G.H. Bass is the OG of the penny loafer—one that's made many of our lists here at Esquire. The brand's beef-roll-style loafer is iconic. Though you can go for the standard shape, we like this tassel ...

In the past, dress shoes had a reputation of being stiff and painful. But today, it’s possible to find a sharp-looking pair that are cushy, flexible and supportive. Our tester tried out several pairs ...

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