Men's Leather Outsole Casual Comfort Shoes
57 items found
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![Black Johnston & Murphy Hayes Penny Loafer](https://m.media-amazon.com/images/I/61tBGl7tXML._AC_SR768,1024_.jpg)
![Black Johnston & Murphy Hayes Penny Loafer](https://m.media-amazon.com/images/I/61Ij64ypHSL._AC_SR768,1024_.jpg)
![Burgundy Johnston & Murphy Hayes Tassel Loafer](https://m.media-amazon.com/images/I/61cLR1rl7BL._AC_SR768,1024_.jpg)
![Burgundy Johnston & Murphy Hayes Tassel Loafer](https://m.media-amazon.com/images/I/61BG8aA0wrL._AC_SR768,1024_.jpg)
![Black Florsheim Berkley Penny Loafer](https://m.media-amazon.com/images/I/61qtuXyfGNL._AC_SR768,1024_.jpg)
![Black Florsheim Berkley Penny Loafer](https://m.media-amazon.com/images/I/61B+399jviL._AC_SR768,1024_.jpg)
![Navy Polo Ralph Lauren Merton Vnetn](https://m.media-amazon.com/images/I/71ePqCN8KwL._AC_SR768,1024_.jpg)
![Navy Polo Ralph Lauren Merton Vnetn](https://m.media-amazon.com/images/I/61Ri31tsyiL._AC_SR768,1024_.jpg)
![Black Marc Joseph New York Morrisville](https://m.media-amazon.com/images/I/61QZRwrwvIL._AC_SR768,1024_.jpg)
![Black Marc Joseph New York Morrisville](https://m.media-amazon.com/images/I/61cEqEVMVVL._AC_SR768,1024_.jpg)
3 left in stock
![Black Magnanni Lachlan](https://m.media-amazon.com/images/I/71N1URbZ+4L._AC_SR768,1024_.jpg)
![Black Magnanni Lachlan](https://m.media-amazon.com/images/I/61PKplO7+EL._AC_SR768,1024_.jpg)
10 left in stock
![Brown BOSS Colby Smooth Leather Derby Dress Shoes](https://m.media-amazon.com/images/I/61UkNNy-UAL._AC_SR768,1024_.jpg)
![Brown BOSS Colby Smooth Leather Derby Dress Shoes](https://m.media-amazon.com/images/I/61fRfsuyuXL._AC_SR768,1024_.jpg)
![Black Tommy Hilfiger Rezz6](https://m.media-amazon.com/images/I/71NDm57m5EL._AC_SR768,1024_.jpg)
![Black Tommy Hilfiger Rezz6](https://m.media-amazon.com/images/I/61pcKv5cFrL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Baldwin Leather Bit](https://m.media-amazon.com/images/I/71OGlNThbjL._AC_SR768,1024_.jpg)
![Brown Johnston & Murphy Collection Baldwin Leather Bit](https://m.media-amazon.com/images/I/71ORDqG22hL._AC_SR768,1024_.jpg)
![Black Johnston & Murphy Collection Taylor Penny](https://m.media-amazon.com/images/I/61w6-8+t59L._AC_SR768,1024_.jpg)
![Black Johnston & Murphy Collection Taylor Penny](https://m.media-amazon.com/images/I/618yT+djH2L._AC_SR768,1024_.jpg)
![Black Bruno Magli Raging Bit](https://m.media-amazon.com/images/I/61oet+Z4CCL._AC_SR768,1024_.jpg)
![Black Bruno Magli Raging Bit](https://m.media-amazon.com/images/I/61KK5GvWN3L._AC_SR768,1024_.jpg)
6 left in stock
![Blue Glerups Wool Boot Leather Outsole](https://m.media-amazon.com/images/I/81RJ1EUd1ZL._AC_SR768,1024_.jpg)
![Blue Glerups Wool Boot Leather Outsole](https://m.media-amazon.com/images/I/81CfkATsrNL._AC_SR768,1024_.jpg)
6 left in stock
![Black To Boot New York Gunn](https://m.media-amazon.com/images/I/71aFMMdRopL._AC_SR768,1024_.jpg)
![Black To Boot New York Gunn](https://m.media-amazon.com/images/I/718eorsWKQL._AC_SR768,1024_.jpg)
