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

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

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

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

Braving the cold never looked so good ...

This shoe was made for walking, but it's got plenty of styling potential too ...

Proof there’s a denim for every occasion ...

Sure, we all know how to style socks; most of us do it every day. But often, the result is, well, sauceless. When you’re in ...

Adele has made a rare public appearance, and not only is she out showing off her dramatic weight loss, but her winter fashion sense as well.

“It’s about letting each generation discover its own connection” to American style, Lauren tells GQ.

The Princess of Wales often wears polka dot dresses that are sleek with smart collars, mostly by Alessandra Rich. Monsoon has ...