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Union Square Penny Loafer

Union Square Penny Loafer

Men's Marc Joseph New York Union Square Penny Loafer - Brown - Loafers Buttery soft leather covers a classic penny loafer supremely cushioned with a dense footbed and arch support. Leather upper/synthetic lining/leather and rubber sole Made in Brazil. more

$195.00

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Pinch Weekend Penny Loafer

Pinch Weekend Penny Loafer

Men's Cole Haan Pinch Weekend Penny Loafer - Black - Loafers A classic penny keeper details a weekend-ready loafer grounded by a foam-cushioned footbed and lightweight sole for optimal comfort. more

$130.00

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Best Seller
Phillip Penny Loafer

Phillip Penny Loafer

Men's Sandro Moscoloni Phillip Penny Loafer - Brown - Loafers Finish off a semi-formal, casual or professional look with the versatile Phillip penny loafer from Sandro Moscoloni. This leather pair sports a classic look offset by a lugged sole for... more

$179.99

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Tonio Penny Loafer

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Brown - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy. more

$395.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Gray - 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

$175.00

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Lastra Penny Loafer

Lastra Penny Loafer

Men's Bruno Magli Lastra Penny Loafer - Brown - Loafers Velvety suede textures this crisp Italian-made loafer detailed with subtle double-stitched accents and a classic penny-keeper strap. Leather upper and lining/rubber sole Made in Italy. more

$298.00

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Sw Club Penny Loafer Men's

Sw Club Penny Loafer Men's

Men's Stuart Weitzman Sw Club Penny Loafer Men's - Brown - Loafers The SW CLUB PENNY LOAFER takes our signature style-meets-comfort approach to the classic penny loafer. Crafted by SW artisans in Italy it features a timeless understated profile... more

$550.00

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Tonio Penny Loafer

Tonio Penny Loafer

Men's Bruno Magli Tonio Penny Loafer - Black - Loafers Classic style meets everyday comfort in this moc-toe penny loafer fashioned from rich Italian leather. Cushioned footbed Leather upper and lining/leather and rubber sole Made in Italy. more

$395.00

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Alek Penny Loafer

Alek Penny Loafer

Men's To Boot New York Alek Penny Loafer - Brown - Loafers A classic penny strap bridges an Italian-made loafer crafted from soft polished leather with a squared toe and a slightly exaggerated profile. Removable insole Leather upper and... more

$425.00

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Journey Penny Loafer

Journey Penny Loafer

Men's ALDO Journey Penny Loafer - Blue - Loafers Add to a professional or formal ensemble with the Aldo Journey loafer. This penny loafer sports a plush suede design, classic silhouette, and Pillow Walk cushioned footbed for a well-rounded fit. Suede... more

$127.99

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Rucci Weave Penny Loafer

Rucci Weave Penny Loafer

Men's Florsheim Rucci Weave Penny Loafer - Black - Loafers Amp up your formal ensemble with the Rucci Weave penny loafer from Florsheim. Intricate woven patterns bring unique charm to the classic design of this leather slip-on. Soft lining, fully... more

$129.99

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

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

$129.00

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Rucci Apron Toe Penny Loafer

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Blue - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

$130.00

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L'asola Penny Loafer

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Brown - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... more

$990.00

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L'asola Suede Penny Loafer

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's... more

$960.00

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Village Street Penny Loafer

Village Street Penny Loafer

Men's Marc Joseph New York Village Street Penny Loafer - Brown - Loafers A buttery-soft leather upper and classic penny keeper lend timeless sophistication to a versatile loafer grounded by a cushioned footbed for lasting comfort. Cushioned footbed... more

$175.00

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Penny Loafer

Penny Loafer

Men's Tod's Penny Loafer - Brown - Loafers A classic keeper strap adds a refined flourish to a sharp Italian loafer crafted in soft leather. Leather upper and lining/rubber sole Made in Italy Men's Shoes. more

$695.00

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

Men's Johnston & Murphy Athens Penny Driving Loafer - Green - 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

$129.00

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Formale Penny Loafer

Formale Penny Loafer

Men's Tod's Formale Penny Loafer - Brown - Loafers A classic keeper strap and exposed hand-stitching add a refined touch to a sharp Italian loafer crafted in semiglossy calfskin leather with a pebbled sole. Leather upper and lining/rubber sole Made in... more

$795.00

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Ike Penny Loafer

Ike Penny Loafer

Men's Ike Behar Ike Penny Loafer - Brown - Loafers You can never go wrong with the Ike penny loafer from Ike Behar. Flaunting a pure leather construction with classic almond moc toe, lightly cushioned insole and a contrast block heel, this slip-on is... more

$149.99

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Thom E Penny Loafer Slingback Sandal At Nordstrom

Thom E Penny Loafer Slingback Sandal At Nordstrom

Men's Thom Browne Thom E Penny Loafer Slingback Sandal At Nordstrom - Loafers Thom Browne continues to redefine wardrobe classics with this smooth leather slingback sandal boasting the cutout shell of a traditional penny loafer. Adjustable slingback... more

$820.00

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Dickerson Penny Loafer

Dickerson Penny Loafer

Men's To Boot New York Dickerson Penny Loafer - Black - Loafers A classic penny keeper and sleek leather construction lend timeless sophistication to a polished loafer perfect for any occasion. Leather upper and lining/leather and rubber sole Made in... more

