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| Best Seller  | 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 | go to store |
 | Men's AllSaints Sammy Two-Tone Penny Loafer - Black - Loafers Textural, threaded trim adds a subtle flourish to this two-tone penny loafer crafted from sleek leather for a look of classic sophistication. Removable insole Leather upper, lining and sole... more | FREE shipping go to store |
| Best Seller  | Men's AllSaints Sammy Two-Tone Penny Loafer - Black - Loafers Textural, threaded trim adds a subtle flourish to this two-tone penny loafer crafted from sleek leather for a look of classic sophistication. Removable insole Leather upper, lining and sole... more | $299.00 $179.40 FREE shipping go to store |
 | Men's VINNY'S Townee Penny Loafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in two-tone leather. Leather upper, lining and sole Made in Portugal Black Owned/Founded more | $350.00 $157.50 FREE shipping go to store |
 | J. Crew Shoes | J Crew Camden Loafers Leather Black | Color: Black | Size: 10.5 These Classic Penny Loafers Are Based On The Original 1930s Design That Was Popular With College Students (It Fit The Two Cents Needed For A Phone Call). Our Version Is Made With Premium Leather Uppers And A Smooth Leather Lining That Will Soften With... more | go to store |
 | Free People Shoes | Free People Lyra Lug Sole Loafers Black | Color: Black | Size: 7 Brand New No Box Size 37/7 The Classic Penny Loafer Gets A Little Lift With This Heavily Lugged Leather Version Set Atop A Chunky Platform Sole. 2" Heel; 1" Platform Leather Upper And Lining/Rubber Sole more | go to store |
 | J. Crew Shoes | Camden Loafers With Leather Soles Item Bj009 | Color: Black | Size: Various These Classic Penny Loafers Are Based On The Original 1930s Design That Was Popular With College Students (It Fit The Two Cents Needed For A Phone Call). Our Version Is Made With Premium Leather Uppers And An Unlined Interior That Will Soften With... more | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 8 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 | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 10 1/2 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 | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 10 1/2 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 | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 8 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 | go to store |
 | 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 | go to store |
 | Ellowyn Penny Loafer - Black - Clarks Flats Women's Clarks Ellowyn Penny Loafer - Black - Loafers Add to your casual or professional fits with the Ellowyn loafer from Clarks. The classic penny loafer look makes for versatile styling, while the cushy footbed and wedge sole ensure support... more | go to store |
 | Reebok Kid's Classic Leather Shoes - Preschool in Black Size 2 Never let them go out of style. These boys' shoes feature a soft leather upper that keeps feet comfortable. The die-cut EVA midsole provides lightweight cushioning on the playground, at school or at home. more | $55.00 $44.00 go to store |
 | Reebok Kid's Classic Leather Shoes - Preschool in Black Size 2.5 Never let them go out of style. These boys' shoes feature a soft leather upper that keeps feet comfortable. The die-cut EVA midsole provides lightweight cushioning on the playground, at school or at home. more | $55.00 $44.00 go to store |
 | Men's J.Crew Camden Lug-Sole Loafers - Black These classic penny loafers are based on the original 1930s design that was popular with college students (it fit the two cents needed for a phone call). Our take on the classic is built in strong, durable... more | go to store |
 | Men's J.Crew Camden Loafers - Black These classic penny loafers are based on the original 1930s design that was popular with college students (it fit the two cents needed for a phone call). Our version is made with premium leather uppers and a smooth... more | go to store |
 | Camden Loafers With Leather Soles Men's J.Crew Camden Loafers With Leather Soles - Black These classic penny loafers are based on the original 1930s design that was popular with college students (it fit the two cents needed for a phone call). Our version is made with premium leather... more | $248.00 $209.50 go to store |
 | Men's COACH Cooper Loafer - Black - Loafers A classic style featuring a traditional penny-keeper our Cooper loafer is crafted of smooth two-tone leather. The high-contrast style is finished with a rugged lug sole for great traction on city streets and... more | $341.72 $155.48 go to store |
 | Men's Geox Monet 2fit 9 Driving Moccasin - Black - Loafers A classic penny strap bridges a wardrobe-essential leather driving moccasin with a segmented sole that wraps smartly up the heel. The removable 2Fit insoles provide two different fits and allow... more | FREE shipping go to store |
