Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos ...

In the late 1970s and early ’80s this overcooked iteration of the real deal kicked off a broader fashion trend, as dissected in the 1980 best-seller “The Official Preppy Handbook.” That ...

Male clothing trends have evolved greatly over the years. While some trends will come back around, here are several masculine ...

FOR A FEW YEARS NOW, menswear designers have been tapping the well of classic prep, and this spring, labels like Thom Browne, Band of Outsiders, Shipley & Halmos and Asos are exploring its quirkiest ...

From Ralph Lauren to Prada, we highlight all the pieces that we saw and loved from Milan Men’s Fashion Week Fall/Winter 2026 ...

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 and an evocative addition to his signature mottos.

The first Raf Simons show since his departure from Dior opened with narration by the composer of the “Twin Peaks” soundtrack recalling his collaboration with the filmmaker and artist David Lynch. And ...

You may have heard that the director Whit Stillman, whose fourth movie, “Damsels in Distress,” opens Friday, is a chronicler of preppy culture. It’s not true. Stillman makes delightful movies, ...