ACORN Men's Proud Perry Slip-On - Mens Shoes $72.5
Over the years, Acorn has designed and innovated to create the comfort classics America has grown to love. Today an expanded product line including Classic Comfort, Studio Comfort, Spa Comfort, and After Active provides customers with a lifestyle collecti more...
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Allen Edmonds Men's Kenwood Slip-On - Mens Shoes $195
Allen Edmonds Men's Kenwood Slip-On more...
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Allen Edmonds Men's Montecito Slip-On - Mens Shoes $179.99
Short vamp Pinch penny saddle handsewn Fully leather lined Leather sole more...
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Allen Edmonds Men's Randolph Loafer - Mens Shoes $324.95
Seal the deal in these no-nonsense loafers from Allen Edmonds. The Randolph features full leather linings and cork footbeds, which cradle and conform to your feet over the life of the shoe. more...
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Allen Edmonds Men's Walden Loafer - Mens Shoes $235
The Walden loafer from Allen Edmonds nicely complements your professional attire or instantly dresses up a pair of jeans for a weekend gathering. This hand sewn moccasin features a cushioned inner lining, so it's always the stylish and comfortable more...
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Allen Edmonds Men's Westchester Loafer - Mens Shoes $294.95
Slip into comfortable style with the Westchester Loafer from Allen Edmonds. The soft leather upper forms a classic loafer shape, complemented by the luxurious leather sole for the epitome of class. more...
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Bostonian Men's Pershing Penny Loafer Mocassin - Mens Shoes $89.95
Bring class and refinement to your look with Bostonian's Pershing Penny Loafer Mocassin. The classic shoe is constructed of a sleek leather upper, complete with penny slot, and a thick rubber sole that provides tread and comfort. Pair with a suit or casua more...
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Brass Boot Men's Hunter Loafer - Mens Shoes $99.95
Give your office wardrobe an upgrade with Brass Boot's Hunter loafer. Its smooth leather upper features a moc-seamed toe and coin-strap detail. For extra long days, the sheepskin-lined insole features breathable perforations, molded latex and memory foam more...
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Brass Boot Men's Malta Penny Loafer - Mens Shoes $99.95
Experience the handmade excellence of Brass Boot's Malta. The traditional penny loafer style is enhanced with a rich leather upper and a tractioned sole for extra support. It's great for the office, dinner dates, and more. more...
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Bruno Magli Men's Merola Slip-On - Mens Shoes $374.95
If you think workday style should be every bit as comfortable as weekend gear, you'll appreciate the unpretentious luxury of Bruno Magli's handsome men's Merola slip-on shoe. The distinctive slip-on's impeccable leather upper sports moc stitching and a lo more...
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Calvin Klein Men's Dean Loafer - Mens Shoes $130
Calvin Klein is a premier American designer famous for the birth of designer jeans. Known as "the supreme master of minimalism," Calvin Klein is one of the world's leading lifestyle design companies known for minimalist and functional aesthetics. The bran more...
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Charles David Men's Gene Loafer - Mens Shoes $275
It's in the Genes: This loafer from Charles David has inherited all the high-class features of its fellow shoes. The relaxed leather loafer features a traditional penny loafer accent along the vamp and rich moc stitching details along the toebox. A leathe more...
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Charles David Men's General Loafer - Mens Shoes $325
Men's high-fashion comes down to earth in the General loafer by Charles David. Simply stated, this is a superbly-crafted classically designed loafer that's at home with virtually everything casual in your wardrobe. Created in Italy using the finest leathe more...
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Cole Haan Men's Air Aiden Penny Moc Loafer - Mens Shoes $188
With nearly 80 years in the business and hundreds of points of distribution in the U.S., Cole Haan is one of America's premier luxury brands. Founded in 1928 as a collaboration between Trafton Cole and Eddie Haan, Cole Haan epitomized artisan quality and more...
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Cole Haan Men's Air Lorenzo Penny Slip-On Loafers - Mens Shoes $172.99
That this Cole Haan penny loafer shows refinement--a classic design in rich Italian calfskin--is obvious. What you may not see are the comfort refinements: breathable leather linings and the unbeatable cushioning of Nike Air technology. more...
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Cole Haan Men's Douglas Loafer - Mens Shoes $99.99
With its rich leather upper and distressed, faded edges, the Douglas loafer from Cole Haan keeps a classic silhouette while adding a touch of weathered appeal. Intricate stitching details play up tradition while rich tones add a fresh take. more...
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David Spencer Men's Key West Driving Moccasin - Mens Shoes $145
Since 1998, David Spencer has offered classic American footwear styles made of uncompromising quality in some of the world's finest factories. Saddles, oxfords, drivers and hand-sewn moccasins comprise the majority of their line, all with removable cushio more...
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David Spencer Men's Lorenzo Penny Loafer - Mens Shoes $135
David Spencer's Lorenzo penny loafer is the very definition of classic. While a flawless and refined look come courtesy of its smooth, highly polished leather and traditional design, modern comfort is provided by a removable insole with light arch support more...
