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| Best Seller  | Richee Two-Tone Lugged Penny Loafer Men's VINNY'S Richee Two-Tone Lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... ... more | $390.00 $234.00 FREE shipping go to store |
 | Richee Two-Tone Lugged Penny Loafer Men's VINNY'S Richee Two-Tone Lugged Penny Loafer - Black - Loafers A pop of contrast emboldens the top of a penny loafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... ... more | $400.00 $140.00 FREE shipping go to store |
| Best Seller  | Wide Width Women's Gunner Loafers by White Mountain in Light Taupe Suede (Size 9 W) Inspired by the 90s, the Gunner penny loafer by White Mountain Shoes is a classic, cool staple! A thick lugged bottom is right on trend and offers extra support for all day comfort.Leather UpperSynthetic LiningSynthetic OutsoleSynthetic Footbed1.5"... ... more | go to store |
 | Women's Gunner Loafers by White Mountain in Light Taupe Suede (Size 8 1/2 M) Inspired by the 90s, the Gunner penny loafer by White Mountain Shoes is a classic, cool staple! A thick lugged bottom is right on trend and offers extra support for all day comfort.Leather UpperSynthetic LiningSynthetic OutsoleSynthetic Footbed1.5"... ... more | go to store |
 | Men's Christian Louboutin Penny Leather Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole, rubber sole. Toe shape: almond toe. Made in Italy. Includes: shoe box, dust bags. Designer color name: Rhea. ... more | FREE shipping go to store |
 | Le Loafer 15 Cassandre Moccasin Penny Loafers Men's Saint Laurent Le Loafer 15 Cassandre Moccasin Penny Loafers - Black Saint Laurent "Le Loafer 15" penny slippers in nappa calf leather Stacked heel Round moc toe Leather penny keeper strap with Cassandre hardware Leather sole Slipon style Made in... ... more | FREE shipping go to store |
 | Le Loafer Monogram Penny Loafer Women's Saint Laurent Le Loafer Monogram Penny Loafer - White - Loafers The classic prepster style goes high fashion with a thick lug sole and matte-black YSL hardware accenting one side of the penny strap. 1 1/4" heel, 32mm, 1" platform (size 9)... ... more | FREE shipping go to store |
 | Le Loafer Leather Penny Loafers Men's Saint Laurent Le Loafer Leather Penny Loafers - Black Saint Laurent "Le Loafer" penny loafers in shiny leather Features a flexible heel counter that can be worn up or folded down 0.75 in / 20 mm flat heel Round moc toe Penny keeper strap with... ... more | FREE shipping go to store |
 | Le Loafer Leather Penny Loafers Men's Saint Laurent Le Loafer Leather Penny Loafers - White Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in italy. Includes: dust bag, shoe box. Designer color name: pearl. ... more | FREE shipping go to store |
 | Men's Vance Co. Kahlil Penny Loafer - Black - Loafers Complete your clean and classy look with this Kahlil penny loafer from Vance Co. Featuring a vegan synthetic upper for durability, this slip-on is constructed with Tru Comfort Foam footbed and... ... more | go to store |
 | Men's Gordon Rush Morgan Moc Toe Penny Loafer - Gray - Loafers Fine craftsmanship shines through on this refined penny loafer in Italian leather set on a flexible rubber sole that provides enhanced traction. Removable OrthoLite® insole Leather upper... ... more | FREE shipping go to store |
 | Men's Camper Walden Penny Loafer - Brown - Loafers A simple, classic design underscores the timeless appeal of a burnished leather penny loafer complete with comfort-enhancing OrthoLite® cushioning. OrthoLite footbed Leather upper/leather and... ... more | $199.00 $139.00 FREE shipping go to store |
 | Men's Giuseppe Zanotti Vegasso Leather Penny Loafers - Black Giuseppe Zanotti "Vegasso" penny loafers in grained calf leather Chunky heel with engraved logo signature Round moc toe Penny keeper strap with goldtone hardware Rubber sole Slipon style Made... ... more | FREE shipping go to store |
 | Wyland Linen And Leather Penny Loafers Men's Magnanni Shoes Wyland Linen And Leather Penny Loafers - White Magnanni "Wyland" penny loafers in linen fabric with contrast leather trim Stacked heel Round moc toe Leather penny keeper strap Leather lining and outsole Slipon style Made in Spain ... more | FREE shipping go to store |
 | Men's Pikolinos Conil Penny Loafer - Brown - Loafers A removable, cushioned insole allows you the change the comfort level of this classic loafer crafted from supple leather and grounded on a flexible sole. Removable, cushioned insole Leather... ... more | FREE shipping go to store |
 | Men's Brooks Brothers Greenwich Penny Loafer - Natural - Loafers Diversify your professional wardrobe with the Brooks Brothers Greenwich penny loafer. Crafted from supple leather, this pair sports a classic silhouette that pairs well with a myriad of... ... more | FREE shipping go to store |
 | Men's Manolo Blahnik Plymouth Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in Italy. Comes with dust bag. Comes with a box. ... more | FREE shipping go to store |
 | Men's Bruno Magli Tonio Penny Loafer - Blue - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Leather upper and lining/leather and rubber sole Made in Italy ... more | FREE shipping go to store |
