For a stylish splurge, we highly recommend the sophisticated Santoni Famed Leather Penny Loafer ... guides to the best casual shoes for men and the most comfortable dress shoes.

We found insoles that contain memory foam and gel pads at key pressure points, especially the heel, which function more like orthopedic inserts than old school leather and cork insoles.

After speaking to footwear experts and testing multiple pairs, we named the Amberjack Original the most comfortable dress shoes for men: They’re designed with supportive heat-activated midsoles ...