As warmer weather takes hold, the men’s flip-flop resurgence continues, while the “Love Story” effect is driving heat around boat shoes and loafers. But what else is resonating in the men’s market?

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It’s a pretty big month for menswear. The Knicks are in the playoffs, prompting plenty of courtside style moments. Menswear hero Harry Styles is on a comeback tour after a three-year hiatus, featuring ...