Leather Caramel

$49.99

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Vintage Magnanni 6243 Penny Loafer Black Snuff Suede US Sz 11.5 M
Vintage Magnanni 6243 Penny Loafer Black Snuff Suede US Sz 11.5 M

$66.21

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Crown Vintage Shoes Womens 9 M Lane Lugsole Penny Loafer Black Faux Leather
Crown Vintage Shoes Womens 9 M Lane Lugsole Penny Loafer Black Faux Leather

$27.54

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VTG 1940s Medium 120 Negative Pretty Woman Pantsuit Penny Loafers Cocker Spaniel
VTG 1940s Medium 120 Negative Pretty Woman Pantsuit Penny Loafers Cocker Spaniel

$5.25

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Allen Edmonds Mens Cameron Penny Loafers Black Leather Dress Shoes Size 11.5 D
Allen Edmonds Mens Cameron Penny Loafers Black Leather Dress Shoes Size 11.5 D

$61.19

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Allen Edmonds Mens Penny Loafers Black Leather Dress Shoes Size 11.5 B USA Made
Allen Edmonds Mens Penny Loafers Black Leather Dress Shoes Size 11.5 B USA Made

$64.95

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Hot Cakes Chunky Lug Heel Sole Platform Penny Loafers Sz 10 Black Vtg Y2K
Hot Cakes Chunky Lug Heel Sole Platform Penny Loafers Sz 10 Black Vtg Y2K

$19.49

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Crown Vintage Platform Penny Loafers Chunky Dress Shoes Black Patent Leather
Crown Vintage Platform Penny Loafers Chunky Dress Shoes Black Patent Leather

$25.00

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Johnston Murphy Crown Aristocraft Black Leather Loafers Tassels Size 9.5 C VTG
Johnston Murphy Crown Aristocraft Black Leather Loafers Tassels Size 9.5 C VTG

$40.00

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Vintage Black Italian Tassel loafers mens 9.5 D Antonio Brotini for Parkerson
Vintage Black Italian Tassel loafers mens 9.5 D Antonio Brotini for Parkerson

$30.20

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Johnston & Murphy Aristocraft VTG Mens 10.5 Black Leather Slip On Tassel Loafers
Johnston & Murphy Aristocraft VTG Mens 10.5 Black Leather Slip On Tassel Loafers

$59.84

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Vintage Polo Ralph Lauren Black Leather Penny Loafers Shoes 10.5D Oxford Office
Vintage Polo Ralph Lauren Black Leather Penny Loafers Shoes 10.5D Oxford Office

$41.69

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Y2K Mudd Kern Heeled Penny Loafer Shoe Women’s 8.5 Dark Academia Vintage
Y2K Mudd Kern Heeled Penny Loafer Shoe Women’s 8.5 Dark Academia Vintage

$18.00

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Vtg Etienne Aigner Penny Loafers 1.25" Heels Brown Leather Snake Lawrence sz 6
Vtg Etienne Aigner Penny Loafers 1.25" Heels Brown Leather Snake Lawrence sz 6

$19.99

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Florsheim Berkley Penny Loafer Men 9 E Black Leather Classic Corpcore Preppy 90s
Florsheim Berkley Penny Loafer Men 9 E Black Leather Classic Corpcore Preppy 90s

$113.30

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VINTAGE COLE HAAN Shoes Mens 10 Black Leather Slip On Penny Loafers USA 2105
VINTAGE COLE HAAN Shoes Mens 10 Black Leather Slip On Penny Loafers USA 2105

$89.85

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