 | J. Crew Shoes | J.Crew Camden Loafers In Leather | Color: Black | Size: 8.5 These Classic Penny Loafers Are Based On The Original 1930s Design That... - Was Popular With College Students (It Fit The Two Cents Needed For A Phone Call). Our Version Is Made With Premium Leather Uppers And A Smooth Leather Lining That Will Soften... more | go to store |
 | J. Crew Shoes | J. Crew Camden Loafers With Leather Soles | Color: Black | Size: 11.5 J. Crew Camden Loafer In Leather Size: 11.5 These Classic Penny Loafers Are Based On The Original 1930s Design That Was Popular With College Students (It Fit The Two Cents Needed For A Phone Call). Our Version Is Made With Premium Leather Uppers And A... more | go to store |
 | Men's Men's Porter Loafer Casual Shoes by Propet in Black (Size 10 1/2 M) Moc toe with Nubuck upper and wide hook and loop strap closure and micro-fiber lining.Long lasting high density open cell foam breaths and allows air to circulate keeping feet naturally cool. EVA spacer to customize fit.Flexible dual density EVA... more | go to store |
 | Wide Width Men's Deer Stags®Greenpoint Slip-On Loafers by Deer Stags in Black (Size 10 1/2 W) Fun toe-detail give these Deer Stags® Greenpoint Slip-On Loafers a fashionable twist. You'll love the fit, featuring shock-absorbing insoles and stretchy elastic gores for a personalized fit. Faux leatherShock-absorbing insolesPadded... more | $85.99 $59.99 go to store |
 | Men's Thom Browne Brown Classic Penny Loafers - Black Buffed calfskin loafers in brown. more | $890.00 $650.00 go to store |
 | Men's Sebago Classic Joe Penny Loafers - Black 100% Leather. Made in Mexico. more | $263.30 $203.66 go to store |
 | Men's Sebago Classic Joe Penny Loafers - Black 100% Leather. Made in Mexico. more | $246.49 $180.19 go to store |
 | Burgundy Classic Penny Loafers Men's Thom Browne Burgundy Classic Penny Loafers - Black Buffed calfskin loafers in burgundy. more | $750.00 $585.00 go to store |
 | Men's Thom Browne Brown Classic Penny Loafers - Black Handcrafted buffed calfskin loafers in brown. Signature tricolor grosgrain pull-loop at heel collar. more | $1,150.00 $725.00 go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Black - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more | FREE shipping go to store |
 | Men's Stuart Weitzman Club Classic Penny Loafer - Black - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more | FREE shipping go to store |
 | Men's Rockport Classic Penny Loafer - Black - Loafers Comfort and style collide in this classic penny loafer from Rockport! Featuring sport technology for superior comfort and a stylish yet traditional design, this slip-on shoe will keep you looking... more | FREE shipping go to store |
 | Designed to be easy to wear, the Coney is a men's wardrobe staple for the work day and formal occasions alike. Made from sleek simulated leather in a classic moc-toe design, this slip-on shoe looks good and wears comfortably. Elastic gore inserts make... more | go to store |
 | American Classics Penny Loafer Men's Cole Haan American Classics Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Cushioning: absorbs impact and distributes weight for... more | FREE shipping go to store |
 | Men's Cole Haan Modern Classics Penny Loafer - Brown - Loafers A traction-enhancing sole adds everyday utility to a classic penny loafer shaped from smooth, burnished leather. Traction-enhancing outsole with rubber pods Leather upper and lining/leather... more | FREE shipping go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more | FREE shipping go to store |
 | American Classics Penny Loafer Men's Cole Haan American Classics Penny Loafer - Brown - Loafers Spruce up your smart casual look donning the American Classics penny loafer from Cole Haan. This timeless loafer flaunts a lightweight leather construction with EVA foam footbed and... more | $159.99 $129.98 FREE shipping go to store |
 | Airglow Classic Leather Penny Loafers Women's Santoni Airglow Classic Leather Penny Loafers - Brown Santoni "Airglow" classic, hand burnished leather penny loafers Flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather outsole Lining: Leather Made in Italy more | FREE shipping go to store |
 | Men's Stuart Weitzman Club Classic Penny Loafer - Brown - Loafers Classic and versatile, this loafer topped with a traditional penny strap features a softly squared apron toe and a smart, streamlined profile. Leather upper and lining/rubber sole Made... more | FREE shipping go to store |
 | American Classics Pinch Penny Loafer Men's Cole Haan American Classics Pinch Penny Loafer - Brown - Loafers A classic penny keeper details a sophisticated leather loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Grand.OS energy-foam cushioning Leather... more | FREE shipping go to store |
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