In the Sperry tradition, these shoes are meant to last. It helped that when changing soles they were advised to order half a size up and allow time to break in while the leather stretches and takes shape.
Wool Blend Slippers Heathered Leather Maximum Men's Shoes and Loafers & Slip-Ons
58 Review
Men's Merrell Jungle Waterproof Slip-On Loafers in Gunsmoke - Shoes for Superior Comfort and Style
47 Review
Merrell Men's World Vue Black Loafers & Slip-Ons
48 Review
Dansko Wynn Slip Black 8 5 9 Men's Shoes
55 Review