![Brown Clarks Un Shire Hi Waterproof](https://m.media-amazon.com/images/I/61vMjw1rZ0L._AC_SR768,1024_.jpg)
![Brown Clarks Un Shire Hi Waterproof](https://m.media-amazon.com/images/I/71KhgGY+cFL._AC_SR768,1024_.jpg)
![Brown Stacy Adams Tallero Lace-Up](https://m.media-amazon.com/images/I/719zmH6rUWL._AC_SR768,1024_.jpg)
![Brown Stacy Adams Tallero Lace-Up](https://m.media-amazon.com/images/I/71m1B64d5qL._AC_SR768,1024_.jpg)
9 left in stock
![Brown Allen Edmonds Super Sport](https://m.media-amazon.com/images/I/71A+pw-QCXL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Super Sport](https://m.media-amazon.com/images/I/61khytTN5CL._AC_SR768,1024_.jpg)
![White Marc Joseph New York Spring Street](https://m.media-amazon.com/images/I/61uhzuOVTCL._AC_SR768,1024_.jpg)
![White Marc Joseph New York Spring Street](https://m.media-amazon.com/images/I/61sdwGU9lYL._AC_SR768,1024_.jpg)
![Black COACH Tanner Loafers](https://m.media-amazon.com/images/I/61G4U6LWz0L._AC_SR768,1024_.jpg)
![Black COACH Tanner Loafers](https://m.media-amazon.com/images/I/51db5+t2XGL._AC_SR768,1024_.jpg)
8 left in stock
![Black La Canadienne Albie](https://m.media-amazon.com/images/I/61waHeoCWIL._AC_SR768,1024_.jpg)
![Black La Canadienne Albie](https://m.media-amazon.com/images/I/51x23hDco8L._AC_SR768,1024_.jpg)
10 left in stock
![Black Florsheim Conetta Moc Toe Bit Slip-On Loafer](https://m.media-amazon.com/images/I/61oCl9rx0lL._AC_SR768,1024_.jpg)
![Black Florsheim Conetta Moc Toe Bit Slip-On Loafer](https://m.media-amazon.com/images/I/61KQM8qEhdL._AC_SR768,1024_.jpg)
4 left in stock
![Green Acorn Polar Pair](https://m.media-amazon.com/images/I/71+xLNjgeJL._AC_SR768,1024_.jpg)
![Green Acorn Polar Pair](https://m.media-amazon.com/images/I/71IdMBRvABL._AC_SR768,1024_.jpg)
![Black Florsheim Kenmoor Wingtip Oxford](https://m.media-amazon.com/images/I/61XEdyIJUaL._AC_SR768,1024_.jpg)
![Black Florsheim Kenmoor Wingtip Oxford](https://m.media-amazon.com/images/I/711iSoDn6vL._AC_SR768,1024_.jpg)
8 left in stock
![Black Massimo Matteo Penny Moccasin](https://m.media-amazon.com/images/I/71t2S1d53VL._AC_SR768,1024_.jpg)
![Black Massimo Matteo Penny Moccasin](https://m.media-amazon.com/images/I/71tmZ8omCpL._AC_SR768,1024_.jpg)
![Black Magnanni Marcona](https://m.media-amazon.com/images/I/61rxuNif6CL._AC_SR768,1024_.jpg)
![Black Magnanni Marcona](https://m.media-amazon.com/images/I/61bQp-NMaqL._AC_SR768,1024_.jpg)
![Black To Boot New York Pescara](https://m.media-amazon.com/images/I/71EqG1dBaUL._AC_SR768,1024_.jpg)
![Black To Boot New York Pescara](https://m.media-amazon.com/images/I/61X6Y1bvBeL._AC_SR768,1024_.jpg)
5 left in stock
![Black Massimo Matteo Slip-On with Buckle](https://m.media-amazon.com/images/I/61obrOdXIlL._AC_SR768,1024_.jpg)
![Black Massimo Matteo Slip-On with Buckle](https://m.media-amazon.com/images/I/61Z1tRYvZmL._AC_SR768,1024_.jpg)
8 left in stock
![Brown Dan Post Rip](https://m.media-amazon.com/images/I/71AUCZDvVTL._AC_SR768,1024_.jpg)
![Brown Dan Post Rip](https://m.media-amazon.com/images/I/61zKnN0En6L._AC_SR768,1024_.jpg)
6 left in stock
