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| Best Seller  | New This Season, Our Winona Penny Loafers Were Tested In-House To Make Sure They're Extra-Comfy. You'll Want To Wear Them With Everything From Straight-Leg Jeans To Midi Skirts And Even Your Comfiest Joggers. Made From Spazzolato Leather, These Loafers... ... more | go to store |
 | New This Season, Our Winona Penny Loafers Were Tested In-House To Make Sure They're Extra-Comfy. You'll Want To Wear Them With Everything From Straight-Leg Jeans To Midi Skirts And Even Your Comfiest Joggers. Made From Spazzolato Leather, These Loafers... ... more | go to store |
| Best Seller  | New This Season, Our Winona Penny Loafers Were Tested In-House To Make Sure They're Extra-Comfy. You'll Want To Wear Them With Everything From Straight-Leg Jeans To Midi Skirts And Even Your Comfiest Joggers. Made From Spazzolato Leather, These Loafers... ... more | go to store |
 | White Spazzolato Pleated Varsity Loafers Men's Thom Browne White Spazzolato Pleated Varsity Loafers - Black Spazzolato calfskin loafers in white. ... 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 Essex Drew Shoe by Drew in Burgundy Leather (Size 15 4W) 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 Burgundy Leather (Size 8 4W) 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 Burgundy Leather (Size 8 1/2 4W) 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 |
 | J.Crew Winona Penny Loafers In Spazzolato Rich Caramel Leather Size 9 *Current Item $198* Winona Penny Loafers Were Tested In-House By J.Crew To Make Sure They're Extra Comfy. Wear Them With Everything From Straight-Leg Jeans To Midi Skirts And Even... ... more | go to store |
 | J. Crew Shoes | J Crew Winona Loafers In Spazzolato Leather | Color: Black | Size: 9 J Crew Winona Penny Loafers In Spazzolato Leather Size 9 ... more | go to store |
 | J. Crew Shoes | J Crew Leather Penny Loafers (35.5) | Color: Brown | Size: 5.5 New With Tags / Never Worn / Comes In Original Box Color: Rich Caramel Size: 3.5 (35h) Material: Spazzolato Leather Features: Glossy, Polished Shine ... more | go to store |
 | Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. ... 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 - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA ... more | FREE shipping go to store |
 | Randolph Leather Penny Loafers Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" penny loafers in smooth leather Stacked heel Round toe Silvertone bit strap Leather lining Slip-on style Made in USA. ... more | FREE shipping go to store |
 | Men's Frye Tyler Leather Penny Loafers - Brown 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 |
 | Arezzo Burnished Leather Penny Loafers Men's Bruno Magli Arezzo Burnished Leather Penny Loafers - Brown Bruno Magli "Arezzo" loafer in smooth, handburnished calf leather. Rounded apron toe; braided leather moccasin seam. 1" stacked heel. Notched vamp. Penny keeper strap. Slipon style.... ... more | FREE shipping go to store |
 | Men's Allen Edmonds Leather Penny Loafers - Brown Allen Edmonds penny loafers in smooth leather Handsewn construction Flat heel Round moc toe Penny keeper strap Leather lining Flexible rubber tread sole Slipon style Imported ... 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 |
 | Randolph Leather Penny Loafers Men's Allen Edmonds Randolph Leather Penny Loafers - Brown 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 |
 | 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 |
 | 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 |
 | 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 |
 | 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 |
 | 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 |
 | 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 |
 | Randolph Leather Penny Loafers Men's Allen Edmonds Randolph Leather Penny Loafers - Brown Allen Edmonds "Randolph" loafer in smooth leather Stacked heel Apron toe Notched vamp Penny keeper strap Slipon style Lining: Leather Made in USA ... more | FREE shipping go to store |
 | Men's VINNY'S Richee Leather Penny Loafers - Brown 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 brown nappa leather features... ... more | FREE shipping go to store |
 | Men's Church's Penny-slot Leather Loafers - Brown Penny-slot leather loafers from CHURCH'S featuring wine red, calf leather, penny slot, round toe, slip-on style, branded insole and low heel. ... more | $929.76 $562.32 FREE shipping go to store |
 | Larson Moc Penny Leather Loafers Men's G.H.BASS Larson Moc Penny Leather Loafers - Brown SS24 sees G.H Bass fully flesh out their loafer line. This Larson Moc penny pair is designed to endure with its brown polished leather finish and stripped back details. We like them as the... ... more | go to store |
 | Men's Magnanni Shoes Daniel Leather Penny Loafers - Brown Magnanni "Daniel" penny loafers in premium calf leather Features bologna construction for added breathability and flexibility Stacked heel Round toe Penny strap at vamp Leather lining and trim... ... more | FREE shipping go to store |
 | Men's G.H.BASS Larson Leather Penny Loafer - Brown - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. ... more | FREE shipping go to store |
 | Men's G.H.BASS Larson Leather Penny Loafer - Gray - Loafers This classic penny loafer boasts handsome moc-stitching and classic beefroll details that pair equally well with crisp suits and casual shorts. ... 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 |
 | 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 |
 | Handsewn Leather Penny Loafers Men's Peter Millar Handsewn Leather Penny Loafers - Brown Peter Millar penny loafers in luxurious leather with a rich matte finish Chunky heel Handstitched round moc toe Penny keeper strap Innovative foam insole Sheepskin lining Welted sole... ... more | FREE shipping go to store |
 | Men's Bruno Magli Raging Leather Penny Loafers - Brown Bruno Magli "Raging" loafers in brushed Italian calf leather 1.25 in / 30 mm stacked heel Almond toe Penny keeper strap Leather lining Rubber outsole Item Weight (Lbs.): 3.0 Slipon style Item runs... ... 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 |
 | Manfredo Woven Leather Penny Loafers Men's Bruno Magli Manfredo Woven Leather Penny Loafers - Brown Bruno Magli "Manfredo" woven leather penny loafers 0.25 in / 10 mm flat heel Round apron toe Notched vamp with keeper strap Slip-on style Leather lining Leather/Rubber outsole Spot clean... ... more | FREE shipping go to store |
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