Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos to Repp ties and more. You don’t need to be an Ivy League alum to enjoy ...

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

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, ...

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

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 ...

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

Preppy chic is back – and it’s surprisingly affordable ...

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 ...