Shop penny loafers with a penny in it

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$1,350.00
Brunello Cucinelli, Reversed Calfskin Lightweight Penny Loafers, Beige, 46
Brunello Cucinelli Online Boutique
Free shipping
$1,350.00
Brunello Cucinelli, Reversed Calfskin Lightweight Penny Loafers, Beige, 46
Brunello Cucinelli Online Boutique
Free shipping
$995.00
Christian Louboutin Women's Penny Multicolor Patent Calf Leather Loafers
Christian Louboutin
Free shipping
$995.00
Christian Louboutin Women's Penny Multicolor Patent Calf Leather Loafers
Christian Louboutin
Free shipping
$225.00
Tecovas Men's The Monterrey Penny Slip-On Shoes, Round Toe, Cork, Suede, 1in Heel, 10 D
Tecovas
1
$225.00
Tecovas Men's The Monterrey Penny Slip-On Shoes, Round Toe, Cork, Suede, 1in Heel, 10 D
Tecovas
1
$89.99
$115.00
Florsheim Motor Penny Mens Moc Loafers | Brown | Regular 10 | Shoes Loafers | Comfort|Eva Insole
JCPenney
2
Free shipping
21% off
$89.99
$115.00
Florsheim Motor Penny Mens Moc Loafers | Brown | Regular 10 | Shoes Loafers | Comfort|Eva Insole
JCPenney
2
$139.99
$169.00
Gianna Velvet Penny Loafers - Black - 8m Talbots
Talbots
17% off
$139.99
$169.00
Gianna Velvet Penny Loafers - Black - 8m Talbots
Talbots
$129.99
Florsheim Berkley Penny Loafer | Men's | Burgundy | Size 9.5 | Loafers | Penny
DSW
268
Free shipping
$129.99
Florsheim Berkley Penny Loafer | Men's | Burgundy | Size 9.5 | Loafers | Penny
DSW
268
$545.00
Christian Louboutin Mini Penny Multicolor Patent Calf Leather And Veau Velours Loafers
Christian Louboutin
Free shipping
$545.00
Christian Louboutin Mini Penny Multicolor Patent Calf Leather And Veau Velours Loafers
Christian Louboutin
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
127
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
127
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 12 | Loafers | Penny
DSW
26
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 12 | Loafers | Penny
DSW
26
$144.09
Leather Black Penny Loafers Womens
WAVLYNN
$144.09
Leather Black Penny Loafers Womens
WAVLYNN
$360.00
$450.00
Magnanni Men's Malcolm Ii Penny Loafers - Exclusive - Black - Size 10
Bloomingdale's
Free shipping
20% off
$360.00
$450.00
Magnanni Men's Malcolm Ii Penny Loafers - Exclusive - Black - Size 10
Bloomingdale's
Free shipping
$140.00
Florsheim Berkley Flex Penny Loafer Men's Slip On
Amazon.com
1K+
Free shipping
$140.00
Florsheim Berkley Flex Penny Loafer Men's Slip On
Amazon.com
1K+
$350.00
Peter Millar Men's Madison Penny Loafers - Brown - Size 10 - Chocolate
Bloomingdale's
Free shipping
$350.00
Peter Millar Men's Madison Penny Loafers - Brown - Size 10 - Chocolate
Bloomingdale's
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 10 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 10 By Quince
Quince
Free shipping
$44.99
$90.00
Stafford Flint Mens Moc Closed Toe Loafers | Brown | Regular 10 | Shoes Loafers | Memory Foam|Memory Foam Insole | Spring Fashion
JCPenney
50% off
$44.99
$90.00
Stafford Flint Mens Moc Closed Toe Loafers | Brown | Regular 10 | Shoes Loafers | Memory Foam|Memory Foam Insole | Spring Fashion
JCPenney
$169.00
VIVAIA Classic Penny Loafers (Liana)|Nude Ivory|US9-9.5
vivaia.com
$169.00
VIVAIA Classic Penny Loafers (Liana)|Nude Ivory|US9-9.5
vivaia.com
$178.00
Polo Ralph Lauren Alston Leather Penny Loafers | Black | Size 8 | Shopbop Men
Shopbop
57
$178.00
Polo Ralph Lauren Alston Leather Penny Loafers | Black | Size 8 | Shopbop Men
Shopbop
57
