Like you, I’ve watched trends rise, die, and rise again like Last of Us zombies, but with more pleats. Which had me thinking about the recently revived boat shoe—specifically, Sperry boat shoes, my gateway drug to a brand that’s now taking over my shoe collection.
I remember getting my first pair of Sperry Top-Siders, the (literal) OG boat shoe, back in high school. I bought them from a Sperry outlet as one of my first grown-up shoe purchases, and teamed them up with a pair of jeans my mom…

