From canonical novels to top-drawer jewelry to the roots of Ralph Lauren’s empire, test your knowledge of all things prep ...

The look and meaning of preppy fashion have shifted multiple times over the decades. A new variant of preppy has gone viral online. And it involves pink clothing, cartoons, ribbons, and bowties. Many ...

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A Ralph Lauren polo shirt. A varsity jacket. Khakis and loafers. Are these clothes business casual? Date night attire? Is this a “preppy” look? As it happens, the answer is kind of all of the above, ...

Braving the cold never looked so good ...

Forbes contributors publish independent expert analyses and insights. Pooja Shah is a journalist who covers fashion, beauty and wellness. Preppy is back—and this time, it means business. Few brands ...

Massimo Giorgetti’s antidote to the world’s noise is focusing on clarity in design, evolving his preppy fashion with textures ...

Shay Mitchell recently turned heads with a series of high-fashion updates that blended athletic staples with luxury resort ...

It’d be too easy to pin it all on Miuccia Prada’s micro mini skirt. Cut so short the exposed pockets were longer than the garment itself, the piece went viral hours after it walked down the runway.

From tweed jackets to prairie dresses, Tuckernuck’s preppy, classic style has quietly become a favorite among conservative ...