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 7 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 7 By Quince
Quince
Free shipping
$299.00
Boss Men's Derrek Apron Toe Penny Loafers - Black - Size 10
Bloomingdale's
Free shipping
$299.00
Boss Men's Derrek Apron Toe Penny Loafers - Black - Size 10
Bloomingdale's
Free shipping
$137.00
Contrast Two Tone Penny Loafer Black/White / 10
Menssuitsatlanta
$137.00
Contrast Two Tone Penny Loafer Black/White / 10
Menssuitsatlanta
$137.00
Contrast Two Tone Penny Loafer Brown/White / 10
Menssuitsatlanta
$137.00
Contrast Two Tone Penny Loafer Brown/White / 10
Menssuitsatlanta
$199.00
Two Tone Patent Leather Penny Loafer Burgundy White / 10
parahombreusa
$199.00
Two Tone Patent Leather Penny Loafer Burgundy White / 10
parahombreusa
$129.99
$149.00
Cassidy Suede Penny Loafers - Autumn Berry - 5m Talbots
Talbots
12% off
$129.99
$149.00
Cassidy Suede Penny Loafers - Autumn Berry - 5m Talbots
Talbots
$99.00
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
40% off
$99.00
$165.00
Men's Leather Penny Loafer Cognac Regular Size 10
Banana Republic Factory
$168.00
Polo Ralph Lauren - Anders Penny Driver - Brown
Amazon.com
8
Free shipping
$168.00
Polo Ralph Lauren - Anders Penny Driver - Brown
Amazon.com
8
$84.00
Women's Italian Suede Penny Loafer In Black, Size 6, Suede Leather By Quince
Quince
Free shipping
$84.00
Women's Italian Suede Penny Loafer In Black, Size 6, Suede Leather By Quince
Quince
Free shipping
$139.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 8Us / 7Uk
Nordstrom Rack
$139.97
BOSS Colby Penny Loafer In Dark Brn At Nordstrom Rack, Size 8Us / 7Uk
Nordstrom Rack
$137.00
Contrast Two Tone Penny Loafer Blue/White / 11
Menssuitsatlanta
$137.00
Contrast Two Tone Penny Loafer Blue/White / 11
Menssuitsatlanta
$199.00
Two Tone Patent Leather Penny Loafer Black/White / 10.5
parahombreusa
$199.00
Two Tone Patent Leather Penny Loafer Black/White / 10.5
parahombreusa
$73.50
Andrea - Womens Black Penny Loafers With Golden Ornament - 6 , Black
Summit Sport Gears
$73.50
Andrea - Womens Black Penny Loafers With Golden Ornament - 6 , Black
Summit Sport Gears
$199.97
TO BOOT NEW YORK Deville Leather Penny Loafer In Old Zeus Nero At Nordstrom Rack, Size 9
Nordstrom Rack
75
$199.97
TO BOOT NEW YORK Deville Leather Penny Loafer In Old Zeus Nero At Nordstrom Rack, Size 9
Nordstrom Rack
75
$199.00
Contrast Two Tone Penny Loafer Blue/White / 7
parahombreusa
$199.00
Contrast Two Tone Penny Loafer Blue/White / 7
parahombreusa
$775.00
Tod's Gommino Croco Penny Driver Loafers, Dkorng, Women's, 41EU, Flats Loafers & Slip-Ons
Neiman Marcus
Free shipping
$775.00
Tod's Gommino Croco Penny Driver Loafers, Dkorng, Women's, 41EU, Flats Loafers & Slip-Ons
Neiman Marcus
Free shipping
$258.00
$335.00
Giuliano Galiano Men's Freddie Penny-Slot Leather Loafers - Black
Lyst
22% off
$258.00
$335.00
Giuliano Galiano Men's Freddie Penny-Slot Leather Loafers - Black
Lyst
$775.00
Tod's Gommino T Driver Penny Loafers, White, Women's, 38EU, Flats Loafers & Slip-Ons
Neiman Marcus
Free shipping
$775.00
Tod's Gommino T Driver Penny Loafers, White, Women's, 38EU, Flats Loafers & Slip-Ons
Neiman Marcus
Free shipping
$59.50
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Brown - 8
Lyst
116
40% off
$59.50
$100.00
Clarks Women's Westlynn Ayla Round-Toe Penny Loafers - Brown - 8
Lyst
116
Making Traditional Penny Loafers in Premium Calf Leather.
17:14
Making Traditional Penny Loafers in Premium Calf Leather.
1.2K views2 months ago
YouTubeThe House of Cobbler.