$425.00

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Men Penny Loafer With Gancini Ornament

Men Penny Loafer With Gancini Ornament

Men's Ferragamo Men Penny Loafer With Gancini Ornament - Natural - Loafers Retro look penny loafer with a high-shine brushed calfskin leather upper. The lines are squared at the toe, with a ruched stitching around the vamp to echo a classic feel. A... more

$950.00

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Townee Penny Loafer

Townee Penny Loafer

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

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Haydon Weatherproof Penny Loafer

Haydon Weatherproof Penny Loafer

Men's Ron White Haydon Weatherproof Penny Loafer - Brown - Loafers A classic penny keeper and supple suede upper lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and slip-resistant lug sole. Multilayered, PORON®-cushioned... more

$395.00

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Ettore Leather Casual Penny Loafers

Ettore Leather Casual Penny Loafers

Men's Bruno Magli Ettore Leather Casual Penny Loafers - Brown Bruno Magli "Ettore" classic leather penny loafer silhouette with a casual flair 0.50 in / 15 mm flat heel Round moc toe Notched vamp with keeper strap Slip-on style Leather lining Rubber... more

$298.00

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Tyler Penny Loafer

Tyler Penny Loafer

Men's Frye Tyler Penny Loafer - Natural - Loafers A classic penny keeper and a richly textured leather upper lend timeless versatility and craftsmanship to a streamlined loafer. A premium slip-resistant sole brings comfort and security to every step... more

$258.00

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Rucci Apron Toe Penny Loafer

Rucci Apron Toe Penny Loafer

Men's Florsheim Rucci Apron Toe Penny Loafer - Brown - Loafers A classic penny strap and simple apron toe bring understated distinction to a loafer made of fine-grain leather that adds polish to any formal look. more

$130.00

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Belted Penny Loafer

Belted Penny Loafer

Men's J.W. Anderson Belted Penny Loafer - Brown - Loafers The classic penny loafer gets updated with a logo-engraved buckled belt wrapping the moc-stitched toe. Padded footbed Leather upper and lining/rubber sole Made in Italy Designer Shoes. more

$875.00

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L'asola Suede Penny Loafer

L'asola Suede Penny Loafer

Men's Zegna L'asola Suede Penny Loafer - White - Loafers Named for the buttonholes in finely tailored menswear, this iconic suede loafer from the Italian label features a clean, classic silhouette. Leather upper and lining/leather and synthetic sole... more

$895.00

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Hamilton Penny Strap Driving Loafer

Hamilton Penny Strap Driving Loafer

Men's Marc Joseph New York Hamilton Penny Strap Driving Loafer - Brown - 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

$175.00

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Crosta Penny Loafer

Crosta Penny Loafer

Men's Christian Louboutin Crosta Penny Loafer - White - Loafers A logo-engraved disc shaped like a classic coin is inserted into the penny slot of a richly grained suede loafer trimmed with a scalloped tongue. The iconic red sole-born from a fateful... more

$995.00

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Xane Driving Penny Loafer

Xane Driving Penny Loafer

Men's Bruno Magli Xane Driving Penny Loafer - Brown - Loafers Supple suede 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

$225.00

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Haydon Weatherproof Penny Loafer

Haydon Weatherproof Penny Loafer

Men's Ron White Haydon Weatherproof Penny Loafer - Blue - Loafers A classic penny keeper and supple suede upper lend timeless sophistication to a luxe loafer grounded by a cushioned footbed and slip-resistant lug sole. Multilayered, PORON®-cushioned... more

$395.00

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Ikangia Penny Loafer

Ikangia Penny Loafer

Men's Santoni Ikangia Penny Loafer - Black - Loafers Finely textured leather enriches a classic Italian loafer built using Blake construction for lasting appeal and a cushioned leather footbed for comfort. Leather upper, lining and sole Made in Italy. more

$720.00

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Ettore Penny Loafer

Ettore Penny Loafer

Men's Bruno Magli Ettore Penny Loafer - Brown - Loafers Step out in classic style with this traditional loafer crafted from smooth Italian leather with a padded sock liner for additional support. Cushioned insole Leather upper and lining/rubber sole... more

$298.00

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L'asola Penny Loafer

L'asola Penny Loafer

Men's Zegna L'asola Penny Loafer - Gray - Loafers Named for the buttonholes in finely tailored menswear, this iconic leather loafer from the Italian label features a clean, classic silhouette. Leather upper, lining and sole Made in Italy Men's Designer... more

$950.00

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Cooper Leather Penny Loafers

Cooper Leather Penny Loafers

Men's COACH Cooper Leather Penny Loafers - Black Coach takes a more subdued approach with the Cooper penny loafer, featuring a partially pebble-grained body. The classic silhouette is embraced by butter leather, resting on a lug sole for reliable... more

$281.52

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Sammy Two-tone Penny Loafer

Sammy Two-tone Penny Loafer

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

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Vinnee Penny Loafer

Vinnee Penny Loafer

Men's VINNY'S Vinnee Penny Loafer - Brown - Loafers A classic penny keeper and an apron toe lend timeless sophistication to a leather loafer that will elevate your polished style. Leather upper and lining/rubber sole Made in Portugal Black Owned/Founded. more

$400.00

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