Men's VINNY'S Richee PennyLoafer - Brown - Loafers Both streamlined and substantial, this classic leather pennyloafer pairs a simple apron toe with a slightly chunky rubber sole grounding every step. 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 Johnston & Murphy Lyles PennyLoafer - Brown - Loafers Classic and comfortable, this loafer made of polished leather features a traditional penny strap and a roomy moc toe for easy, wear-with-anything appeal. 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 Canali PennyLoafer - Natural - Loafers Beige suede lends velvety texture to a polished pennyloafer carved with a curved slot and set on a grippy rubber sole. Leather upper/textile lining/rubber sole Made in Italy. more
Men's Geox Ascanio PennyLoafer - Black - Loafers A classic penny keeper lends luxe appeal to a rich leather loafer grounded by a cushioned footbed and patented tech sole. more
Men's VINNY'S Yardee PennyLoafer - Natural - Loafers Enjoy the feel of luxurious Italian suede in this finely stitched pennyloafer set atop a soft cushioned footbed. Cushioned footbed Leather upper, lining and sole Made in Portugal Black Owned/Founded. more
Men's Stuart Weitzman Club Classic PennyLoafer - 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
Men's Florsheim Zaffiro PennyLoafer - Brown - Loafers Diversify your formal and professional wardrobe with the Zaffiro moc toe pennyloafer from Florsheim. Crafted from leather, this pair sports a classic silhouette for a versatile addition to your... more
Men's Anthony Veer Sherman PennyLoafer - Black - Loafers You can't go wrong with the Sherman pennyloafer from Anthony Veer. The classic design is fully fashioned in leather for high-quality appeal. Leather upper. Slip-on. Decorative Penny Keeper... more
Men's Bruno Magli Ettore Leather Casual PennyLoafers - Black Bruno Magli "Ettore" classic leather pennyloafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber... more
Men's ALDO Wakith Suede Apron Toe PennyLoafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. more
Men's G.H.BASS Larson Leather PennyLoafer - Brown - Loafers This classic pennyloafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. more
Men's Johnston & Murphy Athens Penny Driving Loafer - Blue - 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 VINNY'S Yardee PennyLoafer - Brown - Loafers A crepe rubber sole grounds this rich suede pennyloafer fashioned with a cushioned footbed for daylong comfort. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... more
Men's J.M. Weston Bateau Water Resistant PennyLoafer - Blue - Loafers Inspired by classic boat shoes, this loafer made of water-resistant leather features bright stitching that matches the grippy sole for a smart, prepster look. Water-resistant... more
Men's Stuart Weitzman Sw Club La PennyLoafer Men's - Black - Loafers The SW CLUB LA PENNYLOAFER features a unique mixed-material design that pairs a leather upper with stretch panels in a nod to our signature brand code. It is crafted by our artisans... more
Men's VINNY'S Townee PennyLoafer - Black - Loafers A classic penny keeper and moc toe lend timeless sophistication to a versatile loafer rendered in polished leather. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... more
Men's Mezlan Solomeo PennyLoafer - Brown - Loafers A woven upper and geometric penny keeper add modern elements to a sophisticated leather loafer featuring a slender moc toe. Cushioned footbed Leather upper, lining and sole Made in Spain. more
Women's Sperry Top-Sider Seaport PennyLoafer - Brown - Loafers An iconic loafer with a classic keeper strap is fitted with a memory-foam footbed for ultimate comfort, enhanced by a hidden EVA midsole. The Traditional rubber outsole is updated with... more
Men's John Lobb Thorne PennyLoafer - Black - Loafers Finely crafted in Italy from supple leather, this pennyloafer is set on a rubber sole with a 'Rasp' tread, an homage to traditional tools used in shoemaking. Leather upper and lining/rubber sole... more
Men's Santoni Carlos PennyLoafer - Brown - 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 Camper Walden PennyLoafer - Brown - Loafers A simple, classic design underscores the timeless appeal of a burnished leather pennyloafer complete with comfort-enhancing OrthoLite® cushioning. more
Men's Camper Walden PennyLoafer - Blue - Loafers A statement-making sole designed for optimal traction helps you take confident strides in this durable loafer outfitted with an OrthoLite® footbed. more
Men's ALDO Tucker PennyLoafer - Black - Loafers A classic penny keeper and rich leather lend luxe elements to a sophisticated loafer set on a cushioned footbed and flexible rubber sole. more
Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - White - Loafers A classic penny strap and stitched moc toe bring traditional detailing to a loafer set on plush cushioning and a driving sole made of grippy, segmented rubber. Removable,... more
Women's La Canadienne Refresh Leather Casual PennyLoafers - Black La Canadienne "Refresh" casual leather pennyloafers 1.75 in / 45 mm flat chunky heel; 1.25 in / 30 mm platform Round moc toe Notched vamp with keeper strap Slipon style TPR outsole... more
Men's Geox New Damon 1 Slip-on PennyLoafer - Brown - Loafers A classic penny strap tips a handsome leather loafer into timeless territory, while Geox's signature perforated sole keeps your feet cool and dry. 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 Floafers Country Club PennyLoafer - Blue Give your shoe collection a modern twist with the Country Club pennyloafer from Floafers. This casual pair features a waterproof construction and 360 degree ventilation that helps drain water away... more
Men's Tommy Hilfiger Simol PennyLoafer - Brown - Loafers Sleek and refined, the Tommy Hilfiger Simol loafer can earn you compliments easily. The pennyloafer look lends an authentic touch to this moc-toe slip-on, featuring a comfortable memory foam... more
Men's Duke & Dexter X Playboy Wilde Sketch Ii PennyLoafers - Black DUKE + DEXTER x Playboy collaboration leather pennyloafers feature a printed Playboy Sketch design on the vamp 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... more
Men's Tod's Dark Fondo Gomma Suede PennyLoafers - Brown Tods mens loafers. Shoe style: slip-on. Vamp style: pennyloafers. Upper material: suede. Solematerial: rubber. Tods mens dark brown fondo gomma suede pennyloafers. Suede loafers detailed with... more
Men's Eastland Baldwin PennyLoafer - Natural - 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
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