Our New Dress Penny Loafer! #thursdayboots #womensshoes #loafers #penny
0:16
Our New Dress Penny Loafer! #thursdayboots #womensshoes #l…
33.1K viewsSep 17, 2024
YouTubeThursday Boot Company
A Penny for your thoughts! Meet our newest Penny Loafer in Semi-Patent Burgundy Leather! A timeless loafer that encapsulates everything you’d hope for and expect including premium leather uppers and ultra comfortable insoles. Now available at ThursdayBoots.com. 🎥 @ishgarrido #ThursdayBoots #Penny #Loafer #WomensShoes #ChunkyLoafer #PennyLoafer #burgundy #datenightoutfit #BootSeason #boots #tiktokshop #tiktokshopholidaydeals #pov #umboxing #winteressentials
0:14
A Penny for your thoughts! Meet our newest Penny Loafer in Semi-Pate…
85.9K viewsJan 12, 2024
TikTokthursdayboots
Timeless Elegance Meets Everyday Comfort – The Penny Loafers by Craft & Glory 👞✨
0:32
Timeless Elegance Meets Everyday Comfort – The Penny Loafers by C…
13.3K viewsFeb 17, 2025
YouTubeCraft & Glory Official
Loake 1880 Whitehall Penny Loafers with #goodyearwelt leathersole
2:55
Loake 1880 Whitehall Penny Loafers with #goodyearwelt leathersole
1.3K views8 months ago
YouTubehqboots
Best Penny Loafers for 2025? (Red & White Leather Review + On-Foot Look)
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Best Penny Loafers for 2025? (Red & White Leather Review + On-Foo…
290 views9 months ago
YouTubeColinshoes
Grant Stone Traveler Review | The $412 Penny Loafer That's Built Like a BOOT
5:48
Grant Stone Traveler Review | The $412 Penny Loafer That's Built Lik…
4.2K views9 months ago
YouTubeStray Reviews
0:29
Unboxing Cole Haan Woman's Lux Pinch Penny Loafers and Try On!
733 viewsNov 29, 2024
YouTubeTiffany Taylor G
1:44
Penny Loafers With Pennies
9.9K viewsMar 26, 2016
YouTubeHenry A. Thurman Jr.
2:36
What Are Penny Loafers And How Do You Style Them? - The Sharp …
14 viewsApr 23, 2025
YouTubeThe Sharp Dressed Gent
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Stylish Ways to Wear Penny Loafers
1.6K views1 month ago
TikTokpronatez
2:48
👠 BEAUSEEN Women's Genuine Leather Penny Loafers | Best Pen…
85 viewsNov 22, 2024
YouTubeReview Revolt
5:59
Never Struggle to Style Black Loafers Again
92.3K views10 months ago
YouTubeHe Spoke Style
0:53
Inside MORJAS: The Craft Behind the Perfect Penny Loafer | MR PO…
21.4K views2 months ago
YouTubeMR PORTER
0:11
Zara leather penny loafers unboxing video #zara #classifyluxury
273.3K views10 months ago
YouTubeCLASSIFY LUXURY
2:41
The Timeless Penny Loafer
44.1K views8 months ago
YouTubeAskOkey
0:42
The penny loafers you need this summer
1.9K views11 months ago
YouTubeThomasBirdShoes
7:48
Born Finley SlipOn Leather Penny Loafer
198 viewsMar 28, 2025
YouTubeHSN
0:26
BEE_CEE FOOTWEAR | HandMade Footwear In Lagos| on Instagram: …
3.1K views8 months ago
Instagrambee_cee_footwear
6:10
How to Style Mens Loafers (with Outfit Ideas)
87.2K viewsApr 25, 2024
YouTubeTair Omari
0:13
Penny loafer in brown suede, crafted on the Robert-EE last and f…
2.5K views6 months ago
YouTubeCarmina Shoemaker
12:05
The Best Way To Wear Loafers With EVERYTHING For Casual Yet Chi…
137.1K views7 months ago
YouTubeZiba Shops Style
10:03
How to Wear Loafers Casually & Formally (Avoid These Mistakes!)
