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Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and Ortho Lite® insole. more

Madewell Shoes | Madewell The Nye Penny Loafer Nh255 | Color: Black | Size: Various

Crafted Of Shiny Box Leather, These Classic Slip-On Loafers Have A Cute Could-Wear-To-Prep-School Vibe Thanks To Traditional Details Like The Sleek Penny-Slot Keeper. And You'll Want To Wear 'Em All Day Thanks To Our Mwl Cloudlift Lite Padding That... more

Madewell Shoes | Madewell The Vernon Loafer Nm083, Size 7 | Color: Black | Size: 7

A New Take On A Classic, These Leather Loafers Make A Statement With Their Penny Strap And Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... Well, You Know. 1" Heel. Leather Upper. Leather Lining. Man-Made... more

Madewell Shoes | Madewell The Vernon Loafer Nl839 | Color: Brown/Tan | Size: 6.5

Coming In Leather With A Little Added Shine And Texture, These Loafers Have A Statement-Making Penny Strap And Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... Well, You Know. 1" Heel. Leather Upper. Leather... more

S Lite Penny Loafer - Brown - Ecco Slip-Ons

Men's Ecco S Lite Penny Loafer - Brown - Loafers Water-resistant treatment and a supportive footbed offer exceptional comfort in a versatile moc-toe loafer grounded on grippy rubber treads. more

Rockport Classic Loafer Lite Penny - Mens 11 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 10.5 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 11.5 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Blue - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and Ortho Lite® insole. more

Cartwright Penny Loafer

Men's Gordon Rush Cartwright Penny Loafer - Brown - Loafers Elevate your work-to-weekend look with this handsome penny loafer crafted of premium Italian suede and furnished with a breathable lining and Ortho Lite® insole. more

The Corinne Lug Sole Loafer

Women's Madewell The Corinne Lug Sole Loafer - Brown - Loafers A classic penny loafer with a '90s-inspired chunky lug sole, this pair is made from ISATM LITE (Low Impact To the Environment) leather. The ISA LITE leather uses less energy and water than... more

Madewell Shoes | New Madewell The Vernon Loafer Nm083 Store Tryons | Color: Black | Size: 7

A New Take On A Classic, These Leather Loafers Make A Statement With Their Penny Strap And Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A... Well, You Know. 1" Heel. Leather Upper. Leather Lining. Man-Made... more

Madewell Shoes | Madewell The Vernon Loafer Sz 8 Nl839 | Color: Brown | Size: 8

New Without Box, Flaw On The Leather On One Shoe. Coming In Leather With A Little Added Shine And Texture, These Loafers Have A Statement-Making Penny Strap And Stacked Heel. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On... more

Madewell Shoes | Madewell Alex Loafer In Dotted Calf Hair | Color: Black/Tan | Size: 8

Madewell: Like Penny Loafers Minus The Coin Slot (Because, Credit Cards), These Flats Come In Textural Spotted Calf Hair With Hand-Stitched Details. And, Cushiness Alert: Our Mwl Cloudlift Lite Padding Feels Like Walking On A...Well, You Know. 1/2"... more

Rockport Classic Loafer Lite Penny - Mens 11.5 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 8.5 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 13 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 9.5 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 14 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 8 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 9 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 8 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 14 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 10 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 10 Brown Slip On Medium

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 13 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 8.5 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Rockport Classic Loafer Lite Penny - Mens 12 Brown Slip On W

*Rockport's handsome penny loafer delivers all-day comfort and timelessly traditional style *Leather upper with moc toe and penny keeper strap *Sponge EVA footbed forms to the shape of the foot for a personalized fit *Dewix anti-microbial linings wick... more

Le Loafer Leather Penny Loafers

Men's Saint Laurent Le Loafer Leather Penny Loafers - Natural Crafted from smooth leather in a rounded silhouette, the Le Loafer penny loafers from Saint Laurent feature the label's Cassandre logo. The slip-on design rests atop leather soles. Upper:... more

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

Gommino Round Toe Penny Loafers

Men's Tod's Gommino Round Toe Penny Loafers - Brown 100% Calf Leather, 100% Rubber, 100% Calf Suede. Made in Italy. more

Wakith Suede Apron Toe Penny Loafer

Men's ALDO Wakith Suede Apron Toe Penny Loafer - Brown - Loafers Classic and versatile, this loafer made of brushed suede features a contoured penny strap and classic apron toe for a smart, streamlined look. more

Larson Leather Penny Loafer

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

Newhaven Penny Loafer

Men's Crosby Square Newhaven Penny Loafer - Brown - Loafers Smooth Italian leather brings a refined element to this handsome penny loafer that's a go-to style for your casual and business-casual looks. A breathable leather lining and well-cushioned... more

Berkley Flex Penny Loafer

Men's Florsheim Berkley Flex Penny Loafer - Brown - Loafers Get classic style and complete comfort in this moc-toe penny loafer constructed with a cushioned footbed, arch support and a flexible sole. more

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

James Penny Loafers

Men's Tricker's James Penny Loafers - Black 100% Leather. Made in United Kingdom. more

Yardee Penny Loafer

Men's VINNY'S Yardee Penny Loafer - Brown - Loafers A crepe rubber sole grounds this rich suede penny loafer fashioned with a cushioned footbed for daylong comfort. Cushioned footbed Leather upper and lining/rubber sole Made in Portugal Black... more