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David Spencer Men's Marco Moccasin - Mens Shoes $134.95
Slip into this classic moc-toe penny loafer from David Spencer and enjoy superior comfort and style. The men's Marco moccasin offers hand-sewn construction, with a rich leather upper, a soft and breathable leather lining, a removable cushioned footbed, an more...
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David Spencer Men's Romeo Loafer - Mens Shoes $134.95
Thanks to handsome leather and classic styling, David Spencer's Romeo loafer has a look you'll love. Thanks to an outsole with rubber insets and a removable contoured insole, you'll love the comfort it'll provide, too. more...
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Dr. Martens Men's Harry Penny Loafer - Mens Shoes $159.95
The Harry penny loafer from Dr. Martens fuses chunky urban attitude with classic preppy style. The smooth leather upper has iconic detailing at the throat and the thick lug sole makes for an exceptionally stride. The breathable leather lining keeps you fe more...
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DSQUARED2 Men's Gustav LO009 V01556 Loafer - Mens Shoes $347.5
Enjoy unmatched luxury on or off the job in this impeccably tailored men's Gustav LO009 V01556 loafer by DSquared2. The smooth, sleek loafer's stitched leather upper and slightly elongated toe bring comfort and refinement to your office hours, travels or more...
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Ernest Hemingway Men's Cody Bison Loafer - Mens Shoes $190
Papa Hemmingway himself might have deemed the Cody bison loafer ?���?�a clean well-crafted shoe.?���? This classic penny-loafer style is hand-stitched with American bison and calf leathers. more...
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Ernest Hemingway Men's Madrid Mini Lug Loafer - Mens Shoes $179
Truly a thoughtfully designed penny-loafer, the Ernest Hemingway Madrid mini lug loafer is hand-stitched from the finest leathers. The one-piece construction promises a superbly comfortable fit. The slightly chunky lug sole crafted from rubber ensures a s more...
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Ernest Hemingway Men's Reef Driving Moccasin - Mens Shoes $169
A man can channel his inner-Hemmingway in a number of ways- battle big fish off the Key West coast, run with the bulls in Pamplona or just wear the Reef Driving Moc from the Ernest Hemingway collection. This classic penny-loafer style is hand-stitched wit more...
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Ernest Hemingway Men's Reef Havana Driving Moccasin - Mens Shoes $169
A great shoe, like great writing, just doesn't happen-it's created through skill and a keen appreciation of details. And both qualities are handsomely evident in the Ernest Hemingway Reef Havana driving moccasin. Authentic American bison leather is skillf more...
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Florsheim Men's Lawton Penny Loafer - Mens Shoes $67.93
This loafer is easy on the eyes and even easier on the foot. Slip into comfort when you slip on the handsome leather Lawton from Florsheim. A textured upper features classic tassel detail, and a durable leather sole adds to the overall relaxed style of th more...
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Fossil Men's Hans Penny Loafer - Mens Shoes $53.9
Made to suit your business to business-casual wardrobes, this Hans loafer from Fossil is here keep you looking good and feeling better. It has a tumbled leather upper with penny loafer style inspirations, a generously padded insole, and a grippy rubber ou more...
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Fossil Men's Rally Penny Loafer - Mens Shoes $46.8
The Rally from Fossil has the sophistication of a classic penny loafer, but the cool laid back attitude of a casual slip-on----meaning, it has the best of both worlds. Utterly versatile, it has a soft and smooth leather upper with a wrapped midsole and fl more...
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FRYE Men's Otis Penny Loafer - Mens Shoes $168
Typically known for a boot that stands above, Frye enters the dress shoe fray with a penny loafer that lives up to a stellar reputation. Aficionados will appreciate the craftsmanship of the Otis loafer, while the fashion conscious are drawn to the classic more...
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Giorgio Brutini Men's 24970 - Mens Shoes $75
Giorgio Brutini brings the penny loafer into the 21st century. The profile is more tapered and sleek and the trademark penny slot is simplified for a cleaner finish. The handsome leather is refined enough to dress up yet still perfect for dapper casual we more...
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Gordon Rush Men's Montgomery Penny Loafer - Mens Shoes $112.5
For sleek no-nonsense style, try this Montgomery penny loafer from Gordon Rush. Crafted from smooth leather, this shoe includes classic detailing and a padded insole for all day comfort. more...
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H.S. Trask Men's Gibson Falls Penny Loafer - Mens Tan Suede Shoes $136.4
When rugged looks go preppy, the outcome is this handsome Gibson Falls penny loafer from H.S. Trask. It has a tumbled leather upper with soft leather linings, and a durable rubber outsole for sturdy and strong stepping. more...
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Hush Puppies Men's Axis Loafer - Mens Shoes $90.2
Hush Puppies Men's Axis Loafer more...
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Hush Puppies Men's Earl Slip-On - Mens Black Suede Shoes $72
It's easy to look sophisticated when you're wearing the Earl slip-on from Hush Puppies. Luxe suede remains the focus, and you won't have to worry, because it has been treated to repel water and to resist scuffs and stains. A molded footbed will comfort yo more...
