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“penny loafers and Men Shoes” we found 382 items!

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View More Like This Cole Haan - Howland Penny
Cole Haan Howland Penny $148.00 Rated: 4 stars!
View More Like This Nunn Bush - Lincoln Penny Loafer
Nunn Bush Lincoln Penny Loafer $80.00 $63.95 Rated: 4 stars!
View More Like This Nunn Bush - Lincoln Penny Loafer
Nunn Bush Lincoln Penny Loafer $80.00 $63.95 Rated: 4 stars!
View More Like This Florsheim - Berkley Penny Loafer
Florsheim Berkley Penny Loafer $109.95 Rated: 4 stars!

View More Like This Born - Simon
Born Simon $110.00 $90.00 Rated: 4 stars!
View More Like This Rockport - Modern Prep Penny
Rockport Modern Prep Penny $109.95 Rated: 5 stars!
View More Like This Cole Haan - Pinch Penny
Cole Haan Pinch Penny $158.00 $105.00 Rated: 4 stars!
View More Like This Florsheim - Berkley Penny Loafer
Florsheim Berkley Penny Loafer $109.95 Rated: 4 stars!

View More Like This Cole Haan - Pinch Penny
Cole Haan Pinch Penny $158.00 $105.00 Rated: 4 stars!
View More Like This Rockport - Oak Knoll - Shakespeare Circle
Rockport Oak Knoll - Shakespeare Circle $119.95 Rated: 5 stars!
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This Johnston & Murphy - Ainsworth Penny
Johnston & Murphy Ainsworth Penny $148.95 Rated: 4 stars!

View More Like This Massimo Matteo - Mocc Toe Penny
Massimo Matteo Mocc Toe Penny $159.00 Rated: 5 stars!
View More Like This Rockport - Modern Prep Penny
Rockport Modern Prep Penny $109.95 Rated: 5 stars!
View More Like This Florsheim - Jet Penny Slip-On
Florsheim Jet Penny Slip-On $124.95 Rated: 5 stars!
View More Like This Sebago - Sloop
Sebago Sloop $119.95 Rated: 5 stars!

View More Like This Rockport - Oaklawn Park Penny
Rockport Oaklawn Park Penny $99.95 Rated: 4 stars!
View More Like This Johnston & Murphy - Beckwith Penny
Johnston & Murphy Beckwith Penny $135.00 $107.99 Rated: 4 stars!
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Fiordi Moccasin
Salvatore Ferragamo Fiordi Moccasin $595.00
LUXURY

View More Like This Cole Haan - Pinch Weekender Hand Stain
Cole Haan Pinch Weekender Hand Stain $130.00 Rated: 5 stars!
View More Like This Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00 $120.00
View More Like This G.H. Bass & Co. - Logan Weejuns
G.H. Bass & Co. Logan Weejuns $109.95 Rated: 5 stars!
View More Like This Cole Haan - Howland Penny
Cole Haan Howland Penny $148.00 Rated: 4 stars!

View More Like This FootJoy - Club Casuals Handswen Penny Loafer
FootJoy Club Casuals Handswen Penny Loafer $150.00 $139.95
View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Larson Weejuns
G.H. Bass & Co. Larson Weejuns $109.95 Rated: 4 stars!
View More Like This Johnston & Murphy - Beckwith Penny
Johnston & Murphy Beckwith Penny $135.00 $107.99 Rated: 4 stars!

View More Like This Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00 $120.00
View More Like This Nunn Bush - Noah Beef Roll Penny Slip-On
Nunn Bush Noah Beef Roll Penny Slip-On $85.00 $67.95 Rated: 5 stars!
View More Like This Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00 $120.00
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 5 stars!

View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Logan Weejuns
G.H. Bass & Co. Logan Weejuns $109.95 Rated: 5 stars!
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 5 stars!
View More Like This Born - Andes
Born Andes $95.00 $90.00

Born - Andes
Born Andes $95.00 $90.00
View More Like This Johnston & Murphy - Ainsworth Penny
Johnston & Murphy Ainsworth Penny $148.95 Rated: 4 stars!
View More Like This Rockport - Modern Prep Penny
Rockport Modern Prep Penny $109.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Larson Weejuns
G.H. Bass & Co. Larson Weejuns $109.95 Rated: 4 stars!

View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Conner
G.H. Bass & Co. Conner $119.95 $89.95 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Penny Loafer
Salvatore Ferragamo Penny Loafer $660.00
LUXURY
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!

View More Like This Nunn Bush - Appleton Moc Toe Penny Loafer
Nunn Bush Appleton Moc Toe Penny Loafer $85.00 $67.95 Rated: 5 stars!
View More Like This G.H. Bass & Co. - Larson Weejuns
G.H. Bass & Co. Larson Weejuns $109.95 $99.99 Rated: 4 stars!
View More Like This Rockport - Cayleb Penny
Rockport Cayleb Penny $119.95 $99.95
View More Like This Salvatore Ferragamo - Fiordi Moccasin
Salvatore Ferragamo Fiordi Moccasin $595.00
LUXURY

View More Like This Florsheim - Oval Penny Driver
Florsheim Oval Penny Driver $99.95 Rated: 5 stars!
View More Like This Johnston & Murphy - Gibson Penny Driver
Johnston & Murphy Gibson Penny Driver $138.95 Rated: 5 stars!
View More Like This Cole Haan - Pinch Weekender Hand Stain
Cole Haan Pinch Weekender Hand Stain $130.00 Rated: 5 stars!
NEW!
View More Like This ECCO - Holton Penny Loafer
ECCO Holton Penny Loafer $180.00 Rated: 5 stars!

