preppy

The 86-year-old designer, whose preppy aesthetic has influenced American style for decades, featured looks that emphasized his signature colors, navy blue and white.

From Barron's ● Sep. 10, 2026

The history of preppy style is rooted in the wardrobes of students at Ivy League schools.

From The Wall Street Journal ● Sep. 2, 2026

At peak times on Saturday, just before sunset, the narrow two-way street to Duryea’s is filled with cars as high-heeled and preppy patrons walk along the sloped grassy shoulder of the road.

From The Wall Street Journal ● Aug. 24, 2026

Describing her own music as “whimsical,” she typically opts for a preppy, ’90s-inspired look to complete the vibe and identifies as a miniskirt warrior.

From Los Angeles Times ● Apr. 3, 2026

“Yeah, well,” said the Warden, “Pel the preppy can still clean the bilge.”

From "Mountains Beyond Mountains" by Tracy Kidder and Michael French

“It wasn’t like we were a bunch of vapid preppies, but God, we were preppy then.”

From Seattle Times ● Sep. 22, 2018

Light-pink-colored swim shorts have the flashy flair of Sonny Crockett from TV show “Miami Vice,” while pinkish denim harks back to preppies with their fondness for eye-searing trousers to match their Madras cocktails.

From Los Angeles Times ● Apr. 27, 2017

Generally civil debates began to break out, with the page’s editors disagreeing about everything from whether preppies would mismatch their socks to the age after which one stops qualifying as a hipster.

From Slate ● Oct. 20, 2015

No more driving a couple hours from College Park to Charlottesville to make fun of U-Va. preppies and trample upon Thomas Jefferson’s lawn.

From Washington Post ● Mar. 16, 2014

But then, he hadn’t gotten along with preppies or jocks either, or with the school’s administrators.

From "Geeks: How Two Lost Boys Rode the Internet Out of Idaho" by Jon Katz

Both are sometimes remembered, sartorially speaking, for their preppier periods.

From Slate ● Oct. 7, 2022

Hill exuded a young architect vibe, but Alfred’s look was preppier — a navy blue cardigan and vintage Ralph Lauren brown corduroy pants emblazoned with ducks.

From Los Angeles Times ● Oct. 10, 2018

The preppier back-half of the show, representing Mr. Lauren’s Polo label, lacked the same broad appeal, though it was masterfully put together.

From The Wall Street Journal ● Sep. 10, 2018

“So you’re going as a slightly preppier version of yourself?”

From Salon ● Oct. 30, 2014

She writes that oceans are preppier than lakes “because they are natural and uncontrollable.”

From New York Times ● Aug. 29, 2010

As a magazine writer he played the part of the preppiest young man in the club, and ingratiated himself as a in-on-the-joke insider—a power journalist who became a source for power journalists.

From Salon ● May 4, 2023

In its long-sleeve form, the preppiest of summer staples is a convincing alternative to dress shirts and sweaters.

From The Wall Street Journal ● Aug. 25, 2016

He was at Phillips Academy in Andover, Massachusetts, at the same time as John Ellis Bush, scion of America’s preppiest leading family.

From Slate ● Jan. 28, 2015

What does that Scandinavian country have to do with the preppiest of American shoe styles?

From New York Times ● Nov. 23, 2012

It’s funny how it ends up being the straightest, preppiest, most athletic guys who go all out for Gender Bender.

From "Simon vs. the Homo Sapiens Agenda" by Becky Albertalli