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Coach Shoes | Black Ankle Booties Coach Salene Soft Leather With Stilleto Heels | Color: Black/Gold | Size: 7.5

Coach Shoes | Black Ankle Booties Coach Salene Soft Leather With Stilleto Heels | Color: Black/Gold | Size: 7.5

Authentic, Preowned And In Great Condition. Black, Butter Soft Leather Booties With Gold Circular Logo Hardware On The Side. Very Classic And Versatile Shoe! Light Signs Of Wear Throughout, Including Some Scratching In The Front When You Look Closely.... more

$100.00

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Coach Shoes | Classic Vintage Coach Loafers, Mahogney Colored Leather, Chunky Heel | Color: Brown | Size: 8.5

Coach Shoes | Classic Vintage Coach Loafers, Mahogney Colored Leather, Chunky Heel | Color: Brown | Size: 8.5

Coach Leather Loafers, Classic Vintage Style, Chunky Heel With A Square Toe, Neutral Mahogany Colored Leather With Two Tone Details On The Top. Perfect For Fall, Great Retro Style But Always Classic. The Leather Is Beautiful And These Shoes Have Been... more

$25.00

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Best Seller
Sync Collapsible Heel Penny Loafer

Sync Collapsible Heel Penny Loafer

Men's Dune Sync Collapsible Heel Penny Loafer - Brown - Loafers A penny keeper strap and apron toe lend classic sophistication to this crisp leather loafer outfitted with a collapsible heel for a versatile modern twist. more

$155.00

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Burgundy Classic Dan Loafers

Burgundy Classic Dan Loafers

Men's Sebago Burgundy Classic Dan Loafers - Black Handcrafted polished leather loafers in burgundy. Moc toe · Strap with cutout at vamp · Pinched seam at heel counter · Suede lining · Rubber block heel · Smooth leather sole Part of the Citysides... more

$260.00

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Classic Dan Loafers

Classic Dan Loafers

Men's Sebago Classic Dan Loafers - Black Handcrafted polished leather loafers in black and white. Moc toe · Strap with cutout at vamp · Pinched seam at heel counter · Suede lining · Rubber block heel · Smooth leather sole Part of the Citysides collection. more

$260.00

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Coach Shoes | Coach Alma G Heels Brown Leather Loafer Look Tassels Stacked Heel Pump | Color: Blue/Brown | Size: 8

Coach Shoes | Coach Alma G Heels Brown Leather Loafer Look Tassels Stacked Heel Pump | Color: Blue/Brown | Size: 8

Absolutely Stunning And Vintage Classic Heel In A Dark Brown Leather With Silver Hardware And Tassels, Almost A Loafer Type Look. Stacked Heels Turquoise Blue Interior more

$55.00

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Galano Penny Loafer - Black - VELLAPAIS Slip-Ons

Galano Penny Loafer - Black - VELLAPAIS Slip-Ons

Men's VELLAPAIS Galano Penny Loafer - Black - Loafers Evoke polished style in this classic penny loafer constructed from smooth Italian leather with a removable insole and low block heel. Moc toe Penny slot vamp strap Removable insole Low block heel... more

$140.00

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Krisp Mens Classic Leather Loafers - Brown - Brown - UK 7 / US 8

Krisp Mens Classic Leather Loafers - Brown - Brown - UK 7 / US 8

- Elasticated gusset, high vamp, penny strap - Low Heel - Cut: Low - Design: Plain - Toe Style: Almond - Fastening: Slip-In more

$48.99 $39.95

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Krisp Mens Classic Leather Loafers - Black - Black - UK 7 / US 8

Krisp Mens Classic Leather Loafers - Black - Black - UK 7 / US 8

- Elasticated gusset, high vamp, penny strap - Low heel - Cut: Low - Design: Plain - Toe style: Almond - Fastening: Slip-In more

$48.99 $39.95

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Krisp Mens Classic Leather Loafers - Brown - Brown - UK 8 / US 9

Krisp Mens Classic Leather Loafers - Brown - Brown - UK 8 / US 9

- Elasticated gusset, high vamp, penny strap - Low Heel - Cut: Low - Design: Plain - Toe Style: Almond - Fastening: Slip-In more

