How to Wear Sperrys

Get your Sperrys customized like those pictured here by shoe artist Rodney White.

Photo: Tim Umphrey/Getty Images Entertainment/Getty Images

Sperry Top-siders, with their bright white soles, are one of the more recognizable shoes on the market today. Introduced in 1935 as a boating shoe for the leisure class, Sperry has branched out into multiple styles, attracting the attention of ironic hipsters and preppies alike. Whether you have the original boat shoe or the hottest new design, genuine Sperrys or a knockoff brand, there are plenty of ways to fashionably wear these shoes -- on the water or off.

1.

Create a classic preppy look. Wear your Sperrys with a polo shirt, cable-knit cardigan and khaki pants or skirt. Top it off with a headband, a strand of pearls and a designer bag to complete the just-stepped-off-the-yacht look.

2.

Wear your Sperrys with jeans and a hoodie for a casual, sporty look. Swap out the hoodie for a cute sweater and the look becomes date-ready.

3.

Emulate your favorite guy's style by incorporating your Sperrys -- originally a men's boating shoe -- into a menswear look. Try pairing them with a long cardigan and boyfriend jeans.

4.

Use your Sperrys to dress down a skirt or dress when you want to look pretty, but still casual. Go girly with a brightly colored or patterned style.

Tips & Tricks

 

Sperry's are typically worn sans socks, so keep them clean and let them dry out before wearing again.

 

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