![Brown Marc Joseph New York Comfort Road](https://m.media-amazon.com/images/I/71eZbJk2raL._AC_SR768,1024_.jpg)
![Brown Marc Joseph New York Comfort Road](https://m.media-amazon.com/images/I/61oK4VRvuEL._AC_SR768,1024_.jpg)
![Brown Roper Parker II](https://m.media-amazon.com/images/I/71zjfT9sWeL._AC_SR768,1024_.jpg)
![Brown Roper Parker II](https://m.media-amazon.com/images/I/61fJMd0SIYL._AC_SR768,1024_.jpg)
![Black Marc Joseph New York Wall St 3.0](https://m.media-amazon.com/images/I/61s7wmOcBGL._AC_SR768,1024_.jpg)
![Black Marc Joseph New York Wall St 3.0](https://m.media-amazon.com/images/I/61jHWVv++bL._AC_SR768,1024_.jpg)
![Black Dan Post Lester](https://m.media-amazon.com/images/I/811FLt9aIFL._AC_SR768,1024_.jpg)
![Black Dan Post Lester](https://m.media-amazon.com/images/I/81gVcd5q5VL._AC_SR768,1024_.jpg)
![Brown Frye Dylan Oxford](https://m.media-amazon.com/images/I/61mg7O18GEL._AC_SR768,1024_.jpg)
![Brown Frye Dylan Oxford](https://m.media-amazon.com/images/I/61UBnVSm9VL._AC_SR768,1024_.jpg)
![Black Florsheim Lexington Wingtip Oxford](https://m.media-amazon.com/images/I/61H0SGrgWLL._AC_SR768,1024_.jpg)
![Black Florsheim Lexington Wingtip Oxford](https://m.media-amazon.com/images/I/71B08T7ndlL._AC_SR768,1024_.jpg)
8 left in stock
![Brown Allen Edmonds Trevor Plain Toe Oxfords](https://m.media-amazon.com/images/I/71lQsUpbzXL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Trevor Plain Toe Oxfords](https://m.media-amazon.com/images/I/715Hx6e2FZL._AC_SR768,1024_.jpg)
![Black Allen Edmonds Randolphven Venetian](https://m.media-amazon.com/images/I/6140n1dU0EL._AC_SR768,1024_.jpg)
![Black Allen Edmonds Randolphven Venetian](https://m.media-amazon.com/images/I/61U2oD9P1rL._AC_SR768,1024_.jpg)
![Black Massimo Matteo Stitched Penny Loafers](https://m.media-amazon.com/images/I/61TsmSI1AeL._AC_SR768,1024_.jpg)
![Black Massimo Matteo Stitched Penny Loafers](https://m.media-amazon.com/images/I/61AvlYXprDL._AC_SR768,1024_.jpg)
![Multi Dan Post Keaton](https://m.media-amazon.com/images/I/71LGkPhU-XL._AC_SR768,1024_.jpg)
![Multi Dan Post Keaton](https://m.media-amazon.com/images/I/811dhvn6NwL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Liverpool](https://m.media-amazon.com/images/I/91qW7Q3E7IL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Liverpool](https://m.media-amazon.com/images/I/812diWgMrcL._AC_SR768,1024_.jpg)
![Black To Boot New York Keiran](https://m.media-amazon.com/images/I/61SPzDinmpL._AC_SR768,1024_.jpg)
![Black To Boot New York Keiran](https://m.media-amazon.com/images/I/61zclWpmmzL._AC_SR768,1024_.jpg)
1 left in stock
![Tan ALDO Preralithh](https://m.media-amazon.com/images/I/71u3d1Fw9OL._AC_SR768,1024_.jpg)
![Tan ALDO Preralithh](https://m.media-amazon.com/images/I/61OXKvx+m4L._AC_SR768,1024_.jpg)
2 left in stock
![Brown Marc Joseph New York South Street](https://m.media-amazon.com/images/I/71JsbPJ+iVL._AC_SR768,1024_.jpg)
![Brown Marc Joseph New York South Street](https://m.media-amazon.com/images/I/61FTK9AVsHL._AC_SR768,1024_.jpg)
1 left in stock
![Red Johnston & Murphy McGuffey Lug Chukka Boot](https://m.media-amazon.com/images/I/71S+6yothDL._AC_SR768,1024_.jpg)