$48.99 $39.95

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Classic Dan Loafers

Classic Dan Loafers

Men's Sebago Classic Dan Loafers - Black Handcrafted buffed leather loafers in brown. Moc toe · Strap with cutout at vamp · Pinched seam at heel counter · Suede lining · Rubber block heel · Smooth leather sole Part of the Citysides collection. more

$260.00

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Tan Classic Dan Loafers

Tan Classic Dan Loafers

Men's Sebago Tan Classic Dan Loafers - Black Handcrafted suede loafers in tan. · Blanket stitching at moc toe · Strap with cutout at vamp · Perforated detailing at suede insole · Pinched seam at heel · Serrated detailing at welt · Treaded rubber block... more

$265.00

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Alpha Classic Bit Leather Loafers

Alpha Classic Bit Leather Loafers

Men's Bruno Magli Alpha Classic Bit Leather Loafers - Black Bruno Magli loafers in handburnished Italian calf leather with signature rubber island tap in the forefoot Stacked heel Almond toe Signature tonal horsebit ornament at vamp Leather lining... more

$395.00

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Gucci Shoes | Gucci Vegas Leather Mid Heel Loafers Black | Color: Black | Size: 35.5eu

Gucci Shoes | Gucci Vegas Leather Mid Heel Loafers Black | Color: Black | Size: 35.5eu

Classic Gucci Loafer With A Twist - Can Be Worn As A Shoe Or As A Slip On/Mule Style With Collapsible Back Square Toe, Rounded Edges, Classic Gucci Horsebit Detail 2.16” Stacked Block Heel All Leather Upper, Lining & Sole Size 35.5 Fits Up To 6.5 Foot... more

$599.00

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Gucci Shoes | Gucci Vegas Block Heel Loafers White | Color: White | Size: 35.5eu

Gucci Shoes | Gucci Vegas Block Heel Loafers White | Color: White | Size: 35.5eu

Classic Gucci Loafer With A Twist - Can Be Worn As A Shoe Or As A Slip On/Mule Style With Collapsible Back Square Toe, Rounded Edges, Classic Gucci Horsebit Detail 2.16” Stacked Block Heel All Leather Upper, Lining & Sole Size 35.5 Fits Up To 6.5 Foot... more

$599.00

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Coach Shoes | Ln Coach Black Leather Stacked Heel Tassel Loafers. Red Or Burgundy Stitching. | Color: Black | Size: 6 1/2 B

Coach Shoes | Ln Coach Black Leather Stacked Heel Tassel Loafers. Red Or Burgundy Stitching. | Color: Black | Size: 6 1/2 B

These Classic Pump Style Loafers Are Very Clean Inside & Out. Worn Only A Couple Of Times. Great For Business, Dress Or Casual. Slip On. These Pumps Are Season Less. Stitching Is Subtle In Color & Is As Depicted In Pics. Hard To Tell If It’s Red Or... more

$30.00

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Free People Shoes | Free People Liv Leather Cream Block Heels Slip On Loafer Size 7.5 - 37.5 New | Color: Cream/Tan | Size: 7.5

Free People Shoes | Free People Liv Leather Cream Block Heels Slip On Loafer Size 7.5 - 37.5 New | Color: Cream/Tan | Size: 7.5

New Free People Liv Leather Cream Block Heels Slip On Loafer Size 7.5 - 37.5 A Classic With A Twist, These Sophisticated Loafers Are Featured In A Heritage Design, Complete With A Coin-Filled Penny-Slot For A Unique Touch. Slip-On Style, Leather... more

$110.00

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Gucci Shoes | Gucci Brown Heels Loafers 9 1/2 | Color: Brown/Red | Size: 9.5

Gucci Shoes | Gucci Brown Heels Loafers 9 1/2 | Color: Brown/Red | Size: 9.5

These Bold Loafers Are Crafted Of Patent Leather In Classic Brown Color. They Feature An Antique Gold Gg Logo, Red And Green A Squared Toe, And A Three-Inch Covered Block Heel. Euc With Minimal Signs Of Wear- Worn Once With Mild Sole Scuffing. Heels... more

$225.00

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Gucci Shoes | Gucci Vintage Tassel Gray Leather Gold Gg Logo Bit Pumps Loafers Shoes Heels | Color: Gray | Size: 6

Gucci Shoes | Gucci Vintage Tassel Gray Leather Gold Gg Logo Bit Pumps Loafers Shoes Heels | Color: Gray | Size: 6