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Hush Puppies Men's Expel Casual Loafer - Mens Shoes $46.75
Here's a classic loafer look to blend with almost any style, from preppy to tailored to urban-chic. Constructed with a durable pebble grain leather upper, the Expel from Hush Puppies is an match for jeans, khakis, cords and other casual favorites. The col more...
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Kenneth Cole REACTION Men's Rising Star Loafer - Mens Shoes $58.39
Ingenuity goes a long way toward compensating for lack of capital, an axiom Kenneth Cole proved back in the early 1980s when he launched his fledgling shoe store out of a borrowed truck parked along a fashionable Midtown Manhattan street. Gaining a parkin more...
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Magnanni Men's Brino Loafer - Mens Shoes $198
Magnanni is a third generation, family owned company based in Almansa, Spain. For over 50 years Magnanni has produced the finest quality men's footwear, combining our elegant designs with distinctive hand finishes and detailing. Magnanni footwear is manuf more...
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Mezlan Men's Windsor Slip-On - Mens Shoes $156.75
Mezlan Men's Windsor Slip-On more...
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Neil M Men's Liberty Penny Loafer - Mens Shoes $185
The men's Liberty penny loafer from Neil M. is produced to give you incredible comfort all day, on all surfaces, for all occasions. It features a leather covered removable polyurethane footbed, genuine welt construction, and an airport-friendly carbon fib more...
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Nunn Bush Men's Baker Loafer - Mens Shoes $74.95
Stroll into the room in style and comfort with Nunn Bush's Baker loafer. Featuring a smooth leather upper, comfort gel insole, and steel support shank, and long-wearing treaded sole, it's perfect for everyday wear-in the office and beyond. more...
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Ralph Lauren Men's Singleton Penny Loafer - Mens Shoes $475
There's nothing casual about the care taken to create the Singleton penny loafer by Ralph Lauren. But luckily all that effort pays off in a wonderfully comfortable classic casual shoe. Crafted in America by master artisans, every detail speaks of the comm more...
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Sebago Men's Cambridge Classic Casual Dress - Mens Shoes $55
Sebago represents authentic products and timeless design. Their original, hand-sewn Docksides boat shoe and Classic Beefroll penny loafer haven't changed since they first crafted them decades ago. Sebago is a celebration of everything New England-where li more...
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Sebago Men's Classic Loafer - Mens Shoes $62.5
This Classic loafer from Sebago will prove to be a staple to your work wardrobe. Traditional styling is accented by glossy leather and detailed stitching, and its stacked heel lends a little lift. more...
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Sebago Men's Sherman Loafer - Mens Shoes $100
Sebago's Sherman will bring a classic feel to any outfit. Rich leather or suede dresses up this silhouette with sophistication while padded linings and a grippy rubber sole offer comfort with every step. more...
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Sebago Men's Sussex Classic Casual Dress - Mens Shoes $62.5
Sebago represents authentic products and timeless design. Their original, hand-sewn Docksides boat shoe and Classic Beefroll penny loafer haven't changed since they first crafted them decades ago. Sebago is a celebration of everything New England-where li more...
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Sperry Top-Sider Men's Casuals Tremont Kiltie Tassel - Mens Shoes $66.88
A well-placed tassel dresses up these upscale Men's Casuals Tremont Kiltie Tassel slip-ons from Sperry Top-Sider. Designed for the boatsman who needs a quick transition to the boardroom, the full-grain leather uppers and genuine handsewn construction will more...
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Sperry Top-Sider Men's Gold Cup Dress Casual Penny Loafer - Mens Shoes $133.7
With all the timelessness and classic beauty of the sea, the Gold Cup dress-casual penny loafer from Sperry Top-Sider is sure to become your go-to style for dockside occasions. Its rich leather upper has a soft, lightly weathered quality right out of the more...
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Sperry Top-Sider Men's Gold Driver Penny Driving Moccasin - Mens Shoes $82.5
Best known for boat shoes that have logged more miles of open ocean than any other brand, the Sperry Top-Sider story began on a raw winter day in New England. When avid sailor and hobbyist inventor Paul Sperry let his dog Prince out for his daily exercise more...
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Sperry Top-Sider Men's Tremont Penny Loafer - Mens Shoes $52.54
Best known for boat shoes that have logged more miles of open ocean than any other brand, the Sperry Top-Sider story began on a raw winter day in New England. When avid sailor and hobbyist inventor Paul Sperry let his dog Prince out for his daily exercise more...
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Stuart & Laud Men's Brett Slip-On - Mens Shoes $255
Stuart & Laud Men's Brett Slip-On more...
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To Boot New York Men's Hayden Loafer - Mens Shoes $227.99
Whether you're headed to the office, out of town, or just to dinner, To Boot New York's Hayden slip-on boasts a clever fashion-forward look every step of the way. Handcrafted in rich suede or buffed leather, this fine loafer features the classic cutout va more...
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