69K viewsMar 10, 2025
YouTubeTair Omari
0:27
Here is how Penny Loafer shoes got their name | Kings Traders Custo…
56.9K viewsFeb 17, 2024
YouTubeKings Handkraft
5:37
Penny Loafer Round-Up 2019 (Allen Edmonds, Meermin, Blake McKay…
102.8K viewsSep 9, 2019
YouTubeThe Mensch
23:53
HANDMADE Penny Loafers Making Process
80.8K viewsJun 4, 2022
YouTubeLu_Shoemaker
0:21
Unboxing G.H. Bass Weejuns 90s Larson Penny Loafers
14.2K viewsOct 20, 2024
YouTubeSimone Pirola
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How to Style Penny Loafers
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YouTubeEric Wertz (@BlueCollarPrep)
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Cole Haan Men s Pinch Penny Loafer Showcase
630 views7 months ago
YouTubeJulia Napolitani
4:57
Review Rockport Men's Sutton Penny Loafer, Black Leather, 10
345 views9 months ago
YouTubeGear Buzz
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Shop penny loafers with a penny in it

Sponsored
About our ads
$1,350.00
Brunello Cucinelli, Reversed Calfskin Lightweight Penny Loafers, Beige, 46
Brunello Cucinelli Online Boutique
Free shipping
$1,350.00
Brunello Cucinelli, Reversed Calfskin Lightweight Penny Loafers, Beige, 46
Brunello Cucinelli Online Boutique
Free shipping
$995.00
Christian Louboutin Women's Penny Multicolor Patent Calf Leather Loafers
Christian Louboutin
Free shipping
$995.00
Christian Louboutin Women's Penny Multicolor Patent Calf Leather Loafers
Christian Louboutin
Free shipping
$225.00
Tecovas Men's The Monterrey Penny Slip-On Shoes, Round Toe, Cork, Suede, 1in Heel, 10 D
Tecovas
1
$225.00
Tecovas Men's The Monterrey Penny Slip-On Shoes, Round Toe, Cork, Suede, 1in Heel, 10 D
Tecovas
1
$89.99
$115.00
Florsheim Motor Penny Mens Moc Loafers | Brown | Regular 10 | Shoes Loafers | Comfort|Eva Insole
JCPenney
2
Free shipping
21% off
$89.99
$115.00
Florsheim Motor Penny Mens Moc Loafers | Brown | Regular 10 | Shoes Loafers | Comfort|Eva Insole
JCPenney
2
$139.99
$169.00
Gianna Velvet Penny Loafers - Black - 8m Talbots
Talbots
17% off
$139.99
$169.00
Gianna Velvet Penny Loafers - Black - 8m Talbots
Talbots
$129.99
Florsheim Berkley Penny Loafer | Men's | Burgundy | Size 9.5 | Loafers | Penny
DSW
268
Free shipping
$129.99
Florsheim Berkley Penny Loafer | Men's | Burgundy | Size 9.5 | Loafers | Penny
DSW
268
$545.00
Christian Louboutin Mini Penny Multicolor Patent Calf Leather And Veau Velours Loafers
Christian Louboutin
Free shipping
$545.00
Christian Louboutin Mini Penny Multicolor Patent Calf Leather And Veau Velours Loafers
Christian Louboutin
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
127
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Black | Size 11 | Loafers | Penny
DSW
127
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 12 | Loafers | Penny
DSW
26
Free shipping
$129.99
Cole Haan Pinch Prep Penny Loafer | Men's | Dark Brown | Size 12 | Loafers | Penny
DSW
26
$144.09
Leather Black Penny Loafers Womens
WAVLYNN
$144.09
Leather Black Penny Loafers Womens
WAVLYNN
$360.00
$450.00
Magnanni Men's Malcolm Ii Penny Loafers - Exclusive - Black - Size 10
Bloomingdale's
Free shipping
20% off
$360.00
$450.00
Magnanni Men's Malcolm Ii Penny Loafers - Exclusive - Black - Size 10
Bloomingdale's
Free shipping
$140.00
Florsheim Berkley Flex Penny Loafer Men's Slip On
Amazon.com
1K+
Free shipping
$140.00
Florsheim Berkley Flex Penny Loafer Men's Slip On
Amazon.com
1K+
$350.00
Peter Millar Men's Madison Penny Loafers - Brown - Size 10 - Chocolate
Bloomingdale's
Free shipping
$350.00
Peter Millar Men's Madison Penny Loafers - Brown - Size 10 - Chocolate
Bloomingdale's
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 10 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Wine, Size 10 By Quince
Quince
Free shipping
$44.99
$90.00
Stafford Flint Mens Moc Closed Toe Loafers | Brown | Regular 10 | Shoes Loafers | Memory Foam|Memory Foam Insole | Spring Fashion
JCPenney
50% off
$44.99
$90.00
Stafford Flint Mens Moc Closed Toe Loafers | Brown | Regular 10 | Shoes Loafers | Memory Foam|Memory Foam Insole | Spring Fashion
JCPenney
$169.00
VIVAIA Classic Penny Loafers (Liana)|Nude Ivory|US9-9.5
vivaia.com
$169.00
VIVAIA Classic Penny Loafers (Liana)|Nude Ivory|US9-9.5
vivaia.com
$178.00
Polo Ralph Lauren Alston Leather Penny Loafers | Black | Size 8 | Shopbop Men
Shopbop
57
$178.00
Polo Ralph Lauren Alston Leather Penny Loafers | Black | Size 8 | Shopbop Men
Shopbop
57
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 7 By Quince
Quince
Free shipping
$92.00
Women's Italian Leather Bow Penny Loafer In Bone, Size 7 By Quince
Quince
Free shipping