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| Best Seller  | Cole Haan Pinch Prep Penny Loafer - Mens 13 Tan Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Cole Haan Pinch Prep Penny Loafer - Mens 10 Tan Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
| Best Seller  | Cole Haan Pinch Prep Penny Loafer - Mens 9 Black Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Cole Haan Pinch Prep Penny Loafer - Mens 10.5 Tan Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Cole Haan Pinch Prep Penny Loafer - Mens 11.5 Tan Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Cole Haan Pinch Prep Penny Loafer - Mens 13 Black Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Cole Haan Pinch Prep Penny Loafer - Mens 10.5 Black Slip On Medium *Classic penny loafer from Cole Haan *Leather upper *Slip-on fit *EVA filler in forefoot *Fully-molded rubber outsole unit with laid-on welt more | FREE shipping go to store |
 | Men's Stuart Weitzman Simon Crisscross Loafer Men's - Brown - Loafers The SIMON CRISSCROSS LOAFER reimagines the everyday penny loafer with a crossover vamp detail that riffs on the classic penny slot. Crafted by SW artisans in Italy with our signature... more | FREE shipping go to store |
 | Men's Stuart Weitzman Simon Crisscross Loafer Men's - Black - Loafers The SIMON CRISSCROSS LOAFER reimagines the everyday penny loafer with a crossover vamp detail that riffs on the classic penny slot. Crafted by SW artisans in Italy with our signature... more | FREE shipping go to store |
 | Men's Vintage Foundry Davis Loafer - Brown - Loafers The Davis loafer by Vintage Foundry Co is a classic slip-on that works well with jeans, chinos or weekend trousers. This penny-style dress loafer features a leather upper for durability and a... more | FREE shipping go to store |
 | Camden Loafers With Leather Soles Men's J.Crew Camden Loafers With Leather Soles - Brown 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 | go to store |
 | Men's Anthony Veer Kennedy Loafer - Natural - Loafers Bring a classic touch to your look with the Kennedy loafer from Anthony Veer. These dress shoes feature a soft suede construction and are finished with small tassel accents for extra movement. Suede... more | FREE shipping go to store |
 | Camden Suede Loafers With Leather Soles Men's J.Crew Camden Suede Loafers With Leather Soles - Brown 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 supple suede... more | $228.00 $149.50 go to store |
 | Men's COACH Cooper Loafer - Black - Loafers Editors Notes: A modern twist on the classic style, these dress loafers for men are updated with an elevated platform and a penny keeper detailed with our Signature coin for an iconic Coach look Smooth... more | $295.00 $124.00 go to store |
 | J. Crew Shoes | J.Crew Black Georgie Suede Penny | Color: Black | Size: 5.5 J.Crew Black Suede Penny Loafers. Classic And Timeless. Pre-Owned In Excellent Condition. Thank You So Much For Visiting My Posh Closet ! If You Have Any Questions Don’t Hesitate To Contact Me Happy Poshing !! more | go to store |
 | Coach Interlocking Design On Toes Classic Penny Loafers more | go to store |
 | Coach Shoes | Black Leather Loafers, 8.5 | Color: Black | Size: 8.5 Classic Black Leather Coach Loafers With Tassel, Thick Soles, Barely Worn, Vintage Coach more | go to store |
 | Madewell Shoes | Madewell Black Leather Loafers | Color: Black | Size: 5.5 Madewell Black Leather Loafers. In Great Used Condition. In A Women’s Size 5.5. #J8542 Penny Loafers Classic Everyday more | go to store |
 | Madewell Shoes | Madewell The Vernon Loafer In Silver | Color: Silver | Size: 6.5 Madewell The Vernon Loafer In Silver. A New Take On A Classic, These Shiny Specchio Leather Loafers Make A Statement With Their Penny Strap And Stacked Heel. Size 6h more | go to store |
 | Free People Shoes | Free People Liv Loafers Size 37. Sho5 | Color: Brown | Size: 7 Free People Liv Loafers Size 37. Sho5. A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer... more | go to store |
