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

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Following the uptick in “core” fashion, a trend called the “Preppy Black Girl Aesthetic” has joined the fashion bandwagon. Although no aesthetic can perfectly define the fashion sense and essence of ...

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

While each product featured is independently selected by our editors, we may include paid promotion. If you buy something through our links, we may earn commission. Read more about our Product Review ...

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, ...

Of course, little about this is really new. Ivy style came to the fore almost a century ago, and you can probably already picture the look: soft-shouldered sack suits, hardy oxford-cloth button-downs, ...

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 ...

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