Brooks Brothers has long been a favorite for all-things preppy attire. Their current gifting selection runs the gamut, from ...

A preppy revival is sweeping fashion and culture. Thank Jack Carlson for that.

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, ...

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, ...

Three decades after “The Official Preppy Handbook” was first unleashed into bookstores, a follow-up, “True Prep,” is in the works in an attempt to reignite preppy fervor, update the mindset and ...

G. Daniel Brown, a retired teacher in Saginaw, Mich., paid about $100 for a paperback not long ago. That is jaw-dropping considering that the volume, “The Official Preppy Handbook,” was published in ...

Ezra Koenig of Vampire Weekend explains how the band have rejected their self-consciously preppy image, in the new issue of Uncut (dated November 2013), out now. Ezra Koenig of Vampire Weekend ...

We all know what "preppy" means — don't we? If you're older than those in Generation Alpha (anyone born after 2012) you might think of a wealthy person with a particular fashion sense (collared shirts ...

As far as the lower half of her ‘fit, she kept the chic energy going by wearing white knee-high socks, a hallmark of preppy ...

From reproductive rights to climate change to Big Tech, The Independent is on the ground when the story is developing. Whether it's investigating the financials of Elon Musk's pro-Trump PAC or ...

'Tis the season to layer, and Taylor Swift knows it well. The superstar has been stepping up her style game lately, and some of her latest looks have a couple of things in common. The shoes, for ...