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Welcome to Pineapple Street

Take a walk down Pineapple Street with us for the latest #dsgoods updates, news, and style inspiration

Fleece in Focus: Vello

Fleece in Focus: Vello

We’re constantly working to expand our fleece collection to be the ultimate expression of the Dudley Stephens way: comfort, ease,...

Color Crushing: Sherbet

Color Crushing: Sherbet

You say sherbert, we say sherbet. Either way—we can’t give you the kind of warm days that spur a sherbet...

A Tale of Two Toppers

A Tale of Two Toppers

 Our two bestselling blazers—the Windsor and the Remsen—are the same, but different. Same softness, warmth, easy wearability and all-day versatility....

Vests to Impress

Vests to Impress

There’s nothing like a vest to instantly turn an outfit into a look. An outfit in the making, it’s a...