 | Supersport Moc Toe Penny Loafer Men's Allen Edmonds Supersport Moc Toe Penny Loafer - Blue - Loafers This hand-sewn penny loafer offers complete comfort with contoured support, shock absorption and stability. Memory foam cushioning Leather upper and lining/rubber sole Imported ... more | $300.00 $165.00 FREE shipping go to store |
 | Men's Cole Haan Pinch Prep Penny Loafer - Brown - Loafers The Pinch Prep penny loafer from Cole Haan is ideal for the modern man who loves to be classy. The leather-suede loafer boasts pinch details that bring a touch of luxe. With a GRANDFØAM footbed,... ... more | FREE shipping go to store |
 | Men's Rodd & Gunn Moana Penny Loafer - Blue - Loafers Smooth suede invigorates the look of a classic penny loafer grounded by a lightweight rubber sole. Leather upper and lining/rubber sole Imported ... more | FREE shipping go to store |
 | Men's Calvin Klein Cmjay Penny Loafer - Black - Loafers Calvin Klein CMJay Men s Loafer Finish up your look in the CMJay men s Loafer from Calvin Klein. Featuring a leather upper with an almond toe for sophisticated style, this Slip-On Oxford also has... ... more | $139.99 $99.99 FREE shipping go to store |
 | Men's Cole Haan Nantucket Penny Loafer - Black - Loafers Cole Haan Nantucket Men s Penny Loafer Cool your coastal vibes in the yacht-rock ready Cole Haan Nantucket men s penny Loafer. With a leather upper featuring a beefroll keeper detail for extra... ... more | $149.99 $109.99 FREE shipping go to store |
 | Men's Thom Browne Thom E Classic Penny Loafers - Black Calfskin suede loafers in navy. ... more | FREE shipping go to store |
 | Men's Bruno Magli Xane Driving Penny Loafer - Gray - Loafers Woven leather and a classic penny keeper create modern appeal on an Italian driving loafer that will complement your sophisticated wardrobe. Leather upper and lining/rubber sole Made in Italy ... more | FREE shipping go to store |
 | Men's Cole Haan Pinch Weekend Penny Loafer - White - Loafers A classic penny keeper details a weekend-ready loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. Leather upper/textile lining/rubber sole Imported One or... ... more | $130.00 $52.00 FREE shipping go to store |
 | Men's Manolo Blahnik Perry Suede Penny Loafers - Brown Upper: leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Handmade in Italy. Includes: shoe box, dust bag. Designer color name: 2023 Dbrw. ... more | FREE shipping go to store |
 | Men's Tricker's James Penny Loafers - Blue 100% Suede. Made in United Kingdom. ... more | $557.96 $239.92 go to store |
 | Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... ... more | FREE shipping go to store |
 | Men's Adieu Colorblock Penny Loafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked penny loafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... ... more | FREE shipping go to store |
 | Men's Santoni Carlos Suede Penny Loafers - Black Santoni "Carlos" penny loafers in suede Stacked heel Round apron toe Penny keeper strap Unlined Slipon style Made in Italy ... more | FREE shipping go to store |
 | Brown Calf Suede Varsity Penny Loafers Men's Thom Browne Brown Calf Suede Varsity Penny Loafers - Black Calfskin suede loafers in brown. ... more | FREE shipping go to store |
 | Men's ALDO Legolas Penny Loafer - Blue - Loafers Mixed textures and a classic penny keeper add everyday sophistication to a suede loafer set on a cushioned footbed and sturdy rubber sole. Memory foam cushioning Leather upper/textile lining/rubber sole... ... more | FREE shipping go to store |
 | Men's Sandro Moscoloni Natal Penny Loafer - White - Loafers Introduce effortless elegance to your footwear collection with a timeless penny loafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... ... more | FREE shipping go to store |
 | Men's Warfield & Grand Diggs Penny Loafer - Brown - Loafers Blake-stitched construction elevates a fine loafer crafted from Italian full-grain leather and featuring a dual-density, arch-support footbed. Cushioned footbed with arch support Leather... ... more | FREE shipping go to store |
 | Men's Rockport Maverick Penny Loafer - Black - Loafers Step into timeless elegance with the Rockport Maverick penny loafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round... ... more | FREE shipping go to store |
 | Men's Gordon Rush Avery Penny Loafer - Brown - Loafers Hand-burnished Italian leather enriches a classic loafer with a breathable calfskin lining and OrthoLite® cushioning for comfort. Leather upper, lining and sole Imported ... more | $245.00 $169.90 FREE shipping go to store |
 | Men's Ecco St.1 Hybrid Penny Loafer - Brown - Loafers ECCO FLUIDFORM tech brings an anatomical fit and more energy return, ensuring comfort in this easy-on leather loafer. Advanced SHOCK THRU point provides shock absorption, resulting in a feel that's... ... more | FREE shipping go to store |
 | Men's VINNY'S Yardee Penny Loafer - Brown - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched penny loafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded ... more | $360.00 $216.00 FREE shipping go to store |
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