Inspired by the 90s, the Gunner pennyloafer 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
Men's Christian Louboutin Penny Leather PennyLoafers - 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
Women's Saint Laurent Le Loafer Monogram PennyLoafer - 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
Men's Saint Laurent Le Loafer 15 Cassandre Moccasin PennyLoafers - 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
Inspired by the 90s, the Gunner pennyloafer 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
Inspired by the 90s, the Gunner pennyloafer 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
Men's Saint Laurent Le Loafer Leather PennyLoafers - Black Saint Laurent "Le Loafer" pennyloafers 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
Men's Saint Laurent Le Loafer Leather PennyLoafers - 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
Men's Rodd & Gunn Moana Soft Suede PennyLoafers - Blue Rodd amp; Gunn "Moana" pennyloafers crafted in Portugal from soft European bovine suede Flat heel Round moc toe Penny keeper strap Leathercovered footbed Leather tab on the side Flexible rubber... more
Men's Vagabond Steven PennyLoafer - Brown - Loafers A classic penny keeper and moc toe bring timeless appeal to a sophisticated loafer rendered in supple suede. Leather upper and lining/synthetic sole Imported more
Men's Donald J Pliner Jimmy PennyLoafer - Orange - Loafers Reptile-embossed leather pairs with velvety-soft suede on this richly textured pennyloafer grounded on a lightweight, sneaker-inspired sole. Memory foam cushioning Leather upper and... more
Men's Vance Co. Albert PennyLoafer - Black - Loafers Effortlessly pull off a cool-classy look with the Vance Co Albert loafer. This slip-on features moc stitches and a penny slot that stay impressively classic. A Tru Comfort Foam keeps your comfort... more
Men's Stuart Weitzman Club Suede PennyLoafers - Brown Stuart Weitzman "Club" soft suede pennyloafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather outsole Lining: Leather Spot clean Made in Italy more
Men's Eastland Baldwin PennyLoafer - Black - Loafers Add to a professional look with the Eastland Baldwin pennyloafer. Crafted from leather, this pennyloafer sports a cushy memory foam footbed to pads your steps. Leather upper. Slip-on. Round moc... more
Men's VINNY'S Richee Two-Tone Lugged PennyLoafer - Black - Loafers A pop of contrast emboldens the top of a pennyloafer crafted from Italian leather and grounded smartly on a lugged rubber sole. Leather or leather and genuine calf-hair upper/leather... more
Men's Santoni Carlos PennyLoafer - Blue - Loafers Richly grained suede brings supple flexibility to a timeless pennyloafer masterfully crafted in Italy. Leather upper, lining and sole Made in Italy more
Men's Donald J Pliner Jayce Suede PennyLoafers - Blue Donald J Pliner "Jayce" pennyloafers in soft suede Stacked heel Square toe Penny keeper strap Padded memory foam footbed Leather lining Leather sole Slipon style Made in Italy more
Men's George Cleverley Cannes Suede PennyLoafers - Black Upper: calf leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in the UK. Includes: shoe box, dust bag. Designer color name: Navy 830. more
Men's George Cleverley Bradley Ii Suede PennyLoafers - Brown Upper: calf leather. Lining: leather. Sole: leather insole and sole. Toe shape: round toe. Made in the UK. Includes: shoe box, dust bag. Designer color name: Coffee 292. more
Men's Armando Cabral Bolama PennyLoafer - Blue - Loafers A serrated tongue and embellished penny keeper update this sleek leather loafer presenting the next evolution of a classic closet staple. Leather and textile upper/leather lining/leather and... more
Men's Johnston & Murphy Athens Penny Driving Loafer - Brown - Loafers Sleek and sporty, this loafer made of Brazilian leather features a classic penny strap and foam cushioning set atop a lugged driver sole that wraps up the heel. Removable memory foam... more
Men's Vintage Foundry James PennyLoafer - Black - Loafers Spice up your smart casual look with the James pennyloafer from Vintage Foundry Co. Featuring a leather construction with cushioned footbed and rubber sole, this slip-on is light in weight and... more
Men's Santoni Carlos Suede PennyLoafers - Brown Santoni "Carlos" pennyloafers in suede Stacked heel Round apron toe Penny keeper strap Leather lining Rubber outsole Slipon style Made in Italy more
Men's Alden PennyLoafer - Gray - Loafers Cut from smooth leather and set on a lightweight, flexible sole with a Goodyear welt, this sophisticated pennyloafer is meticulously handcrafted in the USA. Leather upper and lining/leather and rubber sole... more
Men's Samuel Hubbard Shoe Co. Free Spirit For Him PennyLoafer - Blue - Loafers Designed with a well-cushioned insole and comfort outsole, this supple suede pennyloafer will have you looking and feeling good wherever you go. Removable, cushioned... more
Men's Christian Louboutin Urbino Moccasin PennyLoafers - Black Christian Louboutin "Urbino" pennyloafers in leather Chunky heel Moccasin toe Penny keeper strap with stitched CL monogram Signature Loubi red sole Lightweight, sturdy TPU outsole Lining:... more
Women's Rag & Bone Carter Calfskin PennyLoafers - Black Rag amp; Bone "Carter" calf leather pennyloafers 0.75 in / 20 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather/Rubber outsole Lining: Leather Leather method dry... more
Men's Gordon Rush Cartwright PennyLoafer - Brown - Loafers Elevate your work-to-weekend look with this handsome pennyloafer crafted of premium Italian suede and furnished with a breathable lining and OrthoLite® insole. OrthoLite cushioned insole... more
Men's Adieu Colorblock PennyLoafer - Black - Loafers A crepe-rubber sole with good traction grounds this colorblocked pennyloafer that borrows from traditional menswear and the '60s music scene. Removable insole Leather upper and lining/rubber sole... more
Men's Santoni Carlos Suede PennyLoafers - Black Santoni "Carlos" pennyloafers in suede Stacked heel Round apron toe Penny keeper strap Unlined Slipon style Made in Italy more
Men's ALDO Legolas PennyLoafer - 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
Men's Sandro Moscoloni Natal PennyLoafer - White - Loafers Introduce effortless elegance to your footwear collection with a timeless pennyloafer crafted from buttery-soft leather and cushioned with a removable insole. Removable insole Leather... more
Men's Warfield & Grand Diggs PennyLoafer - 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
Men's Rockport Maverick PennyLoafer - Black - Loafers Step into timeless elegance with the Rockport Maverick pennyloafer. The leather loafer, contrasted by a lug sole, keeps you on the move with its all-day flexibility. Leather upper. Slip-on. Round... more
Men's Gordon Rush Avery PennyLoafer - 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
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