 | Free People Shoes | Free People Liv Loafers | Color: Black/Green | Size: 8 New In Box Color : Green Apple A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer Construction, Round... more | go to store |
 | Free People Shoes | Free People Liv Loafers Size 39. Sho5 | Color: Brown | Size: 9 Free People Liv Loafers Size 39. Sho5. A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer... more | go to store |
 | A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer Construction, Round Toe, Tread Rubber Outsole,... more | go to store |
 | Free People Shoes | Free People Liv Loafers Size 38. Sho5 | Color: Brown | Size: 8 Free People Liv Loafers Size 38. Sho5. A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer... more | go to store |
 | Free People Shoes | Free People Liv Loafers Size 37.5. Sho5 | Color: Brown | Size: 8 Free People Liv Loafers Size 37.5. Sho5. A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Features: Slip-On Style, Leather Uppers, Classic Loafer... more | go to store |
 | Gucci Shoes | Gucci Blue Leather Slip On Loafers Size 40.5 | Color: Blue | Size: 40.5 A Classic Design That Will Never Be Out Of Fashion, This Pair Of Blue Loafers From Gucci Is A Worthy Purchase. Sewn By Skilled Hands, The Leather Shoes Feature Neat Stitching, Penny Straps, Comfortable Insoles, And Durable Outsoles. more | go to store |
 | J. Crew Shoes | Camden Loafers With Leather Soles Item Bj009 | Color: Brown | 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 |
 | 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 |
 | J. Crew Shoes | Camden Loafers With Leather Soles Item Bj009 | Color: Brown | Size: 9 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 |
 | Madewell Shoes | Madewell Size 8 Silver Loafers - *Worn Once* | Color: Silver | Size: 8 Madewell Silver Speccio Platform Loafers Only Selling Because They’re Too Big. Walked Around The Block Outside Once In These - Otherwise, They’re Brand New! A New Take On A Classic, These Shiny Specchio Leather Loafers Make A Statement With Their Penny... more | go to store |
 | Free People Shoes | Free People Lyra Lug Sole Loafers Us 8 | Color: Black/Cream | Size: 8 Nwob! Fast Shipping! This Trendy Take On A Classic Loafer Will Be Your Next Go-To Pair. Features: Iconic Penny Loafer Design In A Smooth, Buttery Leather, And A Bumped-Up Platform Lugged Sole For A Super Cool Edge Why We <3 It: These Are A... more | go to store |
 | 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 Camden Loafers With Leather Soles In Whiskey Retail $248 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... more | go to store |
 | 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 Condition... Excellent No Box more | go to store |
 | Michael Kors Kiernan Leather Loafer Black 6 Made from buttery-smooth leather, the Kiernan loafer nods to classic boat shoes with contrast topstitching and embellished tassels for timeless appeal. We love how they elevate a simple sweater and pair of jeans. more | go to store |
 | J. Crew Shoes | J Crew Camden Loafers Leather Black | 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 A Smooth Leather Lining That Will Soften With... more | go to store |
 | Michael Kors Kiernan Leather Loafer Black 11 Made from buttery-smooth leather, the Kiernan loafer nods to classic boat shoes with contrast topstitching and embellished tassels for timeless appeal. We love how they elevate a simple sweater and pair of jeans. more | go to store |
 | J. Crew Shoes | J.Crew Leather Camden Loafers | Color: Brown | Size: 10.5 -New Without The Box. There Is A Small Mark On One Of The Shoes As Shown 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... more | go to store |
 | J. Crew Shoes | J Crew Camden Loafers In Leather Av166 | Color: Brown/Green | Size: 11 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 Loafer New | Color: Brown/Orange | Size: Various New Without Box From A Smoke Free Home. The Classic Penny Loafer Gets A Little Lift With This Heavily Lugged Leather Version Set Atop A Chunky Platform Sole. Please Refer To All Photos For Condition. According To The Free People Official Website, Size... more | go to store |
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