View More Like This Cole Haan - Pinch Weekender Hand Stain
Cole Haan Pinch Weekender Hand Stain $130.00 Rated: 5 stars!
View More Like This ECCO - Dynamic Moc 2.0 Penny
ECCO Dynamic Moc 2.0 Penny $170.00 $135.99
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!
View More Like This SAS - Penny 40
SAS Penny 40 $229.95 Rated: 5 stars!

View More Like This Rockport - Classic Loafer Lite Penny
Rockport Classic Loafer Lite Penny $99.95 Rated: 4 stars!
View More Like This To Boot New York - Alexander
To Boot New York Alexander $395.00
View More Like This Allen Edmonds - Daytona
Allen Edmonds Daytona $195.00 Rated: 4 stars!
View More Like This Rockport - Oaklawn Park Penny
Rockport Oaklawn Park Penny $99.95 Rated: 4 stars!

View More Like This Florsheim - Midtown Penny Slip-On
Florsheim Midtown Penny Slip-On $110.00
View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 Rated: 5 stars!
View More Like This Rockport - Classic Move Penny
Rockport Classic Move Penny $109.95 Rated: 5 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $100.00 Rated: 4 stars!

View More Like This Florsheim - Westbrooke Penny Loafer
Florsheim Westbrooke Penny Loafer $119.95 Rated: 5 stars!
View More Like This Florsheim - Oval Bit Driver
Florsheim Oval Bit Driver $99.95
View More Like This Rockport - Cayleb Penny
Rockport Cayleb Penny $119.95 $99.95
View More Like This Massimo Matteo - Saffiano Penny Moc
Massimo Matteo Saffiano Penny Moc $75.00 Rated: 4 stars!

View More Like This Rockport - Total Motion Loafer Penny
Rockport Total Motion Loafer Penny $129.95 Rated: 5 stars!
View More Like This Cole Haan - Santa Barbara Penny II
Cole Haan Santa Barbara Penny II $170.00 $120.00
View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 $152.99 Rated: 4 stars!
View More Like This Cole Haan - Pinch Weekender
Cole Haan Pinch Weekender $90.00 Rated: 4 stars!

View More Like This SAS - Penny 40
SAS Penny 40 $229.95 Rated: 5 stars!
View More Like This Rockport - Cayleb Penny
Rockport Cayleb Penny $119.95 $99.95
NEW!
View More Like This Levi's® Shoes - Pierce Burnish
Levi's® Shoes Pierce Burnish $40.00
View More Like This Johnston & Murphy - Garner Penny
Johnston & Murphy Garner Penny $158.95

View More Like This Cole Haan - Pinch Weekender Hand Stain
Cole Haan Pinch Weekender Hand Stain $130.00 Rated: 5 stars!
View More Like This Florsheim - Midtown Penny Slip-On
Florsheim Midtown Penny Slip-On $110.00
View More Like This Sebago - Classic
Sebago Classic $139.95 Rated: 4 stars!
View More Like This Sebago - Classic
Sebago Classic $139.95 Rated: 4 stars!

View More Like This G.H. Bass & Co. - Conner
G.H. Bass & Co. Conner $119.95 $89.95 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Flori Moccasin
Salvatore Ferragamo Flori Moccasin $595.00
LUXURY
View More Like This Sebago - Grant
Sebago Grant $114.95 Rated: 5 stars!
View More Like This Clarks - Reazor Drive
Clarks Reazor Drive $120.00

View More Like This To Boot New York - Alek
To Boot New York Alek $350.00
View More Like This To Boot New York - Mitchum
To Boot New York Mitchum $295.00 Rated: 5 stars!
View More Like This ECCO - Dynamic Moc 2.0
ECCO Dynamic Moc 2.0 $170.00 $135.99
View More Like This Cole Haan - Pinch Friday Contemporary
Cole Haan Pinch Friday Contemporary $130.00 Rated: 5 stars!

View More Like This Cole Haan - Kelson Penny
Cole Haan Kelson Penny $150.00 Rated: 4 stars!
View More Like This Cole Haan - Grant Canoe Penny
Cole Haan Grant Canoe Penny $170.00 Rated: 3 stars!
View More Like This Cole Haan - Grant Canoe Penny
Cole Haan Grant Canoe Penny $170.00 Rated: 3 stars!
View More Like This Sebago - Heritage Penny
Sebago Heritage Penny $129.95 Rated: 5 stars!

View More Like This SAS - Ace
SAS Ace $168.95
View More Like This Bruno Magli - Ragusa
Bruno Magli Ragusa $425.00 Rated: 4 stars!
View More Like This Frye - Lewis Penny
Frye Lewis Penny $178.00 $124.99 Rated: 3 stars!
View More Like This Massimo Matteo - Saffiano Penny Moc
Massimo Matteo Saffiano Penny Moc $75.00 Rated: 4 stars!

View More Like This Nunn Bush - Noah Beef Roll Penny Slip-On
Nunn Bush Noah Beef Roll Penny Slip-On $85.00 $67.95 Rated: 5 stars!
View More Like This Salvatore Ferragamo - Muller Loafer
Salvatore Ferragamo Muller Loafer $560.00 Rated: 5 stars!
LUXURY
View More Like This ECCO - Hybrid Casual Penny
ECCO Hybrid Casual Penny $150.00 $119.99
View More Like This Cole Haan - Pinch Grand Penny
Cole Haan Pinch Grand Penny $170.00 Rated: 4 stars!

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