It's the shoe that graces the cover of The Official Preppy Handbook so the Sperry Top-Sider's preppy bonafides are well established. But how did it get its distinctive name? The Top-Sider was ...

Like you, I've watched trends rise, die, and rise again like Last of Us zombies, but with more pleats. Which had me thinking ...

They called it "The shoe that launched a thousand ships," but the Sperry Top-Sider has become a wardrobe staple for any preppy wardrobe. Paul A. Sperry got the idea for his iconic shoes while ...

Sperry Top-Siders, but make them bespoke. The illustrious boat shoe has been gracing the feet of preppies everywhere since Paul Sperry created it in 1935 after slipping on the deck of his boat one ...

The Sperry boat shoe is synonymous ... pulled with pinchers over a last, which is the shoe form, and held into place with shoe tacks. The top and the bottom pieces are now hand-stitched together.

For example, you can get these popular Sperry Top-Sider Authentic Original Daytona Boat Shoes for just $42.39 with the code. These iconic kicks ordinarily retail for $99.95 but thanks to ...

Image Boat shoes are rooted in function, not fashion. But to some, their anti-fashion vibe is part of their appeal.Credit...via Sperry The Top-Sider is “the Platonic ideal of the shoe,” said ...

It's still a little chilly outside, but I'm itching to break out my summer shoes. Can I sacrifice traditionalism for comfort and warmth by wearing socks with Sperry boat shoes? — Joe Misseri ...