Gucci Vintage Tassel Gray Leather Gold Gg Logo Bit Pumps Loafers Shoes Heels Sz 36.5, Excellent Condition, Normal Minor Wear, Pretty Flap Tassel Accent. Gorgeous And Classic Heels! Will Ship Right Away. Check Out My Other Gucci Vintage Shoes Consolidation more

$150.00

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Coach Shoes | Coach Classic Black Leather Loafers Silver Hardware | Color: Black/Silver | Size: 7

Coach Shoes | Coach Classic Black Leather Loafers Silver Hardware | Color: Black/Silver | Size: 7

Classic Short Heel Loafers!!! Good Condition Wear On Bottoms!! more

$25.00

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Gucci Shoes | Gucci Classic Leather Loafers With Gold Tone Horsebit Size 5 | Color: Black | Size: 5

Gucci Shoes | Gucci Classic Leather Loafers With Gold Tone Horsebit Size 5 | Color: Black | Size: 5

Gucci Classic Leather Loafers With Gold Tone Horsebit Size 5. Leather Lining And 1 Inch Heel. These Are In Good Used Condition. Made In Italy more

$210.00

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Gucci Shoes | Gucci Loafers Mens Classic Black With Modern Horsebit | Color: Black/Silver | Size: 9.5

Gucci Shoes | Gucci Loafers Mens Classic Black With Modern Horsebit | Color: Black/Silver | Size: 9.5

Authentic And A Classic That Will Last A Lifetime! In Great Condition And Ready To Ship. We Are Minimizing Our Closets And My Husband Is Parting With These Beauties. Worn Once And A Small Scuff Mark On Back Right Heel Shown In Pictures. Topy Placed At... more

$225.00

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J. Crew Shoes | Gently Used J. Crew Classic Loafer Mules (Black) | Color: Black | Size: 7

J. Crew Shoes | Gently Used J. Crew Classic Loafer Mules (Black) | Color: Black | Size: 7

These Penny Loafer Mules Are Beautiful, Classic And Go Great With Everything From Jeans To Dresses. Great For An Easy Going Night Out And Perfect In The Office. Black Leather, Slight 3/4- 1 Inch Heel, Includes Original J. Crew Dust Bag more

$65.00

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Coach Shoes | Classic, Easy Loafers In Grey/Black Coach Signature-Logo: “Frieda,” Us 8.5 B. | Color: Black/Gray | Size: 8.5

Coach Shoes | Classic, Easy Loafers In Grey/Black Coach Signature-Logo: “Frieda,” Us 8.5 B. | Color: Black/Gray | Size: 8.5

Black Patent Leather Accents The Casual, Classic Grey Of These Can’t-Go-Wrong Loafers. Timeless Coach Details Abound: On The Silver Tips Of The Stylish Front Knot-Details And Engraved In The Tone-On-Tone Shiny Black Heels. These Are An Investment In... more

$35.00

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J. Crew Shoes | J. Crew Academy Penny-Loafer Mules Black Patent Leather 7 Preppy Classic Chic | Color: Black | Size: 7

J. Crew Shoes | J. Crew Academy Penny-Loafer Mules Black Patent Leather 7 Preppy Classic Chic | Color: Black | Size: 7

Size 7. Good Preowned Condition. Interior Ling Shoes Wear. Some Scuffs On Toes. Footbed Under Heel Lifting Slightly. Small Hole From Store Tag On Side. See Photos. Chic Classic Academia Preppy Office Neutral Minimalist Capsule Wardrobe more

$50.00

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Gucci Shoes | Gucci Black Leather Gold Horsebit Jordaan Classic 1953 Loafer Uk 8 Us 9 Italy | Color: Black/Gold | Size: 9

Gucci Shoes | Gucci Black Leather Gold Horsebit Jordaan Classic 1953 Loafer Uk 8 Us 9 Italy | Color: Black/Gold | Size: 9

Gucci Black Leather Gold Horsebit Jordaan Loafer. The Back Is Designed To Be Worn With The Heel Folded Down Or Up In The Classic Manner. Almond Toe, Slip-On Style, And Leather Sole. Made In Italy. Lightly Worn As I Lost Weight And So Did My Feet So... more

$300.00

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Gucci Shoes | Authentic Vtg Gucci Black Suede Classic Horse-Bit Loafers | Color: Black/Gold | Size: 8

Gucci Shoes | Authentic Vtg Gucci Black Suede Classic Horse-Bit Loafers | Color: Black/Gold | Size: 8