![Red Johnston & Murphy McGuffey Lug Chukka Boot](https://m.media-amazon.com/images/I/616-dHBsc4L._AC_SR768,1024_.jpg)
![Brown Marc Joseph New York Canal St 2.0](https://m.media-amazon.com/images/I/61cedZBbzGL._AC_SR768,1024_.jpg)
![Brown Marc Joseph New York Canal St 2.0](https://m.media-amazon.com/images/I/61u0PejQObL._AC_SR768,1024_.jpg)
8 left in stock
![Multi Dan Post Cappy](https://m.media-amazon.com/images/I/71XFD0myjAL._AC_SR768,1024_.jpg)
![Multi Dan Post Cappy](https://m.media-amazon.com/images/I/611tIptLSkL._AC_SR768,1024_.jpg)
![Bronze Dan Post Scott](https://m.media-amazon.com/images/I/71ou32b4gJL._AC_SR768,1024_.jpg)
![Bronze Dan Post Scott](https://m.media-amazon.com/images/I/81i6Deg6PBL._AC_SR768,1024_.jpg)
![Tan Dan Post Hearst](https://m.media-amazon.com/images/I/81PBecnyOZL._AC_SR768,1024_.jpg)
![Tan Dan Post Hearst](https://m.media-amazon.com/images/I/81rODsnxB2L._AC_SR768,1024_.jpg)
4 left in stock
![White ALDO Melrick](https://m.media-amazon.com/images/I/61vqb-+NwEL._AC_SR768,1024_.jpg)
![White ALDO Melrick](https://m.media-amazon.com/images/I/615l5n9zoWL._AC_SR768,1024_.jpg)
![Black Allen Edmonds Randolph](https://m.media-amazon.com/images/I/81KapbwgmQL._AC_SR768,1024_.jpg)
![Black Allen Edmonds Randolph](https://m.media-amazon.com/images/I/71oCCZ5VSeL._AC_SR768,1024_.jpg)
8 left in stock
![Beige COACH Declan Suede Loafer](https://m.media-amazon.com/images/I/61wyYHU59pL._AC_SR768,1024_.jpg)
![Beige COACH Declan Suede Loafer](https://m.media-amazon.com/images/I/61ri2NnK2aL._AC_SR768,1024_.jpg)
2 left in stock
![Gray Glerups Wool Slip-On Leather Outsole](https://m.media-amazon.com/images/I/81p7ZP-fw6L._AC_SR768,1024_.jpg)
![Gray Glerups Wool Slip-On Leather Outsole](https://m.media-amazon.com/images/I/81YsiLW+lZL._AC_SR768,1024_.jpg)
![Brown Cuadra CU552](https://m.media-amazon.com/images/I/61uUUJeXP8L._AC_SR768,1024_.jpg)
![Brown Cuadra CU552](https://m.media-amazon.com/images/I/81PPlGNk9-L._AC_SR768,1024_.jpg)
![Brown Ariat Sting Cowboy Boots](https://m.media-amazon.com/images/I/815UJsUig+L._AC_SR768,1024_.jpg)
![Brown Ariat Sting Cowboy Boots](https://m.media-amazon.com/images/I/71VSWAA-muL._AC_SR768,1024_.jpg)
![Bronze Cuadra CU456](https://m.media-amazon.com/images/I/61OFQ7WSf0L._AC_SR768,1024_.jpg)
![Bronze Cuadra CU456](https://m.media-amazon.com/images/I/51SYCTFXnHL._AC_SR768,1024_.jpg)
2 left in stock
![Black Carlos by Carlos Santana Corazon Chukka Boot](https://m.media-amazon.com/images/I/81osC8lweRL._AC_SR768,1024_.jpg)
![Black Carlos by Carlos Santana Corazon Chukka Boot](https://m.media-amazon.com/images/I/71ocLUXFwzL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Randolph2.0 Penny Loafers](https://m.media-amazon.com/images/I/61VJZ63uTGL._AC_SR768,1024_.jpg)
![Brown Allen Edmonds Randolph2.0 Penny Loafers](https://m.media-amazon.com/images/I/61Sy5SRprHL._AC_SR768,1024_.jpg)
4 left in stock
![Black Bruno Magli Metti](https://m.media-amazon.com/images/I/61kj24uGN-L._AC_SR768,1024_.jpg)
![Black Bruno Magli Metti](https://m.media-amazon.com/images/I/61yBxwlq1aL._AC_SR768,1024_.jpg)