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| Best Seller  | Brooks Brothers Men's Westport Penny Loafers | Black | Size 11 D Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more | go to store |
 | Brooks Brothers Men's Westport Penny Loafers | Black | Size 10 D Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more | go to store |
| Best Seller  | Men's Essex Drew Shoe by Drew in Black Leather (Size 11 1/2 M) This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 10 1/2 N) This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more | go to store |
 | Brooks Brothers Men's Westport Penny Loafers | Black | Size 12 D Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more | go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 8 1/2 M) This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more | go to store |
 | Men's Ferragamo Black Leather Penny Loafer - Loafers Buffed calfskin loafers in black. Strap with cut out at vamp. more | $895.00 $573.00 FREE shipping go to store |
 | Men's VINNY'S Richee Leather Penny Loafers - Black Vinny's collections are designed for the modern man’s everyday wardrobe, so it’s unsurprising that the roster includes a refined loafer. The Richee style in polished black nappa leather features... more | FREE shipping go to store |
 | Brown Vitello Calf Leather Varsity Penny Loafers Men's Thom Browne Brown Vitello Calf Leather Varsity Penny Loafers - Black Buffed calfskin loafers in brown. more | FREE shipping go to store |
 | Free People Shoes | Free People Decker Black Leather Penny Loafers Sz 39 | Color: Black | Size: 39eu Free People Decker Black Leather Penny Loafers Sz 39 Used Good Condition Fast Shipping more | go to store |
 | Coach Shoes | Coach Black Leather Penny Loafers Men's Size 10.5 Euc | Color: Black | Size: 10.5 Coach Black Leather Penny Loafers Men's Size 10.5 Euc Genuine Leather Coach Logo Stamp Men's Size 10.5 Excellent Used Condition, Minimal Signs Of Wear more | go to store |
 | J. Crew Shoes | Black Leather Penny Loafers | Color: Black | Size: 9.5 Black Penny Loafers. Creases In The Toes. Could Use A Trip To The Cobbler To Replace The Bottoms, But Definitely Not Necessary! more | go to store |
 | Sandro Moscoloni Adam Black Leather Penny Loafer - Black - 10.5D Moccasins are the perfect shoes for casual outfits, on events at night or day! Besides, they are practical, stylish, refined shoes that offer elegance to male outfits. The most practical footwear in the male universe! It quickly slips into your feet,... more | $99.50 $49.90 go to store |
 | Sandro Moscoloni Adam Black Leather Penny Loafer - Black - 10D Moccasins are the perfect shoes for casual outfits, on events at night or day! Besides, they are practical, stylish, refined shoes that offer elegance to male outfits. The most practical footwear in the male universe! It quickly slips into your feet,... more | $99.50 $49.90 go to store |
 | Sandro Moscoloni Adam Black Leather Penny Loafer - Black - 7.5D Moccasins are the perfect shoes for casual outfits, on events at night or day! Besides, they are practical, stylish, refined shoes that offer elegance to male outfits. The most practical footwear in the male universe! It quickly slips into your feet,... more | $99.50 $49.90 go to store |
 | Men's Essex Drew Shoe by Drew in Black Leather (Size 9 M) This Drew mens classic slip-on penny loafer offers a timeless style tailored to dress up any outfit. The Essex by Drew® features added depth with a removable footbed with ultimate arch build-up. Premium quality leather and lightweight, shock absorbing... more | go to store |
 | Brooks Brothers Men's Westport Penny Loafers | Black | Size 13 D Full-grain leather and our hand-sewn English moccasin uppers, with beef roll detail, set the standard for classic All-American style. Our hand-stained heritage leather outsoles house a memory foam footbed that offers all-day comfort.100%... more | go to store |
 | Le Loafer Penny Slippers In Smooth Leather Men's Saint Laurent Le Loafer Penny Slippers In Smooth Leather - Black - Loafers Penny loafers with Saint Laurent embossed back tab and saddle decorated with the cassandre on the front. more | FREE shipping go to store |
 | Croftwood Check Leather Penny Loafer Men's Burberry Croftwood Check Leather Penny Loafer - Black - Loafers Burberry's iconic check framed in apron-toe stitching lets you go bold and distinctive in a penny loafer that's crafted smartly from polished Italian leather. Leather upper, lining... more | FREE shipping go to store |
 | Randolph Leather Penny Loafers Men's Allen Edmonds Randolph Leather Penny Loafers - Black Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slipon style Made in USA more | FREE shipping go to store |
 | Wilde Vegas Strip Leather Penny Loafers Men's Duke & Dexter Wilde Vegas Strip Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features the Las Vegas Strip race car motif 1.00 in / 25 mm stacked heel Round moc toe Penny... more | FREE shipping go to store |