A Pair Of Vintage Black Suede Gucci Classic Horse-Bit Loafer - With Gold Metal Trademark Gucci Horsebit. With Hand-Pegged Leather Soles And Heels And Gucci Name On Insoles And Soles. In Vintage Condition -- Moderate Wear On Shoes - More Notable Wear On... more

$175.00

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Free People Shoes | Free People Liv Size 40 Brown Leather Classic Penny Loafer | Color: Brown/Tan | Size: 9

Free People Shoes | Free People Liv Size 40 Brown Leather Classic Penny Loafer | Color: Brown/Tan | Size: 9

Free People Liv Bronzer Brown Leather Penny Loafer Size 40= Us 9 Burnished Leather Plays Up The Timeless Polish Of This Tried-And-True Penny Loafer 1.25" Heel .5" Platform Leather Upper & Lining Synthetic Sole Slip On Styling New Without Box more

$115.00

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Gucci Shoes | Gucci Mens Moccasin Loafers 8.5 Driving Shoe Leather Classic Black Gold Horsebit | Color: Black/Gold | Size: 8.5

Gucci Shoes | Gucci Mens Moccasin Loafers 8.5 Driving Shoe Leather Classic Black Gold Horsebit | Color: Black/Gold | Size: 8.5

Gucci Mens Loafers Size 8.5 8 1/2 Driving Shoe Genuine Leather Black Gold Horsebit Detail Rubber Heel Part Excellent Preloved Condition. Well Cared For! Recently Conditioned. A Little Separation On One Side Of Tongue With Leather. Easily Fixed With A... more

$262.00

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Rucci Loafer

Rucci Loafer

Men's Florsheim Rucci Loafer - Brown - Loafers Keep your look as classic as can be with this smooth leather loafer featuring a stacked heel and well-cushioned insole. more

$129.95

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Motor Moc Toe Penny Driving Loafer

Motor Moc Toe Penny Driving Loafer

Men's Florsheim Motor Moc Toe Penny Driving Loafer - Brown - Loafers Smartly embossed leather elevates a loafer styled with a classic moc toe and a segmented rubber sole that wraps up the back of the heel. more

$100.00

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Xander Driving Loafer

Xander Driving Loafer

Men's Bruno Magli Xander Driving Loafer - Gray - Loafers Gleaming bit hardware and a classic moc toe distinguish a supple suede loafer finished with a heel-wrapping driving outsole. Leather upper and lining/rubber sole Made in Italy. more

$250.00 $175.00

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Penny Loafer

Penny Loafer

Men's Paul Stuart Penny Loafer - Brown - Loafers A classic penny loafer lifted by a low block heel is handcrafted from smooth leather and is the perfect footwear for nearly every occasion. Leather upper, lining and sole Made in Italy. more

$675.00

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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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Wileen Loafer

Wileen Loafer

Men's Vince Camuto Wileen Loafer - Brown - Loafers The Wileen loafer by Vince Camuto is a great way to add some pizzazz to your outfits. Horse bit hardware and subtle block heel update the classic slip-on silhouette of this leather loafer. Leather... more

$89.99

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Horatio Horse Bit Loafer

Horatio Horse Bit Loafer

Men's Paul Stuart Horatio Horse Bit Loafer - Black - Loafers A polished horse bit tops a handsome velvet loafer featuring a classic round toe and grounded by a low block heel. Textile upper/leather lining and sole Made in Italy. more

$795.00

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Xander Driving Loafer

Xander Driving Loafer

Men's Bruno Magli Xander Driving Loafer - Blue - Loafers Gleaming bit hardware and a classic moc toe distinguish an Italian-made loafer finished with a flexible driver sole that extends up the heel. Leather upper and lining/rubber sole Made in Italy. more

$250.00

FREE shipping

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90 Larson Penny Leather Loafers

90 Larson Penny Leather Loafers

Men's G.H.BASS 90 Larson Penny Leather Loafers - Brown G.H Bass' loafer collection testifies to the brand's meticulous craftsmanship. Fitted with all the classic trimmings, moccasin upper, vamp saddle and modest heel included, this Larson pair is... more

$186.32

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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

FREE shipping

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Athens Penny Driving Loafer

Athens Penny Driving Loafer

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

$129.00

FREE shipping

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More information about Men's Shoes

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