 | Men's Bruno Magli Tonio Leather Penny Loafers - Black Bruno Magli "Tonio" modern take on a traditional calf leather penny loafer. A flexible glovelike construction made of supple Italian leather. The sole is a combination of leather and rubber for the... more | FREE shipping go to store |
 | Men's Paul Stuart Ritz Leather Penny Loafers - Black Paul Stuart "Ritz" penny loafers with smooth calf leather upper Stacked heel Round toe Penny strap at notched vamp Leather lining Slipon style Made in Italy more | FREE shipping go to store |
 | Men's Thom Browne Grained Leather Penny Loafers - Black Lining: leather. Sole: leather insole, rubber sole. Toe shape: round toe. Upper: calf leather. Comes with a box. Made in italy. more | $690.00 $386.40 go to store |
 | Men's VINNY'S Vinnee Leather Penny Loafers - Black The benefits of all loafers is that they are comfortable while also staying smart. Vinny's Vinnee style have smooth leather uppers with a wide, slightly squared toe and traditional penny vamps. more | FREE shipping go to store |
 | Shiloh Casual Leather Penny Loafers Women's Rag & Bone Shiloh Casual Leather Penny Loafers - Black Rag amp; Bone "Shiloh" casual leather penny loafers 3.00 in / 75 mm block heel; 1.75 in / 45 mm platform Round moc toe Notched vamp with keeper strap Slipon style Lugged rubber outsole... more | FREE shipping go to store |
 | Men's Allen Edmonds Newman Leather Penny Loafers - Black Allen Edmonds "Newman" penny loafers in premium calfskin leather with an antique finish Comfortable, handsewn construction 1.00 in / 25 mm stacked heel Round moc toe Penny keeper strap... more | FREE shipping go to store |
 | 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 | go to store |
 | Leather Penny Loafers With Logo Trim Men's Moschino Leather Penny Loafers With Logo Trim - Black Moschino loafers in smooth calfskin leather with rubberized logo trim Stacked heel Round moccasin toe Penny keeper strap Slipon style Made in Italy more | FREE shipping go to store |
 | Nathan Croc-Effect Leather Penny Loafers Men's Bruno Magli Nathan Croc-Effect Leather Penny Loafers - Black Bruno Magli "Nathan" loafers in crocprinted handburnished Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight... more | FREE shipping go to store |
 | Wilde Bicolor Leather Penny Loafers Men's Duke & Dexter Wilde Bicolor Leather Penny Loafers - Black DUKE + DEXTER "Wilde" penny loafers in smooth, bicolor calf leather 1.00 in / 25 mm stacked heel Round moc toe Leather penny keeper strap Lining: Leather/cotton Rubber outsole Slip-on... more | FREE shipping go to store |
 | Spazzolato Leather Penny Loafers Men's Karl Lagerfeld Spazzolato Leather Penny Loafers - Black Karl Lagerfeld Paris "Spazzolato" penny loafers with smooth leather upper Chunky heel Round moc toe Penny strap at vamp Polyurethane lining Slipon style Chunky rubber sole Made in Portugal more | FREE shipping go to store |
 | Arezzo Braided Leather Penny Loafers Men's Bruno Magli Arezzo Braided Leather Penny Loafers - Black Bruno Magli loafers in hand-burnished leather with braided seam Blake-stitched construction Stacked heel Almond moc toe Notched vamp Penny keeper strap Leather lining Slip-on style "Arezzo"... more | FREE shipping go to store |
 | Men's Rag & Bone Rb Leather Penny Loafers - Black Rag & Bone penny loafers in calf suede/leather Chunky heel Round moc toe Penny keeper strap Debossed logo on the side Chunky lug sole Vibram® outsole for state-of-the-art traction Lining: Leather... more | FREE shipping go to store |
 | Wilde Rattan And Leather Penny Loafers Men's Duke & Dexter Wilde Rattan And Leather Penny Loafers - Black DUKE + DEXTER "Wilde" penny loafers in smooth leather with a woven rattan vamp Contrast topstitching 1.00 in / 25 mm stacked heel Round moc toe Leather penny keeper strap Lining:... more | FREE shipping go to store |
 | Wilde Racing Flag Leather Penny Loafers Men's Duke & Dexter Wilde Racing Flag Leather Penny Loafers - Black DUKE + DEXTER exclusive "Wilde" penny loafers in bicolor leather with contrast topstitching Features a printed racing flag motif 1.00 in / 25 mm stacked heel Round moc toe Penny keeper... more | FREE shipping go to store |
 | Men's Frye Tyler Leather Penny Loafers - Black Frye "Tyler" penny loafers in calf leather Stacked heel Round moc toe Penny keeper strap Leather/pigskin lining Debossed logo on the side Leather/rubber outsole Slipon style Spot clean Made in Mexico more | FREE shipping go to store |
 | Ettore Leather Casual Penny Loafers Men's Bruno Magli Ettore Leather Casual Penny Loafers - Black 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 Slipon style Leather lining Rubber... more | FREE shipping go to store |
 | Xane Leather Driver Penny Loafers Men's Bruno Magli Xane Leather Driver Penny Loafers - Black Donald J Pliner "Xane" calf leather driver penny loafers 0.25 in / 10 mm flat heel Round moc toe Notched vamp with keeper strap Slipon style Leather lining Rubber bumper at back heel Rubber... more | FREE shipping go to store |
 | Men's Officine Creative Black Penny 004 Loafers Handcrafted buffed leather loafers in black. more | $740.00 $340.00 FREE shipping go to store |
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